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Maiden Holdings, Ltd.

mhld · NASDAQ Financial Services
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Ticker mhld
Exchange NASDAQ
Sector Financial Services
Industry Insurance - Specialty
Employees 51-200
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FY2019 Annual Report · Maiden Holdings, Ltd.
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UNITED STATES SECURITIES AND EXCHANGE COMMISSION 
Washington, D.C. 20549

FORM 10-K 

(Mark One)

☒

☐

ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the Fiscal Year Ended December 31, 2019

TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the transition period from _________ to _________

Commission File Number: 001-34042

MAIDEN HOLDINGS, LTD.

(Exact Name of Registrant As Specified in Its Charter)

(State or Other Jurisdiction of Incorporation or Organization)

Bermuda

98-0570192

(I.R.S. Employer Identification No.)

94 Pitts Bay Road
Pembroke HM 08, Bermuda
(Address of Principal Executive Offices and Zip Code)
(441) 298-4900
(Registrant’s Telephone Number, Including Area Code) 

Securities registered pursuant to Section 12(b) of the Act:

Title of Each Class

Common Shares, par value $0.01 per share

Series A Preference Shares, par value $0.01 per share

Series C Preference Shares, par value $0.01 per share

Trading symbol(s)

MHLD

MH.PA

MH.PC

  Name of Each Exchange on Which Registered
  NASDAQ Capital Market

  New York Stock Exchange

  New York Stock Exchange

MH.PD

  New York Stock Exchange
Series D Preference Shares, par value $0.01 per share
Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. Yes ☐ No ☒
Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act. Yes ☐ No ☒
Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding
12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. Yes ☒
No ☐
Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any, every Interactive Data File required to be submitted
and posted pursuant to Rule 405 of Regulation S-T during the preceding 12 months (or for such shorter period that the registrant was required to submit and post such files).
Yes ☒ No ☐
Indicate  by  check  mark  if  disclosure  of  delinquent  filers  pursuant  to  Item  405  of  Regulation  S-K  is  not  contained  herein,  and  will  not  be  contained,  to  the  best  of  the
registrant’s knowledge, in the definitive proxy or information statements incorporated by reference in Part III of this Form 10-K or any amendment to this Form 10-K. ☒
Indicate by check mark whether the registrant is a large accelerated filer, accelerated filer, non-accelerated filer, smaller reporting company, or an emerging growth company.
See the definitions of “large accelerated filer,” “accelerated filer,” “smaller reporting company” and "emerging growth company" in Rule 12b-2 of the Exchange Act.

Large Accelerated Filer

Non-Accelerated Filer

☐

☒

Accelerated Filer

(Do not check if a smaller reporting company)

Smaller Reporting Company

Emerging growth company

☐

☒

☐

If  an  emerging  growth  company,  indicate  by  check  mark  if  the  registrant  has  elected  not  to  use  the  extended  transition  period  for  complying  with  any  new  or  revised
financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐
Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). Yes ☐ No ☒
The aggregate market value of voting and non-voting common shares held by non-affiliates of the registrant as of June 30, 2019 (the last business day of the registrant’s
most recently completed second fiscal quarter) was approximately $44.7 million based on the closing sale price of the registrant’s common shares on the NASDAQ Capital
Market on that date. As of March 10, 2020, 83,163,540 common shares were outstanding.

DOCUMENTS INCORPORATED BY REFERENCE
Portions of the definitive proxy statement to be filed with the Securities and Exchange Commission pursuant to Regulation 14A with respect to the registrant’s 2020 annual
general meeting of the shareholders to be filed within 120 days after the end of the period covered by this Annual Report on Form 10-K are incorporated by reference into
Part III of this Annual Report on Form 10-K.

 
 
 
 
 
 
 
 
 
 
Business

Risk Factors

Unresolved Staff Comments

Properties

Legal Proceedings

Mine Safety Disclosures

MAIDEN HOLDINGS, LTD. 

TABLE OF CONTENTS

PART I

PART II

Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities

Management's Discussion and Analysis of Financial Condition and Results of Operation

Financial Statements and Supplementary Data

Changes in and Disagreements with Accountants on Accounting and Financial Disclosure

Controls and Procedures

Other Information

Directors, Executive Officers and Corporate Governance

Executive Compensation

PART III

Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters

Certain Relationships and Related Transactions, and Director Independence

Principal Accounting Fees and Services

PART IV

Exhibits, Financial Statement Schedules

Form 10-K Summary

Item 1.

Item 1A.

Item 1B.

Item 2.

Item 3.

Item 4.

Item 5.

Item 7.

Item 8.

Item 9.

Item 9A.

Item 9B.

Item 10.

Item 11.

Item 12.

Item 13.

Item 14.

Item 15.

Item 16.

Signatures

Exhibits

Consolidated Financial Statements

Page

2

13

32

32

33

33

34

35

67

67

68

69

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70

E-1

F-1

i

   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Special Note About Forward-Looking Statements

PART I

Certain statements in this Annual Report on Form 10-K, other than purely historical information, including estimates, projections, statements relating to
our business plans, objectives and expected operating results and the assumptions upon which those statements are based are forward-looking statements
within the meaning of the Private Securities Litigation Reform Act of 1995, Section 27A of the Securities Act of 1933, as amended, and Section 21E of the
Securities  Exchange  Act  of  1934,  as  amended.  These  forward-looking  statements  include  general  statements  both  with  respect  to  us  and  the  insurance
industry and generally are identified with the words "anticipate", "believe", "expect", "predict", "estimate", "intend", "plan", "project", "seek", "potential",
"possible", "could", "might", "may", "should", "will", "would", "will be", "will continue", "will likely result" and similar expressions. In light of the risks
and uncertainties inherent in all forward-looking statements, the inclusion of such statements in this Annual Report on Form 10-K should not be considered
as a representation by us or any other person that our objectives or plans or other matters described in any forward-looking statement will be achieved.
These statements are based on current plans, estimates, assumptions and expectations. Actual results may differ materially from those projected in such
forward-looking statements and therefore, you should not place undue reliance on them. Important factors that could cause actual results to differ materially
from those in such forward-looking statements are set forth in Item 1A "Risk Factors" in this Annual Report on Form 10-K.

We caution that the list of important risk factors is not intended to be and is not exhaustive. We undertake no obligation to update or revise publicly any
forward-looking  statements,  whether  as  a  result  of  new  information,  future  events  or  otherwise,  except  as  may  be  required  by  law,  and  all  subsequent
written and oral forward-looking statements attributable to us or individuals acting on our behalf are expressly qualified in their entirety by this paragraph.
If one or more risks or uncertainties materialize, or if our underlying assumptions prove to be incorrect, our actual results may vary materially from what
we projected. Any forward-looking statements in this Annual Report on Form 10-K reflect our current view with respect to future events and are subject to
these and other risks, uncertainties and assumptions relating to our operations, results of operations, growth, strategy and liquidity. Readers are cautioned
not to place undue reliance on the forward-looking statements which speak only as of the dates of the documents in which such statements were made.

References in this Annual Report on Form 10-K to the terms "we","us","our","the Company" or other similar terms mean the consolidated operations
of Maiden Holdings, Ltd. and our consolidated subsidiaries, unless the context requires otherwise. References in this Annual Report on Form 10-K to the
term "Maiden Holdings" means Maiden Holdings, Ltd. only. References in this Annual Report on Form 10-K to $ are to the lawful currency of the United
States, unless otherwise indicated. Any discrepancies in the tables included herein between the amounts listed and the totals thereof are due to rounding.

1

Item 1. Business.

General Overview

Maiden Holdings is a Bermuda-based holding company, previously focused on serving the needs of regional and specialty insurers in the United States
of America ("U.S."), Europe and select other global markets. We currently operate internationally providing branded auto and credit life insurance products
through insurer partners to retail clients in the European Union ("EU") and other global markets through Maiden Global Holdings, Ltd. ("Maiden Global").
These products also produce reinsurance programs which were underwritten by Maiden Reinsurance Ltd. ("Maiden Reinsurance"), which is now domiciled
in Vermont in the U.S., effective March 16, 2020. Certain international credit life business is written on a primary basis by Maiden Life Försäkrings AB
("Maiden  LF")  and  general  insurance  business  is  written  on  a  primary  basis  by  Maiden  General  Försäkrings  AB  ("Maiden  GF").  We  are  not  currently
engaged in active reinsurance underwriting. We are also running off the liabilities associated with AmTrust Financial Services, Inc. ("AmTrust") contracts
terminated in early 2019 as discussed below. We have recently entered into a retroactive reinsurance agreement and a commutation agreement that further
reduces our exposure to and limits the potential volatility related to these AmTrust liabilities, which are discussed in "Note 1 — Organization " of the Notes
to Consolidated Financial Statements included in Part II Item 8. "Financial Statements and Supplementary Data".

  As  discussed  below,  the  sale  of  our  wholly  owned  subsidiary,  Maiden  Reinsurance  North  America,  Inc.  ("Maiden  US"),  the  Partial  Termination
Amendment  (as  defined  below)  and  the  termination  of  both  of  our  quota  share  contracts  with  AmTrust  materially  reduced  our  gross  and  net  premiums
written in 2019. We have significantly reduced our operating expenses and continue to take steps to reduce these costs further. Our business consists of two
reportable  segments:  Diversified  Reinsurance  and  AmTrust  Reinsurance.  Our  Diversified  Reinsurance  segment  consists  of  a  portfolio  of  predominantly
property and casualty reinsurance business focusing on regional and specialty property and casualty insurance companies located primarily in Europe. Our
AmTrust Reinsurance segment includes the run-off of all business ceded by AmTrust to Maiden Reinsurance, primarily the AmTrust Quota Share and the
European Hospital Liability Quota Share, as defined below.

Recent Developments

Since the third quarter of 2018, we have engaged in a series of strategic measures that have dramatically reduced the required regulatory capital needed
to operate our business, materially strengthened our solvency ratios, re-domiciled Maiden Reinsurance to Vermont in the U.S. and ceased active reinsurance
underwriting.  During  that  period,  we  have  also  significantly  increased  our  estimate  of  ultimate  losses  and  loss  reserves  while  purchasing  reinsurance
protection against further loss reserve volatility and as a result, have improved the ultimate economic value of the Company. We believe these measures
have given the Company the ability to more flexibly allocate capital to those activities most likely to produce the greatest returns for shareholders.

The  measures  we  ultimately  have  taken  were  initiated  in  early  2018,  when  our  Board  of  Directors  initiated  a  review  of  strategic  alternatives  (the
"Strategic Review") to evaluate ways to increase shareholder value after a period of continuing higher than targeted combined ratios and lower returns on
equity than planned. The Strategic Review has resulted in a series of transactions that have transformed our operations and materially reduced the risk on
our balance sheet. These transactions include:

On August 29, 2018, we entered into a Renewal Rights Agreement (“Renewal Rights”) with Transatlantic Reinsurance Company ("TransRe"), pursuant
to  which  we  sold,  and  TransRe  purchased,  Maiden  US's  rights  to:  (i)  renew  its  treaty  reinsurance  agreements  upon  their  expiration  or  cancellation,  (ii)
solicit  renewals  of  and  replacement  coverages  for  the  treaty  reinsurance  agreements  and  (iii)  replicate  and  use  the  products  and  contract  forms  used  in
Maiden US’s business. The payment received for sale of the Renewal Rights was $7.5 million, subject to potential additional amounts payable in the future
in accordance with the agreement, however, no additional fees have been recognized to date.

On December 27, 2018,  we completed the sale agreement ("U.S. Sale Agreement") with Enstar Holdings (US) LLC ("Enstar U.S."), pursuant to which
Maiden Holdings North America, Ltd. (“Maiden NA”) sold Maiden US to Enstar U.S. for a gross consideration of $286.4 million. Also, pursuant to the
terms of the U.S. Sale Agreement, (i) Cavello Bay Reinsurance Limited, Enstar U.S.’s Bermuda reinsurance affiliate (“Cavello”) and Maiden Reinsurance
entered into a novation agreement and a retrocession agreement pursuant to which certain assets and liabilities associated with the U.S. treaty reinsurance
business held by Maiden Reinsurance were novated and retroceded, respectively, to Cavello in exchange for total ceding commissions of $14.0 million.

As a result of the above decision to divest all of our U.S. treaty reinsurance operations, these operations were classified as discontinued operations, and
except as explicitly described as held for sale or as discontinued operations, and unless otherwise noted, all discussions and amounts presented herein relate
to our continuing operations, except for net loss, net loss attributable to Maiden and net loss attributable to Maiden common shareholders.

Effective January 1, 2019, Maiden Reinsurance and AmTrust International Insurance, Ltd. (“AII”) amended the quota share agreement between Maiden
Reinsurance  and  AII,  originally  entered  into  on  July  1,  2007  (“AmTrust  Quota  Share”)  that  was  in-force  and  set  to  expire  on  June  30,  2019  ("Partial
Termination  Amendment").    The  Partial  Termination  Amendment  provided  for  the  cut-off  of  the  ongoing  and  unearned  premium  of  AmTrust’s  Small
Commercial Business and U.S. Specialty Risk and Extended Warranty business ("Terminated Business") as of December 31, 2018, with the remainder of
the AmTrust Quota Share remaining in place. The Partial Termination Amendment resulted in Maiden Reinsurance returning $648.0 million in unearned
premium  to  AII,  or  approximately  $436.8  million  net  of  applicable  ceding  commission  and  brokerage.    During  January  2019,  Maiden  Reinsurance
transferred cash and investments of $480.0 million to AII based on provisional estimates. The excess of estimated unearned premium, net of applicable
ceding commission and brokerage over the actual amount of approximately $43.2 million was returned by AII to Maiden Reinsurance during the second
quarter of 2019.

On January 30, 2019, Maiden Reinsurance and AmTrust agreed to terminate on a run-off basis effective January 1, 2019: (i) the remaining business

subject to the AmTrust Quota Share with AII; and (ii) the European Hospital Liability quota share reinsurance

2

contract  ("European  Hospital  Liability  Quota  Share")  with  AmTrust’s  wholly  owned  subsidiaries  AmTrust  Europe  Limited  ("AEL")  and  AmTrust
International Underwriters DAC ("AIU DAC"). These transactions are broadly referred to herein as the "Final AmTrust QS Terminations". The Company
has no exposure to European Hospital Liability business after January 1, 2020 and all prior policies were written on a claims-made basis.

Effective July 31, 2019, Maiden Reinsurance and AII entered into a Commutation and Release Agreement (which is broadly referred to herein as the
"AmTrust WC Commutation"), which provided for AII to assume all reserves ceded by AII to Maiden Reinsurance with respect to its proportional 40%
share  of  the  ultimate  net  loss  under  the  AmTrust  Quota  Share  related  to:  (a)  all  losses  incurred  in  Accident  Year  2017  and  Accident  Year  2018  under
California workers' compensation policies and as defined in the AmTrust Quota Share ("Commuted California Business"); and (b) all losses incurred in
Accident  Year  2018  under  New  York  workers'  compensation  policies  ("Commuted  New  York  Business"  and  together  with  the  Commuted  California
Business, "Commuted Business") in exchange for the release and full discharge of Maiden Reinsurance of all of its obligations to AII with respect to the
Commuted Business. The Commuted Business does not include any business classified by AII as Specialty Program or Specialty Risk business. AII and
Maiden Reinsurance agreed that the Commuted Business shall be discharged by Maiden Reinsurance's transfer of cash and invested assets in the amount of
$312.8 million  ("Commutation  Payment")  which  is  the  sum  of  the  net  ceded  reserves  in  the  amount  of  $330.7 million  with  respect  to  the  Commuted
Business as of December 31, 2018 less payments in the amount of $17.9 million made by Maiden Reinsurance with respect to the Commuted Business
from  January  1,  2019  through  July  31,  2019.  Settlement  of  the  Commutation  Payment  occurred  on  August 12, 2019  and  Maiden  Reinsurance  paid  AII
approximately $6.3 million  in  interest  related  to  the  Commutation  Payment  premium,  calculated  at  the  rate  of  3.30%  per  annum  from  January  1,  2019
through August 12, 2019. Maiden Reinsurance received a no objection letter from the Bermuda Monetary Authority ("BMA") regarding the Commutation
and Release Agreement.

AII  and  Maiden  Reinsurance  also  agreed  that,  as  of  July  31,  2019,  the  AmTrust  Quota  Share  shall  be  deemed  amended  as  applicable  so  that  the
Commuted Business is no longer included as part of the Covered Business under the AmTrust Quota Share. This change, along with the other changes
described in "Note 10 - Related Party Transactions", are broadly referred to as the "Post Termination Endorsement No. 1".

Effective on July 31, 2019, Maiden Reinsurance entered into the loss portfolio and adverse development cover agreement ("LPT/ADC Agreement")
with Enstar Group Limited ("Enstar") pursuant to which Cavello assumed the loss reserves as of December 31, 2018 associated with the AmTrust Quota
Share in excess of an approximately $2.2 billion retention, up to $600.0 million in exchange for a retrocession premium of $445.0 million. The $2.2 billion
retention will be subject to adjustment for paid losses subsequent to December 31, 2018.  The  LPT/ADC  Agreement  provides  Maiden  Reinsurance  with
$155.0 million in adverse development cover over its carried AmTrust Quota Share loss reserves at December 31, 2018. The LPT/ADC Agreement meets
the criteria for risk transfer and therefore has been accounted for as retroactive reinsurance. Cumulative ceded losses exceeding $445.0 million would result
in a deferred gain which will be recognized over the settlement period in proportion to cumulative losses collected over the estimated ultimate reinsurance
recoverable.  Consequently,  cumulative  adverse  development  subsequent  to  December  31,  2018  may  result  in  significant  losses  from  operations  until
periods  when  the  deferred  gain  is  recognized  as  a  benefit  to  earnings.  At  December  31,  2019,  the  deferred  gain  liability  recognized  for  retroactive
reinsurance  under  the  LPT/ADC  Agreement  was  approximately  $113.0 million.  Amortization  of  the  deferred  gain  will  not  occur  until  paid  losses  have
exceeded the minimum retention under the LPT/ADC Agreement, which is estimated to be in 2024.

Effective March 16, 2020, we re-domesticated our principal operating subsidiary, Maiden Reinsurance, to the State of Vermont in the U.S. Filings had
previously been made with the Vermont Department of Financial Regulation ("Vermont DFR"), the Vermont Secretary of State as well as with the Bermuda
Monetary Authority ("BMA") to provide notice of the Company's intent to re-domicile from Bermuda. Maiden Reinsurance is now subject to the statutes
and regulations of Vermont in the ordinary course of business.We determined that re-domesticating Maiden Reinsurance to Vermont will enable us to better
align  our  operations,  capital  and  resources  with  our  liabilities,  which  originate  mostly  in  the  U.S.,  resulting  in  a  more  efficient  structure.  The  re-
domestication, in combination with the transactions completed pursuant to the Strategic Review, will continue to strengthen the Company’s capital position
and solvency ratios. The re-domestication does not apply to our parent holding company, which remains a Bermuda-based holding company. Securities
issued by Maiden Holdings are not affected by the re-domestication of Maiden Reinsurance.

On January 10, 2019, we completed the sale of AVS Automotive VersicherungsService GmbH (“AVS”) and related European subsidiaries to Allianz
Partners (“Allianz”) as part of the Strategic Review. AVS, organized under the laws of Germany, operates as an insurance producer in Germany and was a
wholly owned subsidiary of Maiden Global prior to its sale.

In  November  2019,  Maiden  Reinsurance  and  National  General  Holdings  Corporation  ("NGHC")  agreed  to  fully  and  finally  settle  and  commute  all
rights, obligations and liabilities, known and unknown, of each other under the NGHC Quota Share (as defined below). Maiden Reinsurance paid NGHC
$2.2 million representing the loss reserve balance as at September 30, 2019.

As part of the Strategic Review during the fourth quarter of 2018, Maiden Holdings contributed as capital 35% of its ownership in Maiden Reinsurance
to  Maiden  NA.  Additionally,  the  proceeds  of  the  sale  of  Maiden  US  were  partially  used  by  Maiden  NA,  among  other  things,  to  settle  inter-company
balances  due  to  its  Bermuda  affiliates  and  as  described  below.  In  December  2018  and  January  2019,  Maiden  NA  contributed  its  proportionate  share  of
capital  contributions  in  the  aggregate  amount  of  $68.3  million  in  cash  to  Maiden  Reinsurance.  Maiden  NA  also  maintains  a  portfolio  of  short-term
investments, along with other strategic investments of $53.9 million at December 31, 2019. We believe Maiden NA’s investments will create opportunities
to utilize net operating loss carry-forwards ("NOL") which total $222.5 million as of December 31, 2019.  These  NOLs  are  not  presently  recognized  as
deferred tax assets as a full valuation allowance is currently carried against them. For further details please see "Note 16 — Taxation" included under Item 8
"Financial  Statements  and  Supplementary  Data"  of  this  Annual  Report  on  Form  10–K.  Taken  together,  the  Company  believes  these  measures  should
generate additional income for Maiden NA in a tax-efficient manner while sharing in the improvement in profitability we anticipate in Maiden Reinsurance
as a result of the measures enacted in the Strategic Review.

3

Prior to the transactions associated with the Strategic Review, we had entered into a series of significant capital markets transactions. For additional

details of these transactions prior to 2018, please refer to our Annual Reports on Form 10–K for the years ended December 31, 2018 and 2017.

Further details of these and other capital transactions are discussed in the Capital Resources section of Item 7 "Management’s Discussion and Analysis
of Financial Condition and Results of Operations" as well as the related discussion in our Notes to the Consolidated Financial Statements specifically "Note
7  —  Long-Term  Debt"  and  "Note  13  —  Shareholders’  Equity"  included  under  Item  8  "Financial  Statements  and  Supplementary  Data"  of  this  Annual
Report on Form 10–K.

Business Strategy

The significant operating losses of recent years resulted in the Strategic Review initiated by our Board of Directors. We believe that the transactions and
initiatives taken as a result of the Strategic Review have substantially improved our capital position and will return us to operating profitability. We will
continue  to  evaluate  our  operating  strategy  during  2020  while  leveraging  the  significant  assets  and  capital  we  retain.  In  addition  to  restoring  operating
profitability, our strategic focus will center on creating the greatest risk-adjusted shareholder returns, whether via asset and capital management or active
reinsurance underwriting, or a combination of both. Our present assessment of the reinsurance marketplace along with our current operating profile is that
the  risk-adjusted  returns  that  may  be  produced  via  active  reinsurance  underwriting  are  likely  to  present  more  limited  opportunities  compared  to  other
strategic initiatives which may produce greater shareholder value.

Our future results, and our ability to generate an improved risk-adjusted return on capital, may be impacted by risks and trends set forth in Item 1A,

"Risk Factors", and elsewhere in this Annual Report on Form 10-K.
Our Principal Operating Subsidiaries

Maiden  Reinsurance,  a  wholly  owned  subsidiary  of  the  Company,  is  a  reinsurance  company  licensed  in  the  state  of  Vermont  in  the  U.S.  and  began
operations in June 2007. On March 16, 2020, the re-domestication of Maiden Reinsurance from Bermuda was completed. The re-domestication does not
apply to Maiden Holdings which remains a Bermuda-based holding company.

Maiden NA is our wholly owned U.S. holding company and is domiciled in the State of Delaware in the U.S.

Maiden Global, a wholly owned subsidiary of Maiden Holdings, operates as a reinsurance services and holding company. Maiden Global is organized
under the laws of England and Wales. Maiden LF and Maiden GF, both wholly owned subsidiaries of Maiden Holdings, are insurance companies organized
under the laws of Sweden and write credit life insurance and general insurance, respectively, on a primary basis in support of Maiden Global’s business
development efforts.
Our Reportable Segments

Our business consists of two reportable segments: Diversified Reinsurance and AmTrust Reinsurance. As a result of the strategic decision to divest all
of our U.S. treaty reinsurance operations as discussed above, we revised the composition of these reportable segments. As noted previously, we are not
currently  engaged  in  any  active  reinsurance  underwriting  in  either  reportable  segment.  Our  Diversified  Reinsurance  segment  now  only  consists  of  a
portfolio  of  predominantly  property  and  casualty  reinsurance  business  focusing  on  regional  and  specialty  property  and  casualty  insurance  companies
located primarily in Europe. Our AmTrust Reinsurance segment includes the run-off of all business ceded by AmTrust to Maiden Reinsurance, primarily
the AmTrust Quota Share and the European Hospital Liability Quota Share. Both contracts in the AmTrust Reinsurance segment were terminated effective
January  1,  2019.  In  addition  to  our  reportable  segments,  the  results  of  operations  of  the  former  NGHC  Quota  Share  segment  (which  was  commuted  in
November 2019) have been included in the "Other" category.

Financial  data  relating  to  our  two  reportable  segments  is  included  in  Item  7.  "Management’s  Discussion  and  Analysis  of  Financial  Condition  and
Results of Operations" and in "Notes to Consolidated Financial Statements - Note 3. Segment Information" included under Item 8 "Financial Statements
and Supplementary Data" of this Annual Report on Form 10-K.

The table below compares net premiums earned, by reportable segment, reconciled to the total consolidated net premiums earned for the years ended

December 31, 2019 and 2018:

For the Year Ended December 31,

2019

2018

($ in thousands)
Diversified Reinsurance

AmTrust Reinsurance

Total

Net Premiums 
Earned

% of Total

Net Premiums 
Earned

% of Total

  $

  $

83,691  

364,071  

447,762  

18.7%   $

81.3%  

112,487  

1,913,715  

100.0%   $

2,026,202  

5.5%

94.5%

100.0%

Financial data relating to the geographical areas in which we operate and relating to our principal products may be found in "Notes to Consolidated
Financial Statements - Note 3. Segment Information"  included  under  Item  8  "Financial  Statements  and  Supplementary  Data"  of  this  Annual  Report  on
Form 10-K.

4

 
 
 
 
 
 
 
Diversified Reinsurance Segment

In this segment, Maiden Reinsurance wrote treaties on both a quota share basis and excess of loss basis outside the U.S. whereas Maiden LF and GF
write business in Europe on a primary basis. We presently have a limited number of in force reinsurance contracts that are renewals of existing contracts.
The net premiums written by our Diversified Reinsurance segment's operating subsidiaries, after intercompany reinsurance, for the years ended December
31, 2019 and 2018 were as follows:

For the Year Ended December 31,

2019

2018

($ in thousands)
Maiden Reinsurance

Maiden LF

Maiden GF

Total

Net Premiums 
Written

% of Total

Net Premiums 
Written

% of Total

  $

  $

36,074  

7,412  

5,665  

49,151  

73.4%   $

120,584  

15.1%  

11.5%  

5,069  

3,666  

100.0%   $

129,319  

93.2%

4.0%

2.8%

100.0%

Please refer to Item 7. "Management’s Discussion and Analysis of Financial Condition and Results of Operations" for a discussion on the performance

of our Diversified Reinsurance segment for the years ended December 31, 2019 and 2018.

Maiden Reinsurance was previously focused on developing a portfolio of assumed reinsurance within Europe and globally since the advent of Solvency
II  (referred  to  as  "European  Capital  Solutions").  As  a  result  of  our  A.M.  Best  rating  being  downgraded  to  B++  (Good)  with  negative  outlook  and
implications in November 2018, the European Capital Solutions business was adversely affected and a significant amount of this business was either non–
renewed at January 1, 2019 or terminated pursuant to contractual provisions in the underlying reinsurance contracts. The net premiums written in European
Capital Solutions for the years ended December 31, 2019 and 2018 were as follows:

For the Year Ended December 31,

($ in thousands)
Net premiums written

2019

2018

  Net Premiums Written   Net Premiums Written
42,753
  $

(1,519)   $

Additionally,  Maiden  Global’s  business  development  teams  partner  with  automobile  manufacturers,  dealer  associations  and  local  primary  insurers  to
design and implement point of sale insurance programs which generate revenue for the auto manufacturer and insurance premiums for the primary insurer
("IIS business"). Typically, the primary insurer agrees to reinsure an agreed upon percentage of the underlying business to Maiden Reinsurance as part of
the  overall  arrangement.  Maiden  Reinsurance  is  generally  not  obligated  to  underwrite  the  original  equipment  automobile  manufacturers'  (the  "OEM's")
programs  that  Maiden  Global  designs.  The  breakdown  of  IIS  business  by  line  of  business  for  the  years  ended  December  31,  2019  and  2018  were  as
follows:

For the Year Ended December 31,

2019

2018

($ in thousands)
Personal Auto - Quota Share Reinsurance

Credit Life - Insurance

Total

Net 
Premiums 
Written

  $

  $

31,081  

19,631  

50,712  

% of Total

61.3%   $

38.7%  

100.0%   $

Net 
Premiums 
Written

70,060  

16,492  

86,552  

% of Total

80.9%

19.1%

100.0%

For  the  year  ended  December  31,  2019,  the  Company's  net  written  premiums  for  Personal  Auto  on  a  quota  share  reinsurance  basis  significantly
decreased compared to 2018 primarily due to a lower quota share cession percentage which declined from 65% in 2018 to 50% in 2019 in the German auto
programs.

We have also historically generated fee income when Maiden Global participates in transactions and collects a fee for designing and facilitating the sale
of insurance programs; prior to 2019, a significant portion of our fee income was generated by AVS and its subsidiaries in Germany and Austria through its
point of sale producers in select OEM's dealerships. On January 10, 2019, we completed the sale of AVS to Allianz. In addition to a fee for the sale of AVS,
we entered into a three–year quota share reinsurance agreement with Allianz for certain German automobile policies that we have historically reinsured.
For the years ended December 31, 2019 and 2018, this fee income was earned within the following locations:

For the Year Ended December 31,

($ in thousands)
United Kingdom

Australia

Germany

Other

Total

2019

2018

Fee Income

% of Total

Fee Income

% of Total

952  

721  

—  

—  

56.9%   $

43.1%  

—%  

—%  

1,673  

100.0%   $

1,320  

1,433  

5,772  

1,156  

9,681  

13.6%

14.8%

59.6%

12.0%

100.0%

  $

  $

5

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
AmTrust Reinsurance Segment

General

Until we terminated our reinsurance contracts with AmTrust, they were our largest client. AmTrust is a multinational specialty property and casualty
insurance holding company with operations in the U.S., Europe and Bermuda. In January 2019, via the Partial Termination Amendment and Final AmTrust
QS Terminations, we terminated both of the reinsurance contracts that comprise this segment. Apart from certain unearned premiums in the AmTrust Quota
Share and the European Hospital Liability Quota Share that have been earned subsequent to December 31, 2018, we had no new premium written within
this  segment  during  2019.  Information  relating  to  our  principal  founding  shareholders  that  are  affiliated  with  AmTrust  may  be  found  in  "Notes  to
Consolidated Financial Statements - Note 10. Related Party Transactions" included under Item 8 "Financial Statements and Supplementary Data" of this
Annual Report on Form 10-K.

Through our reinsurance agreements with AmTrust, we reinsured specific lines of business within the following AmTrust business segments:

• Small  commercial  business  insurance,  which  includes  U.S.  workers’  compensation,  commercial  package  and  other  low-hazard  property  and

casualty insurance products;

• Specialty risk and extended warranty coverage for consumer and commercial goods and custom designed coverages, such as accidental damage
plans and payment protection plans offered in connection with the sale of consumer and commercial goods, in the U.S., U.K. and certain other
global markets and European hospital liability; and

• Specialty  program  which  includes  package  products,  general  liability,  commercial  auto  liability,  excess  and  surplus  lines  programs  and  other

specialty commercial property and casualty insurance to a narrowly defined, homogeneous group of small and middle market companies.

AmTrust Quota Share

Under the AmTrust Quota Share with AII, effective July 1, 2007 and through 2018, we reinsured 40% of AmTrust’s premium written, net of reinsurance
with unaffiliated reinsurers, relating to all lines of business that existed on the effective date. We also had the option to reinsure additional programs, in
addition to the original lines of business entered into by AmTrust since the effective date of the AmTrust Quota Share. As AmTrust expanded into new
lines of business, pursuant to the terms of the AmTrust Quota Share, we had selectively added some of those lines and opted not to participate in others.
Consequently our share of AmTrust's overall gross premiums written declined below 40% over time.

As a result of the Partial Termination Amendment and the Final AmTrust QS Terminations described previously, our active reinsurance contracts with
AmTrust were terminated, effective January 1, 2019. Also, effective July 31, 2019, we concurrently entered into the AmTrust WC Commutation along with
Post Termination Endorsement No. 1 which were described previously.

European Hospital Liability Quota Share

On  April  1,  2011,  Maiden  Reinsurance  entered  into  the  European  Hospital  Liability  Quota  Share  with  AEL  and  AIU  DAC  to  cover  those  entities'
medical liability business in Europe, primarily Italy and France. These contracts were terminated on a run-off basis effective January 1, 2019 as part of the
Final AmTrust QS Terminations.

For  more  information,  please  refer  to  "Notes  to  Consolidated  Financial  Statements  -  Note  10.  Related  Party  Transactions"  included  under  Item  8

"Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.
Risk Management

Our Enterprise Risk Management ("ERM") framework reflects the ‘three lines of defense’ approach to risk management, which involves (1) individual
functions having responsibility for identifying and managing risks; (2) the ERM Committee providing oversight and guidance to individual functions; and
(3) internal audit performing independent reviews. Our Board has overall responsibility for oversight of the ERM program and has delegated this oversight
to its Audit Committee.

Our ERM Committee monitors and oversees the risk environment and provides direction to mitigate, to an acceptable level, the most significant and
material  risks  that  may  adversely  affect  our  ability  to  achieve  our  goals.  The  ERM  Committee  continually  reviews  factors  that  may  impact  our
organizational risk and develops and implements strategies and action plans to mitigate key risks.

Our ERM program is designed to achieve the following:

• Establish a process to assess strategies and business decisions on a risk/reward basis;

• Establish a risk governance structure with clearly defined roles and responsibilities;

•

Identify and assess all material risks from internal and external sources;

• Manage risks within our risk appetite; and

• Effective review and reporting of major loss events.

The first line of defense assists with the identification of risks, creation of appropriate responses to risks, and maintain them within the risk appetite and
tolerances that the ERM Committee believes are necessary to achieve our business strategies and objectives. The mitigation of risks is achieved through the
application and operation of controls, transferring of risk or tolerating risks within risk appetite.

6

Our internal audit department assesses the adequacy and effectiveness of our risk management framework and mitigating controls and coordinates risk-
based audits to evaluate and address risk within targeted areas of our business. The core functions of this department are to (1) assess the adequacy and
effectiveness of our internal control systems; (2) coordinate risk-based audits and compliance reviews; and (3) carry out other initiatives to evaluate and
address risk within targeted areas of our business. Internal audit integrates testing of the risk management framework into its annual test plans.

Our Audit Committee, comprised solely of independent directors, meets at least quarterly to assess whether management is addressing risk issues in a
timely and appropriate manner. The Audit Committee receives a quarterly update on capital and risk management. Our risk appetite and tolerances have
been formally approved by the Audit Committee.

On a group basis and for our operating entities, we monitor our capital position relative to our regulatory requirements. Due to the re-domestication of
Maiden Reinsurance to the State of Vermont in the U.S. in March 2020, we will not file a Group Solvency Self-Assessment ("GSSA") for the 2019 year.
Our  Audit  Committee  had  historically  reviewed  the  GSSA  which  was  required  to  be  filed  annually  with  the  BMA  and  used  to  understand  current  and
prospective risks and the associated capital requirements. The GSSA documented our internal self-assessment of capital.

As  a  property  and  casualty  holding  company,  our  insurance  subsidiaries  are  in  the  business  of  assuming  risk.  Our  primary  risks  are  categorized  as

follows:

• Insurance risk - the risk that insured losses are higher than our expectations. This includes losses arising from inadequate loss reserves, losses from
larger than expected non-catastrophe current accident year losses, and catastrophe losses that exceed our expectation or our reinsurance limits. We
are not currently engaged in active reinsurance underwriting and as a result our insurance risk from premiums is immaterial;

• Investment risk - the risk of loss in our investment portfolio potentially caused by fluctuations in interest rates, credit spreads, foreign exchange

rates and inflation on both assets and liabilities;

• Liquidity risk - the risk that the group does not have sufficient unrestricted or liquid funds to pay losses or meet contractual obligations as they

become due; and

• Operational risk - the risk of loss from inadequate or failed internal processes, people, systems and/or external events, which also includes legal

risks.

Our Financial Strength Ratings

A.M. Best has developed a rating system to provide an opinion of an insurer’s or reinsurer’s financial strength and ability to meet ongoing obligations
to its policyholders. Each rating reflects that rating agency’s independent opinion of the capitalization, management and sponsorship of the entity to which
it relates, and is neither an evaluation directed to investors in our common shares nor a recommendation to buy, sell or hold our common shares. A.M. Best
maintains a letter scale rating system ranging from "A++" (Superior) to "F" (In Liquidation).

On November 14, 2018, A.M. Best downgraded the financial strength rating of Maiden Reinsurance, our primary operating subsidiary, to B++ (Good)
from A- (Excellent) and the long-term issuer credit rating to “bbb” from “a-”, with negative outlook and implications. In February 2019, we requested from
A.M. Best to withdraw our financial strength rating. On February 28, 2019, A.M. Best approved the withdrawal with a final rating as "B++" (Good) with
negative outlook and implications. As a result, we do not have a financial strength rating from any of the major rating agencies that cover our industry.

As we continue to evaluate our ongoing business strategy, the lack of a financial strength rating from one of the major rating agencies may limit or
negatively impact our ability to market and sell our products. It may also require us to use collateral more frequently to secure client relationships, which
could impact our unrestricted liquidity. Both of these factors would be key considerations as to whether and when we resume active underwriting.

Reserve for Loss and Loss Adjustment Expenses

General

We are required by applicable insurance laws and regulations in the U.S. and Sweden and by U.S. Generally Accepted Accounting Principles ("U.S.
GAAP") to establish loss reserves to cover our estimated liability for the payment of all loss and loss adjustment expenses ("loss and LAE") incurred with
respect to premiums earned on the policies and treaties that we write. These reserves are balance sheet liabilities representing estimates of loss and LAE
which we are ultimately required to pay for insured or reinsured claims that have occurred as of or before the balance sheet date. The loss and LAE reserves
on our balance sheet represent management’s best estimate of the outstanding liabilities associated with our premium earned.  In developing this estimate,
management considers the results of internal and external actuarial analyses, trends in those analyses as well as industry trends. Our opining independent
actuary certifies that the reserves established by management make a reasonable provision for our unpaid loss and LAE obligations.

These  amounts  include  case  reserves  and  provisions  for  Incurred  But  Not  Reported  ("IBNR")  reserves.  Case  reserves  are  established  for  losses  that
have been reported to us, and not yet paid. IBNR reserves represent the estimated cost of losses that have occurred but have not been reported to us and
include a provision for additional development on case reserves. We establish case reserves based on information from the ceding company, reinsurance
intermediaries, and when appropriate, consultations with independent legal counsel. The IBNR reserves are established by management based on reported
loss and LAE and actuarially determined estimates of ultimate loss and LAE.

A  variety  of  standard  actuarial  methods  are  calculated  to  estimate  ultimate  loss  and  LAE.  The  majority  of  our  business  is  reserved  individually  by
cedant and line of business, with the remainder reserved in homogeneous groupings. Ultimate loss selections are accumulated across the reserve segments,
and appropriate actuarial judgment is applied to determine the final selection

7

of  estimated  ultimate  losses.  Ultimate  losses  are  converted  to  IBNR  reserves  by  subtracting  inception  to  date  paid  losses  and  case  reserves  from  those
amounts. The combined total of case and IBNR results in indicated reserves which are the basis for the carried reserves for financial statements. Ultimate
losses are also used to estimate premium and commission accruals for accounts with adjustable features.

Loss  reserves  do  not  represent  an  exact  calculation  of  liability;  rather,  loss  reserves  are  estimates  of  what  we  expect  the  ultimate  resolution  and
administration of claims will cost. These estimates are based on actuarial and statistical projections and on our assessment of currently available data, as
well as estimates of trends in claims severity and frequency, judicial theories of liability and other factors. Loss reserve estimates are refined as experience
develops  and  as  claims  are  reported  and  resolved.  Establishing  an  appropriate  level  of  loss  reserves  is  an  inherently  uncertain  process.  In  addition,  the
relatively long reporting periods between when a loss occurs and when it may be reported to our claims department for our casualty lines of business also
increase the uncertainties of our reserve estimates in such lines. To assist us in establishing appropriate reserves for loss and LAE, we analyze a significant
amount of internal data and external insurance industry information with respect to the pricing environment and loss settlement patterns. In combination
with our individual account pricing analyses and our internal loss settlement patterns, this industry information is used to guide our loss and LAE estimates.
These estimates are reviewed quarterly, at a high level of detail, and any adjustments are reflected in earnings in the periods in which they are determined.

For  additional  information  concerning  our  reserves,  see  Item  7,"Management’s  Discussion  and  Analysis  of  Financial  Condition  and  Results  of
Operations — Critical Accounting Policies — Reserve for Loss and Loss Adjustment Expense" and "Notes to Consolidated Financial Statements - Note
9  —  Reserve  for  Loss  and  Loss  Adjustment  Expenses" included under  Item  8  "Financial  Statement  and  Supplementary  Data",  for  further  information
regarding the specific actuarial models we utilize and the uncertainties in establishing the reserve for loss and LAE.
Our Employees

On March 11, 2020, we had approximately 53 full-time and part-time employees who are located in Bermuda, the U.S., the U.K., Germany, Ireland and

Sweden. We believe that our employee relations are good. None of our employees are subject to collective bargaining agreements.
Regulatory Matters

General

The insurance and reinsurance industry are subject to regulatory and legislative oversight and regulation in various markets in which we operate.

U.S. Insurance Regulation

Until  its  re-domestication  to  Vermont,  Maiden  Reinsurance  was  regulated  as  a  registered  Class  3B  general  business  insurer  under  the  Insurance  Act
1978 of Bermuda, as amended, and related regulations. As of March 16, 2020, Maiden Reinsurance is an affiliated reinsurer organized under the laws of the
state of Vermont. Regulatory, supervisory and administrative authority over insurance companies is primarily delegated to the states with the exception of
federal authority over boycott, coercion and intimidation, federal antitrust laws and where federal law is enacted specifically to regulate the business of
insurance. Among other things, state insurance departments regulate insurer solvency standards, insurer and agent licensing, authorized investments, loss
and expense reserves and provisions for unearned premiums, and deposits of securities for the benefit of policyholders. Maiden Reinsurance is required to
file detailed financial statements and other reports with the Vermont DFR. These financial statements are subject to the supervision, regulation and periodic
examination by the Vermont DFR.

State Insurance Department Examinations

Maiden  Reinsurance  is  subject  to  the  financial  supervision  and  regulation  of  the  state  in  which  it  is  domiciled.  As  part  of  their  regulatory  oversight
process, state insurance departments conduct periodic detailed examinations of the financial reporting of insurance companies domiciled in their states, not
less frequently than once every five years. Examinations may be carried out in cooperation with the insurance departments of other states under guidelines
promulgated by the National Association of Insurance Commissioners ("NAIC").

Statutory Accounting Principles

Statutory accounting principles ("SAP") are a basis of accounting developed to assist insurance regulators in monitoring and regulating the solvency of
insurance  companies.  SAP  is  primarily  concerned  with  measuring  an  insurer's  surplus  to  policyholders.  Accordingly,  statutory  accounting  focuses  on
valuing assets and liabilities of insurers at financial reporting dates in accordance with appropriate insurance law and regulatory provisions applicable in
each insurer's domiciliary state.

U.S.  GAAP  is  concerned  with  a  company's  solvency,  but  is  also  concerned  with  other  financial  measurements,  principally  income  and  cash  flows.
Accordingly,  U.S.  GAAP  gives  more  consideration  to  appropriate  matching  of  revenue  and  expenses  and  accounting  for  management's  stewardship  of
assets than does SAP. As a direct result, different assets and liabilities and different amounts of assets and liabilities will be reflected in financial statements
prepared in accordance with U.S. GAAP compared to SAP. Statutory accounting practices established by the NAIC and adopted in part by Vermont will
determine, among other things, the amount of statutory surplus and statutory net income of Maiden Reinsurance, and thus determine, in part, the amount of
funds that could be available to pay as dividends.

Holding Company Regulation

Maiden Reinsurance is subject to the U.S. statutory holding company laws of its state of domicile. The insurance holding company laws and regulations
apply directly to individual insurers, indirectly to non-insurance entities, and provide regulators the ability to look at any entity within an insurance holding
company system. State regulations generally provide that each insurance

8

company in an insurance holding company system must register with the insurance department of its state of domicile. These laws vary from state to state,
but each state has enacted legislation which requires licensed insurers that are subsidiaries of insurance holding companies to register and file with state
regulatory  authorities  certain  reports  including  information  concerning  their  capital  structure,  ownership,  financial  condition  and  general  business
operations. All transactions involving the insurers in a holding company system and their affiliates must be fair and reasonable and, if material, require
prior notice and non-disapproval by the state insurance department of their domicile.

Further, state insurance holding company laws typically place limitations on the amounts of dividends or other distributions payable by insurers. Any
capital  distribution  of  any  kind  out  of  Maiden  Reinsurance  would  be  done  consistent  with  Vermont  regulations  or  as  may  be  required,  with  the  prior
approval of the Vermont DFR.

State  insurance  holding  company  laws  also  require  prior  notice  and  state  insurance  department  approval  of  changes  in  control  of  an  insurer  or  its
holding company. "Control" is generally defined as the possession, direct or indirect, of the power to direct or cause the direction of the management and
policies  of  the  company,  whether  through  the  ownership  of  voting  securities,  by  contract  (except  a  commercial  contract  for  goods  or  non-management
services) or otherwise. Maiden Reinsurance is domiciled in Vermont where any beneficial owner of 10% or more of the outstanding voting securities of an
insurance company or its holding company is presumed to have acquired control, unless this presumption is rebutted. Therefore, an investor who intends to
acquire beneficial ownership of 10% or more of our outstanding voting securities may need to comply with these laws and would be required to file notices
and reports with the Vermont DFR and receive approval from the Vermont DFR or rebut the presumption of control before such acquisition.

Additionally,  the  Model  Holding  Company  Act  and  Model  Holding  Company  Regulation  address  “enterprise”  risk  -  the  risk  that  an  activity,
circumstance, event, or series of events involving one or more affiliates of an insurer that, if not remedied promptly, is likely to have a material adverse
effect  upon  the  financial  condition  or  liquidity  of  the  insurer  or  its  insurance  holding  company  system  as  a  whole.  The  Vermont  DFR  adopted  the
requirement for a holding company to annually submit an Enterprise Risk Report with the state commissioner.

In 2012, the NAIC adopted the Risk Management and Own Risk and Solvency Assessment (“ORSA”) Model Act (the “ORSA Model Act”), which
requires  domestic  insurers  to  maintain  a  risk  management  framework  and  establishes  a  legal  requirement  for  domestic  insures  to  conduct  an  ORSA  in
accordance  with  the  NAIC’s  ORSA  Guidance  Manual.  The  ORSA  Model  Act  provides  that  domestic  insurers,  or  their  insurance  group,  must  regularly
conduct an ORSA consistent with a process comparable to the ORSA Guidance Manual process. The ORSA Model Act also provides that, no more than
once a year, an insurer's domiciliary regulator may request that an insurer submit an ORSA summary report, or any combination of reports that together
contain the information described in the ORSA Guidance Manual, with respect to the insurer and/or the insurance group of which it is a member. Vermont
has adopted its version of the ORSA Model Act and the Company believes that a Vermont statutory exemption (8 V.S.A. Section 3586) presently exempts
the Company from the requirements of Vermont’s version of the ORSA Model Act.

Risk-Based Capital

U.S. insurers are also subject to risk-based capital ("RBC") guidelines that provide a method to measure the total adjusted capital (statutory capital and
surplus  plus  other  adjustments)  of  insurance  companies  taking  into  account  the  risk  characteristics  of  a  company's  investments  and  products.  The  RBC
formulas  establish  capital  requirements  for  four  categories  of  risk:  asset  risk,  insurance  risk,  interest  rate  risk  and  business  risk.  For  each  category,  the
capital requirement is determined by applying factors to asset, premium and reserve items, with higher factors applied to items with greater underlying risk
and lower factors for less risky items. Insurers that have less statutory capital than the RBC calculation required are considered to have inadequate capital
and are subject to varying degrees of regulatory action depending upon the level of capital inadequacy. Maiden Reinsurance will file its first RBC reports in
2021 after the completion of the 2020 calendar year, but estimate that it exceeds Vermont's RBC requirements and that these ratios should further improve
as the amount of capital required to operate Maiden Reinsurance continues to decline based on our current expected business strategy.

Reinsurance

The ability of an insurer to take credit for the reinsurance purchased from reinsurance companies is a significant component of reinsurance regulation.
Typically,  an  insurer  will  only  enter  into  a  reinsurance  agreement  if  it  can  obtain  credit  to  its  reserves  on  its  statutory  financial  statements  for  the
reinsurance  ceded  to  the  reinsurer.  With  respect  to  U.S.  domiciled  reinsurers  that  reinsure  U.S.  insurers,  credit  is  usually  granted  when  the  reinsurer  is
licensed, certified or accredited in a state where the primary insurer is domiciled or, in some instances, in a state in which the primary insurer is licensed.
States also generally permit primary insurers to take credit for reinsurance if the reinsurer is (i) domiciled in a state with a credit for reinsurance law that is
substantially  similar  to  the  standards  in  the  primary  insurer's  state  of  domicile,  and  (ii)  meets  certain  financial  requirements.  Credit  for  reinsurance
purchased from a reinsurer that does not meet the foregoing conditions is generally allowed to the extent that such reinsurer secures its obligations with
qualified collateral. We are able to take credit for all reinsurance purchased and all cedants are able to take credit for reinsurance they purchase from us.

NAIC Ratios

The  NAIC  Insurance  Regulatory  Information  System  ("IRIS")  was  developed  to  help  state  regulators  identify  companies  that  may  require  special
attention. IRIS is comprised of statistical and analytical phases consisting of key financial ratios whereby financial examiners review annual statutory basis
statements and financial ratios. Each ratio has an established "usual range" of results and assists state insurance departments in executing their statutory
mandate to oversee the financial condition of insurance companies. A ratio result falling outside the usual range of IRIS ratios is not considered a failing
result; rather unusual values are viewed as part of the regulatory early monitoring system. Furthermore, in some years, it may not be unusual for financially
sound companies to have several ratios with results outside the usual ranges. An insurance company may fall out of the usual range for one or more ratios
because of specific transactions that are in themselves immaterial. Generally, an insurance company will become subject to regulatory scrutiny and may be
subject to regulatory action if it falls outside the usual ranges of four or more of the

9

ratios. Because Maiden Reinsurance recently completed its re-domestication to Vermont in 2020, it is possible that it may produce unusual ratios outside
the usual ranges for more than four tests, principally due to the lack of prior year statutory data which is required for many of the ratios to be computed.

State Legislative and Regulatory Changes

From time to time, various regulatory and legislative changes are proposed in the insurance industry. Among the proposals that have in the past been or
are  at  present  being  considered  are  proposals  in  various  state  legislatures  (some  of  which  proposals  have  been  enacted)  to  conform  portions  of  their
insurance laws and regulations to various model acts adopted by the NAIC.

While we are not engaged in any active reinsurance underwriting currently, our insurance subsidiaries are required to comply with a wide variety of
laws  and  regulations  applicable  to  insurance  or  reinsurance  companies,  both  in  the  jurisdictions  in  which  they  are  organized  and  where  they  may  sell
insurance and reinsurance products. The insurance and regulatory environment, in particular for offshore insurance and reinsurance companies, has become
subject to increased scrutiny in many jurisdictions, including the U.S., various states within the U.S. and the EU. In the past, there have been Congressional
and other initiatives in the U.S. regarding increased supervision and regulation of the insurance industry. It is not possible to predict the future impact of
changes in laws and regulations on our operations. The cost of complying with any new legal requirements affecting our subsidiaries could have a material
adverse effect on our business.

In addition, our subsidiaries may not always be able to obtain or maintain necessary licenses, permits, authorizations or accreditations. They also may
not  be  able  to  fully  comply  with,  or  to  obtain  appropriate  exemptions  from,  the  laws  and  regulations  applicable  to  them.  Any  failure  to  comply  with
applicable law or to obtain appropriate exemptions could result in restrictions on either the ability of the company in question, as well as potentially its
affiliates, to do business in one or more of the jurisdictions in which they operate or on brokers on which we rely to produce business for us. In addition,
any such failure to comply with applicable laws or to obtain appropriate exemptions could result in the imposition of fines or other sanctions. Any of these
sanctions could have a material adverse effect on our business. To date, no material fine, penalty or restriction has been imposed on us for failure to comply
with any insurance law or regulation.

International Standards

U.S.  federal  and  state  regulators  have  committed  in  principle  to  adopting  international  standards  with  respect  to  basic  regulatory  issues  such  as
accounting, risk management and corporate governance. International regulatory considerations are increasingly being deliberated by the NAIC and could
increase  regulatory  burdens  for  Maiden  Reinsurance  and  have  the  potential  to  negatively  impact  all  U.S.  insurers,  regardless  of  size.  Various  trade
associations  and  industry  participants  are  aggressively  working  to  impact  the  NAIC  adoption  of  these  standards.  However,  the  final  outcome  of  these
deliberations is unknown at this time.

Federal

Although the regulation of the business of insurance and reinsurance is predominantly performed by the states, federal initiatives, such as the Dodd-
Frank Wall Street Reform and Consumer Protection Act ("Dodd-Frank"), often have an impact on the insurance industry. From time to time, various federal
regulatory  and  legislative  changes  have  been  proposed  in  the  insurance  and  reinsurance  industry.  Turmoil  in  the  financial  markets  has  increased  the
likelihood  of  changes  in  the  way  the  financial  services  industry  is  regulated.  While  we  cannot  predict  the  exact  nature,  timing  or  scope  of  possible
governmental initiatives, there may be increased regulatory intervention in our industry in the future.

On January 13, 2017, the U.S. Department of the Treasury ("U.S. Treasury Department") and the office of the U.S. Trade Representative, ("USTR"),
announced  the  successful  completion  of  negotiations  for  a  "covered  agreement"  in  the  meaning  of  the  Dodd-Frank  Act  for  the  U.S.  and  an  Agreement
under  Article  218  of  the  Treaty  on  the  Functioning  of  the  European  Union  for  the  EU.  The  agreement  covers  three  areas  of  prudential  oversight:  (1)
reinsurance; (2) group supervision; and (3) the exchange of information between insurance supervisors.

On September 22, 2017, the U.S. Treasury Department, USTR, and the EU formally signed the Covered Agreement. The agreement requires states to
eliminate reinsurance collateral within 5 years or risk preemption. In exchange, the EU will not impose local presence requirements on U.S. firms operating
in the EU, and effectively must defer to U.S. group capital regulation for U.S. entities of EU-based firms. The U.S. Treasury Department and USTR also
released  a  U.S.  policy  statement  clarifying  their  interpretation  of  the  Covered  Agreement  in  several  key  areas  including  capital,  group  supervision  and
reinsurance. Over the coming months, state regulators working through the NAIC will make key decisions on whether and how to modify state laws and
regulations to comport with the provisions of the covered agreement. Bermuda is not covered under this agreement.

Sweden Insurance Regulation

Maiden LF and Maiden GF are subject to regulation and supervision by Finansinpektionen, the Swedish financial supervisory authority (the “Swedish
FSA”). As Sweden is a member of the EU, the Swedish FSA supervision is recognized across all locations within the EU. Generally, the Swedish FSA has
broad supervisory and administrative powers over such matters as licenses, standards of solvency, investments, methods of accounting, form and content of
financial statements, minimum capital and surplus requirements, passporting permissions, approval of directors and officers, and annual and other report
filings. In general, such regulation is for the protection of policyholders rather than shareholders. The Company believes that it is in compliance with all
applicable laws and regulations pertaining to its business that would have a material effect on its financial position in the event of non-compliance.

10

Certain Bermuda Law Considerations

Maiden Holdings has been designated as non-resident for exchange control purposes by the BMA and is required to obtain the permission of the BMA
for the issue and transfer of all of its shares. The BMA has given its consent for: (a) the issue and transfer of Maiden Holdings' common shares, up to the
amount of its authorized capital from time to time, to and among persons that are non-residents of Bermuda for exchange control purposes; and (b) the
issue and transfer of up to 20% of Maiden Holdings' common shares in issue from time to time to and among persons resident in Bermuda for exchange
control purposes.

Transfers and issues of Maiden Holdings' common shares to any resident in Bermuda for exchange control purposes may require specific prior approval
under the Exchange Control Act 1972. Because we are designated as non-resident for Bermuda exchange control purposes, we are allowed to engage in
transactions, and to pay dividends to Bermuda non-residents who are holders of our common shares, in currencies other than the Bermuda Dollar.

The Economic Substance Act 2018, as amended (“ESA”) came into effect in Bermuda in December 2018 and impacts every Bermuda registered entity
engaged  in  a  “relevant  activity”  requiring  impacted  entities  to  maintain  a  substantial  economic  presence  in  Bermuda  and  to  satisfy  economic  substance
requirements.  Under  the  ESA,  insurance  or  holding  entity  activities  (both  as  defined  in  the  ESA  and  the  Economic  Substance  Regulations  2018,  as
amended)  are  relevant  activities.  To  the  extent  that  the  ESA  applies  to  any  of  our  Bermuda  entities,  we  are  required  to  demonstrate  compliance  with
economic  substance  requirements  by  filing  an  annual  economic  substance  declaration  with  the  Bermuda  Registrar  of  Companies.  Any  entity  that  must
satisfy economic substance requirements but fails to do so could face automatic disclosure to competent authorities in the EU of the information filed by
the  entity  with  the  Bermuda  Registrar  of  Companies  in  connection  with  the  economic  substance  requirements.  Additionally,  a  company  may  also  face
penalties, restriction or regulation of its business activities and may be struck off as a registered entity in Bermuda for failure to satisfy economic substance
requirements.

The Terrorism Risk Insurance Program Reauthorization Act of 2015

Terrorism Risk Insurance Act of 2002 ("TRIA"), which was previously amended and extended in 2005, 2007 and again in 2015 by the Terrorism Risk
Insurance Program Reauthorization Act of 2015 ("TRIPRA"), was enacted to ensure the availability of insurance coverage for terrorist acts in the U.S. This
law renewed the prior federal terrorism risk insurance program. It was extended through December 31, 2020 with certain modifications in the provisions of
the expiring program.

There  is  no  assurance  that  TRIA  will  be  extended  beyond  2020  on  either  a  temporary  or  permanent  basis  and  its  expiration  (or  renewal  on  a
substantially  modified  basis)  could  have  an  adverse  effect  on  our  clients,  the  industry  or  us.  TRIA  does  not  apply  to  reinsurers  directly  but  does  apply
directly to insurers and to excess and surplus lines insurers. The TRIPRA has had some impact on our reinsurance clients, but not all due to the lines of
business covered by TRIA. Also, in general, our reinsurance contracts contain inuring language regarding any potential recoveries from TRIA. Additional
material addressing TRIA and TRIPRA, including U.S. Treasury Department issued interpretive letters, are contained on the U.S. Treasury Department’s
website.
Taxation of the Company and its Subsidiaries

The following summary of certain taxation matters is based upon current law. Legislative, judicial or administrative changes may be forthcoming that
could  affect  this  summary.  Certain  subsidiaries  are  subject  to  taxation  related  to  operations  in  Australia,  Germany,  Sweden,  the  U.K.  and  the  U.S.  The
discussion below covers only the principal locations in which the Company or its subsidiaries are subject to taxation.

Bermuda

Maiden  Holdings  and  Maiden  Reinsurance  each  have  received  from  the  Minister  of  Finance  an  assurance  under  The  Exempted  Undertakings  Tax
Protection  Act,  1966  to  the  effect  that  in  the  event  that  there  is  any  legislation  enacted  in  Bermuda  imposing  tax  computed  on  profits  or  income,  or
computed on any capital asset, gain or appreciation, or any tax in the nature of estate duty or inheritance tax, then the imposition of any such tax shall not
be applicable to Maiden Holdings or Maiden Reinsurance or to any of their operations or the shares, debentures or other obligations of Maiden Holdings or
Maiden Reinsurance until March 31, 2035. These assurances are subject to the proviso that they are not construed to prevent the application of any tax or
duty to such persons as are ordinarily resident in Bermuda (Maiden Holdings and Maiden Reinsurance are not currently so designated) or to prevent the
application of any tax payable in accordance with the provisions of The Land Tax Act, 1967 of Bermuda or otherwise payable in relation to the property
leased to us.

Sweden

Maiden LF and Maiden GF are subject to Swedish taxation on net profits irrespective of whether the profits are generated through business in general or
capital. To the extent that net profits are generated, profits are taxed at a rate of 22%. Foreign entities are subject to tax in Sweden only to the extent they
have a permanent establishment in Sweden or if the income is related to certain types of assets, typically real estate, or partnership income. Dividends paid
to foreign shareholders may be subject to withholding tax with a maximum of 30% although in many cases tax is reduced as a result of a tax treaty or under
domestic  legislation.  A  foreign  entity  is  deemed  to  have  a  permanent  establishment  in  Sweden  under  the  rules  very  similar  to  those  applied  by  The
Organisation for Economic Co-operation and Development ("OECD"). Other than Maiden LF and Maiden GF, we believe that the Company has operated
and  will  continue  to  operate  its  business  in  a  manner  that  will  not  cause  it  to  be  treated  as  having  a  permanent  establishment  in  Sweden.  There  is  no
withholding tax on interest paid by a Swedish borrower to a foreign lender.

United Kingdom

Maiden Global is tax resident in the U.K. and is currently subject to corporation tax in the U.K. on its trading and other taxable profits. The main rate of
U.K. corporation tax is currently 19%. Non-U.K. resident corporations are within the scope of corporation tax in the U.K. if they carry on a trade in the
U.K. through a permanent establishment. Reinsurance business developed by Maiden Global is underwritten by Maiden Reinsurance. Other than in respect
of Maiden Global, we believe that the Company has operated

11

and will continue to operate its business in a manner that will not cause it to be treated as carrying on a trade within the U.K. Any U.K. source income of
non-U.K.  resident  corporations  may  be  subject  to  U.K.  withholding  tax,  subject  to  the  availability  of  treaty  relief  or  any  other  applicable  exemptions.
Dividends paid by Maiden Global are not subject to U.K. withholding tax. Interest paid by Maiden Global may be subject to U.K. withholding tax at a rate
of up to 20%, subject to the availability of treaty relief or any other applicable exemptions.

United States of America

Recent tax reform commonly referred to as The Tax Cuts and Jobs Act (the "2017 Act") was signed into law on December 22, 2017. The 2017 Act
lowered the corporate U.S. tax rate to 21%, eliminated the alternative minimum tax, limited the deductibility of interest expense and requires a one-time tax
on a deemed repatriation of untaxed earnings of foreign subsidiaries. In the context of the taxation of U.S. property/casualty insurance companies such as
the Company, the 2017 Act also modified the loss reserve discounting rules and the proration rules that apply to reduce reserve deductions to reflect the
lower corporate income tax rate. In addition, the 2017 Act included certain provisions intended to eliminate certain perceived tax advantages of companies
(including  insurance  companies)  that  have  legal  domiciles  outside  the  U.S.  but  have  certain  U.S.  connections  and  U.S.  persons  investing  in  such
companies.  For example, the 2017 Act includes a base erosion anti-avoidance tax (the "BEAT") that could make affiliate reinsurance between U.S. and
non-U.S.  members  of  our  group  economically  unfeasible.  As  discussed  in  more  detail  below,  the  2017  Act  also  revised  the  rules  applicable  to  passive
foreign investment companies ("PFICs") and controlled foreign corporations ("CFCs"). Although we are currently unable to predict the ultimate impact of
the 2017 Act on our business, shareholders and results of operations, it is possible that the 2017 Act may increase the U.S. federal income tax liability of
U.S. members of our group that cede risk to non-U.S. group members and may affect the timing and amount of U.S. federal income taxes imposed on
certain U.S. shareholders.  Further, it is possible that other legislation could be introduced and enacted by the current Congress or future Congresses that
could  have  an  adverse  impact  on  us.  Additionally,  tax  laws  and  interpretations  regarding  whether  a  company  is  engaged  in  a  U.S.  trade  or  business  or
whether a company is a CFC or a PFIC or has related person insurance income ("RPII") are subject to change, possibly on a retroactive basis. There are
currently only recently proposed regulations regarding the application of the PFIC rules to an insurance company. Further, the regulations regarding RPII
have  been  in  proposed  form  since  1991.  New  regulations  or  pronouncements  interpreting  or  clarifying  such  rules  may  be  forthcoming.  The  Company
cannot be certain if, when or in what form such regulations or pronouncements may be provided and whether such guidance will have a retroactive effect.

Maiden NA and its subsidiaries (collectively, the "Maiden NA Companies") transact business in and are subject to taxation in the U.S. Other than the
Maiden NA Companies, we believe that we have operated and will continue to operate our business in a manner that will not cause us to be treated as
engaged in a trade or business within the U.S. As noted above, Maiden Reinsurance re-domesticated from Bermuda to Vermont as of March 16, 2020 and
will  be  subject  to  U.S.  taxation  as  a  domestic  corporation  from  the  effective  date  of  the  re-domestication.  On  this  basis,  other  than  the  Maiden  NA
Companies,  we  do  not  expect  to  be  required  to  pay  U.S.  corporate  income  taxes  (other  than  withholding  and  excise  taxes  as  described  below).  The
maximum federal corporate income tax rate has been reduced by the 2017 Act to 21% for a foreign corporation’s income that is effectively connected with
a trade or business in the U.S. In addition, U.S. branches of foreign corporations may be subject to the branch profits tax, which imposes a tax on U.S.
branch after-tax earnings that are deemed repatriated out of the U.S., for a potential maximum effective federal tax rate of approximately 44% on the net
income connected with a U.S. trade or business.

Foreign corporations not engaged in a trade or business in the U.S. are subject to U.S. income tax, effected through withholding by the payer, on certain
fixed or determinable annual or periodic gains, profits and income derived from sources within the U.S. as enumerated in Section 881(a) of the Internal
Revenue Code, such as dividends and interest on certain investments.

The U.S. also imposes an excise tax on insurance and reinsurance premiums paid to foreign insurers or reinsurers with respect to risks of a U.S. person
located wholly or partly within the U.S. or risks of a foreign person engaged in the conduct of a U.S. trade or business located in the U.S. The rate of tax
applicable to reinsurance premiums paid to Maiden Reinsurance by U.S. insurance companies was 1% of gross premiums.
Where You Can Find More Information

We maintain our principal website at www.maiden.bm. The information on our websites is not incorporated by reference in this Annual Report on Form
10-K.  We  make  available,  free  of  charge  through  our  principal  website,  our  financial  information,  including  the  information  contained  in  our  Annual
Reports on Form 10-K, Quarterly Reports on Form 10-Q, Current Reports on Form 8-K and amendments to those reports filed or furnished pursuant to
Section 13(a) or 15(d) of the Securities Exchange Act of 1934, as amended (the "Exchange Act"), as soon as reasonably practicable after we electronically
file such material with, or furnish such material to, the Securities and Exchange Commission ("SEC"). We also make available, free of charge through our
principal website, our Audit Committee Charter, Compensation Committee Charter, Nominating & Corporate Governance Committee Charter, and Code of
Business  Conduct  and  Ethics.  Such  information  is  also  available  in  print  for  any  shareholder  who  sends  a  request  to  Maiden  Holdings,  Ltd.,  Ideation
House, 94 Pitts Bay Road, Pembroke HM 08, Bermuda, Attention: Secretary. Reports and other information we file with the SEC may also be viewed at the
SEC’s website at www.sec.gov or viewed or obtained at the SEC Public Reference Room at 100 F Street, N.E., Washington, DC 20549. Information on the
operation of the SEC Public Reference Room may be obtained by calling the SEC at 800-SEC-0330. Any shareholder or other interested party who desires
to contact any member of the Board (or our Board as a group) may do so in writing to the following address: Maiden Holdings, Ltd., Ideation House, 94
Pitts  Bay  Road,  Pembroke  HM  08,  Bermuda,  Attention:  Secretary.  Communications  are  distributed  to  the  Board,  or  to  any  individual  directors  as
appropriate, depending on the facts and circumstances outlined in the communication.

12

Item 1A. Risk Factors.
Introduction

Investing  in  our  securities  carries  risk.  Managing  risk  effectively  is  critical  to  our  success,  and  our  organization  is  built  around  intelligent  risk
assumptions  and  prudent  risk  management.  We  have  identified  what  we  believe  reflect  key  significant  risks  to  the  organization,  and  in  turn  to  our
shareholders, which are outlined below. Any of the risks described below could result in a significant or material adverse effect on our results of operations
or financial condition. In addition to these enumerated risks, we face numerous other strategic, operational and emerging risks that could in the aggregate
lead  to  shortfalls  to  our  long-term  goals  or  add  to  short-term  volatility  in  our  earnings.  The  following  review  of  important  risk  factors  should  not  be
construed as exhaustive and should be read in conjunction with other cautionary statements that are included herein or elsewhere. The words or phrases
believe, anticipate, estimate, project, plan, expect, intend, hope, forecast, evaluate, will likely result or will continue or words or phrases of similar import
generally involve forward-looking statements. All of the risks that may affect our financial or operating performance may not be material at this time but
may become material in the future. As used in these Risk Factors, the terms "we", "our" or "us" may, depending upon the context, refer to the Company, to
one or more of the Company’s consolidated subsidiaries or to all of them taken as a whole.

Business

We have incurred significant operating losses in recent years. There can be no assurance that we will return to active underwriting or to operating
profitability.

We produced net losses of $131.9 million in 2019 and $544.4 million in 2018, primarily the result of loss reserve strengthening and adverse prior year
development  of  loss  reserves.  We  have  taken  significant  actions  in  the  second  half  of  2018  and  during  2019  to  strengthen  our  capital  position,  and
restructure  our  business  by  disposing  of  unprofitable  operations  and  terminating  reinsurance  agreements  in  both  of  our  reporting  segments  while
significantly reducing headcount and overhead expenses. We have also purchased additional reinsurance protection to eliminate potential volatility of loss
reserves from this legacy business. While we believe these actions will help restore operating profitability, there can be no assurance that these actions will
achieve their intended effects or that such reinsurance will be sufficient to protect us against further adverse loss reserve development. Finally, we have not
as yet determined if and when we may resume active underwriting of risks which would result in increased revenue.

Our shareholders’ equity declined significantly in 2018 and 2019 and there can be no assurance it will not decrease further.

Due to our results of operations in recent years and in particular 2018 and 2019, our shareholders' equity declined by 8.4% during 2019. We have taken
significant actions in the second half of 2018 and during 2019 to improve our capital position, and restructure our business by disposing of unprofitable
operations  and  terminating  reinsurance  agreements  while  significantly  reducing  headcount  and  overhead  expenses.  While  we  believe  these  actions  will
increase shareholders' equity, there can be no assurance that these actions will achieve their intended effects. We have also purchased additional reinsurance
protection to eliminate potential volatility of loss reserves from this legacy business. There can be no assurance that this reinsurance or that the timing and
accounting recognition of recoveries under that reinsurance agreement will be sufficient to protect us against further declines in shareholders’ equity. While
we continue to believe we will operate as a going concern, there can be no assurance that this will continue to be the case if further significant declines in
our shareholders’ equity occur.

The inability of management to successfully implement its business strategy could result in a further decline of capital or materially adversely affect
our financial condition and results of operations.

Management continues to evaluate various operating strategies that are likely to be significantly different than our prior strategic business focus. This
may  involve  changes  to  our  approaches  to  asset  and  capital  management  and  we  may  or  may  not  resume  active  reinsurance  underwriting  in  the  future.
Further, as part of its re-domestication to the State of Vermont in the U.S., Maiden Reinsurance expects to closely consult with the Vermont DFR before it
considers resuming active reinsurance underwriting and on matters related to capital management and business strategy. There can be no assurance that the
implementation  of  the  new  business  plan  will  succeed  or  will  be  satisfactory  to  the  Vermont  DFR  which  could  have  a  material  adverse  effect  on  our
business, operations and financial condition.

Our actual losses may be greater than our reserve for loss and LAE, which would negatively impact our financial condition and results of operations.

Our success depends upon our ability to assess accurately the risks associated with the businesses that we will reinsure. Significant periods of time often
elapse between the occurrence of an insured loss, the reporting of the loss to an insurer and the reporting of the loss by the insurer to its reinsurer and the
ultimate  disposition  of  that  loss.  The  reserves  we  establish  represent  estimates  of  amounts  needed  to  pay  reported  losses  and  unreported  losses  and  the
related loss adjustment expense. Loss reserves are only an estimate of what an insurer or reinsurer anticipates the ultimate costs of claims to be and do not
represent  an  exact  calculation  of  liability.  Estimating  loss  reserves  is  a  difficult  and  complex  process  involving  many  variables,  inherent  uncertainty,
statistical  modeling,  and  subjective  judgments.  As  part  of  our  reserving  process,  we  review  historical  data  as  well  as  perform  actuarial  and  statistical
projections  using  proprietary  models  and  consider  the  impact  of  various  factors  such  as:  trends  in  claim  frequency  and  severity;  changes  in  operations;
emerging economic and social trends; inflation; and changes in the regulatory and litigation environments.

This process assumes that past experience, adjusted for the effects of current developments and anticipated trends, is an appropriate basis for predicting
future  events.  In  addition,  reserving  models  that  are  capable  of  estimating  reserves  using  a  variety  of  methodologies  are  utilized  during  the  reserving
process. There is no precise method, however, for evaluating the impact of any specific factor on the adequacy of reserves, and actual results are likely to
differ from original estimates. Reserve models can introduce further process and parameter risk when data and methodologies are interpreted or utilized in
a manner which is

13

inconsistent with the actual underlying characteristics of the reinsured exposure. These risks could arise due to incorrect use of the models, or the use of a
model or methodology that is inappropriate. In addition, unforeseen losses, the type or magnitude of which we cannot predict, may emerge in the future.
Given the inherent uncertainty in the reserving process and models used for reserve estimation, we may not accurately react to the reporting and payment of
loss in the projection of our reserve for loss and LAE.

We will establish or adjust reserves for our insurance subsidiaries in part based upon loss data received from the ceding companies with which we do
business.  There  is  a  time  delay  that  elapses  between  the  receipt  and  recording  of  claims  results  by  the  ceding  insurance  companies  and  the  receipt  and
recording  of  those  results  by  us.  Accordingly,  establishment  and  adjustment  of  reserves  for  our  insurance  subsidiaries  is  dependent  upon  timely  and
accurate estimate reporting from cedants and agents.

While we have adjusted our reserves to a level we believe to be sufficient to cover losses assumed by us when we recognize adverse developments,
there can be no assurance that losses will not deviate from our reserves, possibly by material amounts. We have experienced repeated significant adverse
development  of  our  loss  reserves  in  recent  years.  Further,  the  additional  reinsurance  protection  we  have  purchased  to  protect  against  further  adverse
development in loss reserves may be insufficient compared to the actual losses that emerge and we may need to recognize further adverse development
which would reduce our results of operations and shareholders' equity, possibly materially. To the extent our actual reported losses exceed expected losses,
the carried estimate of the ultimate losses will be increased, which would represent unfavorable reserve development, and in turn could have a material
adverse effect on our financial condition.

Our  internal  control  and  reporting  systems  might  not  be  effective  in  the  future,  which  could  increase  the  risk  that  we  would  become  subject  to
restatements of our financial results or to regulatory action or litigation or other developments that could adversely affect our business.

Our ability to produce accurate financial statements and comply with applicable laws, rules and regulations is largely dependent on our maintenance of
internal control and reporting systems, as well as on our ability to attract and retain qualified management and accounting and actuarial personnel to further
develop our internal accounting function and control policies. If we fail to effectively establish and maintain such reporting and accounting systems or fail
to attract and retain personnel who are capable of designing and operating such systems, these failures will increase the likelihood that we may be required
to  restate  our  financial  results  to  correct  errors  or  that  we  will  become  subject  to  legal  and  regulatory  infractions,  which  may  entail  civil  litigation  and
investigations  by  regulatory  agencies  including  the  SEC.  In  addition,  if  our  management  team  were  to  conclude  that  our  internal  control  over  financial
reporting was not effective, investors could lose confidence in our reported financial information, and our financial flexibility and the value of our common
shares could be adversely impacted.

The effects of emerging claim and coverage issues on our business are uncertain.

As  industry  practices  and  legal,  judicial,  social  and  other  environmental  conditions  change,  unexpected  issues  related  to  claims  and  coverage  may
emerge. These issues may adversely affect our business by either extending coverage beyond our underwriting intent or by increasing the number or size of
claims. In some instances, these changes may not become apparent until sometime after we have issued insurance or reinsurance contracts that are affected
by the changes. As a result, the full extent of liability under our reinsurance contracts may not be known for many years after a contract is issued. Our
exposure to these uncertainties could be exacerbated by an increase in insurance and reinsurance contract disputes, arbitration and litigation.

Our business is subject to risks related to litigation. Losses from legal and regulatory actions may have a material adverse effect on our reputation,
operating results, cash flows, financial condition and prospects.

We may from time to time be subject to litigation or other legal or regulatory actions in the ordinary course of business relating to our current and past
business operations, including, but not limited to, disputes over coverage or claims adjudication, including claims alleging that we have acted in bad faith in
the administration of claims by our policyholders, disputes with our agents, producers and termination of contracts and related claims and disputes with
former employees. We also cannot determine with any certainty what new theories of recovery may evolve or what their impact may be on our business.

We  also  may  be  subject  to  litigation  from  security  holders  due  to  the  diminution  in  value  of  our  securities  as  a  result  of  our  operating  results  and
financial condition. Defending against these actions may require us to utilize significant resources in our defense as well as result in a significant amount of
time by our senior management.

An  adverse  resolution  of  one  or  more  lawsuits  or  arbitrations  could  have  a  material  adverse  effect  on  our  results  of  operations  in  a  particular  fiscal

quarter or year.

Our reinsurers may not pay losses in a timely fashion, or at all, which could have a material adverse effect on our results of operations or financial
condition.

At December 31, 2019, we had a net balance due to us from one reinsurer, Cavello, of $620.7 million, consisting of losses due from Cavello under the
retrocession  agreement  of  $62.7  million  and  reinsurance  recoverable  on  unpaid  losses  under  the  retroactive  reinsurance  agreement  of  $558.0  million.
Cavello has provided collateral in the form of a letter of credit in the amount of $445.0 million to AmTrust under the LPT/ADC Agreement and is subject
to additional collateral funding requirements.

We may or may not use retrocessional and reinsurance coverage to limit our exposure to risks. Any retrocessional or reinsurance coverage that we
obtain may be limited, and credit and other risks associated with our retrocessional and reinsurance arrangements may result in losses which could
adversely affect our financial condition and results of operations.

We have provided reinsurance to our clients and in turn we may or may not retrocede reinsurance we have assumed to other insurers and reinsurers. If
we  do  not  use  retrocessional  coverage  or  reinsurance,  our  exposure  to  losses  will  be  greater  than  if  we  did  obtain  such  coverage.  If  we  do  obtain
retrocessional  or  reinsurance  coverage,  some  of  the  insurers  or  reinsurers  to  whom  we  may  retrocede  coverage  or  reinsure  with  may  be  domiciled  in
Bermuda or other non-U.S. locations. We would be subject to credit and other risks that depend upon the financial strength of these reinsurers. Further, we
will be subject to credit risk with respect

14

to any retrocessional or reinsurance arrangements because the ceding of risk to reinsurers and retrocessionaires would not relieve us of our liability to the
clients or companies we insure or reinsure. Our failure to establish adequate reinsurance or retrocessional arrangements or the failure of any retrocessional
arrangements to protect us from overly concentrated risk exposure could adversely affect our business, financial condition and results of operation. We may
attempt  to  mitigate  such  risks  by  retaining  collateral  or  trust  accounts  for  premium  and  claims  receivables,  but  nevertheless  we  cannot  be  assured  that
reinsurance will be fully collectable in the case of all potential claims outcomes.

The failure of any of the loss limitation methods we have employed or could employ in the future could have a material adverse effect on our results of
operations or financial condition.

We seek to limit loss exposure through loss limitation provisions in policies we write, such as limitations on the amount of losses that can be claimed
under a policy, limitations or exclusions from coverage and provisions relating to choice of forum, which are intended to assure that our policies are legally
interpreted as intended. There can be no assurance that these contractual provisions will be enforceable in the manner expected or that disputes relating to
coverage will be resolved in our favor. If the loss limitation provisions in the policies are not enforceable or disputes arise concerning the application of
such  provisions,  the  losses  we  incur  could  be  materially  higher  than  expected  and  our  financial  condition  and  results  of  operations  could  be  adversely
affected.

Our efforts to develop products, expand in targeted markets or modify our business and strategic plans may not be successful and may create enhanced
risks.

As noted, we are not presently engaged in active reinsurance underwriting. However, any new business initiatives involving the development of new
products  or  expanding  existing  products  in  new  or  historically  targeted  markets  may  involve  substantial  capital  and  operating  expenditures,  which  may
negatively  impact  our  results  of  operations  and  shareholders'  equity.  In  addition,  the  demand  for  new  products  or  in  new  markets  may  not  meet  our
expectations. To the extent we are able to market new products or expand in new markets, our risk exposures may change and the data and models we use
to manage such exposures may not be as sophisticated as those we use in existing markets or with existing products. This, in turn, could lead to losses in
excess of expectations. Additionally, the re-domestication of Maiden Reinsurance to the U.S. may limit our ability to reinsure risk outside of the U.S. and
may have an adverse effect on our capital and ability to write new business.

As part of our ongoing efforts to continually improve our performance, we regularly evaluate our business plans and strategies, which may result in
changes  to  our  business  plans  and  initiatives,  some  of  which  may  be  material.  We  are  subject  to  increasing  risks  related  to  our  ability  to  successfully
implement  our  evolving  plans  and  strategies.  Changing  plans  and  strategies  requires  significant  management  of  time  and  effort,  and  may  divert
management’s attention from our core operations and competencies, and our efforts to improve our capital position and solvency. Moreover, modifications
we undertake to our operations may not immediately result in improved financial performance. Therefore, risks associated with implementing or changing
our business strategies and initiatives, including risks related to developing or enhancing the operations, controls and other infrastructure required for these
strategies and initiatives, may not have a positive impact on our publicly reported results until many years after implementation. The risk that we may fail
to have the ability to carry out our business plans may have an adverse effect on our long-term results of operations and financial condition.

We depend on the policies, procedures and expertise of ceding companies for the business we have written in the past; these companies may have failed
to accurately assess and price the risks they have underwritten, which may lead us to inaccurately assess and price the risks we assumed.

While  we  are  not  presently  engaged  in  active  reinsurance  underwriting,  our  participation  in  property  and  casualty  reinsurance  markets  means  the
success  of  our  prior  underwriting  efforts  depends,  in  part,  upon  the  policies,  procedures  and  expertise  of  the  ceding  companies  making  the  original
underwriting decisions. As common among reinsurers, we do not separately evaluate each of the individual risks assumed under reinsurance treaties. We
face  the  risk  that  these  ceding  companies  may  have  failed  to  accurately  assess  the  risks  that  they  assumed  initially,  which,  in  turn,  may  lead  us  to
inaccurately assess the risks we assumed.

If we have failed to establish and receive appropriate pricing or failed to contractually limit our exposure to such risks, we could face significant losses

on these contracts, which could have a material adverse impact on our financial results.

The inherent uncertainty of models and the use of such models as a tool to evaluate risk may have an adverse impact on our financial results.

We use our own proprietary models to provide us with an objective risk assessment relating to risks in our reinsurance portfolio. These models help us
to inform management and other stakeholders of capital requirements and to improve the risk/return profile or minimize the amount of capital required to
cover  the  risks  in  each  reinsurance  contract  in  our  overall  portfolio  of  reinsurance  contracts.  However,  given  the  inherent  uncertainty  of  modeling
techniques and the application of such techniques, these models and databases may not accurately address the emergence of a variety of matters which
might be deemed to impact certain of our coverages. Accordingly, these models may understate the exposures we are assuming and our financial results
may be adversely impacted, perhaps significantly.

The failure of our underwriting process could have an adverse effect on our results of operations or financial condition.

As  noted,  we  are  not  presently  engaged  in  active  reinsurance  underwriting.  Previously,  we  sought  to  manage  our  loss  exposure  by  maintaining  a
disciplined  underwriting  process  throughout  our  (re)insurance  operations.  Underwriting  is  a  matter  of  judgment,  involving  important  assumptions  about
matters that are inherently unpredictable and beyond our control, and for which historical experience and probability analysis may not provide sufficient
guidance. The failure of any of the underwriting risk management strategies that we employ could have a material adverse effect on our financial condition,
results of operations or cash flows.

Prior to ceasing active reinsurance underwriting, we relied on internal controls and underwriting guidelines to limit our risk exposure within prescribed

parameters. However, our controls and monitoring efforts may have been ineffective, permitting one

15

or  more  underwriters  to  exceed  underwriting  authority  and  causing  us  to  (re)insure  risks  outside  the  agreed  upon  guidelines.  To  the  extent  that  our
underwriters  exceeded  their  authorities,  agreed  to  inappropriate  contract  terms  and  conditions  or  were  influenced  by  broker  incentives,  or  if  there  was
inaccurate  underwriting  data  captured  and  reported  leading  to  licensing  and  sanction  breaches,  our  financial  condition  or  results  of  operations  could  be
materially adversely affected.

We may be required to accelerate the amortization of deferred acquisition costs or establish premium deficiency reserves.

Deferred acquisition costs represent incremental direct costs related to the successful acquisition of new or renewal insurance contracts. The balances of
such costs are capitalized as an asset and amortized into income over the expected lives of the underlying insurance contracts. On an ongoing basis, we test
these assets recorded on our balance sheet to determine whether the amounts are recoverable under current assumptions. To date, we have concluded that
no such premium deficiency exists. If facts and circumstances change, these tests and reviews could lead to the establishment of a premium deficiency
reserve which would require a write down in the carried value of our deferred acquisition costs. Such results could have an adverse effect on the results of
our operations and our financial condition.

Failure of our information technology systems could disrupt our business and adversely impact our profitability.

We believe our information technology and application systems are critical to our business and reputation. We have licensed certain systems and data
from  third  parties.  We  cannot  be  certain  that  we  will  have  access  to  these,  or  comparable  service  providers,  or  that  our  technology  or  applications  will
continue  to  operate  as  intended.  A  major  defect  or  failure  in  our  internal  controls  or  information  technology  and  application  systems  could  result  in
management distraction, harm to our reputation, a loss or delay of revenues or increased expense.

Technology breaches or failures, including, but not limited to, those resulting from cyber-attacks on us or our business partners and service providers,
could disrupt or otherwise negatively impact our business.

Information  technology  and  application  systems  can  streamline  many  business  processes  and  ultimately  reduce  the  cost  of  operations,  however,
technology  initiatives  present  certain  risks.  Our  business  is  dependent  upon  our  employees  and  outsources  ability  to  perform,  in  an  efficient  and
uninterrupted fashion, necessary business functions. Like all companies, our information technology systems are vulnerable to data breaches, interruptions
or failures due to events that may be beyond our control, including, but not limited to, natural disasters, theft, terrorist attacks, computer viruses, hackers
and general technology failures. Our information technology systems include the Internet and third-party hosted services. We use information systems to
process financial information and results of operations for internal reporting purposes and for regulatory financial reporting, legal and tax requirements. We
also use information systems for electronic communications with customers and our various locations.

A  shutdown  or  inability  to  access  one  or  more  of  our  facilities,  a  power  outage,  a  security  breach,  or  a  failure  of  one  or  more  of  our  information
technology, telecommunications or other systems could significantly impair our ability to perform such functions on a timely basis. These incidents could
be  caused  by  malicious  or  disruptive  software,  computer  hackers,  rogue  employees,  cyber-attacks,  failures  of  telecommunications  systems  or  other
catastrophic events. If sustained or repeated, such a business interruption, system failure or service denial could result in a deterioration of our ability to
write  and  process  business,  provide  customer  service,  pay  claims  in  a  timely  manner  or  perform  other  necessary  business  functions.  Furthermore,  a
significant portion of the communications between our employees and our business, banking and investment partners depends on information technology
and  electronic  information  exchange.  In  addition,  we  may  suffer  financial  and  reputational  damage  because  of  lost  or  misappropriated
confidential information belonging to us, and may become subject to legal action and increased regulatory oversight. We could also be required to spend
significant financial and other resources to remedy any damage caused to repair or replace information systems.

We believe that we have established and implemented appropriate security measures, controls and procedures to safeguard our information technology
systems and to prevent unauthorized access to such systems and any data processed and/or stored in such systems, and we periodically employ third parties
to evaluate and test the adequacy of such systems, controls and procedures. In addition, we have established a business continuity plan which is designed to
ensure that we are able to maintain all aspects of our key business processes functioning in the midst of certain disruptive events, including any disruptions
to  or  breaches  of  our  information  technology  systems.  We  continue  to  make  investments  in  technologies,  cyber-insurance  and  training.  Our  business
continuity plans are tested and evaluated for adequacy. Despite these safeguards, disruptions to and breaches of our information technology systems are
possible and may negatively impact our business.

Like  most  major  corporations,  the  Company’s  information  systems  are  a  target  of  attacks.  Although  we  have  experienced  no  known  material  or
threatened cases involving unauthorized access to our information technology systems and data or unauthorized appropriation of such data to date, we have
no assurance that such technology breaches will not occur in the future.

Ongoing economic uncertainty could materially and adversely affect our business, our liquidity and financial condition.

Global economies and financial markets have, from time to time, experienced significant disruption or deterioration and likely will experience periods
of  disruption  or  deterioration  in  the  future.  In  addition,  U.S.  federal  and  state  governments  continue  to  experience  significant  structural  fiscal  deficits,
creating uncertainty as to levels of taxation, inflation, regulation and other economic fundamentals that may impact future growth prospects. Significantly
greater economic, fiscal and monetary uncertainty remains in Europe, due to the combination of poor economic growth, high unemployment and significant
sovereign deficits which have called into question the future of the common currency used across most of Europe. European economic activity appears
likely to remain volatile in the near future and to potentially have a continuing impact on the U.S. economy. The spread of COVID-19 around the world has
created significant economic uncertainty which may have a material effect on the global economy and financial markets. Continuation of these conditions
may potentially affect (among other aspects of our business) the demand for and claims made under our products, the ability of clients, counterparties and
others to establish or maintain their relationships with us, our ability to access and efficiently use internal and external capital resources and our investment
performance.

16

Our agency mortgage-backed securities ("Agency MBS") constitute 29.3%  of  our  fixed  maturity  investments  at  December  31,  2019.    As  with  other
fixed  income  investments,  the  fair  value  of  these  securities  fluctuates  depending  on  market  and  other  general  economic  conditions  and  the  interest  rate
environment.  Changes  in  interest  rates  can  expose  us  to  changes  in  the  prepayment  rate  on  these  investments.  In  periods  of  declining  interest  rates,
mortgage prepayments generally increase and mortgage-backed securities ("MBS") are prepaid more quickly, requiring us to reinvest the proceeds at lower
market rates. Conversely, in periods of rising rates, mortgage prepayments generally fall, preventing us from taking full advantage of the higher level of
rates. However, economic conditions may curtail prepayment activity on the underlying mortgages if refinancing is difficult, thus limiting prepayments on
the  MBS  portfolio.  In  the  event  that  these  conditions  persist  and  result  in  a  prolonged  period  of  economic  uncertainty,  our  results  of  operations,  our
financial condition and/or liquidity, and our prospects could be materially and adversely affected.

We may face substantial exposure to losses from terrorism, acts of war and political instability.

We may have exposure to losses resulting from acts of terrorism, acts of war and political instability as a reinsurer of U.S. domiciled insurers. U.S.
insurers are required by state and federal law to offer coverage for terrorism in certain commercial lines. These risks are inherently unpredictable, although
recent events may lead to increased frequency and severity. It is difficult to predict the occurrence of these perils with statistical certainty or to estimate the
amount of loss an occurrence will generate. We closely monitor the amount and types of coverage we provide for terrorism risk under insurance policies
and reinsurance treaties. We often seek to exclude or limit terrorism when we cannot reasonably evaluate the risk of loss or charge an appropriate premium
for such risk. Even in cases where we have deliberately sought to exclude coverage, we may not be able to eliminate our exposure to terrorist acts, and thus
it is possible that these acts could have a material adverse effect on us.

Liquidity, Capital Resources and Investments

We may not have sufficient unrestricted liquidity to meet our obligations.

Maiden Holdings is a holding company. As a result, we do not have, and will not have, any significant operations or assets other than our ownership of
the shares of our subsidiaries. Dividends and other permitted payments from our operating subsidiaries are expected to be our sole source of funds to meet
ongoing cash requirements at Maiden Holdings, including debt service payments and other expenses. As of December 31, 2019 and as of the date hereof,
our  insurance  subsidiaries  ability  to  make  distributions  are  limited  by  regulatory  restrictions.  Maiden  Holdings  may  need  to  borrow  funds  from  its
subsidiaries if funds from dividends are not available to meet ongoing cash requirements. The impact of applicable regulatory capital requirements such as
risk based capital ratios under U.S. law could impact the ability of Maiden Reinsurance to pay future cash dividends.

Maiden Reinsurance uses trust accounts, loan to related party, funds withheld and letters of credit to meet collateral requirements. Consequently, cash
and  cash  equivalents  and  investments  are  pledged  in  favor  of  ceding  companies  in  order  to  comply  with  relevant  insurance  regulations  or  contractual
requirements.  At  December  31,  2019,  restricted  cash  and  cash  equivalents  and  fixed  maturity  investments  used  as  collateral  were  $1.5  billion  and
represents 77.6% of the fair value of our total fixed maturity investments and cash and cash equivalents (including restricted cash and cash equivalents) at
that date. At December 31, 2019, Maiden Reinsurance had $383.0 million in unrestricted cash and cash equivalents and fixed maturity investments.

Based on our current estimate of 2020 financial projections, we believe we will have sufficient liquidity to meet and fulfill our obligations including
payments  due  under  our  2013  Senior  Notes  and  2016  Senior  Notes.  However,  should  operating  results  deteriorate,  or  should  additional  collateral  be
required  under  our  contractual  arrangements  with  reinsureds  prior  to  the  receipt  of  recoveries  under  reinsurance  agreements  we  have  entered  into,  we
cannot assure that we will maintain sufficient unrestricted liquidity to meet those obligations.

We may require additional capital in the future, which may not be available on favorable terms or at all.

Our  future  capital  requirements  will  depend  on  many  factors.  We  also  may  not  be  able  to  grow  significantly  without  additional  capital.  Our  future
business needs are uncertain and we may need to raise additional funds to further capitalize Maiden Reinsurance or our IIS business. We anticipate that any
such  additional  funds  would  be  raised  through  equity,  debt,  hybrid  financings  or  entering  into  reinsurance  agreements.  While  we  currently  have  no
commitment  from  any  lender  with  respect  to  a  credit  facility  or  a  loan  facility,  we  may  enter  into  an  unsecured  revolving  credit  facility  or  a  term  loan
facility with one or more syndicates of lenders. Any equity, debt or hybrid financing, if available at all, may be on terms that are not favorable to us. Recent
turbulence in the financial markets due to the spread of COVID-19 may limit our ability to access the credit or equity markets. If we are able to raise capital
through  equity  financings,  the  interest  of  shareholders  in  our  Company  would  be  diluted,  and  the  securities  we  issue  may  have  rights,  preferences  and
privileges that are senior to those of our common shares.

We no longer have an S&P rating or A.M. Best rating. The absence of credit ratings on our outstanding securities could impact our ability to obtain
additional debt or hybrid capital at reasonable terms or at all. Credit ratings are an opinion by third parties of our financial strength and ability to meet
ongoing obligations to our future policyholders.  The lack of a credit rating may make it difficult for investors to evaluate an investment in our securities
and for us to raise additional capital in the future on acceptable terms or at all. Similarly, our access to funds may be impaired if regulatory authorities take
negative  actions  against  us.  Finally,  our  operating  results  in  the  last  several  years  may  make  investors  reluctant  to  commit  capital  to  us  at  reasonable
valuations  and/or  pricing.  Our  internal  sources  of  liquidity  may  prove  to  be  insufficient,  and  in  such  case,  we  may  not  be  able  to  successfully  obtain
additional financing on favorable terms, or at all.

The availability of additional financing will also depend on a variety of other factors such as market conditions, the general availability of capital, the
volume of trading activities and the overall availability of capital to the financial services industry. As such, we may be forced to delay raising capital, issue
shorter maturity securities than we prefer, or bear an unattractive cost of capital which could decrease our profitability and significantly reduce our financial
flexibility. If we cannot obtain adequate capital, our business prospects, results of operations and financial condition could be adversely affected.

17

We do not anticipate paying any cash dividends on our common shares for the foreseeable future and there can be no assurance that dividends on the
preference shares will resume in the near future.

We currently intend to retain our future earnings, if any, to strengthen our regulatory capital and solvency ratios, improve our liquidity and working
capital  and  for  other  general  corporate  purposes.  The  insurance  laws  and  regulations  of  our  insurance  subsidiaries  generally  contain  restrictions  on  the
ability to pay dividends or distributions to Maiden Holdings, which may restrict our ability to pay dividends on common or preferred shares. Any capital
distribution of any kind out of Maiden Reinsurance would be done consistent with Vermont regulation or as may be required, with the prior approval of the
Vermont DFR. Any future determination to pay dividends on our common shares will be at the discretion of our Board, subject to applicable laws, and will
depend  on  our  financial  condition,  results  of  operations,  capital  requirements,  general  business  conditions,  and  other  factors  that  our  Board  considers
relevant.

Maiden Holdings has issued a total of $630.0 million in Preference Shares since 2012, of which $465.0 million remains outstanding at December 31,
2019.  Holders  of  our  Preference  Shares  may  receive  dividends  on  a  non-cumulative  basis  and  are  required  to  be  paid  before  common  shareholders  are
eligible for dividend payments. Our Board of Directors have not declared dividends on the Preference Shares since the December 1, 2018 dividend date and
there can be no assurance that the authorization and declaration of dividends on the Preference Shares will resume in the near future. At March 15, 2020,
because preference share dividends have not been declared and paid for six quarterly dividend periods, the holders of the Preference Shares series A, C and
D are collectively entitled to vote for the election of a total of two additional members of the Company's Board of Directors. There can be no assurance as
to the impact on our operations should the election of such additional board members occur.

Our  failure  to  comply  with  restrictive  covenants  contained  in  the  documents  governing  our  Senior  Notes  or  any  future  credit  facility  could  trigger
prepayment obligations, which could adversely affect our business, financial condition and results of operations.

The indentures governing our Senior Notes contain covenants that impose restrictions on us and certain of our subsidiaries with respect to, among other
things, the incurrence of liens and the disposition of capital stock of these subsidiaries. In addition, any future credit facility may require us and/or certain
of our subsidiaries to comply with certain covenants, which may include the maintenance of a minimum consolidated net tangible worth and restrictions on
the payment of dividends. Our failure to comply with these covenants could result in an event of default under the indentures or any future credit facility,
which, if not cured or waived, could result in us being required to repay the notes or any amounts outstanding under such credit facility prior to maturity.
We believe we are in compliance with all of the covenants in the Indentures governing the Senior Notes. However, our business, financial condition and
results of operations could be adversely affected if we were found to be in default of these covenants.

For more details on our indebtedness, see “Management’s Discussion and Analysis of Financial Condition and Results of Operations" included under
Item 7 and "Notes to Consolidated Financial Statements - "Note 7 — Long-Term Debt" included under Item 8 "Financial Statements and Supplementary
Data" of this Annual Report on Form 10-K.

A significant amount of our invested assets are subject to changes in interest rates and market volatility. If we are unable to realize our investment
objectives, our financial condition and results of operations may be adversely affected.

Investment income is an important component of our consolidated net income. At December 31, 2019, total investments of $1.9 billion  represented
94.6% of our total cash and investments, of which $31.7 million or 1.6% were in other investments, a combination of investments in limited partnerships
and equity investments. As a result of market conditions prevailing at a particular time, the allocation of our portfolio to various asset types may vary. The
fair market value of these assets and the investment income from these assets will fluctuate depending on general economic and market conditions. We
classify our fixed maturity investments as available-for-sale ("AFS") and therefore changes in the market value are reflected in our shareholders’ equity.

Our Board has established our investment policies and our executive management is implementing our investment strategy with the assistance of our
investment managers. Although these guidelines stress diversification and capital preservation, our investment results will be subject to a variety of risks,
including  risks  related  to  changes  in  the  business,  financial  condition  or  results  of  operations  of  the  entities  in  which  we  invest,  as  well  as  changes  in
general  economic  conditions  and  overall  market  conditions,  interest  rate  fluctuations  and  market  volatility.  Given  our  reliance  on  external  investment
managers, we are also exposed to operational risks, which may include, but are not limited to, a failure of these managers to follow our investment policy
guidelines, a failure to maintain proper internal controls, technological and staffing deficiencies and inadequate disaster recovery plans.

Our investment portfolio consists of substantially all interest rate-sensitive instruments, such as bonds, which may be adversely affected by changes in
interest rates. Interest rates are highly sensitive to many factors, including governmental monetary policies and domestic and international economic and
political conditions and other factors beyond our control. Changes in interest rates could have an adverse effect on the value of our investment portfolio and
future investment income. For example, changes in interest rates can expose us to prepayment risks on U.S. Government Agency MBS included in our
investment portfolio (all Agency MBS are currently "AA+" rated by S&P). Increases in interest rates will decrease the fair market value of our investments
in  fixed-income  securities.  If  increases  in  interest  rates  occur  during  periods  when  we  sell  investments  to  satisfy  liquidity  needs,  we  may  experience
investment losses. In addition, a declining interest rate environment can result in reductions in our investment yield as new funds and proceeds from sales
and maturities of fixed income securities are reinvested at lower rates which reduces our overall profitability.

Interest  rates  are  highly  sensitive  to  many  factors,  including  governmental  monetary  policies,  inflation,  domestic  and  international  economic  and
political conditions and other factors beyond our control. In order to limit our exposure to unexpected interest rate increases which would reduce the value
of our fixed income securities and reduce our shareholders' equity, we attempt to maintain the duration of our fixed maturity investment portfolio combined
with  our  cash  and  cash  equivalents,  both  restricted  and  unrestricted,  within  a  reasonable  range  of  the  duration  of  our  loss  reserves.  As  a  result  of  the
LPT/ADC Agreement, our liability duration will be materially shortened and if we do not correspondingly shorten the duration of the investments in our
investment portfolio, our risk of exposure to unexpected changes in interest rates could adversely affect our operations and financial condition.

18

At December 31, 2019 and 2018, these respective durations in years were as follows:

For the Year Ended December 31,

Fixed maturities and cash and cash equivalents
Reserve for loss and LAE(1)

2019

2018

3.0  

4.2  

4.2

4.5

(1) The duration regarding our reserve for loss and LAE at December 31, 2019 is gross of LPT/ADC Agreement reserves.

The differential in duration between these assets and liabilities may fluctuate over time and in the case of fixed maturities, is affected by factors such as

market conditions, asset allocations and prepayment speeds in the case of Agency MBS.

We  believe  we  have  historically  mitigated  our  exposure  to  liquidity  risk  through  prudent  duration  management  and  strong  operating  cash  flow.  Our
business  has  undergone  significant  changes  in  the  last  year.  As  previously  noted,  the  Strategic  Review  has  resulted  in  a  series  of  transactions  that  have
transformed our operations and materially reduced the risk on our balance sheet. As a result of the transactions entered into from the Strategic Review, our
gross and net premiums written will continue to be materially lower going forward and investment income will continue to be a significantly larger portion
of our revenues. We believe this will significantly reduce our operating cash flow.

However, we generally expect negative operating cash flows to be met or exceeded by positive investing cash flows. Overall, we expect our cash flows,
together with our existing capital base and unrestricted cash and investments to be sufficient to meet cash requirements and to operate our business. The
LPT/ADC Agreement will shorten the duration of our liabilities which in turn may require us to adjust the duration of our fixed maturities which could
lower our investment income. We also have very limited property catastrophe exposures which could cause an immediate need for cash. However, if we do
not structure our investment portfolio so that it is appropriately matched with our reinsurance liabilities or our operating cash flow declines, we may be
forced  to  liquidate  investments  prior  to  maturity  at  a  significant  loss  to  cover  such  liabilities.  For  this  or  any  of  the  other  reasons  discussed  above,
investment losses could significantly decrease our asset base, which would adversely affect our ability to conduct business. Any significant decline in our
investment income would adversely affect our business, financial condition and results of operations.

The determination of the fair values of our investments and whether a decline in the fair value of an investment is other-than-temporary are based on
management’s judgment and may prove to be incorrect.

We hold a significant amount of assets without readily available, active, quoted market prices or for which fair value cannot be measured from actively
quoted  prices.  These  assets  are  generally  deemed  to  require  a  higher  degree  of  judgment  used  in  measuring  fair  value.  The  assumptions  used  by
management to measure fair values could turn out to be wrong and the actual amounts that may be realized in an orderly transaction with a willing market
participant could be either lower or higher than our estimates of fair value. We review our investment portfolio for factors that may indicate that a decline in
the  fair  value  of  an  investment  is  other-than-temporary.  This  evaluation  is  based  on  subjective  factors,  assumptions  and  estimates  and  may  prove  to  be
materially incorrect, which may result in us recognizing additional losses in the future as new information emerges or recognizing losses currently that may
never materialize in the future in an orderly transaction with a willing market participant.

We may be adversely impacted by claims inflation.

Our operations, like those of other property and casualty insurers and reinsurers, are susceptible to the effects of claims inflation because premiums are
established before the ultimate amounts of loss and LAE are known. Although we consider the potential effects of claims inflation when setting premium
rates, our premiums may not fully offset the effects of inflation and essentially result in our underpricing the risks we insure and reinsure. Our reserve for
loss and LAE includes assumptions about future payments for settlement of claims and claims handling expenses, such as the value of replacing property
and associated labor costs for the property business we write, the value of medical treatments and litigation costs. To the extent claims inflation causes
these costs to increase above reserves established for these claims, we will be required to increase our loss reserves with a corresponding reduction in our
net income in the period in which the deficiency is identified, which may have a material adverse effect on our financial condition or results of operations.

A decrease in the fair value of our subsidiaries may result in future impairments.

The determination of impairments taken on our investments and loans varies by type of asset and is based upon our periodic evaluation and assessment
of  known  and  inherent  risks  associated  with  the  respective  asset  class.  Such  evaluations  and  assessments  are  revised  as  conditions  change  and  new
information becomes available. Management updates its evaluations regularly and reflects impairments in operations as such evaluations are revised. There
can  be  no  assurance  that  our  management  has  accurately  assessed  the  level  of  impairments  taken  in  our  financial  statements.  Furthermore,  additional
impairments may need to be taken in the future, which could materially impact our financial position or results of operations. Historical trends may not be
indicative of future impairments.

Regulation

We have significantly improved our capital ratios in 2019; however if we are unable to sustain this improvement, it could lead to regulatory restrictions.

Prior to the re-domestication of Maiden Reinsurance to Vermont, the Company cured a breach of the ECR (based on the Bermuda regulations applicable
at that time) on both a Group basis and for Maiden Reinsurance by significantly reducing the amount of required capital necessary to operate our business
through a series of measures and by purchasing additional reinsurance protection for our loss reserves via the LPT/ADC Agreement with Enstar during
2019.  However,  while  the  Company  expects  to  maintain  satisfactory  capital  ratios  as  proscribed  by  the  Vermont  DFR  for  both  the  Group  and  Maiden
Reinsurance, there can be no assurance that the actions we have taken to improve our capital position can be maintained or will be considered satisfactory
by the Vermont DFR, which may have a material adverse effect on our business.

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There  can  also  be  no  assurance  that  the  re-formulation  of  our  longer  term  business  plan  will  produce  sufficient  operating  profitability  to  sustain  the
improvements in our capital position we have achieved. This could lead to imposition of regulatory restrictions by the Vermont DFR if such circumstances
were to occur.

Compliance by our insurance subsidiaries with the legal and regulatory requirements to which they are subject is expensive. Any failure to comply
could have a material adverse effect on our business.

Our insurance subsidiaries are required to comply with a wide variety of laws and regulations applicable to insurance or reinsurance companies, both in
the jurisdictions in which they are organized and where they sell their insurance and reinsurance products. The insurance and regulatory environment has
become  subject  to  increased  scrutiny  in  many  jurisdictions,  including  the  U.S.,  various  states  within  the  U.S.  and  the  EU.  In  the  past,  there  have  been
Congressional  and  other  initiatives  in  the  U.S.  regarding  increased  supervision  and  regulation  of  the  insurance  industry.  It  is  not  possible  to  predict  the
future impact of changes in laws and regulations on our operations. The cost of complying with any new legal requirements affecting our subsidiaries could
have a material adverse effect on our business.

In addition, our subsidiaries may not always be able to obtain or maintain necessary licenses, permits, authorizations or accreditations. They also may
not  be  able  to  fully  comply  with,  or  to  obtain  appropriate  exemptions  from,  the  laws  and  regulations  applicable  to  them.  Any  failure  to  comply  with
applicable law or to obtain appropriate exemptions could result in restrictions on either the ability of the company in question, as well as potentially its
affiliates, to do business in one or more of the jurisdictions in which they operate or on brokers on which we rely to produce business for us. In addition,
any such failure to comply with applicable laws or to obtain appropriate exemptions could result in the imposition of fines or other sanctions. Any of these
sanctions could have a material adverse effect on our business. To date, no fine, penalty or restriction has been imposed on us for failure to comply with
any insurance law or regulation.

Our industry is highly regulated and we are subject to significant legal restrictions and these restrictions may have a material adverse effect on our
business, financial condition, results of operations, liquidity, cash flows and prospects.

The  financial  services  industry  is  the  focus  of  increased  regulatory  scrutiny  as  various  state  and  federal  governmental  agencies  and  self-regulatory
organizations conduct inquiries and investigations into the products and practices of the companies within this industry. Governmental authorities in the
United States and worldwide have become increasingly interested in potential risks posed by the insurance industry as a whole, and to commercial and
financial systems in general. Among the proposals that are being considered is the possible introduction of global regulatory standards for the amount of
capital that insurance groups must maintain across the group, such as the development of the risk-based global insurance capital standard for internationally
active  insurance  groups  being  developed  by  the  International  Association  of  Insurance  Supervisors  as  well  as  the  U.S.  group  capital  calculation  being
developed by the NAIC. Please see Item 1. "Business - Regulatory Matters" for  further  discussion.  While  we  cannot  predict  the  exact  nature,  timing  or
scope of possible governmental initiatives, there may be increased regulatory intervention in the insurance and financial services industry in the future.

Europe

Under  EU  Freedom  of  Services,  a  firm  authorized  in  a  European  Economic  Area  ("EEA")  state  can  offer  certain  products  or  services  in  other  EEA
states  if  it  has  the  relevant  passport.  Maiden  LF  is  established  in  an  EEA  state  (Sweden)  and  has  passports  for  a  number  of  EEA  states.  Maiden  LF  is
licensed  by  the  Swedish  financial  regulator  (Finansinspektionen)  to  write  insurance  and  reinsurance  of  short-term  life  insurance  (Class  1a)  and
supplementary insurance to Class 1a (Class 1b). We cannot predict the impact laws and regulations adopted in the EU or other non-U.S. jurisdictions may
have on the financial markets generally or our businesses, results of operations or cash flows. It is possible that changes in such laws and regulations may
alter our business practices. They may also limit our ability to engage in capital or liability management, require us to raise additional capital, and impose
burdensome requirements and additional costs. It is possible that the laws and regulations adopted in foreign jurisdictions will differ from one another, and
that they could be inconsistent with the laws and regulations of other jurisdictions including the U.S.

United States

Our  U.S.  subsidiaries  are  subject  to  a  complex  and  extensive  array  of  laws  and  regulations  that  are  administered  and  enforced  by  state  insurance
regulators, state securities administrators, state banking authorities, the SEC, FINRA, the DOL, the IRS and the Office of the Comptroller of the Currency.
See Item 1. “Business-Regulatory Matters” for a summary of certain of the U.S. state and federal laws and regulations applicable to our business. Failure
to comply with these laws and regulations could subject us to administrative penalties imposed by a particular governmental or self-regulatory authority,
unanticipated costs associated with remedying such failure or other claims, harm to our reputation, or interruption of our operations, any of which could
have a material and adverse effect on our financial position, results of operations and cash flows.

In addition, these statutes and regulations may, in effect, restrict the ability of our subsidiaries to write new business or, as indicated below, distribute
funds to Maiden Holdings. In recent years, some U.S. state legislatures have considered or enacted laws that may alter or increase state authority to regulate
insurance  companies  and  insurance  holding  companies.  Moreover,  the  NAIC  and  state  insurance  regulators  regularly  re-examine  existing  laws  and
regulations and interpretations of existing laws and develop new laws. The new interpretations or laws may be more restrictive or may result in higher costs
to us than current statutory requirements.

The  Dodd-Frank  Wall  Street  Reform  and  Consumer  Protection  Act  ("Dodd-Frank")  impacts  the  reinsurance  industry  in  several  areas,  including  tort
reform, corporate governance and the taxation of reinsurance companies. Dodd-Frank prohibits a state from denying credit for reinsurance if the state of
domicile of the insurer purchasing the reinsurance recognizes credit for reinsurance.

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Changes  in  accounting  principles  and  financial  reporting  requirements  could  result  in  material  changes  to  our  reported  results  of  operations  and
financial condition.

U.S. GAAP and related financial reporting requirements are complex, continually evolving and may be subject to varied interpretation by the relevant
authoritative bodies. Such varied interpretations could result from differing views related to specific facts and circumstances. Changes in U.S. GAAP and
financial reporting requirements, or in the interpretation of U.S. GAAP or those requirements, could result in material changes to our reported results and
financial condition.

Legislation enacted in Bermuda in response to the European Union’s review of harmful tax competition could adversely affect our operations.

Pursuant to the Economic Substance Act 2018 (as amended) of Bermuda (the “ESA”) that came into force on January 1, 2019, a registered entity, other
than an entity which is resident for tax purposes in certain jurisdictions outside Bermuda (“non-resident entity”), that carries on as a business any one or
more  of  the  “relevant  activities”  referred  to  in  the  ESA  must  comply  with  economic  substance  requirements.  The  ESA  may  require  in-scope  Bermuda
entities which are engaged in such “relevant activities” to be directed and managed in Bermuda, have an adequate level of qualified employees in Bermuda,
incur an adequate level of annual expenditure in Bermuda, maintain adequate physical presence in Bermuda or perform core income-generating activities in
Bermuda. The list of “relevant activities” includes carrying on any one or more of: banking, insurance, fund management, financing, leasing, headquarters,
shipping, distribution and service center, intellectual property and holding entities.

To the extent that the ESA applies to Maiden Holdings, we will be required to demonstrate compliance with the ESA and file an economic substance

declaration with the Registrar of Companies in Bermuda on an annual basis.

Any entity that must satisfy economic substance requirements but fails to do so could face financial penalties, a restriction of its business activities,
automatic reporting by the Bermuda authorities to competent authorities in the European Union on an entity's non-compliance or may be struck off as a
registered entity in Bermuda. If any one of the foregoing were to occur it may adversely effect the business operations of Maiden Holdings.

Corporate Governance and Risks Related to an Investment in our Securities

Our holding company structure and certain regulatory and other constraints affect our ability to pay dividends and make other payments.

Maiden Holdings is a holding company. As a result, we do not have, and will not have, any significant operations or assets other than our ownership of
the shares of our subsidiaries. We expect that dividends and other permitted distributions from Maiden Reinsurance, Maiden Global (and its subsidiaries),
Maiden LF, Maiden GF and Maiden NA (and its subsidiaries) will be our sole source of funds to pay dividends to common and preference shareholders and
meet  ongoing  cash  requirements,  including  debt  service  payments,  if  any,  and  other  expenses.  The  inability  of  our  subsidiaries  to  pay  dividends  in  an
amount sufficient to enable us to meet our cash requirements at the holding company level could have a material adverse effect on our business, financial
condition and results of operations. Any capital distribution of any kind out of Maiden Reinsurance would be done consistent with Vermont regulation or as
may be required, with the prior approval of the Vermont DFR.

The timing and amount of any cash dividends on our common and preference shares are at the discretion of the Board and will depend upon the results
of operations and cash flows, our financial position and capital requirements, and any other factors that our Board deems relevant. Our Board of Directors
have not declared dividends on the Preference Shares since the December 1, 2018 dividend date and there can be no assurance that the authorization and
declaration of dividends on the Preference Shares will resume in the near future. At March 15, 2020, because preference share dividends will not have been
declared and paid for six quarterly dividend periods, the holders of the Preference Shares series A, C and D are collectively entitled to vote for the election
of a total of two additional members of the Company's Board of Directors. There can be no assurance as to the impact on the Company's operations should
the election of such additional board members occur.

Our common shares may be at risk for delisting from the NASDAQ Capital Market in the future. Delisting could adversely affect the liquidity of our
common shares and the market price of our common shares could decrease.

On October 25, 2019, Maiden Holdings transferred the listing of its common shares from the NASDAQ Global Select Market to the NASDAQ Capital
Market.  The  NASDAQ  Capital  Market  is  a  continuous  trading  market  that  operates  in  substantially  the  same  manner  as  the  NASDAQ  Global  Select
Market and listed companies must meet certain financial requirements and comply with the NASDAQ corporate governance requirements. The Company’s
common shares continue to trade under the symbol “MHLD”. Following submission of the transfer application, we became eligible for an additional 180-
day period to regain compliance if we meet the continued listing requirement for market value of publicly held shares and all other initial listing standards,
with the exception of the bid price requirement, for the NASDAQ Capital Market.

Our common shares were historically listed on the NASDAQ Global Select Market. NASDAQ has minimum requirements that a company must meet to
remain  listed  on  either  NASDAQ  market.  These  requirements  include  maintaining  a  minimum  closing  bid  price  of  $1.00  per  share.  Until  recently,  the
closing prices of our common shares has been below $1.00 per share throughout 2019, and it is possible that NASDAQ may notify us that we have failed to
meet  the  minimum  listing  requirements  and  initiate  the  delisting  process  in  the  future.  If  our  common  shares  were  to  be  delisted,  the  liquidity  of  our
common shares would be adversely affected and the market price of our common shares could decrease further. Our failure to be listed on NASDAQ or
another established securities market could have a material adverse effect on the value of your investment in us.

The Preference Shares are equity and are subordinate to our existing and future indebtedness and other liabilities.

The Preference Shares are equity interests and do not constitute indebtedness. As such, the Preference Shares will rank junior to all of our indebtedness
and  other  non-equity  claims  of  our  creditors  with  respect  to  assets  available  to  satisfy  the  claims  during  liquidation.  At  December  31,  2019,  our  total
consolidated debt was $262.5 million and our total consolidated liabilities were $3.1 billion. We may incur additional debt and liabilities in the future. Our
existing and future indebtedness may restrict payments of

21

dividends on the Preference Shares. Additionally, unlike indebtedness, where principal and interest would customarily be payable on specified due dates, in
the case of preference shares, dividends are payable only if declared by our Board (or a duly authorized committee of the Board). Our Board of Directors
have not declared dividends on the Preference Shares since the December 1, 2018 dividend date and there can be no assurance that the authorization and
declaration of dividends on the Preference Shares will resume in the near future.

We have risks related to the Company’s Senior Notes.

Maiden NA issued the 2013 Senior Notes in the principal amount of $152.5 million, all of which is currently outstanding and is subject to a guarantee
by Maiden Holdings. Maiden Holdings has issued the 2016 Senior Notes in the principal amount of $110.0 million, all of which is currently outstanding
(the 2016 Senior Notes collectively with the 2013 Senior Notes, the "Senior Notes"). If we are unable to maintain a level of cash flows from operating and
investment activities, our ability to pay our obligations on our Senior Notes could be adversely affected.

We may also incur additional indebtedness in the future. The level of debt outstanding could adversely affect our financial flexibility. Our indebtedness

could have adverse consequences, including:

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limiting our ability to pay dividends to our common and preference shareholders;

limiting our subsidiaries’ ability to pay dividends;

increasing our vulnerability to changing economic, regulatory and industry conditions;

limiting our ability to compete and our flexibility in planning for, or reacting to, changes in our business and the industry;

limiting our ability to borrow additional funds;

requiring  us  to  dedicate  a  substantial  portion  of  our  cash  flow  from  operations  to  payments  on  our  debt,  thereby,  reducing  funds  available  for
working capital, capital expenditures, acquisitions and other purposes; and

impacting regulators assessment of our capital position, adequacy and flexibility and therefore, the financial strength ratings of rating agencies and
regulators assessment of our solvency.

A few significant shareholders may influence or control the direction of our business. If the ownership of our common shares continues to be highly
concentrated, it may limit your ability and the ability of other shareholders to influence significant corporate decisions.

The interests of our significant shareholders may not be fully aligned with our interests, and this may lead to a strategy that is not in our best interest.
Although they do not have any voting agreements or arrangements, our Founding Shareholders or other significant shareholders could exercise significant
influence over matters requiring shareholder approval, and their concentrated holdings may delay or deter possible changes in control of Maiden Holdings,
which may reduce the market price of our common shares.

Dividends on the Series A, Series C and Series D Preference Shares are non-cumulative.

Dividends  on  the  Series  A,  Series  C  and  Series  D  Preference  Shares  are  non-cumulative  and  payable  only  out  of  lawfully  available  funds  of  the
Company under Bermuda law. Consequently, if our Board (or a duly authorized committee of the Board) does not authorize and declare a dividend for any
dividend period with respect to the Series A, Series C and Series D Preference Shares, holders of the Series A, Series C and Series D Preference Shares
would not be entitled to receive any such dividend, and such unpaid dividend will not accumulate and will never be payable. We will have no obligation to
pay dividends for a dividend period on or after the dividend payment date for such period if the Board (or a duly authorized committee of the Board) has
not declared such dividend before the related dividend payment date. If dividends on the Series A, Series C and Series D Preference Shares are authorized
and declared with respect to any subsequent dividend period, we will be free to pay dividends on any other series of preference shares and/or our common
shares. Under Bermuda law, we will not be permitted to pay dividends on the Preference Shares (even if such dividends have been previously declared) if
there are reasonable grounds for believing that we are, or would after the payment be, unable to pay our liabilities as they become due; or the realizable
value of our assets would thereby be less than our liabilities.

Voting Rights for Shareholders of Series A, Series C and Series D Preference Shares may be invoked.

Whenever  dividends  on  any  Series  A,  Series  C  and  Series  D  Preference  Shares  have  not  been  declared  and  paid  for  the  equivalent  of  six  or  more
dividend periods, whether or not for consecutive dividend periods (a “nonpayment event”), the holders of the Series A, Series C and Series D Preference
Shares will be entitled to vote for the election of a total of two additional members of the Board of Maiden Holdings (the “preference shares directors”),
provided that the election of any such directors shall not cause us to violate the corporate governance requirement of any exchange, on which our securities
may be listed or quoted, that listed or quoted companies must have a majority of independent directors. In that event, the new directors shall be elected at a
special  meeting  called  at  the  request  of  the  holders  of  record  of  at  least  20%  of  the  aggregate  voting  power  of  the  Series  A,  Series  C  and  Series  D
Preference Shares (unless such request is received less than 90 days before the date fixed for the next annual or special meeting of the shareholders of
Maiden  Holdings,  in  which  event  such  election  shall  be  held  at  such  next  annual  or  special  meeting  of  shareholders,  and  at  each  subsequent  annual
meeting).

Our Board of Directors have not authorized or declared a dividend since the dividend period starting on December 1, 2018 with respect to the Series A,
Series  C  and  Series  D  Preference  Shares.  At  March  15,  2020,  because  preference  share  dividends  have  not  been  declared  and  paid  for  six  quarterly
dividend  periods,  the  holders  of  the  Preference  Shares  Series  A,  C  and  D  are  collectively  entitled  to  vote  for  the  election  of  a  total  of  two  additional
members of the Company's Board of Directors. There can be no assurance as to the impact on our operations should the election of such additional board
members occur.

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Our revenues and results of operations may fluctuate as a result of factors beyond our control, which may cause the price of our shares to be volatile.

The revenues and results of operations of reinsurance companies historically have been subject to significant fluctuations and uncertainties. In addition,
we are not in engaged in active reinsurance underwriting currently and may not do so for the foreseeable future. This has resulted in a significant reduction
in our revenues. Our profitability can also be affected significantly by:

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fluctuations in interest rates, inflationary pressures and other changes in the investment environment that impact returns on invested assets;

changes in the frequency or severity of claims;

volatile and unpredictable developments, including man-made, weather-related and other natural catastrophes, terrorist attacks or pandemics, such
as the spread of the COVID-19 virus;

price competition;

inadequate loss and LAE reserves;

cyclical nature of the property and casualty insurance market; and

negative developments in the specialty property and casualty reinsurance sectors in which we operate.

These factors may cause the price of the Company's shares to be volatile.

The market price for our ordinary shares has been and may continue to be highly volatile, and if there is a further sustained decline in our share price
there could be limited liquidity for our ordinary shares.

The market price for our ordinary shares has fluctuated significantly. Future sales of our common shares by our shareholders or us, or the perception
that  such  sales  may  occur,  could  adversely  affect  the  market  price  of  our  common  shares.  As  of  March  10,  2020,  83,163,540  common  shares  were
outstanding. In addition, we have reserved 10,664,487 common shares for issuance under our 2019 Omnibus Incentive Plan. As of March 10, 2020, the
total  options  outstanding  was  319,176  and  the  total  restricted  shares  outstanding  was  1,803,715.  Sales  of  substantial  amounts  of  our  shares,  or  the
perception that such sales could occur, could adversely affect the prevailing price of the shares and may make it more difficult for us to sell our equity
securities in the future, or for shareholders to sell their shares, at a time and price that they deem appropriate.

Provisions in our bye-laws may reduce or increase the voting rights of our shares.

In general, and except as provided under our bye-laws and as provided below, the common shareholders have one vote for each common share held by
them and are entitled to vote, on a non-cumulative basis, at all meetings of shareholders. However, if, and so long as, the shares of a shareholder are treated
as "controlled shares" (as determined pursuant to Sections 957 and 958 of the Internal Revenue Code of 1986, as amended (the "IRS Code")) of any U.S.
Person (as that term is defined in the risk factors under the section captioned "Taxation" within this Item on page 35 that owns shares directly or indirectly
through non-U.S. entities) and such controlled shares constitute 9.5% or more of the votes conferred by our issued shares, the voting rights with respect to
the controlled shares owned by such U.S. Person will be limited, in the aggregate, to a voting power of less than 9.5%, under a formula specified in our
bye-laws.  The  formula  is  applied  repeatedly  until  the  voting  power  of  all  9.5%  U.S.  Shareholders  has  been  reduced  to  less  than  9.5%.  In  addition,  our
Board may limit a shareholder’s voting rights when it deems it appropriate to do so to (i) avoid the existence of any 9.5% U.S. Shareholder; and (ii) avoid
certain  material  adverse  tax,  legal  or  regulatory  consequences  to  us,  to  any  of  our  subsidiaries  or  any  direct  or  indirect  shareholder  or  its  affiliates.
"Controlled shares" include, among other things, all shares that a U.S. Person is deemed to own directly, indirectly or constructively (within the meaning of
section  958  of  the  IRS  Code).  The  amount  of  any  reduction  of  votes  that  occurs  by  operation  of  the  above  limitations  will  generally  be  reallocated
proportionately among our other shareholders whose shares were not "controlled shares" of the 9.5% U.S. Shareholder so long as such reallocation does not
cause any person to become a 9.5% U.S. Shareholder.

Under these provisions, certain shareholders may have their voting rights limited, while other shareholders may have voting rights in excess of one vote
per share. Moreover, these provisions could have the effect of reducing the votes of certain shareholders who would not otherwise be subject to the 9.5%
limitation by virtue of their direct share ownership.

We are authorized under our bye-laws to request information from any shareholder for the purpose of determining whether a shareholder’s voting rights
are to be reallocated under the bye-laws. If any holder fails to respond to this request or submits incomplete or inaccurate information, we may, in our sole
discretion, eliminate or adjust the shareholder’s voting rights.

Anti-takeover provisions in our bye-laws could impede an attempt to replace or remove our directors, which could diminish the value of our common
shares.

Our bye-laws contain provisions that may entrench directors and make it more difficult for shareholders to replace directors even if the shareholders
consider it beneficial to do so. In addition, these provisions could delay or prevent a change of control that a shareholder might consider favorable. For
example, these provisions may prevent a shareholder from receiving the benefit from any premium over the market price of our common shares offered by
a bidder in a potential takeover. Even in the absence of an attempt to effect a change in management or a takeover attempt, these provisions may adversely
affect the prevailing market price of our common shares if they are viewed as discouraging changes in management and takeover attempts in the future.

Examples of provisions in our bye-laws that could have such an effect include the following:

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our  Board  may  reduce  the  total  voting  power  of  any  shareholder  to  avoid  adverse  tax,  legal  or  regulatory  consequences  to  us  or  any  direct  or
indirect holder of our shares or its affiliates; and

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•

our  Board  may,  in  their  discretion,  decline  to  record  the  transfer  of  any  common  shares  on  our  share  register,  if  they  are  not  satisfied  that  all
required regulatory approvals for such transfer have been obtained or if they determine such transfer may result in a non-de minimis adverse tax,
legal or regulatory consequence to us or any direct or indirect holder of shares or its affiliates.

It may be difficult for a third party to acquire us.

Provisions  of  our  organizational  documents  may  discourage,  delay  or  prevent  a  merger,  amalgamation,  tender  offer  or  other  change  of  control  that
holders  of  our  shares  may  consider  favorable.  These  provisions  impose  various  procedural  and  other  requirements  that  could  make  it  more  difficult  for
shareholders to effect various corporate actions. These provisions could:

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have the effect of delaying, deferring or preventing a change in control of us;

discourage bids for our securities at a premium over the market price;

adversely affect the price of, and the voting and other rights of the holders of our securities; or

impede the ability of the holders of our securities to change our management.

U.S. persons who own our shares may have more difficulty in protecting their interests than U.S. persons who are shareholders of a U.S. corporation.

The Companies Act, which applies to us, differs in certain material respects from laws generally applicable to U.S. corporations and their shareholders.
As a result of these differences, U.S. persons who own our shares may have more difficulty protecting their interests than U.S. persons who own shares of a
U.S. corporation. Set forth below is a summary of certain significant provisions of the Companies Act, including modifications adopted pursuant to our
bye-laws, applicable to us which differ in certain respects from provisions of Delaware corporate law. Because the following statements are summaries,
they do not discuss all aspects of Bermuda law that may be relevant to us and our shareholders.

Interested Directors. Bermuda law provides that if a director has a personal interest in a transaction to which the company is also a party and if the
director discloses the nature of this personal interest at the first opportunity, either at a meeting of directors or in writing to the directors, then the company
will not be able to declare the transaction void solely due to the existence of that personal interest and the director will not be liable to the company for any
profit realized from the transaction. In addition, Bermuda law and our bye-laws provide that, after a director has made the declaration of interest referred to
above, he is allowed to be counted for purposes of determining whether a quorum is present and to vote on a transaction in which he has an interest, unless
disqualified from doing so by the chairman of the relevant board meeting.

Under Delaware law, such transaction would not be voidable if:

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the material facts as to such interested director’s relationship or interests are disclosed or are known to the board of directors and the board in good
faith authorizes the transaction by the affirmative vote of a majority of the disinterested directors;

such material facts are disclosed or are known to the shareholders entitled;

to vote on such transaction and the transaction is specifically approved in good faith by vote of the majority of shares entitled to vote thereon; or

the transaction is fair as to the corporation as of the time it is authorized, approved or ratified.

Under Delaware law, such interested director could be held liable for a transaction in which such director derived an improper personal benefit.

Mergers  and  Similar  Arrangements.  The  amalgamation  or  merger  of  a  Bermuda  company  with  another  company  or  corporation  (other  than  certain
affiliated companies) requires the amalgamation agreement to be approved by the company’s board of directors and by its shareholders. Under our bye-
laws, we may, with the approval of a majority of votes cast at a general meeting of our shareholders at which a quorum is present, amalgamate or merge
with another Bermuda company or with a body incorporated outside Bermuda. In the case of an amalgamation or merger, a shareholder that did not vote in
favour of the amalgamation or merger may apply to a Bermuda court for a proper valuation of such shareholder’s shares if such shareholder is not satisfied
that fair value has been paid for such shares. Under Delaware law, with certain exceptions, a merger, consolidation or sale of all or substantially all the
assets of a corporation must be approved by the board of directors and a majority of the outstanding shares entitled to vote thereon. Under Delaware law, a
shareholder of a corporation participating in certain major corporate transactions may, under certain circumstances, be entitled to appraisal rights pursuant
to which such shareholder may receive cash in the amount of the fair value of the shares held by such shareholder (as determined by a court) in lieu of the
consideration such shareholder would otherwise receive in the transaction.

Shareholders’  Suit.  The  rights  of  shareholders  under  Bermuda  law  are  not  as  extensive  as  the  rights  of  shareholders  under  legislation  or  judicial
precedent in many U.S. jurisdictions. Class actions and derivative actions are generally not available to shareholders under the laws of Bermuda. However,
the Bermuda courts ordinarily would be expected to follow English case law precedent, which would permit a shareholder to commence an action in the
name of the company to remedy a wrong done to the company where the act complained of is alleged to be beyond the corporate power of the company, is
illegal or would result in the violation of our memorandum of association or bye-laws. Furthermore, consideration would be given by the court to acts that
are alleged to constitute a fraud against the minority shareholders or where an act requires the approval of a greater percentage of our shareholders than
actually approved it. The winning party in such an action generally would be able to recover a portion of attorneys’ fees incurred in connection with such
action. Our bye-laws provide that shareholders waive all claims or rights of action that they might have, individually or in the right of the company, against
any director or officer for any act or failure to act in the performance of such director’s or officer’s duties, except with respect to any fraud or dishonesty of
such director or officer. Class

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actions and derivative actions generally are available to shareholders under Delaware law for, among other things, breach of fiduciary duty, corporate waste
and actions not taken in accordance with applicable law. In such actions, the court has discretion to permit the winning party to recover attorneys’ fees
incurred in connection with such action.

Indemnification of Directors. We may indemnify our directors or officers in their capacity as directors or officers of any loss arising or liability attaching
to them by virtue of any rule of law in respect of any negligence, default, breach of duty or breach of trust of which a director or officer may be guilty in
relation to the company other than in respect of his or her own fraud or dishonesty. Under Delaware law, a corporation may indemnify a director or officer
of the corporation against expenses (including attorneys’ fees), judgments, fines and amounts paid in settlement actually and reasonably incurred in defense
of an action, suit or proceeding by reason of such position if such director or officer acted in good faith and in a manner he or she reasonably believed to be
in or not opposed to the best interests of the corporation and, with respect to any criminal action or proceeding, such director or officer had no reasonable
cause to believe his or her conduct was unlawful. In addition, we have entered into indemnification agreements with our directors and officers.

We are a Bermuda company and it may be difficult for you to enforce judgments against us or our directors and executive officers.

We  are  incorporated  under  the  laws  of  Bermuda  and  our  holding  company  is  based  in  Bermuda.  In  addition,  all  of  our  directors  and  officers  reside
outside Bermuda and a substantial portion of our assets will be and the assets of these persons are, and will continue to be, located in jurisdictions outside
Bermuda. As such, it may be difficult or impossible to effect service of process within the U.S. upon us or those persons or to recover against us or them on
judgments  of  U.S.  courts,  including  judgments  predicated  upon  civil  liability  provisions  of  the  U.S.  federal  securities  laws.  Further,  no  claim  may  be
brought in Bermuda against us or our directors and officers in the first instance for violation of U.S. federal securities laws because these laws have no
extraterritorial jurisdiction under Bermuda law and do not have force of law in Bermuda. A Bermuda court may, however, impose civil liability, including
the possibility of monetary damages, on us or our directors and officers if the facts alleged in a complaint constitute or give rise to a cause of action under
Bermuda law.

We have been previously advised by Conyers Dill & Pearman Limited, our Bermuda counsel, that there is doubt as to whether the courts of Bermuda
would enforce judgments of U.S. courts obtained in actions against us or our directors and officers, as well as the experts named in this Report, predicated
upon the civil liability provisions of the U.S. federal securities laws or original actions brought in Bermuda against us or these persons predicated solely
upon U.S. federal securities laws. Further, we have been advised by Conyers Dill & Pearman Limited that there is no treaty in effect between the U.S. and
Bermuda providing for the enforcement of judgments of U.S. courts, and there are grounds upon which Bermuda courts may not enforce judgments of U.S.
courts. Some remedies available under the laws of U.S. jurisdictions, including some remedies available under the U.S. federal securities laws, may not be
allowed in Bermuda courts as contrary to that jurisdiction’s public policy. Because judgments of U.S. courts are not automatically enforceable in Bermuda,
it may be difficult for you to recover against us based upon such judgments.

Relationship with AmTrust

Significant changes in our reinsurance relationship with AmTrust have reduced our current and future revenues and create significant uncertainty for
sources of future liquidity.

During  2019,  we,  through  our  subsidiary  Maiden  Reinsurance,  executed  the  Partial  Termination  Amendment,  the  Final  QS  Termination,  the  WC
Commutation and Post-Termination Endorsement No. 1 with AmTrust. In the first quarter of 2020, we also executed Post Termination Endorsement No. 2.
These transactions served to eliminate all new premium revenues from AmTrust, return certain unearned premiums to AmTrust, commuted and returned
certain workers’ compensation loss reserves to AmTrust, capped the loss corridor on certain program business reinsured from AmTrust and increased the
levels of collateral provided to AmTrust as security against the obligations Maiden has assumed under the reinsurance contracts with AmTrust.

While these transactions have contributed significantly to the reduction in required regulatory capital needed to operate our business and the subsequent
strengthening of our capital ratios, these transactions have resulted in a significant reduction in revenues which is likely to continue for the foreseeable
future as we are not presently engaged in active reinsurance underwriting. As a result, our financial condition could be adversely affected by these actions.
As a result of this loss of revenue, we will need to rely on unrestricted cash from operations and returns on our investments to fund our operations, maintain
liquidity  and  meet  our  financial  obligations  and  capital  allocation  priorities.  While  we  believe  we  have  sufficient  sources  to  meet  these  obligations,
deterioration in our results of operations or other adverse financial events could impact our ability to continue meeting these obligations.

Our initial arrangements with AmTrust were negotiated while we were its affiliate. The arrangements could be challenged as not reflecting terms that
we would agree to in arm’s-length negotiations with an independent third party; moreover, our business relationship with AmTrust and its subsidiaries
may present, and may make us vulnerable to, possible adverse tax consequences, difficult conflicts of interest, and legal claims that we have not acted
in the best interest of our shareholders.

We entered into a quota share agreement with AII, which reinsures AmTrust’s insurance company subsidiaries, and a Master Agreement with AmTrust,
pursuant to which Maiden Reinsurance entered into the quota share agreement. Because (i) Leah Karfunkel (wife of the late Michael Karfunkel), George
Karfunkel and Barry Zyskind (the Company's non-executive chairman) collectively own or control approximately 53.5% of the outstanding common shares
of Evergreen Parent GP, LLC, the ultimate parent of AmTrust, (ii) our Founding Shareholders sponsored our formation, and (iii) based on each individual's
most recent public filing as of December 31, 2019, Leah Karfunkel owns or controls approximately 8.1% of the outstanding shares of the Company and
Barry Zyskind owns or controls approximately 7.6% of the outstanding shares of the Company, we may be deemed to be an affiliate of AmTrust. George
Karfunkel now owns or controls less than 5.0% of the outstanding shares of the Company based on his most recent public filings. Due to our close business
relationship with AmTrust, we may be presented with situations involving conflicts of interest with respect to the agreements and other arrangements we
will  enter  into  with  AmTrust  and  its  subsidiaries,  exposing  us  to  possible  claims  that  we  have  not  acted  in  the  best  interest  of  our  shareholders.  The
arrangements between us and AmTrust were modified after they were originally entered into and there could be future modifications.

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Our non-executive Chairman of the Board currently holds the positions of Chief Executive Officer and Chairman of AmTrust. These dual positions
may present, and make us vulnerable to, difficult conflicts of interest and related legal challenges.

Barry Zyskind, our non-executive Chairman of the Board, is the Chief Executive Officer and Chairman of the Board of AmTrust and, as such, he does
not serve our Company on a full-time basis. Mr. Zyskind is expected to continue in both of his positions for the foreseeable future. Conflicts of interest
could arise with respect to business opportunities that could be advantageous to AmTrust or its subsidiaries, on the one hand, and us or our subsidiary, on
the  other  hand.  In  addition,  potential  conflicts  of  interest  may  arise  should  the  interests  of  the  Company  and  AmTrust  diverge.  However,  the  Audit
Committee of our Board, which consists entirely of independent directors, does exclusively review and approve all related party transactions.

The  amount  of  collateral  we  provide  to  AmTrust  could  limit  our  unrestricted  liquidity  and  impact  our  ability  to  fulfill  our  obligations  in  certain
circumstances.

As a result of our use of trust accounts, funds withheld, letters of credit and a loan, a substantial portion of our assets will not be available to us for other
uses,  which  could  reduce  our  financial  flexibility  and  could  impact  our  ability  to  fulfill  our  obligations  in  certain  circumstances.  If  further  collateral  is
required to be provided to any other AmTrust subsidiaries under applicable law or regulatory requirements, Maiden Reinsurance will provide collateral to
the extent required. At December 31, 2019, $2.2 billion was provided by us as collateral to AmTrust, AII and AEL in the form of trusts, letters of credit,
funds withheld and a loan.

The collateral above includes the transfer of cash and investments totaling $575.0 million to AmTrust from existing trust accounts used for collateral on

the AmTrust Quota Share to a funds withheld arrangement during January 2019, which bears an annual interest rate of 3.5%, subject to annual adjustment.

Maiden Reinsurance is not a party to the reinsurance agreements between AII and AmTrust’s U.S. insurance subsidiaries or the related reinsurance trust
agreements and has no rights thereunder. If one or more of these AmTrust subsidiaries withdraws Maiden Reinsurance’s assets from their trust account or
misapplies withheld funds that are due to Maiden Reinsurance and that subsidiary is or becomes insolvent, we believe it may be more difficult for Maiden
Reinsurance  to  recover  any  such  amounts  to  which  we  are  entitled  than  it  would  be  if  Maiden  Reinsurance  had  entered  into  reinsurance  and  trust
agreements  with  these  AmTrust  subsidiaries  directly.  AII  has  agreed  to  immediately  return  to  Maiden  Reinsurance  any  collateral  provided  by  Maiden
Reinsurance  that  one  of  those  subsidiaries  improperly  utilizes  or  retains,  and  AmTrust  has  agreed  to  guarantee  AII’s  repayment  obligation  and  AII’s
payment obligations under its loan agreement with Maiden Reinsurance. We are subject to the risk that AII and/or AmTrust may be unable or unwilling to
discharge these obligations.

Employee Issues

We are dependent on our key executives. We may not be able to attract and retain key employees or successfully integrate our new management team to
fully implement our newly formulated business strategy.

Our success depends largely on our senior management, which includes, among others, Lawrence F. Metz, our President and Chief Executive Officer
("CEO"), and Patrick J. Haveron, our Executive Vice President, Chief Financial Officer ("CFO") and Chief Operating Officer ("COO"). We have entered
into employment agreements with both of these executive officers.

In addition to the officers listed above, we require key staff with actuarial, legal, reinsurance, accounting and administrative skills. As a result of the
Strategic Review, we have a significantly smaller staff and given our current business circumstances, it may be difficult for us to retain staff and recruit
competent new executives and staff. Our inability to attract and retain additional personnel or the loss of the services of any of our senior executives or key
employees could delay or prevent us from fully implementing our business strategy and could significantly and negatively affect our business.

Our employee attrition recently has been high and may affect our ability to adequately manage our business.

We have sold Maiden US as well as terminated and sold certain lines of business. As we are not currently engaged in active reinsurance underwriting
and  our  portfolio  of  loss  reserves  continues  to  reduce,  we  have  continued  to  reduce  headcount  commensurately.  This  elevated  attrition  may  affect  our
ability to manage our business as we train these new employees and integrate them into our company. In addition, if we decide to resume active reinsurance
underwriting, our present employee base may be insufficient in the requisite skills or quantity to commence such activities and there can be no assurance
that we can recruit or attract the requisite personnel to implement such strategy on a timely basis if such a decision is made.

Our business in Bermuda could be adversely affected by Bermuda employment restrictions.

Currently,  Maiden  Holdings  employs  seven  non-Bermudians  in  our  Bermuda  office  including  our  President  and  CEO  and  our  CFO/COO.  Under
Bermuda  law,  non-Bermudians  (other  than  spouses  of  Bermudians,  holders  of  permanent  residents’  certificates  and  holders  of  working  residents’
certificates) may not engage in any gainful occupation in Bermuda without a valid government work permit. A work permit may be granted or renewed
upon showing that, after proper public advertisement, no Bermudian, spouse of a Bermudian, or holder of a permanent resident’s or working resident’s
certificate who meets the minimum standards reasonably required by the employer has applied for the job. Work permits are issued with expiry dates that
range from one, three, five, six or, in certain circumstances for key executives, ten years. We may not be able to use the services of one or more of our non-
Bermudian employees if we are not able to obtain work permits for them, which could have a material adverse effect on our business, financial condition
and results of operations.

International Operations

Our offices that operate in jurisdictions outside Bermuda and the U.S. are subject to certain limitations and risks that are unique to foreign operations.

Our  international  operations  are  regulated  in  various  jurisdictions  with  respect  to  licensing  requirements,  currency,  reserves,  employees  and  other

matters. International operations may be harmed by political developments in foreign countries, which may

26

be hard to predict in advance. Regulations governing technical reserves and remittance balances in some countries may hinder remittance of profits and
repatriation of assets.

The U.K.'s vote in favor of leaving the EU could adversely affect us.

The U.K. formally left the E.U. on January 31, 2020 and the transition period, due to expire on December 31, 2020, has started. Although the U.K. is
now no longer a Member State of the E.U., the provisions of the Withdrawal Agreement relating to the transition period provide that (unless expressly
provided otherwise in the Withdrawal Agreement) that E.U. law is to be applicable to and in the U.K. to produce the same legal effect as it did prior to
U.K.’s exit from the E.U. The relationship between the U.K and the E.U following the transition period is unknown.

The risks associated with the potential consequences that may follow Brexit, including volatility in financial markets, exchange rates and interest rates,
are uncertain. These uncertainties could increase the volatility of, or adversely affect, our investment results in particular periods or over time. Brexit could
adversely  affect  European  or  worldwide  political,  regulatory,  economic  or  market  conditions  and  could  contribute  to  instability  in  global  political
institutions and regulatory agencies which, in turn, could adversely affect our business, results of our operations and our financial condition.

Foreign currency fluctuations may reduce our net income and our capital levels adversely affecting our financial condition.

We  conduct  business  in  a  variety  of  non-U.S.  currencies,  the  principal  exposures  being  the  euro  and  the  British  pound.  Assets  and  liabilities
denominated  in  foreign  currencies  are  exposed  to  changes  in  currency  exchange  rates.  Our  reporting  currency  is  the  U.S.  dollar,  and  exchange  rate
fluctuations relative to the U.S. dollar may materially impact our results of operations and financial position. Our principal exposure to foreign currency
risk is our obligation to settle claims in foreign currencies. In addition, we maintain and expect to continue to maintain a portion of our investment portfolio
in investments denominated in currencies other than the U.S. dollar. While the Company may be able to match its foreign currency denominated assets
against its net reinsurance liabilities both by currency and duration to protect the Company against foreign exchange and interest rate risks, a natural offset
does not exist for all currencies.

We may employ various strategies (including hedging) to manage our exposure to foreign currency exchange risk. To the extent that these exposures are
not fully hedged or the hedges are ineffective, our results or equity may be reduced by fluctuations in foreign currency exchange rates that could materially
adversely affect our financial condition and results of operations. At December 31, 2019, no such hedges or hedging strategies were in force or had been
entered into.

Insurance and Reinsurance Markets

The property and casualty insurance and reinsurance industry is cyclical in nature, which may affect our overall financial performance.

Historically,  the  financial  performance  of  the  property  and  casualty  insurance  and  reinsurance  industry  has  tended  to  fluctuate  in  cyclical  periods  of
price competition and excess capacity (known as a soft market) followed by periods of high premium rates and shortages of underwriting capacity (known
as  a  hard  market).  Although  the  financial  performance  of  an  individual  insurance  or  reinsurance  company  is  dependent  on  its  own  specific  business
characteristics, the profitability of most property and casualty insurance and reinsurance companies tends to follow this cyclical market pattern.

In recent years, the market has been in a competitive environment in which underwriting capacity has expanded, risk selection became less disciplined
and  price  competition  increased  sharply.  During  that  period,  market  participants'  capital  levels  have  continued  to  improve  due  to  positive  earnings  and
improved values of risk assets over that time. In addition, an influx of new market participants with different operating models than traditional reinsurers
such as us have entered the market place. While many of these new market participants specialize in property catastrophe oriented business and do not
directly compete with us, they are influencing competitive conditions in the broader reinsurance market. This additional underwriting capacity resulted in
increased competition from other insurance and reinsurance companies expanding the types or amounts of business they write, or from companies seeking
to maintain or increase market share at the expense of underwriting discipline.

Because this cyclicality is due in large part to the actions of our competitors and general economic factors beyond our control, we cannot predict with
certainty the timing or duration of changes in the market cycle. These cyclical patterns, the actions of our competitors, and general economic factors could
cause our revenues and net income to fluctuate, which may cause the price of our common shares to be volatile. The ultimate outcome of these events and
their market impact is not known at this time.

Negative developments in the U.S. workers’ compensation insurance industry could adversely affect our financial condition and results of operations.

In 2019, reinsurance of U.S. workers’ compensation insurance was 12.4% of total net premiums earned, which is our largest exposure to a particular
line of business and written entirely in our AmTrust Reinsurance segment. Furthermore, 39.3% of our AmTrust Reinsurance segment's reserve for loss and
LAE at December 31, 2019 were related to U.S. workers' compensation risks. Our AmTrust Reinsurance segment includes all business ceded by AmTrust
to Maiden Reinsurance, primarily the AmTrust Quota Share and the European Hospital Liability Quota Share. Both contracts in this segment have been
terminated  effective  January  1,  2019.  Negative  developments  in  the  economic,  competitive  or  regulatory  conditions  affecting  the  U.S.  workers’
compensation insurance industry could have an adverse effect on our financial condition and results of operations. For example, if legislators in our larger
markets were to enact legislation to increase the scope or amount of benefits for employees under U.S. workers’ compensation insurance policies without
related loss control measures, or if regulators made other changes to the regulatory system governing U.S. workers’ compensation insurance, this could
negatively affect the U.S. workers’ compensation insurance industry in the affected markets.

27

Reinsurance is a highly competitive industry.

The reinsurance industry is highly competitive. While we are not currently engaged in active reinsurance underwriting, if and when we were to resume
such activity we would compete with major U.S. and non-U.S. reinsurers, including other Bermuda-based reinsurers, on an international and regional basis.
Many of these entities have significantly larger amounts of capital, higher ratings from rating agencies and more resources than us. We currently do not
have  a  financial  strength  or  credit  rating  from  S&P  or  A.M.  Best  and  the  lack  of  such  ratings  will  likely  limit  the  opportunities  we  have  to  write  new
reinsurance business if we resume active underwriting. Historically, periods of increased capacity levels in our industry have led to increased competition
which puts pressure on reinsurance pricing.

In recent years, significant increases in the use of risk-linked securities and derivative and other non-traditional risk transfer mechanisms and vehicles
are being developed and offered by other parties, including entities other than insurance and reinsurance companies. The availability of both these non-
traditional products and sources of capital could reduce the demand for traditional insurance and reinsurance and if we were to resume active reinsurance
underwriting it may result in fewer contracts written, lower premium rates, increased expenses for customer acquisition and retention and less favorable
policy terms and conditions, which could have a material adverse impact on our growth and profitability.

Consolidation  in  the  insurance  and  reinsurance  industry  and  increased  competition  on  premium  rates  could  lead  to  lower  margins  for  us  and  less
demand for our products and services if and when we resume active reinsurance underwriting.

The  insurance  and  reinsurance  industry  continues  to  undergo  a  process  of  consolidation  as  industry  participants  seek  to  enhance  their  product  and
geographic  reach,  client  base,  operating  efficiency  and  general  market  power  through  merger  and  acquisition  activities.  It  is  possible  that  the  larger
combined entities resulting from these mergers and acquisition activities may seek to use the benefits of consolidation, including improved efficiencies and
economies of scale, to, among other things, implement price reductions for their products and services to increase their market shares. Consolidation among
primary insurance companies may also lead to reduced use of reinsurance as the resulting larger companies may be able to retain more risk and may also
have bargaining power in negotiations with reinsurers.

We  are  not  presently  engaged  in  active  reinsurance  underwriting.  If  and  when  we  do  decide  to  resume  active  reinsurance  underwriting,  these

competitive pressures could compel us to write business at unprofitable operating margins.

As the insurance and reinsurance industry consolidates, competition may become more intense and the importance of acquiring and properly servicing
each  customer  will  become  greater.  If  and  when  we  do  decide  to  resume  active  reinsurance  underwriting,  we  could  incur  greater  expenses  relating  to
customer  acquisition  and  retention,  which  could  reduce  our  operating  margins.  When  the  property-casualty  insurance  industry  has  exhibited  a  greater
degree of competition, premium rates have come under downward pressure as a result.

Clients, Brokers and Financial Institutions

Our  business  has  historically  been  dependent  upon  reinsurance  brokers  and  other  producers,  including  third  party  administrators  and  financial
institutions, and the failure to develop or maintain these relationships could materially adversely affect our ability to market our products and services.

While we are not presently engaged in active reinsurance underwriting, our failure to further develop or maintain relationships with brokers and other
producers, including third party administrators and financial institutions, from whom we expect to receive our business could have a material adverse effect
on our business, financial condition and results of operations.

Our reliance on brokers subjects us to their credit risk.

In accordance with industry practice, we anticipate that we will frequently pay amounts owed on claims under our reinsurance contracts to brokers, and
these brokers in turn are required to pay and will pay these amounts over to the clients that have purchased reinsurance from us. If a broker fails to make
such a payment, it is highly likely that we will be liable to the client for the deficiency under local laws or contractual obligations, notwithstanding the
broker’s obligation to make such payment. Likewise, when the client pays premiums for these policies to brokers for payment over to us, these premiums
are considered to have been paid and, in most cases, the client will no longer be liable to us for those amounts, whether or not we actually receive the
premiums from the brokers. Consequently, we will assume a degree of credit risk associated with brokers with whom we work with respect to some of our
reinsurance business.

We could incur substantial losses and reduced liquidity if one of the financial institutions we use in our operations fails.

We have exposure to counterparties in many different industries and routinely execute transactions with counterparties in the financial services industry,
including brokers and dealers, commercial banks, and other institutions. Many of these transactions expose us to credit risk in the event of default of our
counterparty. In addition, with respect to secured transactions, our credit risk may be exacerbated when the collateral held by us cannot be realized or is
liquidated at prices not sufficient to recover the full amount of the obligation.

We  maintain  cash  balances,  including  restricted  cash  held  in  trust  accounts,  significantly  in  excess  of  the  Federal  Deposit  Insurance  Corporation
insurance  limits  at  various  depository  institutions.  We  also  maintain  cash  balances  in  foreign  banks  and  institutions.  If  one  or  more  of  these  financial
institutions were to fail, our ability to access cash balances may be temporarily or permanently limited, which could have a material adverse effect on our
results of operations, financial condition or cash flows.

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Taxation

We may become subject to taxes in Bermuda after 2035, which may have a material adverse effect on our financial condition and operating results and
on an investment in our shares.

The Bermuda Minister of Finance, under the Exempted Undertakings Tax Protection Act 1966, as amended, of Bermuda, has given each of Maiden
Holdings  and  Maiden  Reinsurance  an  assurance  that  if  any  legislation  is  enacted  in  Bermuda  that  would  impose  tax  computed  on  profits  or  income,  or
computed on any capital asset, gain or appreciation, or any tax in the nature of estate duty or inheritance tax, then the imposition of any such tax will not be
applicable to Maiden Holdings, Maiden Reinsurance or any of their respective operations or their respective shares, debentures or other obligations (except
insofar as such tax applies to persons ordinarily resident in Bermuda or to any taxes payable by them in respect of real property or leasehold interests in
Bermuda held by them) until March 31, 2035. Given the limited duration of the Minister of Finance’s expected assurance, we cannot be certain that we will
not be subject to any Bermuda tax after March 31, 2035. Since Maiden Holdings and Maiden Reinsurance are incorporated in Bermuda, we will be subject
to changes in law or regulation in Bermuda that may have an adverse impact on our operations, including imposition of tax liability.

The financial results of our operations may be affected by measures taken in relation to Bermuda in response to the OECD Base Erosion and Profit
Shifting ("BEPS") project.

The OECD has published reports and launched a global dialog among member and non-member countries on measures to limit harmful tax competition.
These  measures  are  largely  directed  at  counteracting  the  effects  of  jurisdictions  perceived  by  the  OECD  to  be  tax  havens  or  offering  preferential  tax
regimes.  The  OECD  has  not  listed  Bermuda  as  an  uncooperative  tax  haven  jurisdiction  because  Bermuda  has  committed  to  eliminating  harmful  tax
practices  and  to  embracing  international  tax  standards  for  transparency,  exchange  of  information  and  the  elimination  of  any  aspects  of  the  regimes  for
financial  and  other  services  that  attract  business  with  no  substantial  domestic  activity.  We  are  not  able  to  predict  what  changes  will  arise  from  the
commitment or whether such changes will subject us to additional taxes. In addition, in 2015, the OECD published its final series of BEPS reports related
to its attempt to coordinate multilateral action on international tax rules. The proposed actions include an examination of the definition of a “permanent
establishment” and the rules for attributing profit to a permanent establishment. One of these reports covers “country-by-country” reporting, which calls for
the  provision,  at  a  country-specific  level,  of  information  such  as  affiliate  and  non-affiliate  revenues,  profit  or  loss  before  tax,  income  taxes  paid  and
accrued,  capital,  number  of  employees  and  tangible  assets.  It  is  expected  that  some  countries,  including  some  EU  countries,  would  deem  a  failure  to
implement  country-by-country  reporting  to  be  sufficient  rationale  to  place  another  country  on  a  “black-list”,  thus  potentially  restricting  in  some  way
business between the two countries. Bermuda has agreed to implement country-by-country reporting in 2016 for 2017 reporting. The implementation and
ongoing requirements of country-by-country reporting will require significant management, time and resources. Although we believe Bermuda’s agreement
to  implement  country-by-country  reporting  has  reduced  the  likelihood  that  Bermuda  would  appear  on  a  “black-list”,  some  uncertainty  remains.  Any
changes in the tax law of an OECD member state in response to the BEPS reports and recommendations could subject us to additional taxes.

Our operations may be affected by the introduction of an EU financial transaction tax ("FTT").

On  February  14,  2013,  the  EU  Commission  published  a  proposal  for  a  Directive  for  a  common  FTT  in  those  EU  Member  States  which  choose  to

participate (''the FTT Zone"), currently Belgium, Germany, Greece, Spain, France, Italy, Austria, Portugal, Slovenia and Slovakia.

The FTT proposed at that time had a broad scope and would apply to financial transactions where at least one party to the transaction is established in
the FTT Zone and either that party or another party is a financial institution established in the FTT Zone. "Financial institution" covers a wide range of
entities, including insurance and reinsurance undertakings. "Financial transaction" includes the sale and purchase of a financial instrument, a transfer of risk
associated with a financial instrument and the conclusion or modification of a derivative. A financial institution could be deemed to be "established" in the
FTT Zone even if it has no business presence there, if the underlying financial instrument is issued in the FTT Zone.

On December 9, 2019, the German finance minister issued a revised proposal for a FTT to the FTT Zone members. The revised proposal has a more
limited scope than previously envisaged, applying to financial transactions that mainly involve the acquisition of shares issued by listed companies located
in  a  participating  member  state  with  a  market  capitalization  above  €1  billion.  The  minimum  standard  rate  would  be  0.2%.  However,  there  would  be
exclusions for some transactions (initial public offerings, market making activities, intra-group transactions, repurchase agreements and reverse repurchase
agreements, securities lending and securities borrowing buy-sell back and sell-buy back agreements) and an exemption for pension funds.

The FTT proposal remains subject to negotiation between the participating EU Member States and there is not yet an agreement as to the form it should
take. It may, therefore, be altered prior to any implementation, the timing of which remains unclear. The introduction of FTT could have an adverse effect
on the Company's economic performance.

OECD proposals on the taxation of the digital economy may apply to our activities.

On May 31, 2019, the OECD published a “Programme of Work” designed to address the tax challenges created by an increasing digitalized economy
which  was  divided  into  two  pillars.  Pillar  One  addresses  the  broader  challenge  of  a  digitalized  economy  and  focuses  on  the  allocation  of  group  profits
among taxing jurisdictions based on a market based concept rather than historical “permanent establishment” concepts. Pillar Two addresses the remaining
BEPs risk of profit shifting to entities in low tax jurisdictions by introducing a global minimum tax and a proposed tax on base eroding payments, which
would operate through a denial of a deduction or imposition of source-based taxation (including withholding tax) on certain payments.

The OECD held public consultations on the Pillars at the end of 2019 and hopes that the reforms are agreed to by the participating members by the end
of 2020 such that it gets incorporated into local jurisdiction tax laws and treaties sometime shortly thereafter. The proposal to date has been written broadly
enough to potentially apply to our activities, and we are unable to determine at this time whether it would have a material adverse impact on our operations
and results.

29

We  may  be  subject  to  U.S.  federal  income  tax,  which  would  have  an  adverse  effect  on  our  financial  condition  and  results  of  operations  and  on  an
investment in our shares.

If either Maiden Holdings or Maiden Reinsurance were considered to be engaged in a trade or business in the U.S., it could be subject to U.S. federal
income  and  additional  branch  profits  taxes  on  the  portion  of  its  earnings  that  are  effectively  connected  to  such  U.S.  business  or  in  the  case  of  Maiden
Reinsurance, if it is entitled to benefits under the U.S. income tax treaty with Bermuda and if Maiden Reinsurance were considered engaged in a trade or
business in the U.S. through a permanent establishment. Maiden Reinsurance could be subject to U.S. federal income tax on the portion of its earnings that
are attributable to its permanent establishment in the U.S., in which case its results of operations could be materially adversely affected. Maiden Holdings
is, and Maiden Reinsurance was, a Bermuda company. We intend to manage our business so that Maiden Holdings and Maiden Reinsurance should operate
in such a manner that neither of these companies should be treated as engaged in a U.S. trade or business and, thus, should not be subject to U.S. federal
taxation  (other  than  the  U.S.  federal  excise  tax  on  insurance  and  reinsurance  premium  income  attributable  to  insuring  or  reinsuring  U.S.  risks  and  U.S.
federal withholding tax on certain U.S. source investment income). Maiden Reinsurance will be subject to U.S. taxation as a domestic corporation from the
effective date of the approval of its re-domestication in 2020.

However,  because  (i)  there  is  considerable  uncertainty  as  to  which  activities  constitute  being  engaged  in  a  trade  or  business  within  the  U.S.;  (ii)  a
significant portion of Maiden Reinsurance’s business was reinsurance of AmTrust’s insurance subsidiaries; (iii) our non-executive Chairman of the Board is
AmTrust’s  Chief  Executive  Officer,  and  one  of  our  directors  is  related  to  a  significant  shareholder  of  AmTrust;  and  (iv)  we  have  an  asset  management
agreement with a subsidiary of AmTrust and may also have additional contractual relationships with AmTrust and its subsidiaries in the future, we cannot
be certain that the IRS will not contend successfully that we are engaged in a trade or business in the U.S.

U.S.  Persons  who  hold  our  shares  may  be  subject  to  U.S.  federal  income  taxation  at  ordinary  income  rates  on  their  proportionate  share  of  Maiden
Reinsurance’s related person insurance income.

If U.S. persons are treated as owning 25% or more of Maiden Reinsurance’s shares (by vote or by value) (as is expected to be the case) and the RPII of
Maiden Reinsurance (determined on a gross basis) were to equal or exceed 20% of Maiden Reinsurance’s gross insurance income in any taxable year and
direct or indirect insureds (and persons related to those insureds) own directly or indirectly through entities 20% or more of the voting power or value of
our shares, then a U.S. Person who owns any shares of Maiden Reinsurance (directly or indirectly through non-U.S. entities) on the last day of the taxable
year (including the last day of 2020 on which Maiden Reinsurance was treated as a non-U.S. corporation) would be required to include in its income for
U.S. federal income tax purposes such person’s pro rata share of Maiden Reinsurance’s RPII for the entire taxable year, determined as if such RPII were
distributed proportionately only to U.S. Persons at that date, regardless of whether such income is distributed. In addition, any RPII that is includible in the
income  of  a  U.S.  tax-exempt  organization  generally  will  be  treated  as  unrelated  business  taxable  income.  The  amount  of  RPII  earned  by  Maiden
Reinsurance (generally, premium and related investment income from the direct or indirect insurance or reinsurance of any direct or indirect U.S. holder of
shares or any person related to such holder) will depend on a number of factors, including the identity of persons directly or indirectly insured or reinsured
by Maiden Reinsurance.

At December 31, 2019,  we  believe  that  either  (i)  the  direct  or  indirect  insureds  of  Maiden  Reinsurance  (and  related  persons)  should  not  directly  or
indirectly own 20% or more of either the voting power or value of our shares or (ii) the RPII (determined on a gross basis) of Maiden Reinsurance should
not equal or exceed 20% of Maiden Reinsurance’s gross insurance income for the taxable year ended December 31, 2019 and we do not expect both of
these thresholds to be exceeded prior to the effective date of the re-domestication. However, we cannot be certain that this will be the case because some of
the factors which determine the extent of RPII may be beyond our control.

U.S. Persons who dispose of our shares may be subject to U.S. federal income taxation at the rates applicable to dividends on a portion of their gains if
any.

The RPII rules provide that if a U.S. Person disposes of shares in a non-U.S. insurance corporation in which U.S. Persons own 25% or more of the
shares (even if the amount of gross RPII is less than 20% of the corporation’s gross insurance income or the ownership of its shares by direct or indirect
insureds  and  related  persons  is  less  than  the  20%  threshold),  any  gain  from  the  disposition  will  generally  be  treated  as  a  dividend  to  the  extent  of  the
holder’s share of the corporation’s undistributed earnings and profits that were accumulated during the period that the holder owned the shares (whether or
not such earnings and profits are attributable to RPII). In addition, such a holder will be required to comply with certain reporting requirements, regardless
of the amount of shares owned by the holder. These RPII rules should not apply to dispositions of our shares because Maiden Holdings will not be directly
engaged  in  the  insurance  business.  The  RPII  provisions,  however,  have  never  been  interpreted  by  the  courts  or  the  U.S.  Treasury  Department  in  final
regulations, and regulations interpreting the RPII provisions of the Code exist only in proposed form. It is not certain whether these regulations will be
adopted  in  their  proposed  form  or  what  changes  or  clarifications  might  ultimately  be  made  thereto  or  whether  any  such  changes,  as  well  as  any
interpretation  or  application  of  the  RPII  rules  by  the  IRS,  the  courts,  or  otherwise,  might  have  retroactive  effect.  The  U.S.  Treasury  Department  has
authority to impose, among other things, additional reporting requirements with respect to RPII. Accordingly, the meaning of the RPII provisions and the
application thereof to Maiden Holdings and Maiden Reinsurance is uncertain.

U.S. Persons who hold our shares will be subject to adverse U.S. federal income tax consequences if Maiden Holdings is considered to be a passive
foreign investment company.

If Maiden Holdings is considered a passive foreign investment company, or a PFIC, for U.S. federal income tax purposes, a U.S. Person who owns
directly  or,  in  some  cases,  indirectly  (e.g.  through  a  non-U.S.  partnership)  any  of  our  shares  will  be  subject  to  adverse  U.S.  federal  income  tax
consequences,  including  subjecting  the  investor  to  a  greater  tax  liability  than  might  otherwise  apply  and  subjecting  the  investor  to  a  tax  on  amounts  in
advance  of  when  such  tax  would  otherwise  be  imposed,  in  which  case  your  investment  could  be  materially  adversely  affected.  In  addition,  if  Maiden
Holdings were considered a PFIC, upon the death of any U.S. individual owning our shares, such individual’s heirs or estate would not be entitled to a
"step-up" in the basis of the

30

shares which might otherwise be available under U.S. federal income tax laws. We believe that we are not, and we currently do not expect to become, a
PFIC for U.S. federal income tax purposes; however, there can be no assurance that we will not be deemed a PFIC by the IRS. There are currently only
proposed  regulations  regarding  the  application  of  the  PFIC  provisions  to  an  insurance  company.  New  regulations  or  pronouncements  interpreting  or
clarifying these rules may be forthcoming. We cannot predict what impact, if any, such guidance would have on a shareholder that is subject to U.S. federal
income taxation.

U.S. Persons who hold 10% or more of Maiden Holdings’ shares directly or through foreign entities may be subject to taxation under the U.S. CFC
rules.

Each 10% U.S. shareholder of a foreign corporation that is a CFC at any time during a taxable year that owns shares in the foreign corporation directly
or indirectly through foreign entities on the last day of the foreign corporation's taxable year during which it is a CFC must include in its gross income for
U.S. federal income tax purposes its pro rata share of the CFC's "subpart F income," even if the subpart F income is not distributed. In addition, upon a sale
of shares of a CFC, certain 10% U.S. shareholders may be subject to U.S. federal income tax on a portion of their gain at ordinary income rates.

The Company believes that because of the dispersion of the share ownership in Maiden Holdings, no U.S. Person who owns Maiden Holdings’ shares
directly  or  indirectly  through  foreign  entities  should  be  treated  as  a  10%  U.S.  shareholder  of  Maiden  Holdings  or  of  any  of  its  foreign  subsidiaries.
However, Maiden Holdings’ shares may not be as widely dispersed as we believe due to, for example, the application of certain ownership attribution rules,
and  no  assurance  may  be  given  that  a  U.S.  Person  who  owns  our  shares  will  not  be  characterized  as  a  10%  U.S.  shareholder,  in  which  case  such  U.S.
Person may be subject to taxation under U.S. CFC rules.

U.S. tax reform legislation, as well as possible future tax legislation and regulations, could materially adversely affect an investment in our shares.

The 2017 Act amends a range of U.S. federal tax rules applicable to individuals, businesses and international taxation, with certain provisions intended
to eliminate certain perceived tax advantages of companies (including insurance companies) that have legal domiciles outside the U.S. but have certain
U.S. connections and U.S. persons investing in such companies. For example, the 2017 Act includes a BEAT that could make affiliate reinsurance between
U.S. and non-U.S. members of our group economically unfeasible. In addition, the 21% corporate income tax rate could lead to higher after-tax income for
most U.S. insurance companies in the long term that could result in increased competition for our products and services.

The  2017  Act  may  also  increase  the  likelihood  that  we  or  our  non-U.S.  subsidiaries  will  be  deemed  to  be  CFCs  for  U.S.  federal  tax  purposes.
Specifically, the 2017 Act expands the definition of "10% U.S. shareholder" for CFC purposes to include U.S. persons who own 10% or more of the value
of a foreign corporation’s shares, rather than only looking to voting power held. As a result, the "voting cut-back" provisions included in our Amended and
Restated Bye-laws that limit the voting power of any shareholder to 9.5% of the total voting power of our capital stock will be ineffective in avoiding "10%
U.S. shareholder" status for U.S. persons who own 10% or more of the value of our shares. The 2017 Act also expands certain attribution rules for stock
ownership in a way that would cause foreign subsidiaries in a foreign parented group that includes at least one U.S. subsidiary to be treated as CFCs. In the
event a corporation is characterized as a CFC, any "10% U.S. shareholder" of the CFC is required to include its pro rata share of certain insurance and
related investment income in income for a taxable year, even if such income is not distributed. In addition, U.S. tax exempt entities subject to the unrelated
business taxable income ("UBTI") rules that own 10% or more of the value of our non-U.S. subsidiaries that are characterized as CFCs may recognize
UBTI with respect to such investment.

In  addition  to  changes  in  the  CFC  rules,  the  2017  Act  contains  modifications  to  certain  provisions  relating  to  PFIC  status  that  could,  for  example,
discourage  U.S.  persons  from  investing  in  our  company.  The  2017  Act  makes  it  more  difficult  for  a  non-U.S.  insurance  company  to  avoid  PFIC  status
under an exception for certain non-U.S. insurance companies engaged in the active conduct of an insurance business. The 2017 Act limits this exception to
a non-U.S. insurance company that would be taxable as an insurance company if it were a U.S. corporation and that maintains insurance liabilities of more
than 25% of such company’s assets for a taxable year (or maintains reserves that at least equal 10% of its assets, is predominantly engaged in an insurance
business and satisfies a facts and circumstances test that requires a showing that the failure to exceed the 25% threshold is due to runoff-related or rating-
related circumstances) (the "Reserve Test"). While we believe that we should satisfy this reserve test for the foreseeable future, we cannot assure you that
this  will  continue  to  be  the  case  in  future  years.  In  addition,  the  IRS  has  been  considering  other  changes  to  the  PFIC  rules  for  several  years.  The  IRS
recently  issued  the  proposed  regulations  intended  to  clarify  the  application  of  the  PFIC  provisions  to  an  insurance  company  and  provide  guidance  on  a
range  of  issues  relating  to  PFICs  including  the  application  of  the  look-through  rule,  the  treatment  of  income  and  assets  of  certain  U.S.  insurance
subsidiaries  for  purposes  of  the  look-through  rule  and  the  extension  of  the  look-through  rule  to  25%  or  more  owned  partnerships  (the  “2019  Proposed
Regulations”). The 2019 Proposed Regulations define insurance liabilities for purposes of the Reserve Test, tighten the Reserve Test and the statutory cap
on  insurance  liabilities,  and  provide  guidance  on  the  runoff-related  and  rating-related  circumstances  for  purposes  of  the  10%  test. The  2019  Proposed
Regulations provide that a non-U.S. insurance company may only qualify for an exception to the PFIC rules if, among other things, the non-U.S. insurance
company’s officers and employees perform its substantial managerial and operational activities (taking into account activities of officers and employees of
certain  related  entities  in  certain  cases).  The  2019  Proposed  Regulations  also  provide  that  an  active  conduct  percentage  test  must  be  satisfied  for  the
insurance company exception to apply, which test compares the expenses for services of officers and employees of the non-U.S. insurer and certain related
entities incurred for the production of premium and certain investment income to all such expenses regardless of the service provider. The 2019 Proposed
Regulations also introduce attribution rules that, taken together with other provisions of the regulations, could result in a U.S. Person that directly owns any
shares  in  a  non-PFIC  being  treated  as  an  indirect  shareholder  of  a  lower  tier  PFIC  subject  to  the  general  PFIC  rules  described  herein.  This  proposed
regulation will not be effective unless and until adopted in final form. Because the Company cannot predict the likelihood of finalization of the proposed
regulations or the scope, nature, or impact of the proposed regulations on it, should they be formally adopted or enacted or whether its non-U.S. insurance
subsidiaries will be able to satisfy the Reserve Test in future years, and the interaction of the PFIC look-through rules is not clear, no assurance may be
given that the Company will not be characterized as a PFIC.

31

Although we are currently unable to predict the ultimate impact of the 2017 Act on our business, shareholders and results of operations, it is possible
that the 2017 Act may increase the U.S. federal income tax liability of U.S. members of our group that cede risk to non-U.S. group members and may affect
the timing and amount of U.S. federal income taxes imposed on certain U.S. shareholders.  Further, it is possible that other legislation could be introduced
and  enacted  by  the  current  Congress  or  future  Congresses  that  could  have  an  adverse  impact  on  us.    In  addition,  U.S.  federal  income  tax  laws  and
interpretations regarding whether a company is engaged in a trade or business within the U.S. is a PFIC, or whether U.S. Persons would be required to
include  in  their  gross  income  the  "subpart  F  income"  of  a  CFC  or  RPII  are  subject  to  change,  possibly  on  a  retroactive  basis.  There  currently  are  only
recently proposed regulations regarding the application of the PFIC rules to insurance companies, and the regulations regarding RPII have been in proposed
form since 1991. New regulations or pronouncements interpreting or clarifying such rules may be forthcoming. The Company cannot be certain if, when, or
in  what  form  such  regulations  or  pronouncements  may  be  implemented  or  made,  or  whether  such  guidance  will  have  a  retroactive  effect.  Further,  it  is
possible that other legislation could be introduced and enacted in the future that would have an adverse impact on us.

We may be subject to U.K. taxes, which would have an adverse effect on our financial condition and results of operations and on an investment in our
shares.

A company which is resident in the U.K. for U.K. corporation tax purposes is subject to U.K. corporation tax in respect of its worldwide income and
gains.  While  Maiden  Global  is  a  U.K.  company,  neither  Maiden  Holdings  nor  Maiden  Reinsurance  are  incorporated  in  the  U.K.  Nevertheless,  Maiden
Holdings or Maiden Reinsurance would be treated as being resident in the U.K. for U.K. corporation tax purposes if its central management and control
were exercised in the U.K. The concept of central management and control is indicative of the highest level of control of a company’s affairs, which is
wholly  a  question  of  fact.  The  directors  and  officers  of  both  Maiden  Holdings  and  Maiden  Reinsurance  intend  to  manage  their  affairs  so  that  both
companies  are  resident  in  Bermuda,  and  not  resident  in  the  U.K.,  for  U.K.  tax  purposes.  However,  HM  Revenue  &  Customs  could  challenge  our  tax
residence status.

A company which is not resident in the U.K. for U.K. corporation tax purposes can nevertheless be subject to U.K. corporation tax at the rate of 19% if
it carries on a trade in the U.K. through a permanent establishment in the U.K., but the charge to U.K. corporation tax is limited to profits (both income
profits and chargeable gains) attributable directly or indirectly to such permanent establishment.

The directors and officers of Maiden Reinsurance intend to operate the business of Maiden Reinsurance in such a manner that it does not carry on a
trade  in  the  U.K.  through  a  permanent  establishment  in  the  U.K.  Nevertheless,  HM  Revenue  &  Customs  might  contend  successfully  that  Maiden
Reinsurance  is  trading  in  the  U.K.  through  a  permanent  establishment  in  the  U.K.  because  there  is  considerable  uncertainty  as  to  the  activities  which
constitute carrying on a trade in the U.K. through a permanent establishment in the U.K.

The U.K. has no income tax treaty with Bermuda. Companies that are neither resident in the U.K. nor entitled to the protection afforded by a double tax
treaty between the U.K. and the jurisdiction in which they are resident are liable to income tax in the U.K., at the basic rate of 20%, on the profits of a trade
carried on in the U.K., where that trade is not carried on through a permanent establishment in the U.K. The directors and officers of Maiden Reinsurance
intend to operate the business in such a manner that Maiden Reinsurance will not fall within the charge to income tax in the U.K. (other than by way of
deduction or withholding).

In addition, diverted profits tax ("DPT") applies to foreign companies with sales in the U.K. (such as Maiden Reinsurance) that design their affairs to
avoid creating a taxable presence (in the form of a permanent establishment) in the U.K., or to U.K. companies that enter into transactions with connected
companies which lack economic substance to exploit differentials in tax rates. DPT is charged at 25% of the profits representing the contribution of the
U.K. activities to the group’s results.

If  either  Maiden  Holdings  or  Maiden  Reinsurance  were  treated  as  being  resident  in  the  U.K.  for  U.K.  corporation  tax  purposes,  or  if  Maiden
Reinsurance were treated as carrying on a trade in the U.K., whether through a permanent establishment or otherwise, or if DPT applied, the results of our
operations would be materially adversely affected.

Any arrangements (including with regard to the provision of services or financing) between Maiden Global and any non-U.K. resident members of the
group are subject to the U.K. transfer pricing regime.  Consequently, if any such arrangement were found not to be on arm’s length terms and, as a result, a
U.K. tax advantage was being obtained, an adjustment would be required to compute U.K. tax profits as if such arrangement were on arm’s length terms. 
Any transfer pricing adjustment could adversely impact the tax charge suffered by Maiden Global. The U.K. has implemented the BEPS recommendation
for "country-by-country" reporting. As a result, our approach to transfer pricing may become subject to greater scrutiny from the U.K. tax authorities.

Item 1B. Unresolved Staff Comments.

None.

Item 2. Properties.

We  currently  lease  office  space  in  Pembroke,  Bermuda  (our  corporate  headquarters),  the  U.S.,  the  U.K.,  Germany,  Ireland  and  Netherlands  for  the
operation  of  our  business.  We  also  lease  a  property  for  an  employee's  use  in  Bermuda.  We  renew  and  enter  into  new  leases  in  the  ordinary  course  of
business as needed. We believe that the office space from these leased properties is sufficient for us to conduct our operations for the foreseeable future. To
date, the cost of acquiring and maintaining our office space has not been material to us as a whole.

32

Item 3. Legal Proceedings.

We may become involved in various claims and legal proceedings that arise in the normal course of our business, which are not likely to have a material

adverse effect on our financial position, results of operations or liquidity.

Except as noted below, we are not a party to any material legal proceedings. From time to time, we are subject to routine legal proceedings, including
arbitrations, arising in the ordinary course of business. These legal proceedings generally relate to claims asserted by or against us in the ordinary course of
insurance  or  reinsurance  operations.  Based  on  our  opinion,  the  eventual  outcome  of  these  legal  proceedings  is  not  expected  to  have  a  material  adverse
effect on our financial condition or results of operations.

In April 2009, we learned that Bentzion S. Turin, the former Chief Operating Officer, General Counsel and Secretary of Maiden Holdings and Maiden
Reinsurance, sent a letter to the U.S. Department of Labor claiming that his employment with the Company was terminated in retaliation for corporate
whistleblowing in violation of the whistleblower protection provisions of the Sarbanes-Oxley Act of 2002. Mr. Turin alleged that he was terminated for
raising  concerns  regarding  corporate  governance  with  respect  to  the  negotiation  of  the  terms  of  the  Trust  Preferred  Securities  Offering.  He  seeks
reinstatement as Chief Operating Officer, General Counsel and Secretary of Maiden Holdings and Maiden Reinsurance, back pay and legal fees incurred.
On December 31, 2009, the U.S. Secretary of Labor found no reasonable cause for Mr. Turin’s claim and dismissed the complaint in its entirety. Mr. Turin
objected to the Secretary's findings and requested a hearing before an administrative law judge in the U.S. Department of Labor. The Company moved to
dismiss Mr. Turin's complaint, and its motion was granted by the Administrative Law Judge on June 30, 2011. On July 13, 2011, Mr. Turin filed a petition
for review of the Administrative Law Judge's decision with the Administrative Review Board in the U.S. Department of Labor. On March 29, 2013, the
Administrative Review Board reversed the dismissal of the complaint on procedural grounds, and remanded the case to the administrative law judge. The
administrative hearing began in September 2014 and concluded in November 2018. We believe that we had good and sufficient reasons for terminating Mr.
Turin's employment and that the claim is without merit. We will continue to vigorously defend ourself against this claim.

A putative class action complaint was filed against Maiden Holdings, Arturo M. Raschbaum, Karen L. Schmitt, and John M. Marshaleck in the United
States District Court for the District of New Jersey on February 11, 2019, alleging that Defendants violated Section 10(b) of the Exchange Act and Rule
10b-5  (and  Section  20(a)  for  control  person  liability)  by  making  misrepresentations  about  the  Company  and  its  business,  including  the  Company’s  risk
management and underwriting policies and practices.  Plaintiffs further claim that these misrepresentations inflated the price of Maiden Holdings' common
shares, and that when the truth about the misrepresentations was revealed, our stock price fell, causing Plaintiffs to incur losses.  The Company has not yet
been  served  with  an  amended  complaint,  but  believes  the  claims  are  without  merit  and  intends  to  vigorously  defend  itself.  There  exist  and  we  expect
additional  lawsuits  to  be  filed  against  us,  our  subsidiaries  and  our  respective  officers  due  to  the  diminution  in  value  of  our  securities  as  a  result  of  our
operating  results  and  financial  condition.  It  is  currently  uncertain  as  to  the  effect  of  such  litigation  on  our  business,  operating  results  and  financial
conditions.

Item 4. Mine Safety Disclosures.

Not applicable.

33

Item 5. Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities.

PART II

Our common shares began publicly trading on NASDAQ Stock Market LLC ("NASDAQ") under the symbol "MHLD" on May 6, 2008. At March 10,
2020, the last reported sale price of our common share was $1.09 per share and there were 26 holders of record of our common shares. This figure does not
represent the actual number of beneficial owners of our common shares because shares are frequently held in "street name" by securities dealers and others
for the benefit of beneficial owners who may vote the shares.

During  the  year  ended  December  31,  2018,  we  declared  quarterly  dividends  totaling  $0.35  per  common  share,  however,  no  dividends  have  been
declared by our Board of Directors on the common shares since the fourth quarter of 2018.  The quarterly dividend was $0.15 per common share for the
first  two  quarters  of  2018  and  subsequently  reduced  to  $0.05  per  common  share  for  the  third  quarter  of  2018.  The  future  declaration  and  payment  of
dividends to holders of common shares will be at the discretion of our Board and is subject to specified legal, regulatory, financial and other restrictions.
Please see "Notes to Consolidated Financial Statements - Note 15. Statutory Requirements and Dividend Restrictions" included under Item 8 "Financial
Statements and Supplementary Data" of this Annual Report on Form 10-K for discussion regarding dividend restrictions on subsidiary's ability to transfer
funds to Maiden Holdings.

On February 21, 2017, our Board approved the repurchase of up to $100.0 million of our common shares from time to time at market prices. During the
year  ended  December  31,  2019,  the  Company  did  not  repurchase  any  common  shares  under  its  share  repurchase  authorization.  During  the  year  ended
December  31,  2018,  the  Company  repurchased  a  total  of  205,000  common  shares  at  an  average  price  per  share  of  $3.31  under  its  share  repurchase
authorization. At December 31, 2019, we have a remaining authorization of $74.2 million for share repurchases.

In addition, during the year ended December 31, 2019, we repurchased a total of 23,220 (2018 - 29,801) shares at an average price per share of $0.78
(2018 - $6.52) from employees, which represent withholdings in respect of tax obligations on the vesting of restricted shares and performance based shares.

Our common shares are currently listed on NASDAQ. NASDAQ has minimum requirements that a company must meet to remain listed on NASDAQ.
These requirements include maintaining a minimum closing bid price of $1.00 per share. As previously reported on a Current Report on Form 8-K filed
with SEC on April 19, 2019, the Company received a letter from NASDAQ informing us that we did not meet the requirement to maintain a minimum bid
price of $1.00 per share for 30 consecutive business days. After consultation with NASDAQ, the Company applied to transfer the listing of its common
shares  from  the  NASDAQ  Global  Select  Market  to  the  NASDAQ  Capital  Market  effective  on  October  25,  2019.  The  NASDAQ  Capital  Market  is  a
continuous trading market that operates in substantially the same manner as the NASDAQ Global Select Market and listed companies must meet certain
financial  requirements  and  comply  with  the  NASDAQ  corporate  governance  requirements.  The  Company’s  common  shares  continue  to  trade  under  the
symbol “MHLD”.

We  did  not  repurchase  any  common  shares  under  our  share  repurchase  authorization  during  the  three  months  ended  December  31,  2019.  Also,

subsequent to December 31, 2019 and through the period ended March 10, 2020, no repurchase of common shares was made.

For  further  information,  please  see  "Notes  to  Consolidated  Financial  Statements  -  Note  13.  Shareholders'  Equity"  included  under  Item  8  "Financial
Statements and Supplementary Data" of this Annual Report on Form 10-K. Also, please see "Notes to Consolidated Financial Statements - Note 14. Share
Compensation  and  Pension  Plans"  included  under  Item  8  "Financial  Statements  and  Supplementary  Data"  of  this  Annual  Report  on  Form  10-K  for  a
discussion about the Company's equity compensation plans.

34

Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations.

The  following  discussion  and  analysis  of  our  financial  condition  and  results  of  operations  should  be  read  in  conjunction  with  our  Consolidated
Financial Statements and related notes included elsewhere in this Annual Report on Form 10-K and Item 1, "Business - General  Overview"  on  page  2.
Except  as  explicitly  described  as  held  for  sale  or  as  discontinued  operations,  and  unless  otherwise  noted,  all  discussions  and  amounts  presented  herein
relate to the Company's continuing operations except for net loss, net loss attributable to Maiden and net loss attributable to Maiden common shareholders.
Amounts in tables may not reconcile due to rounding differences. Some of the information contained in this discussion and analysis or set forth elsewhere
in  this  Report,  including  information  with  respect  to  our  plans  and  strategy  for  our  business,  includes  forward-looking  statements  that  involve  risk  and
uncertainties. Please see the "Special Note About Forward-Looking Statements" in this Annual Report on Form 10-K for more information on factors that
could cause actual results to differ materially from the results described in or implied by any forward-looking statements contained in this discussion and
analysis. You should review the "Risk Factors" set forth in this Annual Report on Form 10-K for a discussion of important factors that could cause actual
results to differ materially from the results described in or implied by the forward-looking statements contained herein.

Overview

Maiden Holdings is a Bermuda-based holding company, previously focused on serving the needs of regional and specialty insurers in the U.S., Europe
and  select  other  global  markets.  We  operate  internationally  providing  branded  auto  and  credit  life  insurance  products  through  insurer  partners  to  retail
clients in the EU and other global markets through Maiden Global. These products also produce reinsurance programs which are underwritten by Maiden
Reinsurance. Certain international credit life business is written on a primary basis by Maiden LF and general insurance business is written on a primary
basis by Maiden GF. We are also running off the liabilities associated with AmTrust contracts terminated in early 2019 as discussed below. In addition, we
are not actively underwriting reinsurance business currently. We have also entered into a retroactive reinsurance agreement and a commutation agreement
that further reduces our exposure to and limits the potential volatility related to these AmTrust liabilities, which are discussed in "Note 1. Organization" of
the Notes to Condensed Consolidated Financial Statements included in Item 8. "Financial Statements and Supplementary Data".

As discussed in Item 1. "Business", the sale of Maiden US, the Partial Termination Amendment and the termination of both of our quota share contracts
with AmTrust materially reduced our gross and net premiums written in 2019. We have significantly reduced our operating expenses and continue to take
steps to reduce these costs further.

We  expect  to  continue  to  re–evaluate  our  operating  strategy  during  2020  while  leveraging  the  significant  assets  and  capital  we  retain.  In  addition  to
restoring  operating  profitability,  our  strategic  focus  will  center  on  creating  the  greatest  risk-adjusted  shareholder  returns,  whether  via  asset  and  capital
management or active reinsurance underwriting, or a combination of both. Our present assessment of the reinsurance marketplace along with our current
operating profile is that the risk-adjusted returns that may be produced via active reinsurance underwriting are likely to present more limited opportunities
compared to other strategic initiatives which may produce greater shareholder value.

Our business consists of two reportable segments: Diversified Reinsurance and AmTrust Reinsurance. As a result of the strategic decision to divest all
of our U.S. treaty reinsurance operations as discussed in more detail below, we revised the composition of our reportable segments in the fourth quarter of
2018.  Our  Diversified  Reinsurance  segment  now  only  consists  of  a  portfolio  of  predominantly  property  and  casualty  reinsurance  business  focusing  on
regional and specialty property and casualty insurance companies located primarily in Europe. Our AmTrust Reinsurance segment includes the run-off of
all business ceded by AmTrust to Maiden Reinsurance, primarily the AmTrust Quota Share and the European Hospital Liability Quota Share. Please refer
to Item 1. "Business - Our Reportable Segments" section for further discussion on our reportable segments.

Recent Developments

Since the third quarter of 2018, we have engaged in a series of strategic measures that have dramatically reduced the required regulatory capital needed
to operate our business, materially strengthened our solvency ratios, re-domiciled Maiden Reinsurance to Vermont in the U.S. and ceased active reinsurance
underwriting. During that time, we significantly increased our estimate of ultimate losses and loss reserves while purchasing reinsurance protection against
further  loss  reserve  volatility  and  as  a  result,  have  improved  the  ultimate  economic  value  of  the  Company.  We  believe  these  measures  have  given  the
Company the ability to more flexibly allocate capital to those activities most likely to produce the greatest returns for shareholders.

The  measures  we  have  taken  were  initiated  in  early  2018,  when  our  Board  of  Directors  initiated  a  Strategic  Review  to  evaluate  ways  to  increase
shareholder value after a period of continuing higher than targeted combined ratios and lower returns on equity than planned. This Strategic Review has
resulted in a series of transactions that have transformed our operations and materially reduced the risk on our balance sheet. These transactions include:

On  August  29,  2018,  we  entered  into  a  Renewal  Rights  Agreement  with  TransRe,  pursuant  to  which  we  sold,  and  TransRe  purchased  Maiden  US's
rights to: (i) renew its treaty reinsurance agreements upon their expiration or cancellation, (ii) solicit renewals of and replacement coverages for the treaty
reinsurance agreements and (iii) replicate and use the products and contract forms used in Maiden US’s business. The payment received for sale of the
Renewal Rights was $7.5 million, subject to potential additional amounts payable in the future in accordance with the agreement but no additional amounts
to the fee have been recognized to date.

35

On  December  27,  2018,  we  completed  the  U.S.  Sale  Agreement  with  Enstar  U.S.,  pursuant  to  which  Maiden  NA  sold  Maiden  US  for  gross
consideration of $286.4 million.  Also,  pursuant  to  the  terms  of  the  U.S.  Sale  Agreement,  Maiden  Reinsurance  entered  into  a  novation  agreement  and  a
retrocession agreement pursuant to which certain assets and liabilities associated with the U.S. treaty reinsurance business held by Maiden Reinsurance
were either novated or retroceded to Cavello, Enstar U.S.’s Bermuda reinsurance affiliate, in exchange for a ceding commission of $14.0 million.

As a result of the above decision to divest all of our U.S. treaty reinsurance operations, these operations are now classified as discontinued operations,
and except as explicitly described as held for sale or as discontinued operations, and unless otherwise noted, all discussions and amounts presented herein
relate to our continuing operations, except for net loss, net loss attributable to Maiden and net loss attributable to Maiden common shareholders.

Effective January 1, 2019, Maiden Reinsurance and AII amended the AmTrust Quota Share. The Partial Termination Amendment provided for the cut-
off  of  the  ongoing  and  unearned  premium  of  AmTrust’s  Small  Commercial  Business  and  U.S.  Specialty  Risk  and  Extended  Warranty  business  as
of  December  31,  2018,  with  the  remainder  of  the  AmTrust  Quota  Share  remaining  in  place.  The  Partial  Termination  Amendment  resulted  in  Maiden
Reinsurance returning approximately $648.0 million in unearned premium to AII, or approximately $436.8 million net of applicable ceding commission
and brokerage.

On  January  30,  2019,  Maiden  Reinsurance  and  AmTrust  agreed  to  terminate  on  a  run-off  basis  effective  January  1,  2019  (i)  the  remaining  business
under the AmTrust Quota Share with AII; and (ii) the European Hospital Liability Quota Share with AEL and AIU DAC. The Company has no exposure to
European Hospital Liability business after January 1, 2020 and all prior policies were written on a claims-made basis.

Effective as of July 31, 2019, Maiden Reinsurance and AII entered into a Commutation and Release Agreement which provided for AII to re-assume all
reserves ceded by AII to Maiden Reinsurance related to: (a) all losses incurred in Accident Year 2017 and Accident Year 2018 under Commuted California
Business; and (b) all losses incurred in Accident Year 2018 under Commuted New York Business in exchange for the release and full discharge of Maiden
Reinsurance of all of its obligations to AII with respect to the Commuted Business. The Commuted Business excludes any business classified by AII as
Specialty  Program  or  Specialty  Risk  business.  AII  and  Maiden  Reinsurance  agreed  that  the  Commuted  Business  shall  be  discharged  by  Maiden
Reinsurance's  transfer  of  cash  and  invested  assets  in  the  amount  of  $312.8 million  which  is  the  sum  of  the  net  ceded  reserves  in  the  amount  of  $330.7
million with respect to the Commuted Business as of December 31, 2018 less payments in the amount of $17.9 million made by Maiden Reinsurance with
respect to the Commuted Business from January 1, 2019 through July 31, 2019. Settlement of the Commutation Payment occurred on August 12, 2019 and
Maiden Reinsurance paid AII approximately $6.3 million in interest related to the Commutation Payment calculated at the rate of 3.30% per annum from
January  1,  2019  through  August  12,  2019.  Maiden  Reinsurance  received  a  no  objection  letter  from  the  BMA  regarding  the  Commutation  and  Release
Agreement. AII and Maiden Reinsurance also agreed that, as of July 31, 2019, the AmTrust Quota Share shall be deemed amended as applicable so that the
Commuted Business is no longer included as part of the Covered Business under the AmTrust Quota Share.

Effective on July 31, 2019, Maiden Reinsurance entered into the LPT/ADC Agreement with Enstar pursuant to which Cavello assumed the loss reserves
as of December 31, 2018 associated with the AmTrust Quota Share in excess of an approximately $2.2 billion retention, up to $600.0 million in exchange
for a retrocession premium of $445.0 million. The $2.2 billion retention will be subject to adjustment for paid losses subsequent to December 31, 2018. The
LPT/ADC Agreement provides Maiden Reinsurance with $155.0 million in adverse development cover over its carried AmTrust Quota Share loss reserves
at December  31,  2018.  The  LPT/ADC  Agreement  meets  the  criteria  for  risk  transfer  and  therefore  has  been  accounted  for  as  retroactive  reinsurance.
Cumulative ceded losses exceeding $445.0 million would result in a deferred gain which will be recognized over the settlement period in proportion to
cumulative  losses  collected  over  the  estimated  ultimate  reinsurance  recoverable.  Consequently,  cumulative  adverse  development  subsequent  to
December  31,  2018  may  result  in  significant  losses  from  operations  until  periods  when  the  deferred  gain  is  recognized  as  a  benefit  to  earnings.  At
December 31, 2019, the deferred gain liability recognized for retroactive reinsurance under the LPT/ADC Agreement was approximately $113.0 million.
Amortization  of  the  deferred  gain  will  not  occur  until  paid  losses  have  exceeded  the  minimum  retention  under  the  LPT/ADC  Agreement,  which  is
estimated to be in 2024.

Effective March 16, 2020, we re-domesticated our principal operating subsidiary, Maiden Reinsurance, to the State of Vermont in the U.S. Filings had
previously been made with the Vermont DFR, the Vermont Secretary of State as well as with the BMA to provide notice of the Company's intent to re-
domicile from Bermuda. Maiden Reinsurance is now subject to the statutes and regulations of Vermont in the ordinary course of business. We determined
that re-domesticating Maiden Reinsurance to Vermont enables us to better align our capital and resources with our liabilities, which originate mostly in the
U.S., resulting in a more efficient structure.The re-domestication, in combination with the transactions completed pursuant to the Strategic Review, will
continue to strengthen the Company’s capital position and solvency ratios. The re-domestication does not apply to Maiden Holdings, which will remain a
Bermuda-based holding company. Securities issued by Maiden Holdings are not affected by the re-domestication of Maiden Reinsurance.

As part of the Strategic Review during the fourth quarter of 2018, Maiden Holdings contributed as capital 35% of its ownership in Maiden Reinsurance
to  Maiden  NA.  Additionally,  the  proceeds  of  the  sale  of  Maiden  US  were  partially  used  by  Maiden  NA,  among  other  things,  to  settle  inter-company
balances  due  to  its  Bermuda  affiliates  and  as  described  below.  In  December  2018  and  January  2019,  Maiden  NA  contributed  its  proportionate  share  of
capital contributions in the aggregate amount of $68.3 million in cash. Maiden NA also now maintains a portfolio of cash and other short-term investments
of  $27.0  million,  along  with  other  strategic  investments  of  $26.9  million  at  December  31,  2019.  We  believe  Maiden  NA’s  investments  will  create
opportunities to utilize NOL which total $222.5 million as of December 31, 2019. These NOLs are not presently recognized as deferred tax assets as a full
valuation allowance is currently carried against them (for further details please see "Note 16. Taxation" included under Item 8 "Financial Statements and
Supplementary Data" of this Annual Report on Form 10–K). Taken together, we believe these

36

measures  should  generate  additional  income  for  Maiden  NA  in  a  tax-efficient  manner,  while  sharing  in  the  improvement  in  profitability  anticipated  in
Maiden Reinsurance as a result of the measures enacted in the Strategic Review.

Capital Transactions

On  October  25,  2019,  the  Company  transferred  the  listing  of  its  common  shares  from  the  NASDAQ  Global  Select  Market  to  the  NASDAQ  Capital
Market.  The  NASDAQ  Capital  Market  is  a  continuous  trading  market  that  operates  in  substantially  the  same  manner  as  the  NASDAQ  Global  Select
Market and listed companies must meet certain financial requirements and comply with the NASDAQ corporate governance requirements. The Company’s
common shares continue to trade under the symbol “MHLD”.

There were no other capital transactions during 2018 and 2019.

2019 Financial Highlights

For the Year Ended December 31,

Summary Consolidated Statement of Income Data:

Net loss from continuing operations

Loss from discontinued operations, net of income tax

Net loss

Net loss - to Maiden common shareholders

Basic and diluted loss per common share:
Net loss - Maiden common shareholders(2)(9)

Dividends per common share

Gross premiums written

Net premiums earned
Underwriting loss(3)
Net investment income
Combined ratio(4)
Non-GAAP measures:
Non-GAAP operating loss(1)
Basic and diluted loss per common share:
Non-GAAP operating loss - Maiden common shareholders(1)(9)
Non-GAAP combined ratio(11)
Non-GAAP operating return on average common shareholders' equity(1)

2019

2018

Change

  $

(109,362)

($ in thousands except per share data)
  $

(450,292)

  $

(22,541)

(131,903)

(131,903)

(1.59)

—  

(528,593)

447,762

(183,753)

97,837

(94,113)

(544,405)

(570,260)

(6.87)

0.35

2,017,798

2,026,202

(520,219)

136,285

148.6 %  

127.7 %  

340,930

71,572

412,502

438,357

5.28

(0.35)

(2,546,391)

(1,578,440)

336,466

(38,448)

20.9

  $

(26,514)

  $

(466,062)

  $

439,548

(0.32)

123.5 %  

(40.2)%  

(5.61)

127.7 %  

(108.8)%  

5.29

(4.2)

68.6

37

 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
 
 
 
 
 
At December 31,

Consolidated Financial Condition
Total investments and cash and cash equivalents(5)
Total assets

Reserve for loss and LAE

Senior notes - principal amount

Maiden common shareholders' equity

Maiden shareholders' equity
Total capital resources(6)
Ratio of debt to total capital resources(13)

Book Value calculations:
Book value per common share(7)
Accumulated dividends per common share

Book value per common share plus accumulated dividends

Change in book value per common share plus accumulated dividends

Diluted book value per common share(8)
Non-GAAP measures:
Adjusted book value per common share(10)
Adjusted Maiden shareholders' equity(12)
Adjusted total capital resources(12)
Ratio of debt to adjusted total capital resources(14)

  $

  $

  $

  $

  $

2019

2018

Change

1,974,544

($ in thousands except per share data)
  $

4,421,954

  $

3,568,196

2,439,907

262,500

42,718

507,718

770,218

5,287,460

3,126,134

262,500

89,275

554,275

816,775

34.1 %  

32.1%  

(2,447,410)

(1,719,264)

(686,227)

—

(46,557)

(46,557)

(46,557)

2.0

0.51

4.27

4.78

  $

  $

(10.7)%    

1.08

4.27

5.35

  $

  $

(0.57)

—

(0.57)

0.50

  $

1.08

  $

(0.58)

1.87

  $

1.08

  $

620,668

883,168

554,275

816,775

29.7 %  

32.1%  

0.79

66,393

66,393

(2.4)

(1) Non-GAAP operating loss, non-GAAP operating loss per common share and non-GAAP operating return on average common equity are non-GAAP financial measures. Please see "Key

Financial Measures" for additional information and a reconciliation to the nearest U.S. GAAP financial measure of net (loss) income.

(2) Please refer to "Notes to Consolidated Financial Statements - Note 12. Earnings per Common Share" included under Item 8 "Financial Statements and Supplementary Data" of this Annual

Report on Form 10-K for the calculation of basic and diluted (loss) earnings per common share.

(3) Underwriting loss is a non-GAAP measure and is calculated as net premiums earned plus other insurance revenue less net loss and LAE, commission and other acquisition expenses and

general and administrative expenses directly related to underwriting activities. See "Key Financial Measures" for additional information.

(4) Combined ratio is calculated by adding together the net loss and LAE ratio and the expense ratio.
(5) Total investments and cash and cash equivalents includes both restricted and unrestricted.
(6) Total capital resources is the sum of the Company's principal amount of debt and Maiden shareholders' equity. See "Key Financial Measures" for additional information.
(7) Book value per common share is calculated using common shareholders’ equity (shareholders' equity excluding the aggregate liquidation value of our preference shares) divided by the

number of common shares outstanding. See "Key Financial Measures" for additional information.

(8) Diluted  book  value  per  common  share  is  calculated  by  dividing  common  shareholders'  equity,  adjusted  for  assumed  proceeds  from  the  exercise  of  dilutive  options,  by  the  number  of

outstanding common shares plus dilutive options and restricted share units (assuming exercise of all dilutive share based awards).

(9) During a period of loss, the basic weighted average common shares outstanding is used in the denominator of the diluted loss per common share computation as the effect of including

potential dilutive shares would be anti-dilutive.

(10) Adjusted  book  value  per  common  share  is  a  non-GAAP  measure  that  is  calculated  using  Maiden  common  shareholders'  equity,  adjusted  for  unamortized  deferred  gain  on  retroactive

reinsurance, divided by the number of common shares outstanding. See "Key Financial Measures" for additional information.

(11) Non-GAAP combined ratio is calculated by excluding the impact of the unamortized deferred gain liability on retroactive reinsurance from the net loss and LAE ratio, and then adding

together the expense ratio and the net adjusted loss and LAE ratio. See "Key Financial Measures" for additional information.

(12) Adjusted  Maiden  shareholders'  equity  and  adjusted  total  capital  resources  are  calculated  by  adding  the  unamortized  deferred  gain  on  retroactive  reinsurance  to  the  GAAP  Maiden
shareholders' equity and GAAP total capital resources, respectively. The deferred gain arises from the LPT/ADC Agreement relating to losses from the AmTrust Quota Share. Under U.S.
GAAP, the deferred gain shall be amortized over the estimated remaining settlement period. See "Key Financial Measures" for additional information.

(13) Ratio of debt to total capital resources is calculated using the total principal amount of debt divided by the sum of total capital resources.
(14) Ratio of debt to adjusted total capital resources is calculated using the total principal amount of debt divided by the sum of adjusted total capital resources.

38

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
 
 
 
 
   
 
   
   
   
   
   
   
 
 
 
 
 
 
 
Key Financial Measures

Revenues

We  historically  derived  the  majority  of  our  revenues  from  premiums  on  reinsurance  contracts,  net  of  any  reinsurance  or  retrocessional  coverage
purchased and to a minor extent from premiums from insurance policies. Reinsurance premiums are a function of the amount and types of policies and
contracts  we  write,  as  well  as  prevailing  market  prices.  Our  prices  are  determined  before  our  ultimate  costs,  which  may  extend  far  into  the  future,  are
known.

As  a  result  of  the  significant  strategic  transactions  implemented  during  2018  and  2019,  our  gross  and  net  premiums  written  will  continue  to  be
materially lower going forward and our net investment income will increasingly become a significantly larger portion of our total revenues compared to
prior periods.

The Company's revenues also include fee income as well as income generated from our investment portfolio. The Company's investment portfolio is
comprised of fixed maturity investments held as AFS and other investments. In accordance with U.S. GAAP, our fixed maturity investments are carried at
fair  market  value  and  any  unrealized  gains  and  losses  are  excluded  from  earnings  in  accumulated  other  comprehensive  income  ("AOCI")  as  a  separate
component of shareholders' equity. If unrealized losses are considered to be other-than-temporarily impaired due to a credit-related event, such impairment
losses are recognized within earnings as a realized loss under total other-than-temporary impairment losses. Other investments in limited partnerships and
start-up  insurance  entities  are  carried  at  fair  market  value  with  any  unrealized  gains  or  losses  included  in  earnings  under  net  realized  gains  (losses)  on
investment. Our investments made by special purpose vehicles focused on lending activities are carried at cost. Any indication of impairment is recognized
in income.

Expenses

Our expenses currently consist largely of net loss and LAE, commission and other acquisition expenses, general and administrative expenses, interest
and amortization expenses, foreign exchange and other gains or losses, the latter of which includes on a non-recurring basis any gains or losses from the
disposal of subsidiaries.

Net loss and LAE has three main components: (1) losses paid, which are actual cash payments to insureds, net of recoveries from reinsurers; (2) change
in outstanding loss or case reserves, which represent cedants' best estimate of the likely settlement amount for known claims, less the portion that can be
recovered from reinsurers; and (3) change in IBNR reserves, which we establish to respond to changes in the values of claims that have been reported to us
but are not yet settled, as well as claims that have occurred but have not yet been reported to us. The portion recoverable from reinsurers is deducted from
the gross estimated loss.

Commission  and  other  acquisition  expenses  include  commissions,  brokerage  fees  and  insurance  taxes.  Commissions  and  brokerage  fees  are  usually
calculated as a percentage of premiums and depend on the market and line of business and can, in certain instances, vary based on loss sensitive features of
reinsurance  contracts.  Commission  and  other  acquisition  expenses  are  reported  after:  (1)  deducting  commissions  received  on  ceded  reinsurance;  (2)
deducting the part of commission and other acquisition expenses relating to unearned premiums; and (3) including the amortization of previously deferred
commission and other acquisition expenses.

General and administrative expenses include personnel expenses (including share-based compensation expense), rent expenses, legal and professional
fees, information technology costs and other general operating expenses. General and administrative expenses are allocated to the reportable segments on
an  actual  basis  except  salaries  and  benefits  where  management’s  judgment  is  applied;  however  general  corporate  expenses  are  not  allocated  to  the
segments.

Non-GAAP Financial Measures

In  addition  to  the  Consolidated  Balance  Sheets  and  Consolidated  Statements  of  Income  and  Comprehensive  Income,  management  uses  certain  key
financial measures, some of which are non-GAAP measures, to evaluate the Company's financial performance and the overall growth in value generated
for the Company’s common shareholders. Management believes that these measures, which may be defined differently by other companies, explain the
Company’s results to investors in a manner that allows for a more complete understanding of the underlying trends in the Company’s business. The non-
GAAP measures should not be viewed as a substitute for those determined in accordance with U.S. GAAP. The calculation of some of these key financial
measures  including  the  reconciliation  of  non-GAAP  measures  to  the  nearest  GAAP  measure  and  relevant  discussions  are  found  within  Item  7  -
"Management's Discussion and Analysis of Financial Condition and Results of Operations" on page 64. These key financial measures are:

Non-GAAP operating loss and non-GAAP diluted operating loss per common share: Management believes that the use of non-GAAP operating loss and
non-GAAP  diluted  operating  loss  per  share  enables  investors  and  other  users  of  the  Company’s  financial  information  to  analyze  its  performance  in  a
manner similar to how management analyzes performance. Management also believes that these measures generally follow industry practice and, therefore,
allow the users of financial information to compare the Company’s performance with its industry peer group, and that the equity analysts and certain rating
agencies which follow the Company, and the insurance industry as a whole, generally exclude these items from their analyses for the same reasons. Non-
GAAP operating loss should not be viewed as a substitute for U.S. GAAP net loss.

Non-GAAP  operating  loss  is  an  internal  performance  measure  used  by  management  that  focuses  on  the  underlying  fundamentals  of  the  Company's
operations by excluding, on a recurring basis: (1) net realized gains or losses on investment; (2) total other-than-temporary impairment losses; (3) foreign
exchange gains or losses; (4) loss and related activity from our NGHC Quota Share run-off operations; and (5) the portion of favorable or unfavorable prior
year reserve development for which we have ceded the risk

under retroactive reinsurance agreements and related changes in amortization of the deferred gain. It also excludes on a non-recurring basis: (1) loss from
discontinued operations, net of income tax; and (2) separation costs incurred due to retirement of former executives. We exclude net realized gains or losses
on investment, other-than-temporary impairment losses and foreign exchange gains or losses as we believe these are influenced by market opportunities
and  other  factors.  We  do  not  believe  results  from  our  commuted  NGHC  Quota  Share  run-off  operations,  results  from  our  discontinued  operations,
separation  costs  paid  to  our  former  executives  and  ceded  risks  under  retroactive  reinsurance  agreements  are  representative  of  our  ongoing  and  future
business. We believe all of these amounts are largely independent of our business and any potential future underwriting process and including them distorts
the analysis of trends in our operations.

Underwriting loss is a non-GAAP measure and is calculated as net premiums earned plus other insurance revenue less net loss and LAE, commission
and  other  acquisition  expenses  and  general  and  administrative  expenses  directly  related  to  underwriting  activities.  For  purposes  of  these  non-GAAP
operating  measures,  the  fee-generating  business  which  is  included  in  our  Diversified  Reinsurance  segment,  is  considered  part  of  the  underwriting
operations  of  the  Company.  Management  believes  that  this  measure  is  important  in  evaluating  the  underwriting  performance  of  the  Company  and  its
segments. This measure is also a useful tool to measure the profitability of the Company separately from the investment results and is also a widely used
performance  indicator  in  the  insurance  industry.  A  reconciliation  of  the  Company's  underwriting  results  can  be  found  in  the  Company's  Consolidated
Financial  Statements.  Please  refer  to  "Notes  to  Consolidated  Financial  Statements  Note  3.  Segment  Information"  included  under  Item  8  "Financial
Statements and Supplementary Data" of this Annual Report on Form 10-K for further details.

Combined  ratio  is  commonly  used  in  the  insurance  and  reinsurance  industry  in  conjunction  with  underwriting  income  (loss)  as  a  measure  of
underwriting profitability. Management measures underwriting results on an overall basis and for each segment on the basis of the combined ratio. The
combined ratio is the sum of the net loss and LAE ratio and the expense ratio and the computations of each component are described below. A combined
ratio under 100% indicates underwriting profitability, as the net loss and LAE, commission and other acquisition expenses and general and administrative
expenses are less than the net premiums earned and other insurance revenue on that business. Please refer to "Notes to Consolidated Financial Statements -
Note  3.  Segment  Reporting"  included  under  Item  8  "Financial  Statements  and  Supplementary  Data"  of  this  Annual  Report  on  Form  10-K  for  further
details.

While an important metric of success, underwriting loss and combined ratio do not reflect all components of profitability, as they do not recognize the
impact  of  investment  income  earned  on  premiums  between  the  time  premiums  are  received  and  the  time  loss  payments  are  ultimately  paid  to  clients.
Because we do not manage our cash and investments by segment, investment income and interest expense are not allocated to the reportable segments.
Certain general and administrative expenses are generally allocated to segments based on actual costs incurred.

The  "net  loss  and  LAE  ratio"  is  derived  by  dividing  net  loss  and  LAE  by  the  sum  of  net  premiums  earned  and  other  insurance  revenue.  The
"commission and other acquisition expense ratio" is derived by dividing commission and other acquisition expenses by the sum of net premiums earned
and other insurance revenue. The "general and administrative expense ratio" is derived by dividing general and administrative expenses by the sum of net
premiums earned and other insurance revenue. The "expense ratio" is the sum of the commission and other acquisition expense ratio and the general and
administrative expense ratio.

Non-GAAP  Operating  Return  on  Average  Common  Equity  ("Non-GAAP  Operating  ROACE"):  Management  uses  non-GAAP  operating  return  on
average common shareholders' equity as a measure of profitability that focuses on the return to common shareholders. It is calculated using non-GAAP
operating loss available to common shareholders (as defined above) divided by average common shareholders' equity.

Book Value per Common Share and Diluted Book Value per Common Share: Book value per common share and diluted book value per common share
are  non-GAAP  measures.  Management  uses  growth  in  both  of  these  metrics  as  a  prime  measure  of  the  value  we  are  generating  for  our  common
shareholders, as management believes that growth in each metric ultimately results in growth in the Company’s common share price. These metrics are
impacted by the Company’s net loss and external factors, such as interest rates, which can drive changes in unrealized gains or losses on our investment
portfolio, as well as share repurchases.

Ratio of Debt to Total Capital Resources: Management uses this non-GAAP measure to monitor the financial leverage of the Company. This measure is

calculated using the total principal amount of debt divided by the sum of total capital resources.

Non-GAAP underwriting income (loss), Non-GAAP loss and LAE ratio, and Non-GAAP combined ratio: Management has further adjusted underwriting
loss, as defined above, as well as the reported loss and LAE ratios and reported combined ratios by recognizing into income the unamortized deferred gain
arising from the LPT/ADC Agreement. The deferred gain represents amounts fully recoverable from Cavello and management believes adjusting for this
shows the ultimate economic benefit of the LPT/ADC Agreement on Maiden's underwriting income (loss). We believe reflecting the economic benefit of
this retroactive reinsurance agreement is helpful for understanding future trends in our operations.

Adjusted Total Maiden Shareholders' Equity, Adjusted Total Capital Resources, Ratio of debt to Adjusted Total Capital Resources and Adjusted Book
Value  per  Common  Share:  Management  has  adjusted  GAAP  Maiden  shareholders'  equity  by  adding  the  unamortized  deferred  gain  on  retroactive
reinsurance arising from the LPT/ADC Agreement to Maiden shareholders' equity. As a result, by virtue of this adjustment, management has also adjusted
Total Capital Resources and computed the Ratio of debt to Adjusted Capital Resources and Adjusted Book Value per Common Share. The deferred gain
represents  amounts  fully  recoverable  from  Cavello  and  management  believes  adjusting  for  this  shows  the  ultimate  economic  benefit  of  the  LPT/ADC
Agreement.  We  believe  reflecting  the  economic  benefit  of  this  retroactive  reinsurance  agreement  is  helpful  for  understanding  future  trends  in  our
operations, which will improve Maiden shareholders' equity over the settlement period.

39

Critical Accounting Policies and Estimates

It  is  important  to  understand  our  accounting  policies  in  order  to  understand  our  financial  position  and  results  of  operations.  The  Company’s
Consolidated Financial Statements have been prepared in accordance with U.S. GAAP. The preparation of financial statements in conformity with U.S.
GAAP  requires  management  to  make  estimates  and  assumptions  that  affect  the  reported  amounts  of  assets  and  liabilities  at  the  date  of  the  financial
statements and the reported amounts of revenues and expenses during the reporting period. The following presents a discussion of those accounting policies
and estimates that management believes are the most critical to its operations and require the most difficult, subjective and complex judgment. If actual
events differ significantly from the underlying assumptions and estimates used by management, there could be material adjustments to prior estimates that
could potentially adversely affect the Company’s results of operations, financial condition and liquidity. These critical accounting policies and estimates
should  be  read  in  conjunction  with  "Notes  to  Consolidated  Financial  Statements  -  Note  2.  Significant  Accounting  Policies"  included  under  Item  8
"Financial Statements and Supplementary Data" of this Annual Report Form 10-K for a full understanding of the Company’s accounting policies.

Reserve for Loss and Loss Adjustment Expenses

General: The amount of time that elapses before a claim is reported to the cedant and then subsequently reported to the reinsurer is commonly referred
to in the industry as the reporting tail. Lines of business for which claims are reported quickly are commonly referred to as short-tailed lines; and lines of
business for which a longer period of time elapses before claims are reported to the reinsurer are commonly referred to as long-tailed lines. In general, for
reinsurance, the time lags are longer than for primary business due to the delay that occurs between the cedant becoming aware of a loss and reporting the
information to its reinsurer(s). The delay varies by reinsurance market (country of cedant), type of treaty, whether losses are paid by the cedant and the size
of the loss. The delay could vary from a few weeks to a year or sometimes longer.

Because a significant amount of time can elapse, particularly on longer-tail lines of business written on an excess of loss basis, between the assumption
of risk, the occurrence of a loss event, the reporting of the event to an insurance company (the primary company or the cedant), the subsequent reporting to
the reinsurance company ("the reinsurer") and the ultimate payment of the claim on the loss event by the reinsurer, the Company’s liability for unpaid loss
and LAE ("loss reserves") is based largely upon estimates. The Company categorizes loss reserves into two types of reserves: reported outstanding loss
reserves ("case reserves") and IBNR reserves. Case reserves represent, for each individual claim, an estimate of unpaid losses, either by the Company’s
cedants or the Company’s claims handling professionals, and recorded by the Company. IBNR reserves represent a provision for claims that have been
incurred but not yet reported to the Company, as well as future loss development on losses already reported, in excess of the case reserves. The Company
updates its estimates for each of the aforementioned categories primarily on a quarterly basis using information received from its cedants.

For  excess  of  loss  treaties,  cedants  generally  are  required  to  report  losses  that  either  (i)  exceed  50%  of  their  retention;  or  (ii)  have  a  reasonable
probability  of  exceeding  the  retention;  or  (iii)  meet  defined  reporting  criteria.  All  excess  of  loss  reinsurance  claims  that  are  reserved  are  reviewed  on  a
periodic basis. In addition, reserves for loss and LAE are reviewed every quarter for each cedant. For proportional treaties, cedants are required to give a
periodic  statement  of  account,  generally  monthly  or  quarterly.  These  periodic  statements  typically  include  information  regarding  premiums  written,
premiums earned, unearned premiums, ceding commissions, brokerage amounts, applicable taxes, paid losses and reported outstanding losses. They can be
submitted up to ninety days after the close of the reporting period. Some proportional treaties have specific language requiring earlier notice of serious
claims.

For all lines, the Company’s objective is to reasonably estimate ultimate loss and LAE. Total loss reserves are then calculated by subtracting losses
paid. Similarly, IBNR reserves are calculated by subtracting case reserves from total loss reserves. IBNR is the estimated liability for: (1) changes in the
values of claims that have been reported to us but are not yet settled; (2) claims that have occurred but have not yet been reported; and (3) claims that are
closed  but  subsequently  reopened.  Each  claim  is  settled  individually  based  upon  its  merits,  and  particularly  for  longer-tailed  lines  of  business,  it  is  not
unusual for a claim to take several years after being initially reported to be settled and paid, especially if legal action is involved. These claims may also
require changes in anticipated future payments due to changes in medical conditions or changes in expected inflationary pressures. As a result, the reserve
for loss and LAE includes significant estimates for IBNR reserves.

The reserve for IBNR is generally estimated by management based on various factors, including actuarial analysis and actual loss experience to date.

Our actuaries employ standard actuarial methodologies to determine estimated ultimate loss reserves.

In  selecting  management's  best  estimate  of  loss  and  LAE  reserves,  we  consider  the  range  of  results  produced  by  many  actuarial  methods  and  the
appropriateness of those estimates. These actuarial methodologies are described in "Notes to Consolidated Financial Statements - Note 9. Reserve for Loss
and Loss Adjustment Expenses" included under Item 8 "Financial Statement and Supplementary Data".

The reserve for loss and LAE at December 31, 2019 and 2018 was as follows:

December 31,

Reserve for reported loss and LAE

Reserve for losses incurred but not reported

Reserve for loss and LAE

2019

2018

($ in thousands)

  $

  $

1,271,358   $

1,168,549  

2,439,907   $

1,619,776

1,506,358

3,126,134

40

 
 
 
 
 
The loss reserves in the table above exclude the impact of the LPT/ADC Agreement. While management believes that our case reserves and IBNR are
sufficient  to  cover  losses  assumed  by  us,  there  can  be  no  assurance  that  losses  will  not  deviate  from  our  reserves,  possibly  by  material  amounts.  The
analysis  of  the  appropriateness  of  the  reserve  for  IBNR  is  reviewed  quarterly,  with  adjustments  made  as  appropriate.  To  the  extent  that  actual  reported
losses exceed expected losses, the carried estimate of the ultimate losses may be increased (i.e. unfavorable reserve development), and to the extent actual
reported losses are less than our expectations, the carried estimate of ultimate losses may be reduced (i.e. favorable reserve development). We record any
changes  in  our  loss  reserve  estimates  and  the  related  reinsurance  recoverable  in  the  periods  in  which  they  are  determined.  Reinsurance  recoverable  on
unpaid  losses  under  the  LPT/ADC  Agreement  are  recorded  as  a  deferred  gain  on  retroactive  reinsurance  on  the  Consolidated  Balance  Sheet  which
represents  the  cumulative  adverse  development  under  the  AmTrust  Quota  Share  covered  under  the  LPT/ADC  Agreement  at  December  31,  2019.
Amortization  of  the  deferred  gain  will  not  occur  until  paid  losses  have  exceeded  the  minimum  retention  under  the  LPT/ADC  Agreement,  which  is
estimated to be in 2024.

Loss reserves do not represent an exact calculation of liability. Rather, loss reserves are estimates of what we reasonably expect the ultimate resolution
and  administration  of  claims  will  cost.  These  estimates  are  based  on  actuarial  projections  and  on  our  assessment  of  currently  available  data,  as  well  as
estimates of future trends in claims severity and frequency, judicial theories of liability and other factors. Loss reserve estimates are refined as experience
develops and as claims are reported and resolved. In addition, the relatively long periods between when a loss occurs and when it may be reported to our
claims department for our casualty reinsurance lines of business also increase the uncertainties of reserve estimates in such lines.

With the guidance of the methods described in "Notes to Consolidated Financial Statements - Note 9. Reserve for Loss and Loss Adjustment Expenses"
included under Item 8 "Financial Statement and Supplementary Data" of this Annual Report Form 10-K, actuarial judgment is applied in the determination
of ultimate losses. In general, the Company’s segments have varying levels of seasoning with which the Company has direct experience and as a result,
differing methods are utilized to estimate loss and LAE reserves within each segment.

In our Diversified Reinsurance segment, we have books of business that have been in runoff for several years, as well as books of business that have
been underwritten only during the last few years. In general, we utilize the Expected Loss Ratio ("ELR") approach at the onset of reserving an account, the
Bornhuetter-Ferguson  ("BF")  method  for  business  with  less  but  maturing  loss  experience,  and  then,  as  the  experience  matures,  the  Loss  Development
("LD") method is utilized. The runoff book of business primarily uses the LD method due to its maturity and the amount of experience which has emerged
over the years. For proportional business, the Company relies heavily on the actual contract experience, whereas for excess of loss business, there will be
more usage of industry and/or Company specific benchmark assumptions in the reserving process.

The Company underwrote the AmTrust Reinsurance segment from July 1, 2007 until the Final AmTrust QS Terminations effective January 1, 2019. A
large  portion  of  the  exposure  in  the  underlying  book  of  business  has  significant  seasoning,  and  allows  for  a  significant  amount  of  credibility  in  using
parameters  derived  from  historical  experience  to  calculate  reserve  estimates.  Some  segments  of  the  book  are  a  result  of  recent  acquisitions  or  newer
markets for AmTrust. These segments require a greater level of assumptions and professional judgment in deriving reserve levels, which inherently implies
a wider range of reasonable estimates. In addition, changes to case reserving and claims settlement practices by AmTrust have required the use of methods
which adjust historical paid and incurred losses to reflect the current basis. As a result, we have tended to rely on a weighted approach which primarily
employs the LD method for aspects of the segment with ample historical data, while also considering the ELR or BF method for exposure resulting from
recent  acquisitions,  or  a  relative  business  with  a  more  limited  level  of  experience.  The  LD  method  can  also  be  based  on  AmTrust  specific  historical
information, historical information adjusted to current levels, or information derived from industry sources, with actuarial judgment being used as to the
credibility  weighting  employed.  The  Frequency-Severity  ("FS")  method  is  also  considered  for  segments  of  the  AmTrust  book  for  which  claim  count
information is available. The Company’s actuarial analysis of this book of business is more refined in that it utilizes a combination of quarterly and annual
data  instead  of  contract  period  data  in  totality.  Additional  data  detailing  items  such  as  the  class  of  business,  state  of  occurrence,  claim  counts,  and  the
frequency and severity of claims is available in many instances, further enhancing the loss reserve analysis.

Significant  Assumptions  Employed  in  the  Estimation  of  Reserve  for  Loss  and  Loss  Adjustment  Expenses:  The  most  significant  assumptions  used  at

December 31, 2019 to estimate the reserve for loss and LAE within our reporting segments are as follows:

• the  information  developed  from  internal  and  independent  external  sources  can  be  used  to  develop  meaningful  estimates  of  the  likely  future

performance of business bound by the Company;

• the loss and exposure information provided by ceding companies, insureds and brokers in support of their reinsurance submissions have been used
by the Company's pricing actuaries to derive meaningful estimates of the likely future performance of business bound with respect to each contract
and policy;

• historic loss development and trend experience may be used to predict future loss development and trends;

• no significant emergence of losses or types of losses that are not represented in the information supplied to the Company by its brokers, ceding

companies and insureds will occur; and

• the Company is able to identify and properly adjust for changes to case reserving and claims settlement rates in the underlying data.

The five assumptions above most significantly influence the Company’s determination of initial expected loss ratios and expected loss reporting and
payment patterns that are the key inputs which impact potential variability in the estimate of the reserve for loss and LAE and are applicable to each of the
Company’s business segments. These factors are combined with the actuarial judgment exercised by our reserving actuaries, and validated by the external
review of our reserving levels. While there can be no assurance that any of the above assumptions will prove to be correct, we believe that this process
represents a realistic and appropriate

41

basis for estimating the reserve for loss and LAE. Loss emergence factors and expected loss ratios used in the reserving process are based on a blend of our
own  direct  experience,  cedant  experience  and  industry  benchmarks,  when  appropriate.  The  benchmarks  selected  were  those  that  we  believe  are  most
similar to our underwriting business.

Factors Creating Uncertainty in the Estimation of the Reserve for Loss and Loss Adjustment Expenses: While management does not at this time include
an  explicit  or  implicit  provision  for  uncertainty  in  its  reserve  for  loss  and  LAE,  certain  of  the  Company’s  business  lines  are  by  their  nature  subject  to
additional  uncertainties,  which  are  discussed  in  detail  below.  In  addition,  the  Company’s  reserves  are  subject  to  additional  factors  which  add  to  the
uncertainty of estimating reserve for loss and LAE. Time lags in the reporting of losses can also introduce further ambiguity to the process of estimating
reserve for loss and LAE.

The inherent uncertainty of estimating the Company’s reserve for loss and LAE increases principally due to:

• the lag in time between the time claims are initially reported to the ceding company and the time they are ultimately reported through one or more

reinsurance broker intermediaries to the Company;

• the differing case reserving practices among ceding companies;

• changes to characteristics of a claim over time, such as future medical needs or assessment of liability;

• the diversity of loss development patterns among different types of reinsurance treaties or contracts; and

• the Company’s need to rely on its ceding companies for loss information, which also exposes the Company to changes in the reserving philosophy

of the ceding company and the adequacy of its underlying case reserves.

To verify the accuracy and completeness of the information provided to us by our ceding company counterparties, the Company’s actuaries, accountants
and claims personnel perform claims reviews, and at times also accounting and financial audits, of the Company’s ceding companies. Any material findings
are  communicated  to  the  ceding  companies  and  utilized  in  the  establishment  or  revision  of  the  Company’s  case  reserves  and  related  IBNR  reserve.  On
occasion, these reviews reveal that the ceding company’s reported loss and LAE do not comport with the terms of the contract held with the Company. In
such events, the Company strives to resolve the outstanding differences in an amicable fashion. The large majority of such differences are resolved in this
manner.  In  the  infrequent  instance  where  an  amicable  solution  is  not  feasible,  the  Company’s  policy  is  to  vigorously  defend  its  position  in  litigation  or
arbitration. At December 31, 2019, the Company was not involved in any material claims litigation or arbitration proceedings.

Due  to  the  large  volume  of  potential  transactions  that  must  be  recorded  in  the  insurance  and  reinsurance  industry,  backlogs  in  the  recording  of  the
Company’s  business  activities  can  also  impair  the  accuracy  of  its  loss  and  LAE  reserve  estimates.  At  December  31,  2019,  there  were  no  significant
backlogs related to the processing of policy or contract information in any of our reporting segments.

The  Company  assumes  in  its  loss  and  LAE  reserving  process  that,  on  average,  the  time  period  between  the  recording  of  expected  losses  and  the
reporting of actual losses are predictable when measured in the aggregate and over time. The time period over which all losses are expected to be reported
to the Company varies significantly by line of business. This period can range from a few quarters for some lines, such as property, to many years for some
casualty lines of business. To the extent that actual reported losses are reported more quickly or more slowly than expected, the Company may adjust its
estimate of ultimate loss accordingly.

Potential Volatility in the Reserve for Loss and Loss Adjustment Expenses: In addition to the factors creating uncertainty in the Company’s estimate of
loss  and  LAE,  the  Company’s  estimated  reserve  for  loss  and  LAE  can  change  over  time  because  of  unexpected  changes  in  the  external  environment.
Potential changing external factors include:

• changes in the inflation rate for goods and services related to the covered damages;

• changes in the general economic environment that could cause unanticipated changes in claim frequency or severity;

• changes in the litigation environment regarding the representation of plaintiffs and potential plaintiffs;

• changes in the judicial and/or arbitration environment regarding the interpretation of policy and contract provisions relating to the determination of

coverage and/or the amount of damages awarded for certain types of claims;

• changes in the social environment regarding the general attitude of juries in the determination of liability and damages;

• changes in the legislative environment regarding the definition of damages;

• new types of injuries caused by new types of injurious activities or exposures; and

• changes in ceding company case reserving and reporting patterns.

Our estimate of loss reserves has changed materially for the years ended December 31, 2019 and 2018. The change in the loss reserve estimate from the
prior  year  is  referred  to  as  Prior  Year  Development  ("PPD").  We  experienced  adverse  PPD  of  $112.5  million  and  $403.2  million  for  the  years  ended
December 31, 2019 and 2018, respectively, incurred primarily within the AmTrust Reinsurance segment. Please refer to “Notes to Consolidated Financial
Statements - Note 9. Reserve for Loss and Loss Adjustment Expenses” included under Item 8. "Financial Statements and Supplementary Data" of this Form
10-K for further details.

The Company creates a statistical distribution around the estimate of reserve for loss and LAE based on an assumption of the volatility inherent in the
estimate. The assumption of volatility is primarily based on parameters underlying the BSCR model. With the re-domestication of Maiden Reinsurance to
Vermont effective March 16, 2020, we anticipate utilizing a different model in future years. This model may have lesser or greater volatility than the BSCR
model. The coefficient of variation of the underlying

42

distribution of reserves has not changed since December 31, 2018. Due to significant adverse PPD for the years ended December 31, 2018 and 2017, the
expected range of reasonable reserves was widened at December 31, 2018 to one full standard deviation from the mean of the statistical distribution, as the
uncertainty inherent in the reserve estimate has surpassed previous expectations. Despite additional adverse PPD for the year ended December 31, 2019, no
changes were made in this variable for our estimate as of December 31, 2019.The range of reasonable reserves remains one full standard deviation from the
mean at December 31, 2019, although the dollars represented by the range have declined commensurately with the underlying reserves.

Based  on  this  reasonable  range  of  reserves,  our  required  reserves  after  reinsurance  recoverable  could  increase  by  approximately  $196.4 million,  or
8.3%, of our consolidated net loss and LAE reserves excluding the impact of the LPT/ADC Agreement. If the LPT/ADC Agreement were to be considered,
the variance in our required reserves would decrease to $154.4 million, or 8.5% of our consolidated net loss and LAE reserves.

Premiums and Commissions and Other Acquisition Expenses

For pro-rata contracts and excess-of-loss contracts where no deposit or minimum premium is specified in the contract, premium written is recognized
based on estimates of ultimate premiums provided by the ceding companies. Initial estimates of premium written are recognized in the period in which the
underlying risks are incepted. Subsequent adjustments, based on reports of actual premium by the ceding companies, or revisions in estimates, are recorded
in  the  period  in  which  they  are  determined.  Reinsurance  premiums  assumed  are  generally  earned  on  a  pro  rata  basis  over  the  terms  of  the  underlying
policies or reinsurance contracts.

Contracts and policies written on a "losses occurring" basis cover claims that may occur during the term of the contract or policy, which is typically
twelve months. Accordingly, the premium is earned evenly over the contract term. Contracts which are written on a "risks attaching" basis cover claims
from all underlying insurance policies written during the terms of such contracts. Premiums earned on such contracts extend beyond the original term of the
reinsurance contract, typically resulting in recognition of premiums earned over a twenty-four-month period.

Reinsurance premiums on specialty risk and extended warranty are earned based on the estimated program coverage period. These estimates are based
on the expected distribution of coverage periods by contract at inception, because a single contract may contain multiple coverage period options and these
estimates are revised based on the actual coverage period selected by the original insured.

Unearned  premiums  represent  the  portion  of  premiums  written  which  is  applicable  to  the  unexpired  term  of  the  contract  or  policy  in  force.  These
premiums can be subject to estimates based upon information received from ceding companies and any subsequent differences arising on such estimates
are recorded in the period in which they are determined.

The  Company  provides  proportional  and  non-proportional  reinsurance  coverage  to  cedants  (insurance  companies).  Cedants'  actual  premiums  are
unknown at the time they enter into reinsurance agreement so treaties are based upon estimates of those premiums at the time the treaties are written and
are typically adjusted as premiums are known. Reporting delays are inherent in the reinsurance industry and vary in length by type of treaty. As delays can
vary  from  a  few  weeks  to  a  year  or  sometimes  longer,  the  Company  produces  accounting  estimates  to  report  premiums  and  commission  and  other
acquisition expenses until it receives the cedants’ actual results. Under proportional treaties, the Company shares proportionally in both the premiums and
losses  of  the  cedant  and  pays  the  cedant  a  commission  to  cover  the  cedants'  acquisition  expenses.  Under  this  type  of  treaty,  the  Company’s  ultimate
premiums written and earned and acquisition expenses are not known at the inception of the treaty and must be estimated until the cedant reports its actual
results to the Company. Under non-proportional treaties, the Company is typically exposed to loss events in excess of a predetermined dollar amount or
loss ratio and receives a deposit or minimum premium, which is subject to adjustment depending on the premium volume written by the cedant.

Reported  premiums  written  and  earned  and  commission  and  other  acquisition  expenses  on  proportional  treaties  are  generally  based  upon  reports
received from cedants and brokers, supplemented by the Company’s own estimates of premiums written and commission and other acquisition expenses for
which ceding company reports have not been received. Premium and acquisition expense estimates are determined at the individual treaty level based upon
contract  provisions.  The  determination  of  estimates  requires  a  review  of  the  Company’s  experience  with  cedants,  a  thorough  understanding  of  the
individual characteristics of each line of business and the ability to project the impact of current economic indicators on the volume of business written and
ceded by the Company’s cedants. Estimates for premiums and commission and other acquisition expenses are updated continuously as new information is
received from the cedants. Differences between such estimates and actual amounts are recorded in the period in which estimates are changed or the actual
amounts are determined.

Assessing whether or not a reinsurance contract meets the condition for risk transfer requires judgment. The determination of risk transfer is critical to
reporting premiums written and is based, in part, on the use of actuarial and pricing models and assumptions. If we determine that a reinsurance contract
does not transfer sufficient risk, we account for the contract as a deposit liability rather than a premium written.

Acquisition  expenses  represent  the  costs  of  writing  business  that  vary  with,  and  are  primarily  related  to,  the  production  of  the  business.  Acquisition
expenses that are related to successful contracts are deferred and recognized as expense over the same period in which the related premiums are earned.
Only certain expenses incurred in the successful acquisition of new and renewal insurance contracts are capitalized. Those expenses include incremental
direct costs of contract acquisition that result directly from and are essential to the contract transaction and would not have been incurred had the contract
transaction not occurred. All other acquisition-related expenses, such as costs incurred for soliciting business, administration, and unsuccessful acquisition
or renewal efforts are charged to expense as incurred. Administrative expenses, including rent, depreciation, occupancy, equipment, and all other general
overhead expenses are considered indirect and are expensed as incurred.

43

The Company considers anticipated investment income in determining the recoverability of these deferred costs and believes they are fully recoverable.
A  premium  deficiency  is  recognized  if  the  sum  of  anticipated  losses  and  loss  adjustment  expenses,  unamortized  acquisition  expenses  and  anticipated
investment income exceed unearned premium.

Fair Value of Financial Instruments

Please refer to "Notes to Consolidated Financial Statements - Note 5. Fair Value of Financial Instruments" included under Item 8 "Financial Statements
and Supplementary Data" of this Annual Report on Form 10-K on page F-26 for a discussion on the fair value methodology and valuation techniques used
by the Company to determine the fair value of the financial instruments held at December 31, 2019 and 2018.

Other-Than-Temporary Impairment ("OTTI") of Investments

Please refer to "Notes to Consolidated Financial Statements - Note 2. Significant Accounting Policies" included under Item 8 "Financial Statements and
Supplementary Data" of this Annual Report on Form 10-K on page F-12 for a discussion on the OTTI evaluation performed by the Company. For the year
ended December 31, 2019, the Company recognized $0.2 million of OTTI losses in its results of operation (2018 - $5.8 million). Please refer to "Notes to
Consolidated Financial Statements - Note 4. Investments" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on
Form 10-K on page F-21 for further details.

44

Results of Operations

The following table sets forth our selected Consolidated Statement of Income data for each of the years indicated:

For the Year Ended December 31,

2019

2018

Gross premiums written

Net premiums written

Net premiums earned

Other insurance revenue

Net loss and LAE

Commission and other acquisition expenses

General and administrative expenses(1)
Underwriting loss(2)
Other general and administrative expenses(1)
Net investment income

Net realized gains (losses) on investment

Total other-than-temporary impairment losses

Foreign exchange and other gains

Interest and amortization expenses

Income tax benefit (expense)

Net loss from continuing operations

Loss from discontinued operations, net of income tax

Income attributable to noncontrolling interests

Dividends on preference shares

Net loss attributable to Maiden common shareholders

Ratios

Net loss and LAE ratio(3)
Commission and other acquisition expense ratio(4)
General and administrative expense ratio(5)
Expense ratio(6)

Combined ratio(7)

  $

  $

  $

($ in thousands)
  $

(528,593)

  $

  $

(531,850)

447,762

2,841

(452,829)

(169,760)

(11,767)

(183,753)

(35,451)

97,837

27,860

(165)

2,719

(19,320)

911

(109,362)

(22,541)

—  

—  

  $

(131,903)

  $

2,017,798

2,014,597

2,026,202

9,681

(1,880,121)

(654,740)

(21,241)

(520,219)

(43,699)

136,285

(1,529)

(5,832)

4,461

(19,318)

(441)

(450,292)

(94,113)

(219)

(25,636)

(570,260)

100.5%  

37.6%  

10.5%  

48.1%  

148.6%  

92.3%

32.2%

3.2%

35.4%

127.7%

(1)

(2)

(3)
(4)
(5)
(6)
(7)

Underwriting related general and administrative expenses is a non-GAAP measure. Please refer to "General and Administrative Expenses" below for additional information related to these
corporate expenses and the reconciliation to those presented in our Consolidated Statements of Income.
Underwriting loss is a non-GAAP measure and is calculated as net premiums earned plus other insurance revenue less net loss and LAE, commission and other acquisition expenses and
general and administrative expenses directly related to underwriting activities.
Calculated by dividing net loss and LAE by the sum of net premiums earned and other insurance revenue.
Calculated by dividing commission and other acquisition expenses by the sum of net premiums earned and other insurance revenue.
Calculated by dividing all general and administrative expenses by the sum of net premiums earned and other insurance revenue.
Calculated by adding together commission and other acquisition expense ratio and general and administrative expense ratio.
Calculated by adding together net loss and LAE ratio and the expense ratio.

45

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
 
 
 
 
 
The discussion below is a comparison of our operating results for the years ended December 31, 2019 and 2018:

Net Loss

Net loss attributable to Maiden common shareholders for the year ended December 31, 2019 was $131.9 million compared to net loss  attributable  to
Maiden common shareholders of $570.3 million for the same period in 2018. The net improvement in results for the year ended December 31, 2019
compared to the same period in 2018 was primarily due to the following:

• net loss from continuing operations of $109.4 million compared to net loss from continuing operations of $450.3 million for the same period in 2018

largely due to the following factors:

• underwriting loss of $183.8 million compared to underwriting loss of $520.2 million during the year ended December 31, 2018 which resulted in a
combined ratio of 148.6% compared to 127.7% in the prior period. The reduction in the underwriting loss and the increased combined ratio was
principally due to the impact of:

◦

adverse prior year loss development of $112.5 million or 25.0 percentage points in 2019 compared to $403.2 million or 19.8 percentage points
for the same period in 2018 incurred primarily within the AmTrust Reinsurance segment for each respective period. The adverse development
of $112.5 million in 2019 included $113.0 million of losses covered under the LPT/ADC Agreement which has been recorded in the balance
sheet as a deferred gain on retroactive reinsurance but will ultimately be recoverable;

◦ higher  loss  ratios  for  current  year  premiums  earned  during  2019  primarily  within  the  AmTrust  Reinsurance  segment  (which  excludes  the
Terminated  Business  under  the  Partial  Termination  Amendment)  which  caused  significant  changes  in  the  mix  of  business  being  earned
in 2019 compared to 2018 for the remaining in-force business; and

◦

increased ceding commission rates payable which increased by five percentage points for the remaining in-force business immediately prior
to  January  1,  2019  (excluding  Terminated  Business)  and  related  unearned  premium  as  of  January  1,  2019  under  the  Partial  Termination
Amendment with AmTrust (impact of approximately $18.7 million).

• realized gains on investment of $27.9 million  for  the  year  ended  December  31,  2019  compared  to  realized  losses  of  $1.5 million  for  the  same

period in 2018 and impairment losses in investments of $0.2 million for the year ended December 31, 2019 compared to $5.8 million in 2018.

• net loss from discontinued operations of $22.5 million compared to a net loss from discontinued operations of $94.1 million in 2018 primarily as a
result of the Settlement and Commutation Agreement entered into between the Company and Enstar on July 31, 2019 which caused a net additional
loss of $16.7 million to be recognized. The 2018 loss from discontinued operations included the impairment of goodwill and intangible assets of
$74.2 million that was recognized due to the sale of Maiden US partly offset by the proceeds of the sale of the Renewal Rights of $7.5 million; and

• no dividends were paid to preference shareholders during the year ended December 31, 2019 compared to $25.6 million of dividends paid in 2018.

Our Board of Directors have not declared dividends on any of our Preference Shares since the fourth quarter of 2018.

Net Premiums Written

The table below compares net premiums written by our reportable segments, reconciled to the total consolidated net premiums written, for the years

ended December 31, 2019 and 2018:

For the Year Ended December 31,

2019

2018

Change in

($ in thousands)
Diversified Reinsurance

AmTrust Reinsurance

Total

Total

% of Total

Total

% of Total

$

  $

  $

49,151  

(581,001)  

(531,850)  

(9.3)%   $

129,319  

6.4%   $

(80,168)  

109.3 %  

1,885,278  

93.6%  

(2,466,279)  

100.0 %   $

2,014,597  

100.0%   $

(2,546,447)  

%

(62.0)%

(130.8)%

(126.4)%

Net premiums written for the year ended December 31, 2019 decreased significantly compared to 2018 due to the following:

• Premiums  written  in  the  Diversified  Reinsurance  segment  decreased  by  $80.2 million  or  62.0%  due  to  non-renewals  in  our  European  Capital

Solutions business combined with lower premiums written in German Auto programs within our IIS business; and

• Premiums written in the AmTrust Reinsurance segment decreased significantly due to the termination of both the AmTrust Quota Share and the
European Hospital Liability Quota Share effective January 1, 2019, therefore no new business has been written in this segment during 2019. The
negative  premiums  written  for  the  AmTrust  Reinsurance  segment  are  primarily  the  result  of  the  Partial  Termination  Amendment  resulted  in
Maiden Reinsurance returning approximately $648.0 million in unearned premium to AII, or $436.8 million net of applicable ceding commission
and brokerage.

Please refer to the analysis below of our Diversified Reinsurance and AmTrust Reinsurance segments for further details.

46

 
 
 
 
 
 
 
 
 
 
Net Premiums Earned

Net premiums earned decreased by $1.6 billion or 77.9% for the year ended December 31, 2019 compared to the same period in 2018. The table below
compares net premiums earned by our reportable segments, reconciled to the total consolidated net premiums earned, for the years ended December  31,
2019 and 2018:

Change in

$
(28,796)  

For the Year Ended December 31,

2019

2018

($ in thousands)
Diversified Reinsurance

AmTrust Reinsurance

Total

Total

% of Total

Total

% of Total

  $

  $

83,691  

364,071  

447,762  

18.7%   $

81.3%  

112,487  

1,913,715  

5.5%   $

94.5%  

(1,549,644)  

100.0%   $

2,026,202  

100.0%   $

(1,578,440)  

%
(25.6)%

(81.0)%

(77.9)%

Net premiums earned in the AmTrust Reinsurance segment for the year ended December 31, 2019 decreased by $1.5 billion  or  81.0%  compared  to
2018 due to the terminations of the AmTrust Quota Share and the European Hospital Liability Quota Share effective January 1, 2019. Please refer to the
analysis of our AmTrust Reinsurance segment on page 51 for further discussion.

Net premiums earned in our Diversified Reinsurance segment for the year ended December 31, 2019 decreased by $28.8 million or 25.6% compared to
the same period in 2018 driven by reductions in the quota share for German Auto Programs within our IIS business caused by a lower quota share cession
percentage which declined from 65% in 2018 to 50% in 2019. Please refer to the analysis of our Diversified Reinsurance segment on page 50 for further
discussion.

Other Insurance Revenue

All of our Other Insurance Revenue is produced by our Diversified Reinsurance segment. Please refer to the analysis of our Diversified Reinsurance

segment on page 50 for further discussion.

Net Investment Income, Net Realized Gains on Investment and Net Impairment Losses Recognized in Earnings

Net investment income decreased by $38.4 million or 28.2% compared to 2018, primarily due to the decline in average investable assets of 11.5%. The
decline  in  investable  assets  is  due  to  the  lack  of  active  reinsurance  underwriting  which  has  materially  reduced  our  revenues  and  is  responsible  for
significant negative operating cash flows as we run-off our existing reinsurance liabilities. This was also driven by the decline in average book yields to
2.7% for the year ended December 31, 2019 compared to 3.3% in 2018.

The following table details the Company's average investable assets and average book yield for the year ended December 31, 2019 compared to the

same period in 2018:

For the Year Ended December 31,

Average investable assets(1)
Average book yield(2)

2019

2018

  $

($ in thousands)
  $

3,679,285

2.7%  

4,158,154

3.3%

(1) The average of our total investments, cash, restricted cash and cash equivalents, funds withheld and loan to related party held during the year.
(2) Ratio of net investment income over average investable assets at fair value.

Net  Realized  Gains  on  Investment  -  Net  realized  gains  on  investment  were  $27.9 million  for  the  year  ended  December  31,  2019,  compared  to  net
realized losses on investment of $1.5 million for the same period in 2018. The realized gains for the year ended December 31, 2019 were primarily driven
by sales of fixed maturities during the second quarter of 2019 in anticipation of completing and funding the LPT/ADC Agreement with Enstar as well as
sales of fixed maturities during the third quarter of 2019 for the settlement of the Commutation Payment to AmTrust.

Net Impairment Losses Recognized in Earnings - The Company recognized $0.2 million of OTTI losses in earnings for the year ended December 31,

2019 compared to $5.8 million for the year ended December 31, 2018.

Net Loss and Loss Adjustment Expenses

Net loss and LAE decreased by $1.4 billion, or 75.9%, during the year ended December 31, 2019 compared to the same period in 2018 largely due to

the termination of the AmTrust Quota Share and European Hospital Liability Quota Share agreements and Commutation and Release Agreement.

The loss ratio was impacted by net adverse prior year reserve development of $112.5 million or 25.0 percentage points during 2019 compared to $403.2
million or 19.8 percentage points during 2018. This development, which is discussed in greater detail in the individual segment discussion and analysis,
was primarily in our AmTrust Reinsurance segment where significant reserve strengthening occurred in both respective periods. The adverse development
of $112.5 million in 2019 included $113.0 million of losses covered under the LPT/ADC Agreement that has been recorded in the Consolidated Balance
Sheet as a deferred gain on retroactive reinsurance but will ultimately be recoverable.

The net loss and LAE ratio increased to 100.5% for the year ended December 31, 2019 compared to 92.3% for 2018 due to significant reduction in net

premiums earned resulting mainly from the termination of the AmTrust Quota Share and European Hospital Liability Quota Share.

47

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Commission and Other Acquisition Expenses

Commission and other acquisition expenses decreased by $485.0 million or 74.1% for the year ended December  31,  2019 compared to 2018  due  to

significantly lower earned premiums in both of our reportable segments.

Under the Partial Termination Amendment with AmTrust, Maiden Reinsurance agreed to pay five additional percentage points of ceding commission
with respect to in-force remaining business (excluding Terminated Business) and related unearned premium over the term of the contract which increased
commissions  by  approximately  $18.7 million  for  the  year  ended  December  31,  2019.  As  a  result,  the  commission  and  other  acquisition  expense  ratio
increased  to  37.6%  for  the  year  ended  December  31,  2019 compared to 32.2%  for  2018  driven  by  this  increase  in  ceding  commission  fees  payable  to
AmTrust as of January 1, 2019.

General and Administrative Expenses

General and administrative expenses include expenses which are segregated for analytical purposes as a component of underwriting income. General

and administrative expenses comprise:    

For the Year Ended December 31,

General and administrative expenses – segments

General and administrative expenses – corporate

Total general and administrative expenses

2019

2018

($ in thousands)

11,767   $

35,451  

47,218   $

21,241

43,699

64,940

  $

  $

Total general and administrative expenses decreased by $17.7 million, or 27.3%, for the year ended December 31, 2019 compared to 2018. The general
and administrative expense ratio increased to 10.5% for the years ended December 31, 2019 from 3.2% for the year ended December 31, 2018 as a result of
significantly lower earned premiums compared to the prior period due to the Final AmTrust QS Terminations effective January 1, 2019 and non-renewals
within our International business in the Diversified Reinsurance segment.

The decreased corporate expenses for the year ended December 31, 2019 compared to 2018 were largely due to significant non-recurring compensation
benefits  of  $5.5  million  paid  under  certain  executive  separation  agreements  in  2018,  as  well  as  lower  salary,  benefits  and  other  corporate  expenses
associated with the Strategic Review and related headcount reductions since late 2018.

Interest and Amortization Expenses

The interest and amortization expenses related to the outstanding senior notes issued by Maiden Holdings in 2016 and Maiden NA in 2013 ("Senior
Notes") were $19.3 million for the years ended December 31, 2019 and 2018, respectively. Please refer to "Notes to Consolidated Financial Statements -
Note 7 — Long-Term Debt" included under Item 8 "Financial Statements and Supplementary Data" of this Form 10-K for further details on the Senior
Notes. The weighted average effective interest rate for the Senior Notes was 7.6% for the years ended December 31, 2019 and 2018, respectively.

Foreign Exchange and Other Gains

Net foreign exchange and other gains of $2.7 million during the year ended December 31, 2019 were realized compared to net foreign exchange and
other gains  of  $4.5 million realized  in  2018. 2019  included  other  gains  of  $4.3 million  due  to  proceeds  received  from  the  sale  of  AVS  and  its  related
European subsidiaries to Allianz Partners on January 10, 2019. Excluding the gain of $4.3 million  related  to  the  sale  of  AVS  and  $0.1 million  of  other
gains, net foreign exchange losses of $1.7 million were realized during the year ended December 31, 2019 due to the impact of the recent weakening of the
U.S. dollar on the re-measurement of net loss reserves and related liabilities denominated in British pound and euro.

Net foreign exchange gains of $4.5 million for the year ended December 31, 2018 were primarily attributable to the impact of the strengthening of the

U.S. dollar on the re-measurement of net loss reserves and related liabilities mainly denominated in euro and British pound.

Income Tax (Benefit) Expense

The Company recorded an income tax benefit of $0.9 million and an income tax expense of $0.4 million for the years ended December 31, 2019 and
2018, respectively. These amounts relate to income tax incurred on the earnings and income tax benefits generated on the losses of our US and international
subsidiaries. The effective rate of income tax was (0.8)% for the year ended December 31, 2019 compared to 0.1% for the year ended December 31, 2018.

Dividends on Preference Shares

For the year ended December 31, 2019, no dividends were paid to preference shareholders compared to $25.6 million  of  preference  share  dividends
declared and paid for the same period in 2018. Our Board of Directors have not declared any dividends since the fourth quarter of 2018. Please refer to
"Notes to Consolidated Financial Statements - Note 13 — Shareholders’ Equity" included under Item 8 "Financial Statements and Supplementary Data" of
this Annual Report on Form 10-K for further details on our preference shares.

48

 
 
 
 
 
Underwriting Results by Reportable Segment

Diversified Reinsurance Segment

The  underwriting  results  and  associated  ratios  for  our  Diversified  Reinsurance  segment  for  the  years  ended  December  31,  2019  and  2018  were  as

follows:

For the Year Ended December 31,

2019

2018

Gross premiums written

Net premiums written

Net premiums earned

Other insurance revenue

Net loss and LAE

Commission and other acquisition expenses

General and administrative expenses

Underwriting loss

Ratios

Net loss and LAE ratio

Commission and other acquisition expense ratio

General and administrative expense ratio

Expense ratio

Combined ratio

  $

  $

  $

($ in thousands)
  $

52,408

  $

  $

49,151

83,691

2,841

(49,905)

(29,898)

(8,872)

  $

(2,143)

  $

57.7%  

34.5%  

10.3%  

44.8%  

102.5%  

131,518

129,319

112,487

9,681

(71,441)

(38,749)

(17,396)

(5,418)

58.5%

31.7%

14.2%

45.9%

104.4%

The combined ratio for the year ended December 31, 2019 decreased to 102.5% compared to 104.4% in 2018 as discussed in the respective sections on

net loss, commissions and administrative expenses below.

Premiums - Gross premiums written decreased by $79.1 million, or 60.2% for the year ended December 31, 2019 compared to 2018 primarily due to
non-renewals and terminated contracts pursuant to contractual provisions in our European Capital Solutions business resulting from the downgrade and
subsequent  withdrawal  of  Maiden  Reinsurance's  credit  rating;  and  a  lower  quota  share  cession  percentage  from  German  auto  programs  within  our  IIS
business which declined from 65% in 2018 to 50% in 2019.

Net premiums written for the year ended December 31, 2019 decreased by $80.2 million or 62.0% mainly due to non-renewals in our European Capital

Solutions business for 2019 and lower net premiums written in our German Auto programs due to a lower quota share percentage as discussed above.

Net premiums earned decreased by $28.8 million, or 25.6%, during the year ended December 31, 2019 compared to the same period in 2018 primarily
due to lower earned premiums from German Auto programs caused by lower quota share cessions and non-renewals within our European Capital Solutions
business in line with the reasons discussed above.

Other Insurance Revenue - Other insurance revenue, which represents fee income from our IIS business that is not directly associated with premium
revenue assumed by the Company as well as other income earned from transitional services relating to the sale of Maiden US, decreased by $6.8 million or
70.7% to $2.8 million for the year ended December 31, 2019  compared  to  the  same  period  in  2018.  This  was  primarily  due  to  the  sale  of  AVS  and  its
subsidiaries on January 10, 2019 as a substantial portion of our fee income was generated by AVS and its subsidiaries in Germany and Austria through its
point of sale producers in select OEM's dealerships.

The table below shows other insurance revenue by source for the years ended December 31, 2019 and 2018:    

For the Year Ended December 31,

2019

2018

Change

Change

International

Other income

Total Diversified Reinsurance
NM - not meaningful

($ in thousands)

  $

  $

1,673   $

1,168  

2,841   $

9,681   $

—  

9,681   $

(8,008)  

1,168  

(6,840)  

%
(82.7)%

NM

(70.7)%

49

 
 
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
Net Loss and Loss Adjustment Expenses - Net loss and LAE decreased by $21.5 million, or 30.1%, for the year ended December 31, 2019 compared to
2018. Net loss and LAE ratios were 57.7% and 58.5% for the years ended December 31, 2019 and 2018, respectively. The net loss and LAE ratio decreased
by 0.8 points for the year ended December 31, 2019 compared to the same period in 2018. The 2019 loss ratio was impacted by favorable prior year loss
development  which  was  $1.5  million  or  1.7  percentage  points  during  2019,  compared  to  the  impact  of  adverse  development  of  $2.3  million  or  1.9
percentage  points  on  the  loss  ratio  in  2018.  The  2019  development  was  driven  by  favorable  experience  in  German  Auto  programs  and  facultative
reinsurance  run-off  lines.  The  2018  development  was  due  to  adverse  development  in  facultative  reinsurance  run-off  lines  partially  offset  by  favorable
development in International auto programs.

The impact on the net loss and LAE ratios should be considered in conjunction with the commission and other acquisition expense ratio as changes to
either ratio can be effected by the changes in the mix of business and the impact of the increase in the commission and other acquisition expense rates on
pro-rata  contracts  with  loss  sensitive  features.  As  a  result  of  these  factors,  as  well  as  the  impact  on  the  loss  ratio  described  above,  the  combined  ratio
decreased by 1.9 points for the year ended December 31, 2019 compared to 2018.

Commission and Other Acquisition Expenses - Commission and other acquisition expenses decreased by $8.9 million, or 22.8%, for the year ended
December 31, 2019 compared to 2018 primarily due to the decline in earned premiums. The commission and other acquisition expense ratios increased 2.8
percentage points to 34.5% for the year ended December 31, 2019 compared to 31.7% for 2018 primarily due to the change in the mix of pro rata versus
excess of loss premiums written during the year. Please refer to the reasons for the changes in the combined ratio discussed in the preceding paragraph.

General and Administrative Expenses - General and administrative expenses decreased by $8.5 million, or 49.0%, for the year ended December 31,
2019 compared to 2018. The general and administrative expense ratio decreased to 10.3% for the year ended December 31, 2019 compared to 14.2% for
the year ended December 31, 2018 as a result of the Company's sale of AVS and its subsidiaries on January 10, 2019, which caused lower compensation
costs, legal and other professional fees incurred compared to the prior period. The decline in related expenses is in line with decreased  other  insurance
revenue due to the sale of AVS in 2019.

The overall expense ratio (including commission and other acquisition expenses) was 44.8% and 45.9% for the years ended December 31, 2019  and

2018, respectively.

AmTrust Reinsurance Segment

The AmTrust Reinsurance segment reported an underwriting loss of $181.3 million for the year ended December 31, 2019 compared to $513.1 million
for the year ended December 31, 2018. The underwriting loss was primarily driven by significantly lower earned premiums combined with the impact of
significantly higher initial current year loss ratios, and higher commissions paid for premiums earned during the year ended December 31, 2019.

The underwriting results and associated ratios for the AmTrust Reinsurance segment for the years ended December 31, 2019 and 2018 were as follows:

For the Year Ended December 31,

2019

2018

Gross premiums written

Net premiums written

Net premiums earned

Net loss and LAE

Commission and other acquisition expenses

General and administrative expenses

Underwriting loss

Ratios

Net loss and LAE ratio

Commission and other acquisition expense ratio

General and administrative expense ratio

Expense ratio

Combined ratio

50

  $

  $

  $

($ in thousands)
  $

(581,001)

  $

  $

(581,001)

364,071

(402,612)

(139,862)

(2,895)

  $

(181,298)

  $

110.6%  

38.4%  

0.8%  

39.2%  

149.8%  

1,886,280

1,885,278

1,913,715

(1,806,995)

(615,991)

(3,845)

(513,116)

94.4%

32.2%

0.2%

32.4%

126.8%

 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
The combined ratio increased by 23.0 percentage points to 149.8% for the year ended December 31, 2019 compared to 126.8% during the same period

in 2018 due to the following factors:

•

•

•

impact of adverse prior year loss development which was $113.7 million or 31.3 percentage points during 2019 compared to $399.2 million  or
20.9  points  during  2018.  Adverse  development  of  $113.7  million  in  2019  included  $113.0  million  of  losses  covered  under  the  LPT/ADC
Agreement  that  has  been  recorded  in  the  Consolidated  Balance  Sheet  as  a  deferred  gain  on  retroactive  reinsurance  but  will  ultimately  be
recoverable.

◦ Prior year adverse development in 2019 was primarily driven by Commercial Auto Liability of $118.5 million and General Liability of
$116.7 million primarily from accident years 2014 to 2018, partly offset by favorable development in Workers Compensation of $113.0
million primarily from accident years 2016 to 2018; and

◦ Prior year adverse development in 2018 was largely due to Workers' Compensation, primarily driven by accident years 2014 to 2016 due
to  an  increased  expectation  of  loss  development  at  later  maturities.  Other  significant  adverse  loss  development  occurred  in  European
Hospital  Liability,  General  Liability  and  Commercial  Auto  lines  where  elevated  loss  activity  had  been  observed.    The  adverse  loss
development in European Hospital Liability was partly caused by the failure of the Italian government to implement a law passed in April
2017 which was expected to reduce medical malpractice costs, and also by a reduced expectation with regards to the ultimate amount of
no-payment claims.

higher loss ratios for current year premiums earned during the year primarily due to the Partial Termination Amendment which caused significant
changes in the mix of business being earned in 2019 compared to 2018. These changes resulted in a higher current year loss ratio for the remaining
in-force business; and

increase in the ceding commission rates payable which increased by five percentage points for the remaining in-force business immediately prior
to  January  1,  2019  (excluding  Terminated  Business)  and  related  unearned  premium  as  of  January  1,  2019  under  the  Partial  Termination
Amendment which increased commissions by approximately $18.7 million for the year ended December 31, 2019.

Premiums - Gross and net premiums written decreased significantly during the year ended December 31, 2019 compared to the same period in 2018

reflecting the Final AmTrust QS Terminations as of January 1, 2019, therefore no new business has been written under these contracts during 2019. 

Gross  and  net  premiums  written  also  decreased  for  the  year  ended  December  31,  2019  compared  to  the  same  period  in  2018  due  to  the  Partial
Termination  Amendment  with  AmTrust  which  resulted  in  Maiden  Reinsurance  returning  approximately  $648.0 million  in  unearned  premium  to  AII,  or
approximately $436.8 million  net  of  applicable  ceding  commission  and  brokerage  causing  negative  premiums  written  for  the  year  ended  December  31,
2019.

The table below shows net premiums written by category for the years ended December 31, 2019 and 2018:

For the Year Ended December 31,

2019

2018

Change in

Total

  % of Total

Total

  % of Total

$

%

($ in thousands)

Net Premiums Written
Small Commercial Business

Specialty Program

  $

(324,311)  

55.8%   $

1,092,615  

57.9%   $

(1,416,926)  

Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

  $

(25,869)  

(230,821)  

(581,001)  

4.5%  

39.7%  

336,847  

455,816  

17.9%  

24.2%  

(362,716)  

(686,637)  

100.0%   $

1,885,278  

100.0%   $

(2,466,279)  

(129.7)%

(107.7)%

(150.6)%

(130.8)%

Net premiums earned decreased by $1.5 billion, or 81.0% for the year ended December 31, 2019 compared to the same period in 2018 mainly due to
the terminations of the AmTrust Quota Share and European Hospital Liability Quota Share as of January 1, 2019. The table below details net premiums
earned by category for the years ended December 31, 2019 and 2018:

For the Year Ended December 31,

2019

2018

Change in

($ in thousands)

Net Premiums Earned
Small Commercial Business

Specialty Program

Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

Total

  % of Total

Total

  % of Total

$

%

  $

  $

91,723  

138,380  

133,968  

364,071  

25.2%   $

1,167,581  

61.0%   $

(1,075,858)  

38.0%  

36.8%  

345,805  

400,329  

18.1%  

20.9%  

(207,425)  

(266,361)  

100.0%   $

1,913,715  

100.0%   $

(1,549,644)  

(92.1)%

(60.0)%

(66.5)%

(81.0)%

51

 
 
 
 
 
 
 
 
   
 
   
 
   
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
 
 
Net Loss and Loss Adjustment Expenses - Net loss and LAE decreased by $1.4 billion, or 77.7%, for the year ended December 31, 2019 compared to
the same period in 2018 due to significantly lower earned premiums as a result of the recent termination of both quota share agreements with AmTrust. Net
loss and LAE ratios increased to 110.6% for the year ended December 31, 2019 compared to 94.4% for 2018.

During the year ended December 31, 2019, the net loss and LAE ratio increased by 16.2 points compared to 2018 due to the following factors:

•

the impact of adverse  prior  year  loss  development  which  was  $113.7 million  or  31.3  points  during  2019,  compared  to  $399.2  million  or  20.9
points during 2018. Adverse development of $113.7 million in 2019 included $113.0 million of losses covered under the LPT/ADC Agreement
that has been recorded in the Consolidated Balance Sheet as a deferred gain on retroactive reinsurance but will ultimately be recoverable.

• The adverse prior year loss development in 2019 was driven by Commercial Auto Liability of $118.5 million and General Liability of
$116.7 million primarily from accident years 2014 to 2018, partly offset by favorable development in Workers Compensation of $113.0
million primarily from accident years 2016 to 2018; and

• The adverse prior year loss development in 2018 was largely from Workers Compensation, driven by accident years 2014 to 2016 due to
an  increased  expectation  of  loss  development  at  later  maturities.  Other  significant  adverse  loss  development  occurred  in  European
hospital  liability,  and  General  Liability  and  Commercial  Auto  lines  where  elevated  loss  activity  had  been  observed.  The  adverse  loss
development in European hospital liability was partly caused by the failure of the Italian government to implement a law passed in April
2017 which was expected to reduce medical malpractice costs, and also by a reduced expectation with regards to the ultimate amount of
no-payment claims.

•

higher current year loss ratios for for the remaining in-force business due to the Partial Termination Amendment which caused significant changes
in the mix of business being earned in 2019 compared to 2018.

Commission and Other Acquisition Expenses - Commission and other acquisition expenses decreased by $476.1 million, or 77.3%, for the year ended
December 31, 2019 compared the same period in 2018 due to significantly lower earned premiums as a result of terminating both quota share agreements
with AmTrust effective January 1, 2019.

Under the Partial Termination Amendment with AmTrust, Maiden Reinsurance agreed to pay five additional percentage points of ceding commission
with respect to the remaining in-force business immediately prior to January 1, 2019 (excluding Terminated Business) and related unearned premium over
the term of the contract which increased commissions by approximately $18.7 million for the year ended December 31, 2019. As a result, the commission
and other acquisition expense ratio increased to 38.4% for the year ended December 31, 2019 compared to 32.2% in 2018.

General  and  Administrative  Expenses  -  General  and  administrative  expenses  decreased  slightly  by  $1.0  million,  or  24.7%,  for  the  year  ended
December  31,  2019  compared  to  the  same  period  in  2018.  The  general  and  administrative  expense  ratio  increased  to  0.8%  for  the  years  ended
December 31, 2019 compared to 0.2% in 2018 as a result of significantly lower earned premiums due to the termination of both quota share agreements
with  AmTrust  as  of  January  1,  2019.  The  overall  expense  ratio  (including  commission  and  other  acquisition  expenses)  increased  to  39.2% for the year
ended December 31, 2019 compared to 32.4% in 2018 primarily due to the higher ceding commission rates discussed above.

52

Liquidity and Capital Resources

Liquidity

Maiden Holdings is a holding company and transacts no business of its own. We therefore rely on cash flows in the form of dividends, advances, loans
and  other  permitted  distributions  from  our  subsidiaries  to  pay  expenses  and  make  dividend  payments  on  our  common  and  preference  shares.  The
jurisdictions  in  which  our  operating  subsidiaries  are  licensed  to  write  business  impose  regulations  requiring  companies  to  maintain  or  meet  statutory
solvency and liquidity requirements and also place restrictions on the declaration and payment of dividends and other capital distributions.

As of December 31, 2019, the Company had investable assets of $2.8 billion compared to $4.6 billion as of December 31, 2018. Investable assets are
the combined total of our investments, cash and cash equivalents, loan to a related party and funds withheld receivable. The decrease in investable assets is
primarily  the  result  of  significant  negative  operating  cash  flows  during  2019,  particularly  as  a  result  of  certain  contract  terminations  and  strategic
transactions  that  have  occurred  during  the  year  that  required  the  disbursement  of  cash  and  investments.  As  discussed  previously  in  the  "Item  7  -
Management's Discussion and Analysis of Financial Condition and Results of Operations - Overview" section, the most significant of these transactions
are:

•

•

•

•

the Partial Termination Amendment with AII became effective January 1, 2019 and we transferred cash and investments totaling $436.8 million to
AII for the return of unearned premium, net of applicable ceding commissions;

on January 30, 2019, Maiden Reinsurance and AmTrust agreed to terminate on a run-off basis (i) the remaining business under the AmTrust Quota
Share with AII; and (ii) the European Hospital Liability Quota Share with AEL and AIU DAC. Both terminations were effective on January 1, 2019;

the Commutation and Release Agreement, which was effective July 31, 2019. On August 12, 2019, as part of this agreement, we transferred cash
and investments of $312.8 million to AII which was the sum of the net ceded reserves of $330.7 million with respect to the Commuted Business as
of December 31, 2018 less payments in the amount of $17.9 million made by Maiden Reinsurance with respect to the Commuted Business from
January 1, 2019 through July 31, 2019. Maiden Reinsurance paid AII approximately $6.3 million in interest related to the Commutation Payment
premium, calculated at the rate of 3.30% per annum from January 1, 2019 through August 12, 2019; and

the LPT/ADC Agreement, which was dated as of July 31, 2019. Under this agreement, Cavello assumed the loss reserves as of December 31, 2018
associated with the AmTrust Quota Share in excess of an approximately $2.2 billion retention up to $600.0 million, in exchange for a retrocession
premium  of  $445.0  million  which  we  fully  paid  in  cash  and  transferred  to  Cavello  on  August  12,  2019.  Maiden  Reinsurance  paid  Cavello
approximately $7.3 million in interest related to the LPT/ADC Agreement premium, calculated at the rate of 2.64% per annum from January 1, 2019
through August 12, 2019.

During 2018 and 2019, Maiden Reinsurance did not pay any dividends to Maiden Holdings and Maiden NA. Prior to its re-domestication to Vermont,
Maiden  Reinsurance  had  voluntarily  undertaken  with  the  BMA  not  to  make  capital  distributions  of  any  kind,  including  the  payment  of  any  dividends,
without  the  express  consent  of  the  BMA.  Prior  to  its  re-domestication,  the  amount  of  dividends  that  could  be  distributed  by  Maiden  Reinsurance  was
limited by Bermuda law and Bermuda regulatory requirements. Maiden Reinsurance was required to maintain certain measures of solvency and liquidity in
accordance  with  the  BSCR.  Maiden  Reinsurance  was  also  restricted  from  paying  dividends  that  would  result  in  either  Maiden  Reinsurance  failing  to
comply  with  the  ECR  as  calculated  based  on  the  BSCR  or  cause  Maiden  Reinsurance  to  fail  to  meet  its  relevant  margins.  At  December  31,  2019,  the
statutory capital and surplus of Maiden Reinsurance under Bermuda regulation was $922.0 million.

As previously indicated, Maiden Reinsurance completed its re-domestication on March 16, 2020. The Vermont DFR will now also be the Company's
group supervisor. The re-domestication does not apply, however, to Maiden Holdings, which remains a Bermuda-based holding company. Prior to the re-
domestication of Maiden Reinsurance, pursuant to Bermuda law, the Company was required to ensure that the value of the group's assets exceeded the
amount of the group's liabilities by the aggregate minimum margin of solvency of each qualifying member of the group. We  were  required  to  maintain
available group capital and surplus at a level equal to or in excess of the Group ECR which is established by reference to either the Group BSCR model or
an approved group internal capital model. As of December 31, 2019, as a result of the transactions described above, we estimate that both the Company and
Maiden Reinsurance met and exceeded the respective MSM and ECR ratios as required by Bermuda insurance legislation.

We  expect  to  work  closely  with  the  Vermont  DFR  on  Maiden  Reinsurance's  longer  term  business  plan,  including  any  active  underwriting,  capital

management or other strategic initiatives. Certain initiatives may require prior approval as stipulated by Vermont law or the Vermont DFR.

Maiden Holdings has two Swedish domiciled operating subsidiaries, Maiden LF and Maiden GF, which are both regulated by the Swedish FSA. At
December 31, 2019, Maiden LF and Maiden GF each had a statutory capital and surplus of $10.2 million  and  $8.9 million,  respectively,  exceeding  the
amounts required to be maintained of $5.3 million and $3.0 million, respectively, at December 31, 2019. Maiden LF and Maiden GF are subject to statutory
and regulatory restrictions under the Swedish FSA that limit the maximum amount of annual dividends or distributions paid by Maiden LF and Maiden GF
to Maiden Holdings. At December 31, 2019, Maiden LF and Maiden GF are allowed to pay dividends or distributions not exceeding $1.0 million and $0.3
million, respectively. During the years ended December 31, 2019 and 2018, Maiden LF and Maiden GF did not pay any dividends to Maiden Holdings.

Maiden Holdings’ wholly owned U.K. subsidiary, Maiden Global, operates as a reinsurance services and holding company. Maiden Global is subject to

regulation by the U.K. Financial Conduct Authority (the "FCA"). At December 31, 2019, Maiden

53

Global is allowed to pay dividends or distributions not exceeding $4.1 million. During 2019 and 2018, Maiden Global paid dividends to Maiden Holdings
of $5.1 million and $1.0 million, respectively.

Operating, investing and financing cash flows

Our sources of funds historically have consisted of premium receipts net of commissions and brokerage, investment income, net proceeds from capital
raising  activities,  and  proceeds  from  sales,  maturities,  pay  downs  and  redemption  of  investments.  Cash  is  used  primarily  to  pay  loss  and  LAE,  ceded
reinsurance  premium,  general  and  administrative  expenses,  interest  expense  and  dividends,  with  the  remainder  in  excess  of  our  operating  requirements,
made available to our investment managers for investment in accordance with our investment policy.

Our  business  has  undergone  significant  changes  in  the  past  two  years.  As  previously  noted  above,  the  Strategic  Review  resulted  in  a  series  of
transactions that have materially reduced our balance sheet risk and have transformed our operations. As a result of the transactions entered into from the
Strategic Review, we are not engaged in any active underwriting of reinsurance business thus our net premiums written will continue to be materially lower
in 2020 and investment income will become a significantly larger portion of our total revenues. This has caused significant negative operating cash flow as
we run off the AmTrust Reinsurance reserves as shown in the table below. We expect this trend to continue going forward into 2020 and beyond.

We expect to use funds from cash and investment portfolios, collected premiums on reinsurance contracts in force or being run-off, investment income
and  proceeds  from  investment  sales  and  redemptions  to  meet  our  expected  claims  payments  and  operational  expenses.  The  premium  for  the  LPT/ADC
Agreement with Enstar and the Commutation and Release Agreement with AmTrust was paid from restricted cash and investments. Claim payments will
be principally from the run-off of existing reserves for losses and loss adjustment expenses. A significant portion of those liabilities are collateralized and
claim payments will be funded by using this collateral which should provide sufficient funding to fulfill those obligations. We generally expect negative
operating cash flows to be partly offset by positive investing cash flows. Overall, we continue to expect our cash flows to be sufficient to meet our cash
requirements and to operate our business.

At December 31, 2019 and 2018, unrestricted cash and cash equivalents and unrestricted fixed maturity investments were $435.0 million  and  $356.6

million, respectively. The table below summarizes our operating, investing and financing cash flows for the years ended December 31, 2019 and 2018:

For the Year Ended December 31,

2019

2018

Operating activities

Investing activities

Financing activities

Effect of exchange rate changes on foreign currency cash

Total (decrease) increase in cash, restricted cash and cash equivalents

Less: change in cash, restricted cash and cash equivalents of discontinued operations

($ in thousands)

  $

(1,142,601)   $

913,177  

(18)  

(382)  

(229,824)  

—  

Total change in cash, restricted cash and cash equivalents of continuing operations

  $

(229,824)   $

182,289

32,899

(68,033)

(1,556)

145,599

6,113

139,486

Cash Flows from Operating Activities

Cash flows used in operating activities for the year ended December 31, 2019 were $1.1 billion compared to cash flows provided by operating activities
of $182.3 million  for  the  year  ended  December  31,  2018,  a  decrease  of  $1.3 billion. Cash flows used in  discontinued  operations  were  $2.4  million  for
the year ended December 31, 2019 compared to $21.6 million in the year ended December 31, 2018. Cash flows used in continuing operating activities for
the  year  ended  December  31,  2019  were  $1.1 billion  compared  to  cash  flows  provided by  continuing  operations  of  $203.9  million  for  the  year  ended
December 31, 2018.

The significant decrease in operating cash flows from continuing operations was primarily the result of the termination of the AmTrust Quota Share,
including the Partial Termination Amendment and the Commutation and Release Agreement, and the termination of the European Hospital Liability Quota
Share, which significantly decreased gross premiums written in 2019 compared to 2018. The decrease in operating cash flows also includes the new funds
withheld  arrangement  with  AmTrust  in  2019. A total of $599.6 million  cash  and  cash  equivalents  was  transferred  to  AmTrust  as  a  result  of  the  Partial
Termination  Amendment  and  the  Commutation  and  Release  Agreement,  as  well  as  an  additional  $812.1  million  transferred  for  the  funds  withheld
arrangement and claims payments net of premium adjustments for the AmTrust Quota Share during the year ended December 31, 2019.

Cash Flows from Investing Activities

Cash flows from investing activities consist primarily of proceeds from the sales and maturities of investments and payments for investments acquired.
Net cash provided by investing activities was $913.2 million for the year ended December 31, 2019 compared to $32.9 million for the same period in 2018
primarily due to the sale of fixed maturity investments in the third quarter of 2019 which were made to settle the Commutation Payment of $312.8 million
and retrocession premium of $445.0 million under the LPT/ADC Agreement.

Cash flows used in discontinued operations was $6.1 million for the year ended December 31, 2019 compared to cash flows provided by discontinued

operations of $104.9 million for the same period in 2018. Cash flows provided by continuing

54

 
 
 
 
 
 
 
 
 
operations was $919.3 million for the year ended December 31, 2019 compared to cash flows used in continuing operations of $72.0 million for the same
period in 2018. For the year ended December 31, 2019, the proceeds from the sales, maturities and calls exceeded the purchases of fixed maturity securities
by $924.0 million compared to an outflow of $309.6 million for the same period in 2018. The net outflow in 2018 was reduced by the proceeds from the
sale of discontinued operations of $255.9 million.

Cash Flows from Financing Activities

Cash flows used in financing activities were $0.02 million for the year ended December 31, 2019 compared to $68.0 million  for  the  same  period  in
2018.  The  Company  did  not  have  any  capital  transactions  during  the  years  ended  December 31, 2019  or  2018.  No  dividends  were  paid  on  common  or
preference  shares  during  2019.  Prior  to  the  re-domestication  of  Maiden  Reinsurance  to  Vermont,  which  will  be  the  Company's  group  supervisor,  the
Company had voluntarily undertaken with the BMA not to make capital distributions of any kind, including the payment of any common or preference
share dividends, without the express consent of the BMA.

The cash outflow during the year ended December 31, 2018 primarily relates to dividends paid to holders of preference shares of $25.6 million  and

dividends paid to holders of common shares of $41.6 million.

Restrictions, Collateral and Specific Requirements

Maiden Reinsurance is generally required to post collateral security with respect to any reinsurance liabilities it assumes from ceding insurers domiciled
in the U.S. to obtain credit on their U.S. statutory financial statements with respect to reinsurance recoverables due to them. Consequently, cash and cash
equivalents and investments are pledged in favor of ceding companies to comply with relevant insurance regulations or contractual requirements.

At December 31, 2019  and  2018,  restricted  cash  and  cash  equivalents  and  fixed  maturity  investments  used  as  collateral  were  $1.5 billion  and  $4.0
billion, respectively. This collateral represents 77.6% and 91.9% of the fair value of our total fixed maturity investments and cash and cash equivalents
(including restricted cash and cash equivalents) at December 31, 2019 and 2018, respectively. The following table provides additional information on those
assets used as collateral at December 31, 2019 and 2018:

December 31,

($ in thousands)
Diversified Reinsurance

AmTrust Reinsurance

Other

Total

As a % of Consolidated Balance

Sheet captions

Restricted Cash & 
Equivalents
22,905

  $

2019

Fixed 
Maturities

Total

  $

67,709

  $

90,614

Restricted Cash & 
Equivalents
21,470

  $

2018

Fixed 
Maturities

  $

92,750

  $

36,176

1,380,963

1,417,139

—  

—  

—  

106,720

1,958

3,812,090

6,640

Total
114,220

3,918,810

8,598

  $

59,081

  $

1,448,672

  $

1,507,753

  $

130,148

  $

3,911,480

  $

4,041,628

100.0%  

78.9%  

79.6%  

100.0%  

96.2%  

96.3%

Maiden  Reinsurance  has  also  loaned  funds  to  AmTrust  totaling  $168.0 million  at  December  31,  2019  and  2018,  respectively,  to  partially  satisfy  its
collateral requirements with AII. Advances under the loan have been secured by promissory notes and the loan is carried at cost. On January 30, 2019, in
connection with the termination of the AmTrust Quota Share reinsurance agreements, the Company and AmTrust entered into an amendment to the Loan
Agreement between Maiden Reinsurance, AmTrust and AII, originally entered into on November 16, 2007, extending the maturity date to January 1, 2025
and  pursuant  to  which  the  parties  acknowledged  that  due  to  the  termination  of  the  AmTrust  Quota  Share,  no  further  loans  or  advances  may  be  made
pursuant to the Loan Agreement.

On  January  11,  2019,  a  portion  of  the  existing  trust  accounts  used  for  collateral  on  the  AmTrust  Quota  Share  were  converted  to  a  funds  withheld
arrangement. The Company transferred cash and investments of $575.0 million to AmTrust as a funds withheld receivable which bears an annual interest
rate of 3.5%, subject to annual adjustment. Also, Maiden Reinsurance transferred cash of €45.1 million ($51.2 million) to AIU DAC as a funds withheld
receivable as collateral for the European Hospital Liability Quota Share. AIU DAC pays Maiden Reinsurance a fixed annual interest rate of 0.5% on the
average daily funds withheld balance commencing on January 24, 2019, subject to annual adjustment.

Collateral  arrangements  with  ceding  insurers  may  subject  our  assets  to  security  interests  or  require  that  a  portion  of  our  assets  be  pledged  to,  or
otherwise held by, third parties. Although the investment income derived from these assets, while held in trust, accrues to our benefit, the investment of
these assets is governed by the terms of the letter of credit facilities or the investment regulations of the state or territory of domicile of the ceding insurer,
which may be more restrictive than the investment regulations applicable to us under U.S. law in the State of Vermont. The restrictions may result in lower
investment yields on these assets, which may adversely affect our profitability.

We do not anticipate that the restrictions on liquidity resulting from restrictions on the payments of dividends by our subsidiary companies or from
assets committed in trust accounts or those assets used to collateralize letter of credit facilities will have a material impact on our ability to carry out our
normal business activities.

55

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Investments

The investment of our funds is designed to ensure safety of principal while generating current income. Accordingly, our funds are invested in liquid,
investment-grade fixed income securities which are all designated as AFS at December 31, 2019. Please see "Notes to Consolidated Financial Statements -
Note 4 — Investments" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for further discussion
on our AFS securities.

During  the  year  ended  December  31,  2019,  the  yield  on  the  10-year  U.S.  Treasury  bond  decreased  by  77  basis  points  to  1.92%.  The  10-year  U.S.
Treasury rate is the key risk-free determinant in the fair value of many of the securities in our AFS portfolio. The continuing downward shift in the U.S.
Treasury  yield  curve  during  the  year  ended  December  31,  2019  reflects  a  more  accommodative  Federal  Reserve  policy  primarily  due  to  global  trade
tensions and uncertainty and investor appetite for relatively risk-free investments amid concerns regarding future global economic growth.

The  movement  in  the  market  values  of  our  AFS  fixed  maturity  portfolio  during  the  year  ended  December  31,  2019  generated  $80.5 million  of  net
unrealized gains  primarily  due  to  the  recent  trend  of  lower  long-term  interest  rates  along  with  lower  inflation  expectations  as  a  result  of  slower  global
economic  growth,  which  have  increased  bond  prices  during  the  year  ended  December  31,  2019. Please see "Liquidity  and  Capital  Resources  -  Capital
Resources" on page 61 for further information.

At December 31, 2019,  we  consider  the  levels  of  cash  and  cash  equivalents  we  are  holding  to  be  within  our  targeted  ranges.  During  periods  when
interest rates experience greater volatility, we have periodically maintained more cash and cash equivalents to better assess current market conditions and
opportunities within our defined risk appetite, and may do so in future periods. To limit our exposure to unexpected interest rate increases which would
reduce the value of our fixed income securities and reduce our shareholders' equity, we attempt to maintain the duration of our fixed maturity investment
portfolio combined with our cash and cash equivalents, both restricted and unrestricted, within a reasonable range of the duration of our loss reserves.

At December 31, 2019 and 2018, these respective durations in years were as follows:

December 31,

Fixed maturities and cash and cash equivalents
Reserve for loss and LAE(1)

2019

2018

3.0  

4.2  

4.2

4.5

(1) The duration regarding our reserve for loss and LAE at December 31, 2019 is gross of LPT/ADC Agreement reserves.

During the year ended December 31, 2019, the weighted average duration of our fixed maturity investment portfolio decreased by 1.2 years to 3.0 years
while the duration for reserve for loss and LAE decreased by 0.3 years to 4.2 years. The differential in duration between these assets and liabilities may
fluctuate  over  time  and,  in  the  case  of  fixed  maturities,  historically  has  been  affected  by  factors  such  as  market  conditions,  changes  in  asset  mix  and
prepayment speeds in the case of both our Agency MBS and commercial mortgage-backed securities.

At December 31, 2019, the duration of our fixed maturity investment portfolio had decreased compared to December 31, 2018  due  to  sales  of  fixed
maturities as a result of entering into both the LPT/ADC Agreement with Enstar and the Commutation and Release Agreement with AmTrust. Due to the
impact of these agreements, the duration of our reserve for loss and LAE has decreased similarly and the differential between asset and liability duration
remains comparable to December 31, 2018.

The average yield and average duration of our fixed maturities, by asset class, and our cash and cash equivalents (both restricted and unrestricted) are as

follows:

December 31, 2019
Fixed maturities

U.S. treasury bonds

U.S. agency bonds – mortgage-backed

Non-U.S. government and supranational bonds

Asset-backed securities

Corporate bonds

Municipal bonds

Total fixed maturities

Cash and cash equivalents

Total

Original or 
Amortized 
Cost

Gross 
Unrealized 
Gains

Gross 
Unrealized 
Losses

Fair 
Value

Average
yield(1)

Average
duration(2)

  $

94,921   $

704   $

—   $

95,625  

($ in thousands)

533,296  

11,796  

187,881  

981,441  

4,091  

6,717  

(1,291)  

538,722  

294  

821  

(91)  

(532)  

11,999  

188,170  

31,140  

(15,725)  

996,856  

55  

—  

4,146  

1,813,426  

39,731  

(17,639)  

1,835,518  

107,278  

—  

—  

107,278  

  $ 1,920,704   $

39,731   $

(17,639)   $ 1,942,796  

2.5%  

2.9%  

1.2%  

3.8%  

2.9%  

4.6%  

3.0%  

0.6%  

2.8%  

0.7

4.1

4.6

0.9

3.4

1.4

3.2

0.0

3.0

56

 
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
December 31, 2018
AFS fixed maturities

U.S. treasury bonds

Original or 
Amortized 
Cost

Gross 
Unrealized 
Gains

Gross 
Unrealized 
Losses

Fair 
Value

Average
yield(1)

Average
duration(2)

  $

138,625   $

448   $

(1)   $

139,072  

($ in thousands)

U.S. agency bonds – mortgage-backed

1,485,716  

3,491  

(36,073)  

1,453,134  

U.S. agency bonds – other

Non-U.S. government and supranational bonds

Asset-backed securities

Corporate bonds

Total AFS fixed maturities

HTM fixed maturities

Corporate bonds

Municipal bonds

Total HTM fixed maturities

Cash and cash equivalents

Total

129,741  

11,212  

216,072  

1,128,614  

3,109,980  

957,845  

57,836  

40  

66  

425  

(548)  

129,233  

(1,206)  

(1,415)  

10,072  

215,082  

6,525  

10,995  

(30,164)  

1,104,975  

(69,407)  

3,051,568  

3,872  

(20,990)  

940,727  

—  

(551)  

1,015,681  

3,872  

(21,541)  

330,989  

—  

—  

57,285  

998,012  

330,989  

  $ 4,456,650   $

14,867   $

(90,948)   $ 4,380,569  

2.6%  

3.0%  

2.8%  

3.4%  

4.2%  

3.0%  

3.1%  

3.7%  

3.2%  

3.7%  

2.1%  

3.1%  

1.1

5.8

1.0

5.1

2.4

4.3

4.6

4.4

4.0

4.4

0.0

4.2

(1) Average yield is calculated by dividing annualized investment income for each sub-component of AFS and HTM securities and cash and cash equivalents (including amortization of premium or discount) by amortized

cost.

(2) Average duration in years.

The following table summarizes the Company's fixed maturity investment portfolio holdings by contractual maturity at December 31, 2019 and 2018:

December 31,

2019

2018

($ in thousands)
Due in one year or less

Due after one year through five years

Due after five years through ten years

U.S. agency bonds – mortgage-backed

Asset-backed securities

Total fixed maturities

  AFS fixed maturities   HTM fixed maturities   AFS fixed maturities   HTM fixed maturities

Fair Value

Amortized cost

Fair Value

Amortized Cost

  $

165,908   $

—   $

130,756   $

612,986  

329,732  

1,108,626  

538,722  

188,170  

—  

—  

—  

—  

—  

703,347  

549,249  

1,383,352  

1,453,134  

215,082  

2,020

394,875

618,786

1,015,681

—

—

  $

1,835,518   $

—   $

3,051,568   $

1,015,681

At  December  31,  2019,  100.0%  of  the  Company’s  U.S.  agency  bond  holdings  are  mortgage-backed.  Additional  details  on  the  Agency  MBS  at

December 31, 2019 and 2018 were as follows:

December 31,

($ in thousands)
U.S. agency bonds - mortgage-backed

Residential mortgage-backed

GNMA – fixed rate

GNMA - variable rate

FNMA – fixed rate

FHLMC – fixed rate

Total U.S. agency bonds - mortgage-backed

U.S. agency bonds - fixed rate

Total U.S. agency bonds

2019

2018

Fair Value

% of Total

Fair Value

% of Total

  $

33,079  

7,075  

241,905  

256,663  

538,722  

—  

6.1%   $

1.3%  

44.9%  

47.7%  

100.0%  

—%  

152,626  

10,773  

742,749  

546,986  

1,453,134  

129,233  

9.6%

0.7%

46.9%

34.6%

91.8%

8.2%

  $

538,722  

100.0%   $

1,582,367  

100.0%

57

 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
   
   
   
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
   
   
 
 
 
 
 
Our  Agency  MBS  portfolio  is  29.3%  of  our  fixed  maturity  investments  at  December  31,  2019.  Given  the  relative  size  of  this  portfolio  to  our  total
investments, if faster prepayment patterns were to occur over an extended period of time, this could potentially limit the growth in our investment income
in certain circumstances, or even potentially reduce the total amount of investment income we could earn.

At December 31, 2019 and 2018, 99.7% and 98.7%, respectively, of our fixed maturity investments consisted of investment grade securities. We define
a security as being below investment grade if it has an S&P credit rating of BB+ or equivalent, or less. The following summarizes the credit ratings of our
fixed maturities at December 31, 2019 and 2018:

Ratings(1) at December 31,

($ in thousands)
U.S. treasury bonds

U.S. agency bonds

AAA

AA+, AA, AA-

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

Total

2019

2018

Amortized cost

Fair value

Amortized cost

Fair value

  $

94,921   $

95,625   $

138,625   $

533,296  

99,212  

101,491  

540,002  

438,731  

5,773  

538,722  

99,542  

101,467  

549,479  

445,202  

5,481  

1,615,457  

137,172  

183,142  

139,072

1,582,367

135,119

178,674

1,132,993  

1,113,710

866,043  

52,229  

848,348

52,290

  $

1,813,426   $

1,835,518   $

4,125,661   $

4,049,580

(1)

Ratings as assigned by S&P, or equivalent

Holdings by sector and financial strength rating of our corporate bonds at December 31, 2019 and 2018 were as follows:

December 31, 2019
Corporate bonds

Basic Materials

Communications

Consumer

Energy

Financial Institutions

Industrials

Technology

Total Corporate bonds

December 31, 2018
Corporate bonds

Basic Materials

Communications

Consumer

Energy

Financial Institutions

Industrials

Technology

Total Corporate bonds

(1)

Ratings as assigned by S&P, or equivalent

AAA, AA+, AA,
AA-

A+, A, A-

BBB+, BBB,
BBB-

BB+ or lower

Fair Value

% of Corporate
bonds

Ratings(1)

—%  

—%  

0.2%  

0.9%  

3.1%  

—%  

—%  

4.2%  

1.4%  

4.0%  

19.6%  

3.8%  

10.7%  

3.5%  

1.2%  

44.2%  

0.6%  

2.4%  

8.3%  

6.1%  

30.1%  

1.8%  

1.7%  

51.0%  

Ratings(1)

—%   $

—%  

—%  

—%  

0.6%  

—%  

—%  

0.6%   $

($ in thousands)

19,517  

64,159  

279,940  

107,369  

443,983  

53,279  

28,609  

996,856  

2.0%

6.4%

28.1%

10.8%

44.5%

5.3%

2.9%

100.0%

AAA, AA+, AA,
AA-

A+, A, A-

BBB+, BBB,
BBB-

BB+ or lower

Fair Value

% of Corporate
bonds

2.1%  

5.0%  

16.0%  

3.6%  

9.8%  

3.7%  

0.9%  

41.1%  

0.7%   $

—%  

0.3%  

0.7%  

0.3%  

—%  

0.6%  

($ in thousands)

73,696  

175,924  

602,756  

195,259  

822,245  

103,349  

72,473  

3.6%

8.6%

29.5%

9.6%

40.1%

5.0%

3.6%

2.6%   $

2,045,702  

100.0%

—%  

0.9%  

0.2%  

1.4%  

3.2%  

—%  

0.7%  

6.4%  

0.8%  

2.7%  

13.0%  

3.9%  

26.8%  

1.3%  

1.4%  

49.9%  

58

 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
   
   
   
   
 
   
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
   
   
   
   
 
   
 
 
 
 
 
 
 
 
At December  31,  2019,  the  Company’s  ten  largest  corporate  holdings,  89.4%  of  which  are  U.S.  dollar  denominated  and  52.4%  of  which  are  in  the

Financial Institutions sector, at fair value and as a percentage of all fixed income securities, were as follows:

December 31, 2019

Rabobank Nederland Utrec, 3.875% Due 2/8/2022

BNP Paribas, 5.00% Due 1/15/2021

Electricite de France, 4.625%, Due 9/11/2024

UBS Group Funding (Jersey) Ltd, 2.65% Due 2/1/2022

Bank of New York Mellon Corp, 3.00%, Due 2/24/2025

Pepsico Inc., 3.60%, Due 3/1/2024

BAT International Finance PLC, 3.95%, Due 6/15/2025

Allergan Funding SCS, 3.80%, Due 3/15/2025

Daimler Finance North America LLC, 3.30%, Due 5/19/2025

Goldman Sachs Group Inc., 3.625%, Due 1/22/2023

% of Holdings 
Based on Fair 
Value of All 
Fixed Income 
Securities

Fair Value

($ in thousands)

  $

19,893  

19,706  

17,494  

17,175  

16,642  

15,972  

15,868  

15,764  

13,422  

13,061  

1.1%  

1.1%  

0.9%  

0.9%  

0.9%  

0.9%  

0.8%  

0.8%  

0.7%  

0.7%  

Rating(1)

A+

A+

A-

A-

A

A+

BBB+

BBB

A-

BBB+

Total

  $

164,997  

8.8%    

(1)

Ratings as assigned by S&P, or equivalent
At December 31, 2019 and 2018, respectively, we hold the following non-U.S. dollar denominated securities:

December 31,

2019

2018

($ in thousands)
Non-U.S. dollar denominated corporate bonds

Non-U.S. government and supranational bonds

Total non-U.S. dollar denominated AFS securities

Fair Value

% of Total

Fair Value

% of Total

  $

  $

310,323  

11,999  

322,322  

96.3%   $

3.7%  

100.0%   $

338,712  

10,072  

348,784  

97.1%

2.9%

100.0%

At December 31, 2019 and 2018, respectively, these non-U.S. securities are invested in the following currencies:

December 31,

($ in thousands)
Euro

British Pound

Canadian Dollar

All other

2019

2018

Fair Value

% of Total

Fair Value

% of Total

  $

272,493  

42,342  

5,364  

2,123  

84.5%   $

284,440  

13.1%  

1.7%  

0.7%  

37,469  

5,658  

21,217  

81.6%

10.7%

1.6%

6.1%

100.0%

Total non-U.S. dollar denominated AFS securities

  $

322,322  

100.0%   $

348,784  

The net decrease in non-U.S. dollar denominated fixed maturities is primarily due to sales of Australian dollar denominated corporate bonds during the
year ended December 31, 2019. At December 31, 2019 and 2018, all of the Company's non-U.S. government and supranational issuers have a rating of A
or higher by S&P.

59

 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
For  our  non-U.S.  dollar  denominated  corporate  bonds,  the  following  table  summarizes  the  composition  of  the  fair  value  of  our  fixed  maturity

investments at December 31, 2019 and 2018 by ratings:

Ratings(1) at December 31,

2019

2018

($ in thousands)
AAA

AA+, AA, AA-

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

  $

Total non-U.S. dollar denominated corporate bonds

  $

Fair Value

% of Total

Fair Value

% of Total

481  

21,231  

137,584  

145,546  

5,481  

310,323  

0.2%   $

6.8%  

44.3%  

46.9%  

1.8%  

100.0%   $

2,258  

28,725  

148,204  

148,672  

10,853  

338,712  

0.7%

8.5%

43.7%

43.9%

3.2%

100.0%

(1)

Ratings as assigned by S&P, or equivalent
The  Company  does  not  employ  any  credit  default  protection  against  any  of  the  fixed  maturities  held  in  non-U.S.  dollar  denominated  currencies  at

December 31, 2019 and 2018, respectively.

Other Balance Sheet Changes

The following table summarizes the Company's other material balance sheet changes at December 31, 2019 and 2018:

December 31,

2019

2018

Change

Reinsurance recoverable on unpaid losses

  $

623,422   $

71,901   $

($ in thousands)

Deferred commission and other acquisition expenses

Funds withheld receivable

Reserve for loss and LAE

Unearned premiums

Deferred gain on retroactive reinsurance

Accrued expenses and other liabilities

NM - not meaningful

77,356  

684,441  

2,439,907  

220,269  

112,950  

32,444  

388,442  

27,039  

3,126,134  

1,200,419  

—  

66,183  

551,521  

(311,086)  

657,402  

(686,227)  

(980,150)  

112,950  

(33,739)  

Change

%

767.1 %

(80.1)%

2,431.3 %

(22.0)%

(81.7)%

NM

(51.0)%

The Company's deferred commission and other acquisition expenses decreased by 80.1% and unearned premiums decreased by 81.7% primarily due to
the Partial Termination Amendment with AmTrust on a cut-off basis and the termination of the remaining business under both quota share contracts with
AmTrust which are now in run-off with no new business written beginning January 1, 2019. Accrued expenses and other liabilities decreased by 51.0% as
at December 31, 2019 compared to December 31, 2018 due to reductions in reinsurance balances payable as a result of the aforementioned termination of
both AmTrust reinsurance contracts effective January 1, 2019. The Company's reserve for loss and LAE decreased by 22.0% primarily due to the recent
commutation of workers' compensation reserves during 2019 in the AmTrust Reinsurance segment.

Funds  withheld  receivable  increased  by  $657.4  million  due  to  the  conversion  of  a  portion  of  the  existing  trust  accounts  used  for  collateral  on  the
AmTrust Quota Share into a funds withheld arrangement and the establishment of a funds withheld arrangement on the AIU DAC portion of the European
Hospital Liability Quota Share, both of which are permitted collateral options under each respective agreement, on January 11, 2019.

Reinsurance  recoverable  on  unpaid  losses  increased  by  $551.5  million  at  December  31,  2019  compared  to  December  31,  2018  as  a  result  of  the
LPT/ADC  Agreement  pursuant  to  which  Cavello  assumed  loss  reserves  as  of  December  31,  2018  associated  with  the  AmTrust  Quota  Share  of  $445.0
million. In addition, reinsurance recoverables further increased by $113.0 million due to adverse prior year reserve development on loss reserves subject to
that agreement, with a corresponding deferred gain on retroactive reinsurance recognized on the Consolidated Balance Sheet at December 31, 2019.

Capital Resources

Capital resources consist of funds deployed in support of our operations. Total capital resources decreased by $46.6 million, or 5.7% at December 31,
2019,  compared  to  December  31,  2018  due  to  the  net  loss  attributable  to  common  shareholders  partly  offset  by  unrealized  gains  on  our  investment
portfolio. The Company’s management believes its current sources of liquidity are adequate to meet its cash requirements for the next twelve months.

60

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The following table shows the movement in total capital resources at December 31, 2019 and 2018:

December 31,

2019

2018

Change

Preference shares

Common shareholders' equity

Total Maiden shareholders' equity

Senior Notes - principal amount

Total capital resources

  $

465,000   $

465,000   $

($ in thousands)

42,718  

507,718  

262,500  

89,275  

554,275  

262,500  

—  

(46,557)  

(46,557)  

—  

  $

770,218   $

816,775   $

(46,557)  

Change

%

— %

(52.2)%

(8.4)%

— %

(5.7)%

The major factors contributing to the net decrease in capital resources were as follows:

Maiden shareholders' equity

Total shareholders' equity at December 31, 2019 decreased by $46.6 million, or 8.4%, compared to December 31, 2018 due to the following factors:

• net loss attributable to Maiden of $131.9 million for the year ended December 31, 2019 partly offset by;

• net increase in AOCI of $83.5 million which arose due to: 1) an increase in net unrealized gains on investment of $81.8 million resulting from the
net increase in the fair value of our investment portfolio relating to market price movements due to declining interest rates during 2019; and 2) an
increase  in  cumulative  translation  adjustments  of  $1.7  million  due  to  the  effect  of  the  recent  depreciation  of  the  euro  relative  to  the  original
currencies on our non-U.S. dollar net liabilities (excluding non-U.S. dollar AFS fixed maturities); and

• net increase in share based transactions of $1.9 million.

On February 21, 2017, the Company's Board of Directors approved the repurchase of up to $100.0 million of the Company's common shares from time
to  time  at  market  prices.  During  the  year  ended  December  31,  2019,  the  Company  did  not  repurchase  any  common  shares  under  its  share  repurchase
authorization whereas during 2018, 205,000 common shares were repurchased at an average price of $3.31 per share. At December 31, 2019, the Company
had a remaining authorization of $74.2 million for share repurchases.

Please  refer  to  "Notes  to  Consolidated  Financial  Statements  -  Note  13  —  Shareholders’  Equity"  included  under  Item  8  "Financial  Statements  and
Supplementary Data" of this Annual Report on Form 10-K for a discussion of the equity instruments issued by the Company at December 31, 2019 and
2018.

On  October  25,  2019,  the  Company  transferred  the  listing  of  its  common  shares  from  the  NASDAQ  Global  Select  Market  to  the  NASDAQ  Capital
Market.  The  NASDAQ  Capital  Market  is  a  continuous  trading  market  that  operates  in  substantially  the  same  manner  as  the  NASDAQ  Global  Select
Market  and  listed  companies  must  meet  certain  financial  requirements  and  comply  with  the  NASDAQ’s  corporate  governance  requirements.  The
Company’s common shares continue to trade under the symbol “MHLD”.

Book Value per Common Share and Diluted Book Value per Common Share

At December 31, 2019, book value per common share decreased by 52.8% and diluted book value per common share decreased by 53.7%, compared to
December 31, 2018. This was primarily due to our net loss attributable to Maiden common shareholders of $131.9 million during the year partly offset by
net unrealized gains on our investment portfolio of $81.8 million and an increase in cumulative translation adjustments of $1.7 million reported in other
comprehensive income during the year.

Please  see  "Liquidity  and  Capital  Resources  -  Investments"  on  page  57  for  further  information  on  the  change  in  fair  value  of  our  fixed  maturity

investment portfolio.

61

 
 
 
 
 
 
 
 
 
 
Book value and diluted book value per common share at December 31, 2019 and 2018 were computed as follows:

December 31,

Ending Maiden common shareholders’ equity

Proceeds from assumed conversion of dilutive options

Numerator for diluted book value per common share calculation

Common shares outstanding

Shares issued from assumed conversion of dilutive options and restricted share units

Denominator for diluted book value per common share calculation

Book value per common share

Diluted book value per common share

Senior Notes

2019

2018

($ in thousands except share and per share data)
89,275

42,718   $

  $

—  

  $

42,718   $

362

89,637

83,148,458  

82,948,577

1,818,797  

84,967,255  

398,390

83,346,967

  $

  $

0.51   $

0.50   $

1.08

1.08

Please refer to "Notes to Consolidated Financial Statements - Note 7 — Long-Term Debt and Note 13 — Shareholders’ Equity" included under Item 8
"Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for a discussion of the Senior Notes. The Senior Notes are unsecured
and unsubordinated obligations of the Company.

 The ratio of Debt to Total Capital Resources at December 31, 2019 and 2018 was computed as follows:

December 31,

Senior notes - principal amount

Maiden shareholders’ equity

Total capital resources

Ratio of debt to total capital resources

Financial Strength Ratings

2019

2018

($ in thousands)
  $

262,500

507,718

770,218

  $

262,500

554,275

816,775

34.1%  

32.1%

  $

  $

On November 14, 2018, A.M. Best downgraded the financial strength rating to B++ (Good) with negative outlook and implications from A- (Excellent)
and the long-term issuer credit rating to “bbb” from “a-”, with negative outlook and implications, of Maiden Reinsurance, the Company's primary operating
subsidiary. In February 2019, we requested from A.M. Best to withdraw our rating. On February 28, 2019, A.M. Best approved the withdrawal with a final
rating as "B++" (Good) with negative outlook and implications.

62

 
 
 
 
 
 
   
   
 
 
 
 
   
   
 
 
 
 
 
 
 
Non-GAAP Measures

The  calculation,  reconciliation  to  nearest  GAAP  measure  and  discussion  of  relevant  non-GAAP  measures  (as  defined  in  the  Non-GAAP  Financial

Measures on page 39) used by management are as follows:

Non-GAAP operating loss

Non-GAAP operating loss and non-GAAP diluted operating loss per common share can be reconciled to the nearest U.S. GAAP financial measure as

follows:

For the Year Ended December 31,

Net loss - Maiden common shareholders

Add (subtract):

Net realized (gains) losses on investment

Total other-than-temporary impairment losses

Foreign exchange and other gains

Loss from NGHC Quota Share run-off

Unamortized deferred gain on retroactive reinsurance

Loss from discontinued operations, net of income tax

Separation costs incurred due to retirement of former executives

Non-GAAP operating loss - Maiden common shareholders

Diluted loss per share - Maiden common shareholders

Add (subtract):

Net realized (gains) losses on investment

Total other-than-temporary impairment losses

Foreign exchange and other gains

Loss from NGHC Quota Share run-off

Unamortized deferred gain on retroactive reinsurance

Loss from discontinued operations, net of income tax

    Separation costs incurred due to retirement of former executives

Non-GAAP diluted operating loss per common share

2019

2018

($ in thousands except per share data)

  $

(131,903)   $

(570,260)

(27,860)  

165  

(2,719)  

312  

112,950  

22,541  

—  

1,529

5,832

(4,461)

1,685

—

94,113

5,500

  $

  $

(26,514)   $

(466,062)

(1.59)   $

(6.87)

(0.34)  

—  

(0.03)  

0.01  

1.36  

0.27  

—  

  $

(0.32)   $

0.02

0.07

(0.05)

0.02

—

1.13

0.07

(5.61)

Non-GAAP operating loss attributable to Maiden common shareholders was $26.5 million for the year ended December 31, 2019 compared to $466.1
million  for  the  same  period  in  2018.  This  was  largely  due  to  a  non-GAAP  underwriting  loss  of  $70.8  million  compared  to  a  non-GAAP
underwriting loss of $520.2 million in the prior period.

The  non-GAAP  underwriting  and  operating  results  for  the  year ended  December  31,  2019  reflect  the  recognition  into  income  of  the  deferred  gain
arising from the LPT/ADC Agreement relating to losses subject to that agreement which are fully recoverable from Cavello, to show the ultimate economic
benefit to the Company. The amount recognized as a deferred gain for the year ended December  31,  2019  under  the  LPT/ADC  Agreement  was  $113.0
million, which is the portion of unfavorable loss development for which we have ceded the risk under the LPT/ADC Agreement.

For  the  year ended December  31,  2019,  the  non-GAAP  operating  loss  is  primarily  the  result  of  underwriting  results  not  covered  by  the  LPT/ADC
Agreement,  specifically  the  run-off  of  AmTrust  Quota  Share  business  with  losses  occurring  after  December  31,  2018  (including  the  additional  ceding
commission paid under the Partial Termination Amendment) as well as claims related to the European Hospital Liability Quota Share.

The improvement in non-GAAP underwriting results in the year ended December 31, 2019 compared to the same period in 2018 was primarily due to a
reduction in the amount of adverse loss development that was incurred compared to the prior year period in our AmTrust Reinsurance segment. Please see
the "Results of Operations" on page 51 for further details regarding the impact of adverse development under the "AmTrust Reinsurance Segment" section.

63

 
 
 
 
   
   
 
 
 
 
 
 
 
 
   
   
   
   
 
 
 
 
 
 
 
Non-GAAP Operating ROACE

The improvement in Non-GAAP Operating ROACE for the year ended December 31, 2019 compared to the same period in 2018 reflects the relative

improvement in non-GAAP operating results and was computed as follows:

For the Year Ended December 31, and at December 31,

2019

2018

Non-GAAP operating loss - Maiden common shareholders

Opening Maiden common shareholders’ equity

Ending Maiden common shareholders’ equity

Average Maiden common shareholders’ equity

Non-GAAP Operating ROACE

Non-GAAP Underwriting Results and Combined Ratio

  $

($ in thousands)
  $

(26,514)

89,275

42,718

65,997

(466,062)

767,174

89,275

428,225

(40.2)%  

(108.8)%

The following summarizes our non-GAAP underwriting results for the years ended December 31, 2019 and 2018:

For the Year Ended December 31,

2019

2018

Gross premiums written

Net premiums written

Net premiums earned

Other insurance revenue
Non-GAAP net loss and LAE(1)
Commission and other acquisition expenses

General and administrative expenses

Non-GAAP underwriting loss

Ratios:
Non-GAAP net loss and LAE ratio(1)
Commission and other acquisition expense ratio

General and administrative expense ratio

Expense ratio

Non-GAAP combined ratio(1)

  $

  $

  $

($ in thousands)
  $

(528,593)

  $

  $

(531,850)

447,762

2,841

(339,879)

(169,760)

(11,767)

  $

(70,803)

  $

2,017,798

2,014,597

2,026,202

9,681

(1,880,121)

(654,740)

(21,241)

(520,219)

75.4%  

37.6%  

10.5%  

48.1%  

123.5%  

92.3%

32.2%

3.2%

35.4%

127.7%

(1) Non-GAAP net loss and LAE, non-GAAP net loss and LAE ratio, and non-GAAP combined ratio for the year ended December 31, 2019 exclude adverse prior year reserve development
subject to the LPT/ADC Agreement. See "Non-GAAP Financial Measures" on page 39 for definitions of Non-GAAP underwriting loss, net loss and LAE, non-GAAP net loss and LAE ratio, and
non-GAAP combined ratio.

The non-GAAP underwriting results as well as the non-GAAP loss and LAE and ratios and non-GAAP combined ratios reflect the recognition into
income  of  the  deferred  gain  arising  from  the  LPT/ADC  Agreement  relating  to  losses  subject  to  the  AmTrust  Quota  Share  agreement  which  are  fully
recoverable from Cavello to show the ultimate economic benefit to Maiden.

As shown in the table below, adjusted for the recognition into income of the unamortized deferred gain on retroactive reinsurance of $113.0 million
during  the  year ended December  31,  2019,  the  non-GAAP  underwriting  loss  was  $70.8  million  compared  to  $520.2  million  in  2018.  The  non-GAAP
combined ratio during the year ended December 31, 2019 was 123.5% compared to 127.7% during 2018.

For the Year Ended December 31,
Combined ratio

Less: Unamortized deferred gain on retroactive reinsurance

Non-GAAP combined ratio

2019

2018

148.6%  

25.1%  

123.5%  

127.7%

—%

127.7%

64

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
 
 
 
 
 
 
 
 
 
 
Non-GAAP Net Loss and LAE

As noted previously, the recognition of the unamortized deferred gain on retroactive reinsurance of $113.0 million reduced net loss and LAE for the

year ended December 31, 2019 in the calculation of non-GAAP Loss and LAE as shown in the table below:

For the Year Ended December 31,

Net loss and loss adjustment expenses

Less: Unamortized deferred gain on retroactive reinsurance

Non-GAAP net loss and loss adjustment expenses

2019

2018

($ in thousands)

452,829   $

1,880,121

112,950  

—

339,879   $

1,880,121

  $

  $

Adjusted for the recognition into income of the deferred gain on retroactive reinsurance of $113.0 million during the year ended December 31, 2019,
non-GAAP net loss and LAE was $339.9 million compared to net loss and LAE of $1.9 billion incurred in 2018, and the non-GAAP net loss and LAE ratio
was 75.4% compared to 92.3% in 2018.

These non-GAAP measures include the recognition of $9.3 million (or 2.1 net loss and LAE ratio and combined ratio percentage points) for the year
ended  December  31,  2019  related  to  the  application  of  the  $40.5  million  loss  corridor  cap  on  AmTrust  program  business  during  the  year  ended
December 31, 2019, pursuant to the previously announced Post-Termination Endorsement of the reinsurance contracts between the Company and AmTrust.

Adjusted  Shareholders'  Equity,  Adjusted  Total  Capital  Resources,  Adjusted  Book  Value  per  Common  Share  and  Ratio  of  Debt  to  Total  Adjusted  Capital
Resources

The improvement in Adjusted Shareholders' Equity, Adjusted Total Capital Resources and Adjusted Book Value per Common Share at December 31,
2019  reflects  the  addition  of  the  unamortized  deferred  gain  on  retroactive  reinsurance  to  the  GAAP  Maiden  shareholders'  equity  as  depicted  in  the
computations below. As noted previously, the deferred gain arises from the LPT/ADC Agreement with Cavello relating to losses subject to that agreement
which are fully recoverable from Cavello. The inclusion of the unamortized deferred gain in these metrics better reflects the ultimate economic benefit of
the LPT/ADC Agreement, which will improve Maiden shareholders' equity over the settlement period under the terms of the agreement.

Reconciliation of Maiden's shareholders' equity to Adjusted Total Capital Resources

The following table computes Maiden's adjusted shareholders' equity and adjusted total capital resources by recognizing the unamortized deferred gain

on retroactive reinsurance at December 31, 2019 and 2018:

December 31,

2019

2018

Change

Preference shares

Common shareholders' equity

Total Maiden shareholders' equity

Unamortized deferred gain on retroactive reinsurance

Adjusted Maiden shareholders' equity

Senior Notes - principal amount

Adjusted total capital resources

NM- not meaningful

  $

465,000   $

465,000   $

($ in thousands)

42,718  

507,718  

112,950  

620,668  

262,500  

89,275  

554,275  

—  

554,275  

262,500  

  $

883,168   $

816,775   $

—  

(46,557)  

(46,557)  

112,950  

66,393  

—  

66,393  

Change

%

— %

(52.2)%

(8.4)%

NM

12.0 %

— %

8.1 %

Reconciliation of Book Value per Common Share to Adjusted Book Value per Common Share

The  adjusted  book  value  per  common  share  as  reconciled  for  the  recognition  of  the  unamortized  deferred  gain  on  retroactive  reinsurance  at

December 31, 2019 and 2018 were computed as follows:

December 31,

Book value per common share

Unamortized deferred gain on retroactive reinsurance

Adjusted book value per common share

Ratio of Debt to Adjusted Total Capital Resources

2019

2018

  $

  $

0.51   $

1.36  

1.87   $

1.08

—

1.08

 Management  uses  this  non-GAAP  measure  to  monitor  the  financial  leverage  of  the  Company.  This  measure  is  calculated  using  the  total  principal
amount of debt divided by the sum of adjusted total capital resources as computed in the table above. The ratio of Debt to Adjusted Total Capital Resources
at December 31, 2019 and 2018 was computed as follows:

65

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
December 31,

Senior notes - principal amount

Adjusted Maiden shareholders’ equity

Adjusted total capital resources

Ratio of debt to adjusted total capital resources

Currency and Foreign Exchange

2019

2018

($ in thousands)
  $

262,500

620,668

883,168

  $

262,500

554,275

816,775

29.7%  

32.1%

  $

  $

We conduct business in a variety of foreign (non-U.S.) currencies, the principal exposures being the euro and the British pound. Assets and liabilities
denominated  in  foreign  currencies  are  exposed  to  changes  in  currency  exchange  rates.  Our  reporting  currency  is  the  U.S.  dollar,  and  exchange  rate
fluctuations  relative  to  the  U.S.  dollar  may  materially  impact  our  results  and  financial  position.  Our  principal  exposure  to  foreign  currency  risk  is  our
obligation  to  settle  claims  in  foreign  currencies.  In  addition,  to  minimize  this  risk,  we  maintain  and  expect  to  continue  to  maintain  a  portion  of  our
investment portfolio in investments denominated in currencies other than the U.S. dollar. We may employ various strategies (including hedging) to manage
our  exposure  to  foreign  currency  exchange  risk.  To  the  extent  that  these  exposures  are  not  fully  hedged  or  the  hedges  are  ineffective,  our  results  of
operations or equity may be adversely effected. At December 31, 2019, no such hedges or hedging strategies were in force or had been entered into. We
measure  monetary  assets  and  liabilities  denominated  in  foreign  currencies  at  period  end  exchange  rates,  with  the  resulting  foreign  exchange  gains  and
losses  recognized  in  the  Consolidated  Statements  of  Income.  Revenues  and  expenses  in  foreign  currencies  are  converted  at  quarterly  average  exchange
rates during the year. The effect of the translation adjustments for foreign operations is included in AOCI.

Net  foreign  exchange  losses  were  $1.7 million  during  the  year  ended  December  31,  2019  compared  to  net  foreign  exchange  gains  of  $6.0  million

during the year ended December 31, 2018.

Effects of Inflation

The anticipated effects of inflation are considered explicitly in the pricing of the insured exposures, which are used as the initial estimates of reserves
for loss and LAE. In addition, inflation is also implicitly accounted for in subsequent estimates of loss and LAE reserves, as the expected rate of emergence
is in part predicated upon the historical levels of inflation that impact ultimate claim costs. To the extent inflation causes these costs, particularly medical
treatments and litigation costs, to vary from the assumptions made in the pricing or reserving estimates, the Company will be required to change the reserve
for loss and LAE with a corresponding change in its earnings in the period in which the variance is identified. The actual effects of inflation on the results
of operations of the Company cannot be accurately known until claims are ultimately settled.

Off-Balance Sheet Arrangements

At December 31, 2019, we did not have any off-balance sheet arrangements as defined by Item 303(a) (4) of Regulation S-K.

Recent Accounting Pronouncements

Refer  to  "Notes  to  Consolidated  Financial  Statements  -  Note  2.  Significant  Accounting  Policies"  included  under  Item  8  "Financial  Statement  and

Supplementary Data", of this Annual Report on Form 10-K for a discussion on recently issued accounting pronouncements not yet adopted.

66

 
 
 
 
 
 
 
Item 8. Financial Statements and Supplementary Data.

See our Consolidated Financial Statements and Notes thereto commencing on pages F-1 through F-60 below.

Item 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure.

None.

67

Item 9A. Controls and Procedures.

Evaluation of Disclosure Controls and Procedures

In  connection  with  the  preparation  of  this  Report,  our  management  has  performed  an  evaluation,  with  the  participation  of  our  Principal  Executive
Officer and Principal Financial Officer, of the effectiveness of our disclosure controls and procedures (as defined in Rule 13a-15(e) and 15d-15(e) under the
Exchange  Act)  at  December  31,  2019.  Based  on  their  evaluation,  our  Principal  Executive  Officer  and  Principal  Financial  Officer  concluded  that,  at
December 31, 2019, our Company’s disclosure controls and procedures were effective.

Management’s Annual Report on Internal Control over Financial Reporting

Our management is responsible for establishing and maintaining adequate internal control over financial reporting as defined in Rules 13a-15(f) and
15d-15(f) under the Exchange Act and for the assessment of the effectiveness of internal control over financial reporting. As defined by the SEC, internal
control over financial reporting is a process designed by, or under the supervision of, our principal executive and principal financial officers and effected by
our  Board  of  Directors,  management  and  other  personnel,  to  provide  reasonable  assurance  regarding  the  reliability  of  financial  reporting  and  the
preparation of the consolidated financial statements in accordance with U.S. GAAP.

Our internal control over financial reporting includes those policies and procedures that (1) pertain to the maintenance of records that, in reasonable
detail,  accurately  and  fairly  reflect  our  transactions  and  dispositions  of  our  assets;  (2)  provide  reasonable  assurance  that  transactions  are  recorded  as
necessary to permit preparation of the consolidated financial statements in accordance with U.S. GAAP, and that our receipts and expenditures are being
made  only  in  accordance  with  authorizations  of  our  management  and  directors;  and  (3)  provide  reasonable  assurance  regarding  prevention  or  timely
detection of unauthorized acquisition, use or disposition of our assets that could have a material effect on the consolidated financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation
of  effectiveness  to  future  periods  are  subject  to  the  risk  that  controls  may  become  inadequate  because  of  changes  in  conditions,  or  that  the  degree  of
compliance with the policies or procedures may deteriorate.

In connection with the preparation of our annual consolidated financial statements, management has undertaken an assessment of the effectiveness of
our internal control over financial reporting as of December 31, 2019 based on criteria established in Internal Control — Integrated Framework issued by
the Committee of Sponsoring Organizations of the Treadway Commission ("COSO") 2013. Management’s assessment included an evaluation of the design
of  our  internal  control  over  financial  reporting  and  testing  of  the  operational  effectiveness  of  those  controls.  Based  on  this  evaluation,  management,
including our Principal Executive Officer and Principal Financial Officer, have concluded that our internal control over financial reporting is effective as of
December 31, 2019 based on those criteria.

Changes in Internal Control Over Financial Reporting

No changes were made in our internal controls over financial reporting, as such term is defined in Exchange Act Rules 13a-15(f) and 15(d) – 15(f),
during the fourth quarter ended December 31, 2019 that have materially affected, or are reasonably likely to materially affect, our internal control over
financial reporting.

68

Item 9B. Other Information.

None.

Item 10. Directors, Executive Officers and Corporate Governance.

PART III

The information required by this item is incorporated by reference from the information responsive thereto in the sections in the Proxy Statement for
our  Annual  Meeting  of  Shareholders  to  be  held  in  2020  (the  "Proxy  Statement")  captioned  "Election  of  Directors",  "Executive  Officers",  "Audit
Committee", "Section 16(a) Beneficial Ownership Reporting Compliance" and "Nominating and Corporate Governance Committee".

We have adopted a Code of Business Conduct and Ethics for all employees. The Code of Business Conduct and Ethics is available free of charge on our
website at www.maiden.bm and is available in print to any shareholder who requests it. We intend to disclose any amendments to this code by posting such
information  on  our  website,  and  disclose  any  waivers  of  this  code  applicable  to  our  principal  executive  officer,  principal  financial  officer,  principal
accounting officer or controller and other executive officers who perform similar functions through such means or by filing a Form 8-K.

Item 11. Executive Compensation.

The  information  required  by  this  item  is  incorporated  by  reference  from  the  information  responsive  thereto  in  the  sections  in  the  Proxy  Statement
captioned "Compensation Discussion and Analysis", "Director Compensation for 2019", "Compensation Committee Interlocks and Insider Participation"
and "Compensation Committee Report".

Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters.

The  information  required  by  this  item  is  incorporated  by  reference  from  the  information  responsive  thereto  in  the  sections  in  the  Proxy  Statement

captioned "Security Ownership of Certain Beneficial Owners", "Equity Compensation Plan Information" and "Security Ownership of Management".

Item 13. Certain Relationships and Related Transactions, and Director Independence.

The  information  required  by  this  item  is  incorporated  by  reference  from  the  information  responsive  thereto  in  the  sections  in  the  Proxy  Statement
captioned "Certain Relationships and Related Transactions", "Audit Committee", "Board Independence", "Compensation Committee" and "Nominating and
Corporate Governance Committee".

Item 14. Principal Accounting Fees and Services.

The  information  required  by  this  item  is  incorporated  by  reference  from  the  information  responsive  thereto  in  the  section  in  the  Proxy  Statement

captioned "Appointment of Independent Auditors of Maiden Holdings, Ltd.".

Item 15. Exhibits, Financial Statement Schedules.

(a) Financial statements and schedules

PART IV

Financial statements listed in the accompanying index to our Consolidated Financial Statements starting on page F-1 are filed as part of this Annual

Report on Form 10-K, and are included in Item 8. "Financial Statement and Supplementary Data".

All other schedules for which provision is made in the applicable regulation of the Securities and Exchange Commission are not required under the

related instructions or are inapplicable, and therefore have been omitted.

(b) Exhibits

The exhibits listed in the Exhibit Index starting on page E-1 following the signature page are filed herewith, which Exhibit Index is incorporated herein

by reference.

Item 16. Form 10-K Summary.

None.

69

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this Report to be signed on

its behalf by the undersigned, thereunto duly authorized, in Pembroke, Bermuda on March 18, 2020.

SIGNATURES

MAIDEN HOLDINGS, LTD.

By:

/s/ Lawrence F. Metz

Name: Lawrence F. Metz
Title: President and Chief Executive Officer

Pursuant  to  the  requirements  of  the  Securities  Exchange  Act  of  1934,  this  report  has  been  signed  below  by  the  following  persons  on  behalf  of  the

registrant and in the capacities and on the dates indicated.

Signature

/s/ Lawrence F. Metz

Lawrence F. Metz

/s/ Patrick J. Haveron

Patrick J. Haveron

/s/ Michael J. Tait

Michael J. Tait

/s/ Barry D. Zyskind

Barry D. Zyskind

/s/ Raymond M. Neff

Raymond M. Neff

/s/ Simcha G. Lyons

Simcha G. Lyons

Title
  President and Chief Executive Officer

  (Principal Executive Officer)

  Chief Financial Officer

  (Principal Financial Officer)

  Chief Accounting Officer

  (Principal Accounting Officer)

  Chairman

  Director

  Director

/s/ Yehuda L. Neuberger

  Director

Yehuda L. Neuberger

/s/ Steven H. Nigro

Steven H. Nigro

/s/ Holly L. Blanchard

Holly L. Blanchard

/s/ Keith A. Thomas

Keith A. Thomas

  Director

  Director

  Director

70

Date

March 18, 2020

March 18, 2020

March 18, 2020

March 18, 2020

March 18, 2020

March 18, 2020

March 18, 2020

March 18, 2020

March 18, 2020

March 18, 2020

 
 
 
 
 
 
 
 
 
 
   
 
   
 
   
 
   
   
 
   
   
 
   
   
 
   
   
 
   
   
 
   
   
 
   
   
EXHIBIT INDEX

Description

  Memorandum of Association (as amended)

  Bye-Laws

  Form of Common Share Certificate

Registration Rights Agreement by and between Maiden Holdings, Ltd. and Friedman, Billings, Ramsey & Co., Inc., dated
as of July 3, 2007

Form  of  Indenture  for  Debt  Securities  by  and  among  Maiden  Holdings  North  America,  Ltd.,  Maiden  Holdings,  Ltd.,  as
guarantor, and Wilmington Trust Company, as trustee

Second  Supplemental  Indenture,  dated  March  27,  2012,  by  and  among  Maiden  Holdings  North  America,  Ltd.,  Maiden
Holdings, Ltd., as guarantor, and Wilmington Trust Company, as trustee

  Form of 8.000% Notes due 2042 (included in Exhibit 4.4)

  Certificate of Designations of 8.25% Non-Cumulative Preference Shares, Series A, adopted on August 7, 2012

  Form of stock certificate evidencing 8.25% Series A Preference Share (included in Exhibit 4.6)

Third Supplemental Indenture, dated November 25, 2013, by and among Maiden Holdings North America, Ltd., Maiden
Holdings, Ltd., as guarantor, and Wilmington Trust Company, as trustee

  Form of 7.75% Notes due 2043 (included in Exhibit 4.8)

  Certificate of Designations of 7.125% Non-Cumulative Preference Shares, Series C, adopted on November 4, 2015

  Form of stock certificate evidencing 7.125% Non-Cumulative Preference Shares, Series C (included in Exhibit 4.10)

Form of Indenture for Debt Securities by and between Maiden Holdings, Ltd., and Wilmington Trust National Association,
as trustee

First  Supplemental  Indenture,  dated  as  of  June  14,  2016,  by  and  between  Maiden  Holdings,  Ltd.,  as  guarantor,  and
Wilmington Trust National Association, as trustee

  Certificate of Designations of 6.700% Non-Cumulative Preference Shares, Series D, adopted on May 2, 2017

  Form of stock certificate evidencing 6.700% Non-Cumulative Preference Shares, Series D (included in Exhibit 4.14)

  Description of the Registrant's Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934

  2019 Omnibus Incentive Plan as of December 10, 2019

  Form of Share Option Agreement for Employee Recipients of Options under 2019 Omnibus Incentive Plan

  Form of Share Option Agreement for Non-Employee Recipients of Options under 2019 Omnibus Incentive Plan

Form  of  Employment  Agreement  by  and  between  Maiden  and  Patrick  J.  Haveron,  William  T.  Jarman  and  Lawrence  F.
Metz, dated as of November 1, 2011

Exhibit
No.
3.1

3.2

4.1

4.2

4.3

4.4

4.5

4.6

4.7

4.8

4.9

4.10

4.11

4.12

4.13

4.14

4.15

4.16

10.1*

10.2*

10.3*

10.4*

10.5

  Master Agreement by and between Maiden Holdings, Ltd. and AmTrust Financial Services, Inc., dated as of July 3, 2007

10.6

10.7

10.8

10.9

Amendment No. 1 to the Master Agreement by and between Maiden Holdings, Ltd. and AmTrust Financial Services, Inc.,
dated as of September 17, 2007

Amendment No. 2 to the Master Agreement by and between Maiden Holdings, Ltd. and AmTrust Financial Services, Inc.
dated as of January 30, 2019.

Amended  and  Restated  Quota  Share  Reinsurance  Agreement  by  and  between  Maiden  Insurance  Company  Ltd.  and
AmTrust International Insurance, Ltd. and dated as of June 1, 2008

Loan Agreement by and between AmTrust International Insurance, Ltd. and Maiden Insurance Company Ltd., dated as of
November 16, 2007

E-1

Reference
(1)

(2)

(3)

(3)

(4)

(5)

(5)

(6)

(6)

(7)

(7)

(8)

(8)

(9)

(9)

(10)

(10)

†

(11)

†

†

(12)

(3)

(3)

(13)

(14)

(15)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
10.10

10.11

10.12

10.13

10.14

10.15

10.16

10.17

10.18

10.19

10.20

10.21

10.22

10.23

10.24

10.25

10.26

10.27

10.28

10.29

Amendment No. 1 to the Loan Agreement by and between AmTrust International Insurance, Ltd. and Maiden Insurance
Company Ltd., dated as of February 15, 2008

Amendment No. 2 to the Loan Agreement by and between AmTrust International Insurance, Ltd. and Maiden Reinsurance
Ltd., dated as of January 30, 2019.

Asset Management Agreement by and between AII Insurance Management Limited and Maiden Insurance Company Ltd.,
dated as of July 3, 2007

First  Amendment  to  Asset  Management  Agreement  by  and  between  AII  Insurance  Management  Limited,  Maiden
Insurance  Company  Ltd.,  Maiden  Holdings,  Ltd.,  and  Maiden  Holdings  North  America,  Ltd.,  dated  as  of  November  3,
2008

Second  Amendment  to  Asset  Management  Agreement  by  and  between  AII  Insurance  Management  Limited,  Maiden
Insurance  Company  Ltd.,  Maiden  Holdings,  Ltd.,  Maiden  Holdings  North  America,  Ltd.  and  Maiden  Reinsurance
Company, dated as of December 23, 2008

Third  Amendment  to  Asset  Management  Agreement  by  and  between  AII  Insurance  Management  Limited,  Maiden
Insurance Company Ltd., Maiden Holdings, Ltd., Maiden Holdings North America, Ltd., Maiden Reinsurance Company
and Maiden Specialty Insurance Company dated as of September 1, 2009

Asset  Management  Agreement  by  and  between  AII  Insurance  Management  Limited,  Maiden  Insurance  Company  Ltd.,
Maiden  Holdings,  Ltd.,  Maiden  Holdings  North  America,  Ltd.,  Maiden  Reinsurance  Company  and  Maiden  Specialty
Insurance Company dated as of August 6, 2010

Asset Management Agreement by and between AII Insurance Management Limited and Maiden Life Försäkrings AB dated
as of October 11, 2013

Reinsurance  Brokerage  Agreement  by  and  between  Maiden  Insurance  Company  Ltd.  and  AII  Reinsurance  Broker  Ltd.,
dated as of July 3, 2007

Endorsement No. 1 to the Amended and Restated Quota Share Reinsurance Agreement by and between Maiden Insurance
Company Ltd. and AmTrust International Insurance, Ltd. dated as of July 26, 2011

Endorsement  No.  2  to  the  Quota  Share  Reinsurance  Contract  by  and  between  Maiden  Insurance  Company  Ltd.  and
AmTrust International Insurance, Ltd. dated as of March 7, 2013

Endorsement No. 3 to the Amended and Restated Quota Share Agreement between AmTrust International Insurance, Ltd.
and Maiden Reinsurance Ltd. dated as of September 30, 2015

Endorsement No 4. to the Amended and Restated Quota Share Reinsurance Contract by and between Maiden Reinsurance
Ltd. and AmTrust International Insurance, Ltd. dated as of August 8, 2018.

Endorsement No. 5 to the Amended and Restated Quota Share Reinsurance Contract by and between Maiden Reinsurance
Ltd. and AmTrust International Insurance, Ltd. dated as of November 6, 2018.

Quota Share Reinsurance Contract by and between Maiden Insurance Company Ltd. and AmTrust Europe Limited and/or
AmTrust International Underwriters Limited dated as of April 1, 2011

Endorsement  No.  1  to  the  Quota  Share  Reinsurance  Contract  by  and  between  Maiden  Insurance  Company  Ltd.  and
AmTrust Europe Limited and/or AmTrust International Underwriters Limited dated as of July 26, 2011

Endorsement  No.  2  to  the  Quota  Share  Reinsurance  Contract  by  and  between  Maiden  Insurance  Company  Ltd.  and
AmTrust Europe Limited and/or AmTrust International Underwriters Limited dated as of August 7, 2012

Endorsement No. 3 to the Amended and Restated Quota Share Reinsurance Contract by and between Maiden Reinsurance
Ltd. and AmTrust Europe Limited and/or AmTrust International Underwriters Limited dated as of March 1, 2015

Endorsement No. 4 to the Amended and Restated Quota Share Reinsurance Contract by and between Maiden Reinsurance
Ltd. and AmTrust Europe Limited and/or AmTrust International Underwriters Limited dated as of July 1, 2016

Personal and Commercial Automobile Quota Share Reinsurance Agreement by and between Maiden Insurance Company
Ltd. and Integon National Insurance Company, dated as March 1, 2010

E-2

(15)

(13)

(3)

(16)

(16)

(16)

(16)

(17)

(3)

(22)

(18)

(19)

(20)

(21)

(22)

(22)

(23)

(24)

(25)

(16)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
10.30

10.31

10.32

Addendum No. 1 to Personal and Commercial Automobile Quota Share Reinsurance Agreement by and between Maiden
Insurance Company Ltd. and Integon National Insurance Company and others, dated as October 1, 2012

Termination  of  Personal  and  Commercial  Automobile  Quota  Share  Reinsurance  Agreement  by  and  between  Maiden
Insurance Company Ltd. and Integon National Insurance Company and others, dated as August 1, 2013

Commutation and Release Agreement between Maiden Reinsurance Ltd. and Integon National Insurance Company dated
November 1, 2019

10.33

  Form of Indemnification Agreement between Maiden Holdings, Ltd. and its officers and directors

10.34

10.35

10.36

10.37

10.38

10.39

10.40

10.41

10.42

10.43

10.44

21.1

23.1

31.1

31.2

32.1

32.2

101.1

Master Transaction Agreement, dated as of August 31, 2018, by and among Maiden Holdings North America, Ltd., Enstar
Holdings (US) LLC and Enstar Group Limited.

Partial Termination Endorsement to the Amended and Restated Quota Share Reinsurance Contract by and between Maiden
Reinsurance Ltd. and AmTrust International Insurance, Ltd. incorporated by reference to Exhibit 10.15 to the Company’s
Annual Report on Form 10-K for the period ended December 31, 2008, filed with the SEC on March 31, 2009.

  AmTrust Quota Share Termination, dated January 30, 2019.

  AmTrust Europe Quota Share Termination, dated January 30, 2019.

Master Agreement dated as of March 1, 2019, by and among Maiden Holdings, Ltd., Maiden Reinsurance Ltd. and Enstar
Group Limited.

Adverse Development Cover Agreement by and between Maiden Reinsurance Ltd. and Cavello Bay Reinsurance Limited,
dated July 31, 2019

Commutation Agreement and Release between Maiden Reinsurance Ltd. and AmTrust International Insurance, dated July
31, 2019

Post-Termination Endorsement No. 1 between Maiden Reinsurance Ltd. and AmTrust International Insurance to the
Amended and Restated Quota Share Reinsurance Contract, dated July 31, 2019

Master Collateral Agreement between Maiden Reinsurance Ltd., Cavello Bay Reinsurance Limited, AmTrust Financial
Services, Inc., AmTrust International Insurance, Ltd. and Technology Insurance Company, Inc., dated July 31, 2019

Post-Termination  Endorsement  No.  1  between  Maiden  Reinsurance  Ltd.  and  AmTrust  Europe  Limited  and  AmTrust
International Underwriters DAC to the Quota Share Reinsurance Contract, dated January 13, 2020

Post-Termination Endorsement No. 2 between Maiden Reinsurance Ltd. and AmTrust International Insurance, Ltd to the
Amended and Restated Quota Share Reinsurance Agreement, dated January 13, 2020

  Subsidiaries of the registrant

  Consent of Deloitte Ltd.

  Section 302 Certification of CEO

  Section 302 Certification of CFO

  Section 906 Certification of CEO

  Section 906 Certification of CFO

The following financial information from Maiden Holdings, Ltd.'s Annual Report on Form 10-K for the year ended December 31, 2019,
formatted in XBRL (eXtensive Business Reporting Language): (i) the Consolidated Balance Sheets at December 31, 2019 and 2018; (ii)
the  Consolidated  Statements  of  Income  for  the  years  ended  December  31,  2019  and  2018;  (iii)  the  Consolidated  Statements  of
Comprehensive Income for the years ended December 31, 2019 and 2018; (iv) the Consolidated Statements of Changes in Shareholders'
Equity for the years ended December 31, 2019 and 2018; (v) the Consolidated Statements of Cash Flows for the years ended December
31, 2019 and 2018; and (vi) Notes to Consolidated Financial Statements.

(18)

(17)

(27)

(15)

(28)

(29)

(13)

(13)

(30)

(31)

(31)

(31)

(31)

 †

 †

 †

 †

 †

 †

 †

 †

 †

(1) Incorporated by reference to the filing of such exhibit with the registrant's Registration Statement on Form S-8 filed with the SEC on May 18, 2010 (File No. 333-

166934).

(2)

Incorporated by reference to the filing of such exhibit with the registrant's Registration Statement on S-8 initially filed with the SEC on January 17, 2020 (File No. 333-
235948).

E-3

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
(3)

(4)

(5)

(6)

(7)

(8)

Incorporated  by  reference  to  the  filing  of  such  exhibit  with  the  registrant's  Registration  Statement  on  S-1  initially  filed  with  the  SEC  on  September  17,  2007,
subsequently amended and declared effective May 6, 2008 (File No. 333-146137).

Incorporated by reference to the filing of such exhibit with the registrant's Registration Statement on S-3 filed with the SEC on February 7, 2011 (File Nos. 333-172107
and 333-172107-01).

Incorporated by reference to the filing of such exhibit with the registrant's Current Report on Form 8-K filed with the SEC on March 27, 2012 (File No. 001-34042).

Incorporated by reference to the filing of such exhibit with the registrant's Current Report on Form 8-K filed with the SEC on August 22, 2012 (File No. 001-34042).

Incorporated  by  reference  to  the  filing  of  such  exhibit  with  the  registrant's  Current  Report  on  Form  8-K  filed  with  the  SEC  on  November  25,  2013  (File  No.  001-
34042).

Incorporated  by  reference  to  the  filing  of  such  exhibit  with  the  registrant’s  Current  Report  on  Form  8-K  filed  with  the  SEC  on  November  25,  2015  (File  No.  001-
34042).

(9)

Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on June 14, 2016 (File No. 001-34042).

(10) Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on June 15, 2017 (File No. 001-34042).

(11) Incorporated by reference to the filing of such exhibit with the registrant's Proxy Statement on Schedule 14A filed with the SEC on November 8, 2019.

(12) Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2011 filed with the SEC

on March 13, 2012 (File No. 001-34042).

(13) Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on January 30, 2019 (File No. 001-34042).

(14) Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2008 filed with the

SEC on March 31, 2009 (File No. 001-34042).

(15) Incorporated by reference to the filing of such exhibit with Amendment No. 2 to the registrant's Registration Statement on S-1 filed with the SEC on March 28, 2008

(No. 333-146137).

(16) Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2010 filed with the

SEC on March 14, 2011 (File No. 001-34042).

(17) Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2013 filed with the

SEC on March 4, 2014 (File No. 001-34042).

(18) Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2012 filed with the

SEC on March 11, 2013 (File No. 001-34042).

(19) Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended June 30, 2016 filed with the SEC on

August 9, 2016 (No. 001-34042).

(20) Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2018 filed with the

SEC on March 15, 2019 (File No. 001-34042).

(21) Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended September 30, 2018 filed with the SEC

on November 9, 2018 (No. 001-34042).

(22) Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended June 30, 2011 filed with the SEC on

August 8, 2011 (No. 001-34042).

(23) Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended June 30, 2012 filed with the SEC on

August 9, 2012 (File No. 001-34042).

(24) Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2017 filed with the

SEC on March 1, 2018 (File No. 001-34042).

(25) Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended September 30, 2016 filed with the SEC

on November 8, 2016 (No. 001-34042).

(26) Incorporated by reference to the filing of such exhibit with Amendment No. 3 to the registrant's Registration Statement on S-1 filed with the SEC on April 24, 2008

(No. 333-146137).

(27) Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended September 30, 2019 filed with the SEC

on November 12, 2019 (No. 001-34042).

(28) Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on September 4, 2018 (File No. 001-34042).

(29) Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on January 3, 2019 (File No. 001-34042).

(30) Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on March 4, 2019 (File No. 001-34042).

(31) Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended June 30, 2019 filed with the SEC on

August 9, 2019 (No. 001-34042).

† Filed herewith.
* Management contract or compensatory plan or arrangement

E-4

Item 8. Financial Statements and Supplementary Data.

Index to Consolidated Financial Statements and Related Notes
Report of Independent Registered Public Accounting Firm

Consolidated Balance Sheets as of December 31, 2019 and 2018

Consolidated Statements of Income for the Years Ended December 31, 2019 and 2018

Consolidated Statements of Comprehensive Income for the Years Ended December 31, 2019 and 2018

Consolidated Statements of Changes in Shareholders’ Equity for the Years Ended December 31, 2019 and 2018

Consolidated Statements of Cash Flows for the Years Ended December 31, 2019 and 2018

Notes to Consolidated Financial Statements

Note 1 — Organization

Note 2 — Significant Accounting Policies

Note 3 — Segment Information

Note 4 — Investments

Note 5 — Fair Value Measurements

Note 6 — Discontinued Operations

Note 7 — Long-Term Debt

Note 8 — Reinsurance

Note 9 — Reserve for Loss and Loss Adjustment Expenses

Note 10 — Related Party Transactions

Note 11 — Commitments, Contingencies and Concentrations

Note 12 — Earnings Per Common Share

Note 13 — Shareholders’ Equity

Note 14 — Share Compensation and Pension Plans

Note 15 — Statutory Requirements and Dividend Restrictions

Note 16 — Taxation

Note 17 — Subsequent Events

F-1

Page

F-2

F-3

F-4

F-5

F-6

F-7

F-8

F-11

F-17

F-20

F-25

F-28

F-29

F-30

F-31

F-46

F-49

F-51

F-51

F-54

F-56

F-58

F-59

 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

To the Shareholders and the Board of Directors of Maiden Holdings, Ltd.

Opinion on the Financial Statements

We have audited the accompanying consolidated balance sheets of Maiden Holdings, Ltd. and subsidiaries (the "Company") as of December 31, 2019
and 2018, the related consolidated statements of income, comprehensive income, changes in shareholders’ equity, and cash flows, for each of the two years
in the period ended December 31, 2019, and the related notes (collectively referred to as the "financial statements"). In our opinion, the financial statements
present fairly, in all material respects, the financial position of the Company as of December 31, 2019 and 2018, and the results of its operations and its
cash flows for each of the two years in the period ended December 31, 2019, in conformity with accounting principles generally accepted in the United
States of America.

Basis for Opinion

These financial statements are the responsibility of the Company's management. Our responsibility is to express an opinion on the Company's financial
statements  based  on  our  audits.  We  are  a  public  accounting  firm  registered  with  the  Public  Company  Accounting  Oversight  Board  (United  States)
(PCAOB) and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and
regulations of the Securities and Exchange Commission and the PCAOB.

We  conducted  our  audits  in  accordance  with  the  standards  of  the  PCAOB.  Those  standards  require  that  we  plan  and  perform  the  audit  to  obtain
reasonable assurance about whether the financial statements are free of material misstatement, whether due to error or fraud. The Company is not required
to  have,  nor  were  we  engaged  to  perform,  an  audit  of  its  internal  control  over  financial  reporting.  As  part  of  our  audits,  we  are  required  to  obtain  an
understanding of internal control over financial reporting but not for the purpose of expressing an opinion on the effectiveness of the Company’s internal
control over financial reporting. Accordingly, we express no such opinion.

Our audits included performing procedures to assess the risks of material misstatement of the financial statements, whether due to error or fraud, and
performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in
the  financial  statements.  Our  audits  also  included  evaluating  the  accounting  principles  used  and  significant  estimates  made  by  management,  as  well  as
evaluating the overall presentation of the financial statements. We believe that our audits provide a reasonable basis for our opinion.    

/s/ Deloitte Ltd.

Hamilton, Bermuda
March 18, 2020

We have served as the Company's auditor since 2017.

F-2

MAIDEN HOLDINGS, LTD.
CONSOLIDATED BALANCE SHEETS
As of December 31, 2019 and 2018
(In thousands of U.S. dollars, except share and per share data)

2019

2018

Investments:

ASSETS

Fixed maturities, available-for-sale, at fair value (amortized cost 2019 - $1,813,426; 2018 - $3,109,980)

  $

1,835,518   $

Reserve for loss and loss adjustment expenses (includes $2,272,418 and $2,950,388 from related parties in

2019 and 2018, respectively)

  $

2,439,907   $

LIABILITIES

  $

3,568,196   $

5,287,460

Fixed maturities, held-to-maturity, at amortized cost (fair value 2018 - $998,012)

Other investments

Total investments

Cash and cash equivalents

Restricted cash and cash equivalents

Accrued investment income

Reinsurance balances receivable, net (includes $38,278 from related parties in 2018)

Reinsurance recoverable on unpaid losses

Loan to related party

Deferred commission and other acquisition expenses (includes $68,433 and $370,037 from related parties in

2019 and 2018, respectively)

Funds withheld receivable (includes $632,305 from related parties in 2019)

Other assets

Assets held for sale

Total assets

Unearned premiums (includes $189,797 and $1,135,913 from related parties in 2019 and 2018, respectively)

Deferred gain on retroactive reinsurance

Accrued expenses and other liabilities (includes $20,049 and $50,975 from related parties in 2019 and 2018,

respectively)

Senior notes - principal amount

Less unamortized issuance costs

Senior notes, net

Liabilities held for sale

Total liabilities

Commitments and Contingencies

Preference shares

EQUITY

Common shares ($0.01 par value; 88,161,638 and 87,938,537 shares issued in 2019 and 2018, respectively;

83,148,458 and 82,948,577 shares outstanding in 2019 and 2018, respectively)

Additional paid-in capital

Accumulated other comprehensive income (loss)

Accumulated deficit

Treasury shares, at cost (5,013,180 and 4,989,960 shares in 2019 and 2018, respectively)

Total Maiden shareholders’ equity

Noncontrolling interests in subsidiaries

Total equity

Total liabilities and equity

See accompanying notes to Consolidated Financial Statements

F-3

—  

31,748  

1,867,266  

48,197  

59,081  

18,331  

12,181  

623,422  

167,975  

77,356  

684,441  

9,946  

—  

220,269  

112,950  

32,444  

262,500  

7,592  

254,908  

—  

3,051,568

1,015,681

23,716

4,090,965

200,841

130,148

27,824

67,997

71,901

167,975

388,442

27,039

10,700

103,628

3,126,134

1,200,419

—

66,183

262,500

7,806

254,694

85,114

3,060,478  

4,732,544

465,000  

465,000

882  

751,327  

17,836  

(695,794)  

(31,533)  

507,718  

—  

507,718  

  $

3,568,196   $

879

749,418

(65,616)

(563,891)

(31,515)

554,275

641

554,916

5,287,460

 
 
 
   
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD.
CONSOLIDATED STATEMENTS OF INCOME
(In thousands of U.S. dollars, except share and per share data)

For the Year Ended December 31,

Revenues

Gross premiums written

Net premiums written

Change in unearned premiums

Net premiums earned

Other insurance revenue

Net investment income

Net realized gains (losses) on investment

Total other-than-temporary impairment losses

Total revenues

Expenses

Net loss and loss adjustment expenses

Commission and other acquisition expenses

General and administrative expenses

Interest and amortization expenses

Foreign exchange and other gains, net

Total expenses

Loss from continuing operations before income taxes

Less: income tax (benefit) expense

   Net loss from continuing operations

   Loss from discontinued operations, net of income tax

Net loss

Add: net income attributable to noncontrolling interests

Net loss attributable to Maiden

Dividends on preference shares

Net loss attributable to Maiden common shareholders

Basic and diluted loss from continuing operations per share attributable to Maiden common shareholders

Basic and diluted loss from discontinued operations per share attributable to Maiden common shareholders

Basic and diluted loss per share attributable to Maiden common shareholders

2019

2018

  $

  $

(528,593)   $

2,017,798

(531,850)   $

2,014,597

979,612  

447,762  

2,841  

97,837  

27,860  

(165)  

11,605

2,026,202

9,681

136,285

(1,529)

(5,832)

576,135  

2,164,807

452,829  

169,760  

47,218  

19,320  

(2,719)  

686,408  

(110,273)  

(911)  

(109,362)  

(22,541)  

(131,903)  

—  

(131,903)  

—  

  $

  $

  $

(131,903)   $

(1.32)   $

(0.27)  

(1.59)   $

1,880,121

654,740

64,940

19,318

(4,461)

2,614,658

(449,851)

441

(450,292)

(94,113)

(544,405)

(219)

(544,624)

(25,636)

(570,260)

(5.74)

(1.13)

(6.87)

Weighted average number of common shares - basic and diluted

83,061,259  

83,050,362

See accompanying notes to Consolidated Financial Statements.

F-4

 
 
   
   
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD.
CONSOLIDATED STATEMENTS OF COMPREHENSIVE INCOME
(In thousands of U.S. dollars)

For the Year Ended December 31,

Net loss

Other comprehensive income (loss)

Net unrealized holdings gains (losses) on available-for-sale fixed maturities arising during the year

Adjustment for reclassification of net realized (gains) losses recognized in net loss

Foreign currency translation adjustment

Other comprehensive income (loss), before tax

Income tax benefit related to components of other comprehensive income

Other comprehensive income (loss), after tax

Comprehensive loss

Net income attributable to noncontrolling interests

Other comprehensive (income) loss attributable to noncontrolling interests

Comprehensive income attributable to noncontrolling interests

2019

2018

  $

(131,903)   $

(544,405)

97,135  

(15,440)  

1,772  

83,467  

63  

83,530  

(48,373)  

—  

(78)  

(78)  

(108,771)

27,075

2,651

(79,045)

45

(79,000)

(623,405)

(219)

30

(189)

Comprehensive loss attributable to Maiden

  $

(48,451)   $

(623,594)

See accompanying notes to Consolidated Financial Statements.

F-5

 
 
   
   
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
CONSOLIDATED STATEMENTS OF CHANGES IN SHAREHOLDERS' EQUITY
(In thousands of U.S. dollars)

For the Year Ended December 31,

Preference shares – Series A, C and D

Beginning balance

Ending balance

Common shares

Beginning balance

Exercise of options and issuance of common shares

Ending balance

Additional paid-in capital

Beginning balance

Exercise of options and issuance of common shares

Share-based compensation expense

Ending balance

Accumulated other comprehensive income (loss)

Beginning balance

Change in net unrealized gains (losses) on investment

Foreign currency translation adjustment

Ending balance

Accumulated deficit

Beginning balance

Net loss attributable to Maiden

Dividends on preference shares

Dividends on common shares

Ending balance

Treasury shares

Beginning balance

Shares repurchased

Ending balance

Noncontrolling interests in subsidiaries

Beginning balance

Acquisition of minority interest in subsidiaries

Net income attributable to noncontrolling interests

Foreign currency translation adjustment

Ending balance

Total equity

2019

2018

  $

465,000   $

465,000  

465,000

465,000

879  

3  

882  

749,418  

(2)  

1,911  

751,327  

(65,616)  

81,758  

1,694  

17,836  

(563,891)  

(131,903)  

—  

—  

(695,794)  

(31,515)  

(18)  

(31,533)  

641  

(719)  

—  

78  

—  

877

2

879

748,113

29

1,276

749,418

13,354

(81,651)

2,681

(65,616)

35,472

(544,624)

(25,636)

(29,103)

(563,891)

(30,642)

(873)

(31,515)

452

—

219

(30)

641

  $

507,718   $

554,916

See accompanying notes to Consolidated Financial Statements.

F-6

 
 
   
   
 
   
   
 
 
 
   
   
 
 
 
 
   
   
 
 
 
 
   
   
 
 
 
 
 
   
   
 
 
 
   
   
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
CONSOLIDATED STATEMENTS OF CASH FLOWS 
(In thousands of U.S. dollars)

For the Year Ended December 31,

Cash flows from operating activities:

Net loss

Less: Net loss from discontinued operations

Adjustments to reconcile net loss to net cash flows from operating activities:

Depreciation, amortization and share-based compensation

Net realized (gains) losses on investment

Total other-than-temporary impairment losses

Foreign exchange and other gains, net

Changes in assets – (increase) decrease:

Reinsurance balances receivable, net

Reinsurance recoverable on unpaid losses

Accrued investment income

Deferred commission and other acquisition expenses

Funds withheld receivable

Other assets

Changes in liabilities – increase (decrease):

Reserve for loss and loss adjustment expenses

Unearned premiums

Accrued expenses and other liabilities

   Net cash (used in) provided by continuing operations

   Net cash used in discontinued operations

Net cash (used in) provided by operating activities

Cash flows from investing activities:

Purchases of fixed maturities

Purchases of other investments

Net proceeds from sale of discontinued operations

Proceeds from sales of fixed maturities - available-for-sale

Proceeds from maturities, paydowns and calls of fixed maturities

Proceeds from sale and redemption of other investments

Other, net

   Net cash provided by (used in) investing activities for continuing operations

   Net cash (used in) provided by investing activities for discontinued operations

Net cash provided by investing activities

Cash flows from financing activities:

Issuance of common shares

Repurchase of common shares

Dividends paid – Maiden common shares

Dividends paid – preference shares

Net cash used in financing activities

Effect of exchange rate changes on foreign currency cash

Net (decrease) increase in cash and cash equivalents and restricted cash and cash equivalents

Cash and cash equivalents and restricted cash and cash equivalents, beginning of year

Cash and cash equivalents and restricted cash and cash equivalents, end of year

Less: cash and restricted cash and equivalent of discontinued operations, end of year

Cash and restricted cash and equivalents of continuing operations, end of year

Reconciliation of cash and restricted cash reported within Consolidated Balance Sheets:

Cash and cash equivalents, end of year

Restricted cash and cash equivalents, end of year

Total cash and cash equivalents and restricted cash and equivalents, end of year

Non-cash investing activities

Investments transferred out related to partial Termination Amendment and Commutation

Investments transferred out for transactions under remaining AmTrust Quota Share business

Investments transferred out related to discontinued operations

Supplemental information on cash flows

2019

2018

  $

(131,903)   $
22,541  

(544,405)

94,113

7,820  
(27,860)  
165  
(2,719)  

53,440  
(438,489)  
9,476  
172,871  
(85,062)  
(5,181)  

(121,102)  
(560,609)  
(33,597)  
(1,140,209)  
(2,392)  
(1,142,601)  

(2,015,407)  
(8,788)  
—  
1,032,438  
1,906,947  
858  
3,242  
919,290  
(6,113)  
913,177  

—  
(18)  
—  
—  
(18)  
(382)  
(229,824)  
337,102  
107,278  
—  
107,278   $

48,197   $
59,081  
107,278   $

599,613   $
812,068  
68,262  

6,179

1,529

5,832

(4,461)

(824)

(47,127)

752

(9,574)

(12,887)

68,400

685,654

(25,106)

(14,190)

203,885

(21,596)

182,289

(997,137)

(18,383)

255,917

367,346

320,203

2,161

(2,063)

(71,956)

104,855

32,899

31

(873)

(41,555)

(25,636)

(68,033)

(1,556)

145,599

191,503

337,102

(6,113)

330,989

200,841

130,148

330,989

176,865

—

—

  $

  $

  $

  $

 
 
   
   
 
   
   
 
 
 
 
   
   
 
 
 
 
 
 
   
   
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
   
   
 
 
   
   
   
   
 
 
 
   
   
Interest paid

Taxes paid

  $

32,702   $
192  

19,106

524

See accompanying notes to Consolidated Financial Statements.

F-7

   
   
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

1. Organization

Maiden Holdings, Ltd. (sometimes referred to as "Maiden Holdings" or "Parent Company") is a Bermuda-based holding company. Together with its
subsidiaries  (collectively  referred  to  as  the  "Company",  "We"  or  "Maiden"),  Maiden  previously  focused  on  serving  the  needs  of  regional  and  specialty
insurers in the United States of America ("U.S."), Europe and select other global markets. The Company operates internationally through Maiden Global
Holdings, Ltd. ("Maiden Global") providing branded auto and credit life insurance products through insurer partners to retail clients in the EU and other
global markets. These products also produce reinsurance programs which are underwritten by Maiden Reinsurance Ltd. ("Maiden Reinsurance"). Maiden
Reinsurance  does  not  underwrite  any  direct  insurance  business.  Certain  international  credit  life  business  is  written  on  a  primary  basis  by  Maiden  Life
Försäkrings AB ("Maiden LF") and general insurance business is written on a primary basis by Maiden General Försäkrings AB ("Maiden GF"). We are
not  presently  actively  underwriting  reinsurance  business.  We  are  also  running  off  the  liabilities  associated  with  AmTrust  Financial  Services,  Inc.
("AmTrust") contracts we terminated in early 2019 as discussed below.

Strategic Review

Since  2018,  we  have  engaged  in  a  series  of  strategic  measures  that  have  dramatically  reduced  the  required  regulatory  capital  needed  to  operate  our
business, materially strengthened our solvency ratios, re-domiciled Maiden Reinsurance to Vermont in the U.S. and ceased active reinsurance underwriting.
During that time, we significantly increased our estimate of ultimate losses and loss reserves while purchasing reinsurance protection against further loss
reserve volatility and as a result, have improved the ultimate economic value of the Company. We believe these measures have given the Company the
ability to more flexibly allocate capital to those activities most likely to produce the greatest returns for shareholders.

The  measures  we  ultimately  have  taken  were  initiated  in  early  2018,  when  our  Board  of  Directors  initiated  a  review  of  strategic  alternatives  (the
"Strategic Review") to evaluate ways to increase shareholder value after a period of continuing higher than targeted combined ratios and lower returns on
equity than planned.

In addition, as of December 31, 2018, both the Company and its subsidiary Maiden Reinsurance failed to meet their requirements to hold sufficient
capital  to  cover  their  respective  enhanced  capital  requirements  (“ECR”).  The  Company  had  communicated  such  conditions  to  the  Bermuda  Monetary
Authority ("BMA") and is following the guidelines of a reportable “event” as stipulated by Bermuda insurance law.

As part of both the Strategic Review and the remediation measures implemented to cure the breach of the ECR, a series of transactions were entered
into  including:  (1)  completed  the  sale  of  Maiden  Reinsurance  North  America,  Inc.  ("Maiden  US")  on  December  27,  2018;  (2)  Maiden  Reinsurance's
shareholders, Maiden Holdings and Maiden Holdings North America, Ltd. ("Maiden NA"), made capital injections of $125,000 on December 31, 2018 and
$70,000  on  January  18,  2019  to  Maiden  Reinsurance  from  the  sale  proceeds  of  Maiden  US;  (3)  entered  into  a  partial  termination  amendment  ("Partial
Termination  Amendment")  with  AmTrust  effective  January  1,  2019  which  amended  the  quota  share  reinsurance  agreement  (“AmTrust  Quota  Share”)
between Maiden Reinsurance and AmTrust’s wholly owned subsidiary AmTrust International Insurance, Ltd. (“AII”) (as more fully described in "Note 8 -
Reinsurance");  (4)  entered  into  amendments  which  terminated  the  AmTrust  Quota  Share  and  the  European  hospital  liability  quota  share  reinsurance
contract  ("European  Hospital  Liability  Quota  Share")  with  AmTrust’s  wholly  owned  subsidiaries  AmTrust  Europe  Limited  ("AEL")  and  AmTrust
International  Underwriters  DAC  ("AIU  DAC")  effective  January  1,  2019  (these  transactions  are  broadly  referred  to  herein  as  the  "Final  AmTrust  QS
Terminations");  (5)  entered  into  the  Loss  Portfolio  Transfer  and  Adverse  Development  Cover  Agreement  ("LPT/ADC  Agreement")  with  Enstar  Group
Limited ("Enstar') pursuant to the revised Master Transaction Agreement entered into on March 1, 2019; and (6) entered into a Commutation and Release
Agreement with AmTrust to commute certain workers' compensation business with AII as of January 1, 2019.

As  a  result  of  the  completion  of  these  steps,  both  the  Company  and  Maiden  Reinsurance  have  sufficient  capital  in  excess  of  the  respective  ECR

requirements. Please see below for additional details regarding the LPT/ADC Agreement and the Commutation and Release Agreement.

Discontinued Operations

The  Company  made  the  strategic  decision  to  divest  its  U.S.  treaty  reinsurance  operations  through  the  sale  of  Maiden  US  which  was  completed  on
December 27, 2018. Except as explicitly described as held for sale or as discontinued operations, and unless otherwise noted, all discussions and amounts
presented  herein  relate  to  the  Company's  continuing  operations  except  for  net  loss,  net  loss  attributable  to  Maiden  and  net  loss  attributable  to  Maiden
common shareholders.

Sale of U.S. treaty reinsurance operations

The sale of the U.S. treaty reinsurance business occurred in two parts:

(a)  On  August  29,  2018,  the  Company  entered  into  a  Renewal  Rights  Agreement  ("Renewal  Rights")  with  Transatlantic  Reinsurance  Company
("TransRe"), pursuant to which the Company sold, and TransRe purchased, Maiden US's rights to: (i) renew Maiden US’s treaty reinsurance agreements
upon their expiration or cancellation, (ii) solicit renewals of and replacement coverages for the treaty reinsurance agreements and (iii) replicate and use the
products and contract forms used in Maiden US’s business. The sale was consummated on August 29, 2018. The Company continues to earn premiums and
remain liable for losses occurring subsequent to August 29, 2018 for any policies in force prior to and as of August 29, 2018, until those policies expire.

The payment received for the sale of the Renewal Rights was $7,500 subject to potential additional amounts payable in the future in accordance with the

agreement, however no additional fees have been recognized to date.

F-8

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

1. Organization (continued)

(b) On  December  27,  2018,  the  Company  completed  its  sale  agreement  ("U.S.  Sale  Agreement")  with  Enstar  Holdings  (US)  LLC  ("Enstar  U.S."),
pursuant to which Maiden NA sold Maiden US to Enstar U.S. Pursuant to and subject to the terms of the U.S. Sale Agreement: (i) Maiden NA sold, and
Enstar  U.S.  purchased,  all  of  the  outstanding  common  shares  of  Maiden  US  (“Maiden  US  Sale”)  for  gross  consideration  of  $286,375;  (ii)  Cavello  Bay
Reinsurance  Limited  ("Cavello"),  Enstar’s  Bermuda  reinsurance  affiliate,  and  Maiden  Reinsurance  entered  into  an  agreement  pursuant  to  which  certain
quota share reinsurance contracts between Maiden US and Maiden Reinsurance were novated to Cavello for a ceding commission Maiden Reinsurance of
$12,250; (iii) Cavello and Maiden Reinsurance also entered into a retrocession agreement pursuant to which certain assets and liabilities associated with the
Company’s U.S. treaty reinsurance business held by Maiden Reinsurance were retroceded to Cavello in exchange for a $1,750 ceding commission; and (iv)
Maiden  Reinsurance  provided  Enstar  with  a  reinsurance  cover  for  loss  reserve  development,  up  to  a  maximum  of  $25,000,  when  losses  are  more  than
$100,000 in excess of the net loss and loss adjustment expenses recorded as of June 30, 2018, for no additional consideration.

As discussed above, Maiden NA completed the sale of Maiden US to Enstar U.S. for gross consideration of $286,375,  which  was  subject  to  certain
post-closing adjustments. In conjunction with the completion of the LPT/ADC Agreement discussed below, on July 31, 2019, Maiden NA and Enstar U.S.
waived the post-closing adjustments set forth in the U.S. Sale Agreement and agreed to terminate the $25,000 excess of loss reinsurance agreement that
Maiden Reinsurance provided to Enstar in relation to the Maiden US loss reserves acquired by Enstar. As a result of these agreements, Maiden recorded a
net additional loss from discontinued operations of $16,714 for the year ended December 31, 2019.

The  Company  determined  that  the  sale  of  the  U.S.  treaty  reinsurance  operations  represented  a  strategic  shift  that  has  a  major  effect  on  its  ongoing
operations  and  financial  results  and  that  all  of  the  held  for  sale  criteria  were  met.  Accordingly,  all  transactions  related  to  the  U.S.  treaty  reinsurance
operations  have  been  reported  and  presented  as  part  of  discontinued  operations.  Please  refer  to  "Note  2.  Significant  Accounting  Policies"  and  "Note  6.
Discontinued Operations" for additional information regarding the effect of the reclassifications on the Company's Consolidated Financial Statements.

LPT/ADC Agreement with Enstar

Pursuant  to  the  LPT/ADC  Agreement  dated  as  of  July  31,  2019  and  effective  as  of  January  1,  2019  entered  into  between  Maiden  Reinsurance  and
Cavello, Cavello assumed the loss reserves as of December 31, 2018 associated with the AmTrust Quota Share in excess of a $2,178,535 retention up to
$600,000,  in  exchange  for  a  retrocession  premium  of  $445,000.  The  $2,178,535  retention  is  subject  to  adjustment  for  paid  losses  subsequent  to
December 31, 2018.

The  LPT/ADC  Agreement  provides  Maiden  Reinsurance  with  $155,000  in  adverse  development  cover  over  its  carried  AmTrust  Quota  Share  loss
reserves  at  December  31,  2018.  The  LPT/ADC  Agreement  meets  the  criteria  for  risk  transfer  and  therefore  has  been  accounted  for  as  retroactive
reinsurance. Cumulative ceded losses exceeding $445,000 result in a deferred gain which will be recognized over the settlement period in proportion to
cumulative  losses  collected  over  the  estimated  ultimate  reinsurance  recoverable.  Consequently,  cumulative  adverse  development  subsequent  to
December  31,  2018  may  result  in  significant  losses  from  operations  until  periods  when  the  deferred  gain  is  recognized  as  a  benefit  to  earnings.  At
December 31, 2019,  the  deferred  gain  liability  recorded  for  retroactive  reinsurance  under  the  LPT/ADC  Agreement  was  $112,950.  Amortization  of  the
deferred gain will not occur until paid losses have exceeded the minimum retention under the LPT/ADC Agreement, which is estimated to be in 2024.

Under the terms of the LPT/ADC Agreement, the covered losses associated with the commutation with AmTrust, as discussed below in Commutation
and Release Agreement - AmTrust Quota Share, are eligible to be covered but recoverable only when such losses are paid or settled by AII or its affiliates,
provided such losses and other related amounts shall not exceed $312,786.

Settlement of funding for the LPT/ADC Agreement occurred on August 12, 2019 and Maiden Reinsurance paid Enstar approximately $7,261 in interest

related to the LPT/ADC Agreement premium, calculated at the rate of 2.64% per annum from January 1, 2019 through August 12, 2019.

Commutation and Release Agreement - AmTrust Quota Share

Effective July 31, 2019, Maiden Reinsurance and AII entered into the Commutation and Release Agreement which provided for AII to re-assume all
reserves  ceded  by  AII  to  Maiden  Reinsurance  with  respect  to:  (a)  all  losses  incurred  in  Accident  Year  2017  and  Accident  Year  2018  under  California
workers' compensation policies and as defined in the AmTrust Quota Share ("Commuted California Business"); and (b) all losses incurred in Accident Year
2018 under New York workers' compensation policies ("Commuted New York Business" and together with the Commuted California Business "Commuted
Business") in exchange for the release and full discharge of Maiden Reinsurance from all of its obligations to AII with respect to the Commuted Business.
The Commuted Business excludes any business classified by AII as Specialty Program or Specialty Risk business.

Maiden  Reinsurance  transferred  cash  and  invested  assets  in  the  amount  of  $312,786  ("Commutation  Payment")  which  is  the  sum  of  the  net  ceded
reserves in the amount of $330,682 with respect to the Commuted Business as of December 31, 2018 less payments in the amount of $17,896  made  by
Maiden  Reinsurance  with  respect  to  the  Commuted  Business  from  January  1,  2019  through  July  31,  2019.  Settlement  of  the  Commutation  Payment
occurred on August 12, 2019 and Maiden Reinsurance paid AII approximately $6,335 in interest related to the Commutation Payment premium, calculated
at the rate of 3.30% per annum from January 1, 2019 through August 12, 2019. Maiden Reinsurance received a no objection letter from the BMA regarding
the Commutation and Release Agreement.

F-9

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

1. Organization (continued)

Re-domestication of Maiden Reinsurance

During the fourth quarter of 2019, our principal operating subsidiary, Maiden Reinsurance, submitted the necessary filings to discontinue its operations
from  Bermuda  and  to  apply  to  be  licensed  and  re-domesticate  to  the  State  of  Vermont  in  the  U.S.  Filings  were  made  with  the  Vermont  Department  of
Financial Regulation ("Vermont DFR"), the Vermont Secretary of State as well as with the BMA to provide notice of the Company's intent to discontinue
from Bermuda and re-domesticate to Vermont. Maiden Reinsurance completed the re-domestication to the State of Vermont on March 16, 2020.

We have determined that re-domiciling Maiden Reinsurance to Vermont will enable us to better align our operations, capital and resources with our
liabilities,  which  originate  mostly  in  the  U.S.,  resulting  in  a  more  efficient  structure.The  re-domestication,  in  combination  with  the  Strategic  Review
previously  taken  and  undertaken  in  close  consultation  with  the  BMA  to  de-risk  the  Company’s  balance  sheet,  is  expected  to  continue  to  strengthen  the
Company’s capital position and solvency ratios. While the Vermont DFR will become the group supervisor for the Company, the re-domestication does not
apply to the parent holding company which remains a Bermuda-based holding company. Securities issued by Maiden Holdings are not affected by the re-
domestication of Maiden Reinsurance to Vermont.

Segments

As a result of the strategic decision to divest all of the Company's U.S. treaty reinsurance operations noted above, the Company revised the composition
of  its  reportable  segments.  As  described  in  more  detail  under  “Note  3  —  Segment  Information”,  the  reportable  segments  include:  (i)  Diversified
Reinsurance which consists of a portfolio of property and casualty reinsurance business focusing on regional and specialty property and casualty insurance
companies  located  primarily  in  Europe;  and  (ii)  AmTrust  Reinsurance  which  includes  all  business  ceded  to  Maiden  Reinsurance  from  subsidiaries  of
AmTrust. In addition to these reportable segments, the results of operations of the former National General Holdings Corporation Quota Share ("NGHC
Quota  Share")  segment,  which  was  commuted  in  November  2019,  is  included  in  the  "Other"  category.  Certain  prior  year  comparatives  have  been
reclassified to conform to this new presentation.

F-10

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

2. Significant Accounting Policies

Basis  of  Reporting  and  Consolidation  —  These  Consolidated  Financial  Statements  have  been  prepared  in  conformity  with  accounting  principles
generally  accepted  in  the  U.S.  ("U.S.  GAAP")  and  include  the  accounts  of  Maiden  Holdings  and  all  of  its  subsidiaries.  These  Consolidated  Financial
Statements  reflect  all  adjustments  that  are,  in  the  opinion  of  management,  necessary  for  a  fair  presentation  of  the  results  for  the  period  and  all  such
adjustments are of a normal recurring nature. All significant intercompany transactions and accounts have been eliminated. Certain prior year comparatives
have been reclassified to conform to the current year presentation. The effect of these reclassifications had no impact on previously reported shareholders'
equity or net loss.

As part of the Strategic Review initiated by the Company's Board of Directors in 2018, the Company made the strategic decision to divest its U.S. treaty
reinsurance operations through the sale of Maiden US, completed on December 27, 2018, which had a major effect on its ongoing operations and financial
results. Accordingly, all of the remaining assets and liabilities related to the true up of sale consideration are classified as held for sale in the Consolidated
Balance Sheet as at December 31, 2018. The operating results of the Company's U.S. treaty reinsurance business for the years ended December 31, 2019
and 2018 have been reclassified and presented as part of discontinued operations in the Consolidated Statements of Income.

Except as explicitly described as held for sale or as discontinued operations, and unless otherwise noted, all discussions and amounts presented herein
relate to the Company's continuing operations except for net loss, net loss attributable to Maiden and net loss attributable to Maiden common shareholders.
Please see “Note 6 — Discontinued Operations" for additional information related to discontinued operations.

Estimates — The preparation of U.S. GAAP Consolidated Financial Statements requires management to make estimates and assumptions that affect the
reported  and  disclosed  amounts  of  assets  and  liabilities  and  disclosure  of  contingent  assets  and  liabilities  at  the  date  of  the  Consolidated  Financial
Statements and the reported amounts of revenues and expenses during the reporting period. Actual results could materially differ from those estimates. The
significant  estimates  include,  but  are  not  limited  to,  reserve  for  loss  and  loss  adjustment  expenses  ("loss  and  LAE")  and  deferred  gain  on  retroactive
reinsurance;  recoverability  of  reinsurance  balances  receivable,  reinsurance  recoverable  on  unpaid  losses  and  deferred  commission  and  other  acquisition
expenses; valuation of financial instruments and deferred tax assets; and the determination of other-than-temporary impairment ("OTTI") of investments.

Investments — The Company has historically classified its fixed maturity investments as either available-for-sale ("AFS") or held-to-maturity ("HTM").
The AFS portfolio is reported at fair value and any unrealized gains or losses are reported as a component of accumulated other comprehensive income
("AOCI").  The  HTM  portfolio  at  December  31,  2018  included  securities  for  which  the  Company  had  the  ability  and  intent  to  hold  to  maturity  or
redemption  and  was  reported  at  amortized  cost.  When  a  security  was  transferred  from  AFS  to  HTM,  the  fair  value  at  the  time  of  transfer,  adjusted  for
subsequent  amortization,  became  the  security's  amortized  cost.  The  net  unrealized  holdings  gains  of  securities  transferred  from  AFS  to  HTM  at  the
designation  date  continue  to  be  reported  in  the  carrying  value  of  the  HTM  securities  and  is  amortized  through  other  comprehensive  income  over  the
remaining life of the securities using the effective yield method in a manner consistent with the amortization of any premium or discount. When a security
transferred from HTM to AFS, the security’s amortized cost basis carried over to the AFS category for subsequent amortization of the historical premium
or discount, comparisons of fair value and amortized cost for determining unrealized holding gains and losses, and required disclosures of amortized cost.
The difference between the security’s amortized cost and fair value at the date of transfer into the AFS portfolio is recognized as an unrealized gain or loss
and recorded in AOCI.

Due to the termination of both AmTrust quota share contracts effective January 1, 2019, the Company no longer believed that it had the positive ability
to hold the securities in the HTM portfolio to maturity because this portfolio served as part of the collateral for the AmTrust Reinsurance segment loss
reserves.  Therefore,  the  Company  reclassified  and  transferred  all  HTM  securities  to  the  AFS  portfolio  in  the  first  quarter  of  2019.  Please  see  "Note
4 — Investments" for further details.

The fair value of fixed maturity investments is generally determined from quotations received from third-party nationally recognized pricing services
("Pricing Service"), or when such prices are not available, by reference to broker or underwriter bid indications. Short-term investments comprise securities
due to mature within one year of the date of purchase. The Company held no short-term investments as at December 31, 2019 and 2018.

The  Company's  other  investments  comprise  of  unquoted  investments.  The  Company  accounts  for  its  unquoted  other  investments  at  fair  value  in
accordance  with  Financial  Accounting  Standards  Board  ("FASB")  Accounting  Standards  Codification  ("ASC")  Topic  944-325,  "Financial  Services  -
Insurance - Investments - Other" ("ASC 944-325"). Unquoted other investments are comprised of investments in limited partnerships, which are reported at
fair value based on the financial information received from the fund managers and other information available to management with changes in fair value
recognized in net income, as well as investments in start-up insurance entities which are reported at fair value using recent private market transactions.

Investments made by special purpose vehicles focused on lending activities are carried at cost less impairment, if any. Any indication of impairment is

recognized in income when determined.

Purchases and sales of investments are recorded on a trade date basis. Realized gains or losses on sales of investments are determined based on the first
in first out cost method. Net investment income is recognized when earned and includes accrued interest and dividend income together with amortization of
market  premiums  and  discounts  using  the  effective  yield  method,  net  of  investment  management  fees.  For  U.S.  government  agency  mortgage-backed
securities ("Agency MBS") and any other holdings for which there is a prepayment risk, prepayment assumptions are evaluated and revised as necessary.
Any adjustments required due to the change in effective yields and maturities are recognized on a prospective basis through yield adjustments.

F-11

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

2. Significant Accounting Policies (continued)

A security is potentially impaired when its fair value falls below its amortized cost. On a quarterly basis, all potentially impaired securities are reviewed
to  determine  whether  the  impairment  is  temporary  or  OTTI.  OTTI  assessments  are  inherently  judgmental,  especially  where  securities  have  experienced
severe  declines  in  fair  value  over  a  short  period.  The  Company's  review  process  begins  with  a  quantitative  analysis  to  identify  securities  to  be  further
evaluated for potential classification as OTTI. For all identified securities, further fundamental analysis is performed that considers, but is not limited to,
the following quantitative and qualitative factors: historic and implied volatility of the security; length of time and extent to which the fair value has been
less than amortized cost; adverse conditions specifically related to the security or to specific conditions in an industry or geographic area; failure, if any, of
the issuer of the security to make scheduled payments; and recoveries or additional declines in fair value subsequent to the balance sheet date.

The Company recognizes OTTI losses within earnings for its impaired fixed maturity securities (i) for which the Company has the intent to sell the
security  or  (ii)  it  is  more  likely  than  not  that  the  Company  will  be  required  to  sell  the  debt  security  before  its  anticipated  recovery  and  (iii)  for  those
securities which have a credit loss. In assessing whether a credit loss exists, the Company compares the present value of the cash flows expected to be
collected from the security with the amortized cost basis of the security. In instances in which a determination is made that an impairment exists but the
Company does not intend to sell the security and it is not more likely than not that the Company will be required to sell the security before the anticipated
recovery of its remaining amortized cost basis, the impairment is separated into (i) the amount of the total impairment related to the credit loss and (ii) the
amount of the total impairment related to all other factors. The amount of the total OTTI related to the credit loss is recognized in earnings. The amount of
the  total  OTTI  related  to  all  other  factors  is  recognized  in  other  comprehensive  income.  In  periods  after  the  recognition  of  OTTI  on  the  fixed  maturity
securities, the Company accounts for such securities as if they had been purchased on the measurement date of the OTTI at an amortized cost basis equal to
the previous amortized cost basis less the OTTI recognized in earnings. For fixed maturity securities in which an OTTI loss was recognized in earnings, the
difference between the new amortized cost basis and the cash flows expected to be collected will be amortized into net investment income.

As the Company's investment portfolio is the largest component of its consolidated assets, any OTTI on fixed maturity securities could be material to

the Company's financial condition and results particularly during periods of dislocation in the financial markets.

Fair Value Measurements — ASC Topic 820, "Fair Value Measurements and Disclosures" ("ASC 820") defines fair value as the price that would be
received  upon  the  sale  of  an  asset  or  paid  to  transfer  a  liability  in  an  orderly  transaction  between  open  market  participants  at  the  measurement  date.
Additionally, ASC 820 establishes a hierarchy for inputs used in measuring fair value that maximizes the use of observable inputs and minimizes the use of
unobservable  inputs  by  requiring  that  the  most  observable  inputs  be  used  when  available.  The  hierarchy  is  broken  down  into  three  levels  based  on  the
reliability of inputs as follows:

• Level  1  —  Valuations  based  on  unadjusted  quoted  market  prices  for  identical  assets  or  liabilities  that  we  have  the  ability  to  access.  Valuation
adjustments and block discounts are not applied to Level 1 instruments. Since valuations are based on quoted prices that are readily and regularly
available in an active market, valuation of these products does not entail a significant degree of judgment. Examples of assets and liabilities utilizing
Level 1 inputs include: U.S. Treasury bonds;

• Level 2  —  Valuations  based  on  quoted  prices  for  similar  assets  or  liabilities  in  active  markets,  quoted  prices  for  identical  assets  or  liabilities  in
inactive  markets,  or  valuations  based  on  models  where  the  significant  inputs  are  observable  (e.g.  interest  rates,  yield  curves,  prepayment  speeds,
default  rates,  loss  severities,  etc.)  or  can  be  corroborated  by  observable  market  data.  Examples  of  assets  and  liabilities  utilizing  Level  2  inputs
include: U.S. government-sponsored agency securities; non-U.S. government and supranational obligations; commercial mortgage-backed securities
("CMBS"); collateralized loan obligations ("CLO"); corporate and municipal bonds; and

• Level 3  —  Valuations  based  on  models  where  significant  inputs  are  not  observable.  The  unobservable  inputs  reflect  our  own  assumptions  about
assumptions  that  market  participants  would  use.  Examples  of  assets  and  liabilities  utilizing  Level  3  inputs  include:  an  investment  in  preference
shares of a start-up insurance producer.

The  availability  of  observable  inputs  can  vary  and  is  affected  by  a  wide  variety  of  factors,  including,  for  example,  the  type  of  financial  instrument,
whether the financial instrument is new and not yet established in the marketplace, and other characteristics particular to the transaction. To the extent that
valuation is based on models or inputs that are less observable or unobservable in the market, the determination of fair value requires significantly more
judgment. Accordingly, the degree of judgment exercised by management in determining fair value is greatest for instruments categorized in the Level 3
hierarchy. The Company uses prices and inputs that are current as at the measurement date. In periods of market dislocation, the observability of prices and
inputs may be reduced for many instruments. This condition could cause a financial instrument to be reclassified between levels.

For investments that have quoted market prices in active markets, the Company uses the quoted market prices as fair value and includes these prices in
the amounts disclosed in the Level 1 fair value hierarchy. The Company receives the quoted market prices from the Pricing Service which is a third-party
nationally recognized provider. When quoted market prices are unavailable, the Company utilizes the Pricing Service to determine an estimate of fair value.
The fair value estimates are included in the Level 2 fair value hierarchy. The Company challenges any prices for its investments which are considered not
to be representative of fair value. If quoted market prices and estimates from the Pricing Service are unavailable, the Company produces an estimate of fair
value  based  on  dealer  quotations  for  recent  activity  in  positions  with  the  same  or  similar  characteristics  to  that  investment  being  valued  or  through
consensus pricing of a pricing service. The Company determines whether the fair value estimate is in the Level 2 or Level 3 hierarchy depending on the
level of observable inputs available when estimating fair value. The Company bases its estimates of fair values for assets on the bid price as it represents
the price a third-party market participant would be willing to pay in an orderly transaction.

F-12

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

2. Significant Accounting Policies (continued)

Cash  and  Cash  Equivalents  —  The  Company  maintains  cash  accounts  in  several  banks  and  brokerage  institutions.  Cash  equivalents  consist  of
investments in money market funds and short-term investments with an original maturity of 90 days or less and are stated at cost, which approximates fair
value.  Restricted  cash  and  cash  equivalents  are  separately  reported  in  the  Consolidated  Balance  Sheets.  The  Company  maintains  certain  cash  and
investments in trust accounts used primarily as collateral for unearned premiums and loss and LAE reserves owed to insureds. The Company is required to
maintain minimum balances in these restricted accounts based on pre-determined formulas. Please see "Note 4. (e) Investments" for additional details.

Premiums  and  Related  Expenses  —  For  pro-rata  contracts  and  excess-of-loss  contracts  where  no  deposit  or  minimum  premium  is  specified  in  the
contract, premium written is recognized based on estimates of ultimate premiums provided by the ceding companies. Initial estimates of premium written
are  recognized  in  the  period  in  which  the  underlying  risks  are  incepted.  Subsequent  adjustments,  based  on  reports  of  actual  premium  by  the  ceding
companies, or revisions in estimates, are recorded in the period in which they are determined. Reinsurance premiums assumed are generally earned on a
pro-rata basis over the terms of the underlying policies or reinsurance contracts. Contracts and policies written on a "losses occurring" basis cover claims
that  may  occur  during  the  term  of  the  contract  or  policy,  which  is  typically  twelve  months.  Accordingly,  the  premium  is  earned  evenly  over  the  term.
Contracts which are written on a "risks attaching" basis cover claims which attach to the underlying insurance policies written during the terms of such
contracts.  Premiums  earned  on  such  contracts  usually  extend  beyond  the  original  term  of  the  reinsurance  contract,  typically  resulting  in  recognition  of
premiums earned over a 24-month period.

Reinsurance premiums on specialty risk and extended warranty are earned based on the estimated program coverage period. These estimates are based
on the expected distribution of coverage periods by contract at inception, because a single contract may contain multiple coverage period options, and these
estimates are revised based on the actual coverage period selected by the original insured. Unearned premiums represent the portion of premiums written
which is applicable to the unexpired term of the contract or policy in force. These premiums can be subject to estimates based upon information received
from ceding companies and any subsequent differences arising on such estimates are recorded in the period in which they are determined.

Assumed and ceded reinsurance contracts that lack a significant transfer of risk are treated as deposits. No deposit contracts are held as at December 31,

2019 and 2018.

Acquisition  expenses  represent  the  costs  of  writing  business  that  vary  with,  and  are  primarily  related  to,  the  production  of  that  business.  Policy  and

contract acquisition expenses, including assumed commissions, are deferred and recognized as expense as the related premiums are earned.

The  Company  considers  anticipated  investment  income  in  determining  the  recoverability  of  these  costs  and  believes  they  are  fully  recoverable.  A
premium  deficiency  is  recognized  if  the  sum  of  anticipated  losses  and  loss  adjustment  expenses,  unamortized  acquisition  expenses  less  anticipated
investment income exceed unearned premiums.

Loss and Loss Adjustment Expenses Incurred — Loss and LAE represent the estimated ultimate net costs of all reported and unreported losses incurred
through December 31 of the latest fiscal year. The reserve for loss and LAE is estimated using a statistical analysis of actuarial data and is not discounted
for  the  time  value  of  money.  Although  considerable  variability  is  inherent  in  the  estimates  of  reserves  for  loss  and  LAE,  management  believes  that  the
reserve for loss and LAE is adequate based on known information to date. In estimating loss reserves, the Company utilizes a variety of standard actuarial
methods.  These  estimates  are  continually  reviewed  and  adjusted  as  necessary  as  experience  develops  or  new  information  becomes  available.  Such
adjustments are included and reported in current operations as favorable or unfavorable prior period development.

Reinsurance  —  Reinsurance  premiums  and  loss  and  LAE  ceded  to  other  companies  are  accounted  for  on  a  basis  consistent  with  those  used  in
accounting for original policies issued and pursuant to the terms of the reinsurance contracts. The Company records premiums earned and loss and LAE
incurred and ceded to other companies as reduction of premium revenue and loss and LAE, respectively. The unexpired portion of reinsurance purchased
by  the  Company  (retrocession  or  reinsurance  premiums  ceded)  is  included  in  other  assets  and  amortized  over  the  contract  period  in  proportion  to  the
amount of insurance protection provided. The ultimate amount of premiums, including adjustments, is recognized as premiums ceded and amortized over
the applicable contract period to which they apply. Premiums earned are reported net of reinsurance in the Consolidated Statements of Income.

Reinsurance  recoverable  on  unpaid  losses  relate  to  the  portion  of  reserves  and  paid  losses  and  LAE  that  are  ceded  to  other  companies.  Reinsurance
recoverable on unpaid losses are separately recorded as an asset in the Consolidated Balance Sheets. The Company remains contingently liable for all loss
payments in the event of failure to collect from reinsurers.

Accounting for Retroactive Reinsurance Agreements - Retroactive reinsurance agreements are reinsurance agreements under which a reinsurer agrees to
reimburse the Company as a result of past insurable events. For these agreements, the excess of the amounts ultimately collectible under the agreement
over the consideration paid is recognized as a deferred gain liability which is amortized into income over the settlement period of the ceded reserves once
the paid losses have exceeded the minimum retention. The amount of the deferral is recalculated each period based on actual loss payments and updated
estimates of ultimate losses. If the consideration paid exceeds the ultimate losses collectible under the agreement, the net loss on the retroactive reinsurance
agreement is recognized within income immediately.

On July 31, 2019, Maiden Reinsurance entered into the LPT/ADC Agreement as discussed in "Note 1 — Organization". This transaction was accounted
for as retroactive reinsurance pursuant to U.S. GAAP and a deferred gain liability is recognized for the amount which represents the cumulative adverse
development of losses subject to the LPT/ADC Agreement. Amortization of the deferred gain will not begin until paid losses have exceeded the minimum
retention under this agreement, which is estimated to be in 2024.

F-13

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

2. Significant Accounting Policies (continued)

Debt Obligations and Deferred Debt Issuance Costs — Costs incurred in issuing debt are capitalized and amortized over the contractual life of the debt.
The amortization of these costs are included in interest and amortization expenses in the Consolidated Statements of Income. The unamortized amount of
issuance costs is presented as a deduction from the related principal liability for senior notes in the Consolidated Balance Sheets.

Leases — The Company's leases are all currently classified as operating leases and none of them have non-lease components. For operating leases that
have a lease term of more than twelve months, the Company recognized a lease liability (presented as part of accrued expenses and other liabilities) and a
right-of-use asset (presented as part of other assets) in the Company's Consolidated Balance Sheets at the present value of the remaining lease payments
until  expiration.  As  the  lease  contracts  generally  do  not  provide  an  implicit  discount  rate,  the  Company  used  a  weighted-average  discount  rate  of  10%,
representing its estimated secured incremental borrowing rate, in calculating the present value of the lease liability. The Company has made an accounting
policy  election  not  to  include  renewal,  termination,  or  purchase  options  that  are  not  reasonably  certain  of  exercise  when  determining  the  term  of  the
borrowing. The Company recognizes the related leasing expense on a straight-line basis over the lease term in the Company's Consolidated Statements of
Income.

Goodwill and Intangible Assets — A purchase price that is in excess of the fair value of the net assets acquired arising from a business combination is
recorded  as  goodwill  and  is  not  amortized.  Other  intangible  assets  with  a  finite  life  are  amortized  over  the  estimated  useful  life  of  the  asset.  Intangible
assets with an indefinite useful life are not amortized similar to goodwill.

Goodwill and other indefinite life intangible assets were historically tested for impairment on an annual basis or more frequently if events or changes in
circumstances indicated that the carrying amount may not be recoverable. Finite life intangible assets were reviewed for indicators of impairment on an
annual basis or more frequently if events or changes in circumstances indicated that the carrying amount may not be recoverable, and tested for impairment
if appropriate. For purposes of the annual impairment evaluation, goodwill was assigned to the applicable reporting unit of the acquired entities giving rise
to  the  goodwill.  The  Company  had  established  October  1  as  the  date  for  performing  the  annual  impairment  tests  or  when  “triggering  events”  occur  or
circumstances changed that could have potentially reduced the fair value of a reporting unit below its carrying amount. Goodwill was considered impaired
if the carrying amount of the reporting unit exceeded its fair value. If goodwill or other intangible assets were impaired, they were written down to their
estimated fair values with a corresponding loss reflected in the Consolidated Statements of Income.

The  announced  sale  of  the  Company's  U.S.  treaty  reinsurance  operations  resulted  in  a  triggering  event  and  consequently  during  the  year  ended
December 31, 2018, the remaining balance of goodwill and intangible assets was written off as they were deemed to be permanently impaired due to the
sale  of  the  U.S.  treaty  reinsurance  renewal  rights  and  the  sale  of  the  U.S.  Diversified  Reinsurance  business.  Please  refer  to  "Note  6  —  Discontinued
Operations" for further details of this disposal.

Noncontrolling Interests — The Company accounts for noncontrolling interests in subsidiaries in accordance with ASC Topic 810 "Consolidations",
and presents any noncontrolling shareholders' interest in the equity section of the Consolidated Balance Sheets. Net income attributable to noncontrolling
interests  is  presented  separately  in  the  Consolidated  Statements  of  Income.  There  are  no  remaining  noncontrolling  interests  in  subsidiaries  as  at
December 31, 2019.

Income Taxes  —  The  Company  accounts  for  income  taxes  using  ASC  Topic  740  "Income Taxes"  for  subsidiaries  operating  in  taxable  jurisdictions.
Deferred  income  taxes  reflect  the  expected  future  tax  consequences  of  temporary  differences  between  the  carrying  amounts  of  assets  and  liabilities  for
financial reporting purposes and amounts used for income tax purposes. A valuation allowance is recorded if it is more likely than not that some or all of a
deferred  tax  asset  may  not  be  realized.  The  Company  considers  future  taxable  income  and  feasible  tax  planning  strategies  in  assessing  the  need  for  a
valuation allowance. In the event the Company determines that it will not be able to realize all or part of its deferred income tax assets in the future, an
adjustment to the deferred income tax assets would be charged to income in the period in which such determination is made. In addition, if the Company
subsequently assesses that the valuation allowance is no longer needed, a benefit would be recorded to income in the period in which such determination is
made.

U.S. GAAP allows for the recognition of tax benefits of uncertain tax positions only where the position is more likely than not to be sustained assuming
examination by tax authorities. A liability is established for any tax benefit claimed in a tax return in excess of this threshold. Income tax related interest
and  penalties  would  be  included  as  income  tax  expense.  The  Company  has  not  recorded  or  accrued  any  interest  or  penalties  during  the  years  ended
December 31, 2019 and 2018.

Share-Based Compensation Expense — The Company is authorized to issue restricted share awards and units, performance based restricted share units
("PB-RSUs"), share options and other equity-based awards to its employees and directors. The Company recognizes the compensation expense for share
options, restricted share and share unit grants, based on the fair value of the award on the date of grant, over the requisite service vesting period. Forfeitures
are  accounted  for  when  they  occur.  The  estimated  fair  value  of  the  grant  will  be  amortized  ratably  over  its  vesting  period  as  a  charge  to  compensation
expense (a component of general and administrative expenses) and an increase to additional paid-in capital in Consolidated Shareholders’ Equity.

The  estimated  fair  value  of  the  PB-RSUs  is  recognized  as  a  charge  to  compensation  expense  and  an  increase  to  additional  paid-in  capital  in
Consolidated Shareholders’ Equity following the satisfaction of certain criteria during the specified performance period. Forfeitures are accounted for if
and when they occur.

Earnings Per Share — Basic earnings per share are computed based on the weighted-average number of common shares outstanding and exclude any
dilutive effects of options, restricted share units ("RSUs") and PB-RSUs. Dilutive earnings per share are computed using the weighted-average number of
common shares outstanding during the period adjusted for the dilutive impact of share options, RSUs and PB-RSUs.

F-14

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

2. Significant Accounting Policies (continued)

The  two-class  method  is  used  to  determine  earnings  per  share  based  on  dividends  declared  on  common  shares  and  participating  securities  (i.e.
distributed  earnings)  and  participation  rights  of  participating  securities  in  any  undistributed  earnings.  Each  unvested  restricted  share  granted  by  the
Company to certain senior leaders is considered a participating security and the two-class method is used to calculate net income attributable to Maiden
common shareholders per common share – basic and diluted. However, any undistributed losses are not allocated to the participating securities.

Treasury Shares — Treasury shares include common shares repurchased by the Company and not subsequently cancelled as well as share repurchases
from employees, which represent withholdings in respect of tax obligations on the vesting of restricted shares and performance based shares. These shares
are recorded at cost and result in a reduction of the total Maiden shareholders’ equity in the Consolidated Balance Sheets.

Foreign  Currency  Transactions  —  The  functional  currency  of  the  Company  and  many  of  its  subsidiaries  is  the  U.S.  dollar.  For  these  companies,
monetary assets and liabilities denominated in foreign currencies are translated at year-end exchange rates, with resulting foreign exchange gains and losses
recognized  in  the  Consolidated  Statements  of  Income.  Revenues  and  expenses  in  foreign  currencies  are  converted  at  average  exchange  rates  during  the
year. Monetary assets and liabilities include cash and cash equivalents, reinsurance balances receivable, reinsurance recoverable on unpaid losses, funds
withheld receivable, reserve for loss and LAE and accrued expenses and other liabilities. Accounts that are classified as non-monetary such as deferred
commission and other acquisition expenses and unearned premiums are not revalued.

Assets and liabilities of foreign subsidiaries and divisions, whose functional currency is not the U.S. dollar, are translated at year-end exchange rates.
Revenues and expenses of these entities are translated at average exchange rates during the year. The effects of the foreign currency translation adjustment
for foreign entities are included in AOCI. The amount of the cumulative translation adjustment at December 31, 2019 was $(4,160) (2018 - $(5,854)).

Recently Adopted Accounting Standards Updates

Improvements to Non-employee Share-Based Payment Accounting

In June 2018, the FASB issued Accounting Standards Update ("ASU") 2018-07 that simplifies the accounting for share-based payments granted to non-
employees  for  goods  and  services.  Under  the  guidance,  payments  to  non-employees  would  be  aligned  with  the  requirements  for  share-based  payments
granted  to  employees  as  FASB  viewed  the  awards  to  both  employees  and  non-employees  to  be  economically  similar  and  thus  two  different  accounting
models  were  not  justified.  The  Company  currently  measures  directors’  share-based  payment  awards  at  fair  value  as  at  their  grant  date;  therefore  the
adoption of this standard on January 1, 2019 did not have any impact on the Company’s Consolidated Financial Statements.

Codification Improvements

In July 2018, the FASB issued ASU 2018-09 which includes clarifications to existing codifications or corrections of unintended application of guidance
not expected to have a significant effect on current accounting practice or create a significant administrative cost to most entities. The amendments in this
update include items raised for board consideration through the codification's feedback system that met the scope of this project, making the due diligence
process necessary. The amendments affect a wide variety of topics in the codification and apply to all reporting entities within the scope of the affected
accounting  guidance.  None  of  the  topics  deemed  applicable  upon  adoption  of  this  standard  on  January  1,  2019  had  a  material  impact  on  the  financial
statements.

Topic 842, Leases

In July 2018, the FASB issued ASU 2018-11 for targeted improvements related to ASU 2016-02 which provide entities with an additional transition
method  to  apply  the  new  leasing  standard.  Under  the  new  optional  transition  method,  an  entity  initially  applies  ASC  842  at  the  adoption  date  and
recognizes  a  cumulative-effect  adjustment  to  the  opening  balance  of  retained  earnings  in  the  period  of  adoption.  Topic  842  became  effective  for  the
Company during the first quarter of 2019 and was applied using a modified retrospective approach by electing the additional transition method permitted
by ASU 2018-11. Under the additional transition method, the Company's reporting for the comparative periods presented in its financial statements will be
in accordance with the pre-effective date lease accounting requirements under Topic 840.

The Company adopted Topic 842 effective on January 1, 2019, by electing as a package the practical expedients permitted under the transition guidance
of Topic 842, and applied consistently to all leases that had commenced before the effective date of adoption. The package of practical expedients allowed
the  Company  to  not  reassess  the  following:  whether  any  expired  or  existing  contracts  are  or  contain  leases;  the  lease  classification  for  any  expired  or
existing leases; and initial direct costs for any existing leases. In addition to electing the package of practical expedients, the Company made an accounting
policy election to account for non-lease components separately from lease components. Furthermore, the Company made an accounting policy election not
to recognize leases with an initial term of twelve months or less in the Company's Consolidated Balance Sheets.

The adoption of this standard on January 1, 2019 impacted the Company’s Consolidated Balance Sheets by recognizing a lease liability within accrued
expenses and other liabilities of $2,342 with an equivalent amount for the right-of-use asset presented as part of other assets, but the adoption did not have
any impact on its results of operations or cash flows.

Please refer to "Note 11. Commitments and Contingencies f) Operating Lease Commitments" for further disclosures regarding the impact of the adoption

of Topic 842 in 2019.

F-15

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

2. Significant Accounting Policies (continued)

Premium Amortization on Purchased Callable Debt Securities

In March 2017, the FASB issued ASU 2017-08 to amend the amortization period for certain purchased callable debt securities held at a premium. U.S.
GAAP historically excluded certain callable debt securities from consideration of early repayment of principal even if the holder was certain that the call
option would be exercised. As a result, upon the exercise of a call option on a callable debt security held at a premium, the unamortized premium was then
recorded as a loss in earnings. The amendments in ASU 2017-08 affect all entities that hold investments in callable debt securities that have an amortized
cost  basis  in  excess  of  the  amount  that  is  repayable  by  the  issuer  at  the  earliest  call  date.  The  amendments  shorten  the  amortization  period  for  certain
callable debt securities held at a premium and require the premium to be amortized to the earliest call date. The amendments do not require an accounting
change for securities held at a discount; the discount continues to be amortized to maturity.

The Company holds a number of fixed maturities with callable features on its Consolidated Balance Sheets which includes certain securities purchased
at  a  premium  that  are  being  amortized  over  their  contractual  maturity  period.  The  Company  has  always  handled  the  amortization  of  any  premiums  by
amortizing to the earliest effective maturity date (including call dates); therefore, the adoption of this guidance on January 1, 2019 did not have any impact
on its Consolidated Financial Statements.

Recently Issued Accounting Standards Not Yet Adopted

Accounting for Measurement of Credit Losses on Financial Instruments

In June 2016, the FASB issued ASU 2016-13 "Financial Instruments: Credit Losses (Topic 326)" replacing the "incurred loss" impairment methodology
with an approach based on "expected losses" to estimate credit losses on certain types of financial instruments and requires consideration of a broader range
of reasonable and supportable information to inform credit loss estimates. The guidance requires financial assets to be presented at the net amount expected
to be collected. The allowance for credit losses is a valuation account that is deducted from the cost of the financial asset to present the net carrying value at
the amount expected to be collected on the financial asset. ASU 2016-13 also modified the accounting for AFS debt securities, which must be individually
assessed for credit losses when fair value is less than the amortized cost basis, in accordance with Subtopic 326-30, Financial Instruments: Credit Losses
Available-for-Sale Debt Securities. Credit losses relating to AFS debt securities will be recorded through an allowance for credit losses rather than under
the current OTTI methodology.

In  April  2019,  the  FASB  issued  ASU  2019-04  for  targeted  improvements  related  to  ASU  2016-13  which  clarify  that  an  entity  should  include  all
expected recoveries in its estimate of the allowance for credit losses. In addition, for collateral dependent financial assets, the amendments mandate that an
allowance for credit losses that is added to the amortized cost basis of the financial asset should not exceed amounts previously written off. It also clarifies
FASB’s  intent  to  include  all  reinsurance  recoverables  within  the  scope  of  Topic  944  to  be  within  the  scope  of  Subtopic  326-20,  regardless  of  the
measurement  basis  of  those  recoverables.  The  Company's  reinsurance  balances  receivable  and  reinsurance  recoverable  on  unpaid  losses  are  its  most
significant financial assets within the scope of ASU 2016-13.

The guidance is effective for public business entities, excluding entities eligible to be smaller reporting companies ("SRCs") as defined by the SEC, for
annual periods beginning after December 15, 2019, and interim periods therein. The guidance is effective for all other entities, including public entities
eligible to be SRCs, for fiscal years beginning after December 15, 2022, including interim periods within those fiscal years. As of December 31, 2019, the
Company qualified for SRC status, as determined on the last business day of its most recent second quarter, and is thus eligible to follow the reporting
deadlines and effective dates applicable to SRCs. Therefore Topic 326 will not be effective until the 2023 fiscal year. The Company continues to evaluate
the impact of this guidance on its results of operations, financial condition and liquidity.

Changes to the Disclosure Requirements for Fair Value Measurement

In August 2018, the FASB issued ASU 2018-13 for changes to the disclosure framework related to Topic 820 which amends the disclosure requirements
for fair value measurement. The following disclosure requirements were removed from Topic 820: (i) amount of and reasons for transfers between Level 1
and Level 2 of the fair value hierarchy, (ii) policy for timing of transfers between levels, and (iii) valuation processes for Level 3 fair value measurements.
The  amendments  clarify  that  the  measurement  uncertainty  disclosure  is  to  communicate  information  about  the  uncertainty  in  measurement  as  of  the
reporting date. The following disclosure requirements were added to Topic 820: (i) changes in unrealized gains and losses for the period included in other
comprehensive  income  for  recurring  Level  3  fair  value  measurements  held  at  the  end  of  the  reporting  period;  and  (ii)  range  and  weighted  average  of
significant unobservable inputs used to develop Level 3 fair value measurements. For certain unobservable inputs, an entity may disclose other quantitative
information (such as the median or arithmetic average) in lieu of the weighted average if the entity determines that other quantitative information would be
a more reasonable and rational method to reflect the distribution of unobservable inputs used to develop Level 3 fair value measurements.

The amendments in this Update are effective for all entities for fiscal years, and interim periods within those fiscal years, beginning after December 15,
2019. The amendments on changes in unrealized gains and losses, the range and weighted average of significant unobservable inputs used to develop Level
3 fair value measurements, and the narrative description of measurement uncertainty should be applied prospectively for only the most recent interim or
annual period presented in the initial fiscal year of adoption. All other amendments should be applied retrospectively to all periods presented upon their
effective date. Early adoption is permitted upon issuance of this Update. An entity is permitted to early adopt any removed or modified disclosures upon
issuance of this Update and delay adoption of the additional disclosures until their effective date. These amendments only impact disclosures made in "Note
5. Fair Value Measurements" therefore, the adoption of this standard will not impact the Company’s consolidated balance sheets, results of operations or
cash flows.

F-16

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

3. Segment Information

The  Company  currently  has  two  reportable  segments:  Diversified  Reinsurance  and  AmTrust  Reinsurance.  Our  Diversified  Reinsurance  segment
consists  of  a  portfolio  of  predominantly  property  and  casualty  reinsurance  business  focusing  on  regional  and  specialty  property  and  casualty  insurance
companies located primarily in Europe. Our AmTrust Reinsurance segment includes all business ceded to by AmTrust, primarily the AmTrust Quota Share
and  the  European  Hospital  Liability  Quota  Share,  which  are  in  run-off  effective  January  1,  2019.  In  addition  to  our  reportable  segments,  the  results  of
operations of the former NGHC Quota Share segment, which was commuted in November 2019, have been included in the "Other" category. Please refer
to "Note 10. Related Party Transactions" for additional information.

As a result of the strategic decision to divest all of the Company's U.S. treaty reinsurance operations as discussed in "Note 1. Organization" and "Note 6.
Discontinued  Operations",  the  Company  revised  the  composition  of  its  reportable  segments.  Previously,  the  underwriting  results  associated  with  the
discontinued operations of the Company's U.S. treaty reinsurance business were included within the Diversified Reinsurance segment and the operating
results associated with the remnants of the U.S. excess and surplus business were included within the Other category. These are now excluded and all prior
periods presented have been reclassified to conform to this new presentation.

The  Company  evaluates  segment  performance  based  on  segment  profit  separately  from  the  results  of  our  investment  portfolio.  General  and
administrative expenses are allocated to the reportable segments on an actual basis except salaries and benefits where management’s judgment is applied;
however  general  corporate  expenses  are  not  allocated  to  the  segments.  In  determining  total  assets  by  reportable  segment,  the  Company  identifies  those
assets that are attributable to a particular segment such as reinsurance balances receivable, reinsurance recoverable on unpaid losses, deferred commission
and other acquisition expenses, loan to related party, restricted cash and investments, and funds withheld receivable. All remaining assets are allocated to
Corporate.

As discussed in "Note  1.  Organization"  and  "Note  10.  Related  Party  Transactions",  the  Partial  Termination  Amendment  and  the  termination  of  the
remaining business with AmTrust effective January 1, 2019 resulted in a significant reduction in gross premiums written. This was due to the return of
unearned premium on certain lines covered by the Partial Termination Amendment, with no new business written in 2019 as a result of the termination of
the AmTrust Quota Share and the European Hospital Liability Quota Share. The following tables summarize our reporting segment's underwriting results
and the reconciliation of our reportable segments and Other category's underwriting results to our consolidated net loss from continuing operations:

For the Year Ended December 31, 2019
Gross premiums written

Net premiums written

Net premiums earned

Other insurance revenue

Net loss and LAE

Commission and other acquisition expenses

General and administrative expenses

  $

  $

  $

Diversified
Reinsurance

52,408

49,151

83,691

2,841

(49,905)

(29,898)

(8,872)

  AmTrust Reinsurance  
  $

(581,001)

  $

  $

  $

(581,001)

364,071

  $

  $

—  

(402,612)

(139,862)

(2,895)

Underwriting loss

  $

(2,143)

  $

(181,298)

  $

Reconciliation to net loss from continuing operations

Net investment income and realized gains on investment

Total other-than-temporary impairment losses

Interest and amortization expenses

Foreign exchange and other gains, net

Other general and administrative expenses

Income tax benefit

Net loss from continuing operations

Net loss and LAE ratio(1)
Commission and other acquisition expense ratio(2)
General and administrative expense ratio(3)
Expense ratio(4)

Combined ratio(5)

57.7%  

34.5%  

10.3%  

44.8%  

102.5%  

F-17

110.6%    

38.4%    

0.8%    

39.2%    

149.8%    

Other

—   $

—   $

—   $

—  

(312)  

—  

—  

(312)  

Total
(528,593)

(531,850)

447,762

2,841

(452,829)

(169,760)

(11,767)

(183,753)

125,697

(165)

(19,320)

2,719

(35,451)

911

  $

(109,362)

100.5%

37.6%

10.5%

48.1%

148.6%

 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
   
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

3. Segment Information (continued)

For the Year Ended December 31, 2018
Gross premiums written

Net premiums written

Net premiums earned

Other insurance revenue

Net loss and LAE

Commission and other acquisition expenses

General and administrative expenses

  $

  $

  $

Diversified
Reinsurance

131,518

129,319

112,487

9,681

(71,441)

(38,749)

(17,396)

  AmTrust Reinsurance  
  $

1,886,280

  $

  $

  $

1,885,278

1,913,715

  $

  $

—  

(1,806,995)

(615,991)

(3,845)

Underwriting loss

  $

(5,418)

  $

(513,116)

  $

(1,685)  

Reconciliation to net loss from continuing operations

Net investment income and realized losses on investment

Total other-than-temporary impairment losses

Interest and amortization expenses

Foreign exchange and other gains, net

Other general and administrative expenses

Income tax expense

Net loss from continuing operations

Net loss and LAE ratio(1)
Commission and other acquisition expense ratio(2)
General and administrative expense ratio(3)
Expense ratio(4)

Combined ratio(5)

(1)
(2)
(3)
(4)
(5)

Calculated by dividing the net loss and LAE by the sum of net premiums earned and other insurance revenue.
Calculated by dividing commission and other acquisition expenses by the sum of net premiums earned and other insurance revenue.
Calculated by dividing general and administrative expenses by the sum of net premiums earned and other insurance revenue.
Calculated by adding together the commission and other acquisition expense ratio and general and administrative expense ratio.
Calculated by adding together the net loss and LAE ratio and the expense ratio.

F-18

58.5%  

31.7%  

14.2%  

45.9%  

104.4%  

94.4%    

32.2%    

0.2%    

32.4%    

126.8%    

  $

(450,292)

92.3%

32.2%

3.2%

35.4%

127.7%

Other

—   $

—   $

—   $

—  

Total
2,017,798

2,014,597

2,026,202

9,681

(1,685)  

(1,880,121)

—  

—  

(654,740)

(21,241)

(520,219)

134,756

(5,832)

(19,318)

4,461

(43,699)

(441)

 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
 
   
   
   
   
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

3. Segment Information (continued)

The following tables summarize the financial position of our reportable segments including the reconciliation to the Company's consolidated total assets at
December 31, 2019 and 2018:

December 31, 2019

Reinsurance balances receivable, net

Reinsurance recoverable on unpaid losses

Deferred commission and other acquisition expenses

Loan to related party

Restricted cash and cash equivalents and investments

Funds withheld receivable

Other assets

Total assets - reportable segments

Corporate assets

Total Assets

December 31, 2018

Reinsurance balances receivable, net

Reinsurance recoverable on unpaid losses

Deferred commission and other acquisition expenses

Loan to related party

Restricted cash and cash equivalents and investments

Funds withheld receivable

Other assets

Total assets - reportable segments

Corporate assets

Assets held for sale

Total Assets

Diversified
Reinsurance

  AmTrust Reinsurance  

Total

  $

11,729   $

—   $

2,773  

8,923  

—  

90,614  

52,136  

1,670  

557,950  

68,433  

167,975  

1,417,139  

632,305  

—  

167,845  

2,843,802  

—  

—  

  $

167,845   $

2,843,802   $

11,729

560,723

77,356

167,975

1,507,753

684,441

1,670

3,011,647

556,549

3,568,196

Diversified
Reinsurance

  AmTrust Reinsurance  

Total

  $

29,030   $

38,278   $

1,743  

18,405  

—  

114,220  

27,039  

—  

—  

370,037  

167,975  

67,308

1,743

388,442

167,975

3,918,810  

4,033,030

—  

640  

27,039

640

190,437  

4,495,740  

4,686,177

—  

—  

—  

—  

497,655

103,628

  $

190,437   $

4,495,740   $

5,287,460

The  following  table  shows  an  analysis  of  gross  and  net  premiums  written  and  net  premiums  earned  by  geographic  location  for  the  years  ended
December  31,  2019  and  2018.  In  the  case  of  reinsurance  business  assumed  from  AmTrust,  the  table  refers  to  the  location  of  the  relevant  AmTrust
subsidiaries.

For the Year Ended December 31,
Gross premiums written – North America

Gross premiums written – Other (predominantly Europe)

Gross premiums written – Total

Net premiums written – North America

Net premiums written – Other (predominantly Europe)

Net premiums written – Total

Net premiums earned – North America

Net premiums earned – Other (predominantly Europe)

Net premiums earned – Total

F-19

2019

2018

(567,380)   $

38,787  

(528,593)   $

(567,380)   $

35,530  

(531,850)   $

363,498   $

84,264  

447,762   $

1,591,745

426,053

2,017,798

1,590,466

424,131

2,014,597

1,635,855

390,347

2,026,202

  $

  $

  $

  $

  $

  $

 
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

3. Segment Information (continued)

The  following  tables  set  forth  financial  information  relating  to  net  premiums  written  by  major  line  of  business  and  reportable  segment  for  the  years

ended December 31, 2019 and 2018:

For the Year Ended December 31,
Net premiums written

Diversified Reinsurance

International

Other

Total Diversified Reinsurance

AmTrust Reinsurance

Small Commercial Business

Specialty Program

Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

Total Net Premiums Written

2019

2018

Total

% of Total

Total

% of Total

  $

49,193  

(9.3)%   $

129,305  

(42)  

49,151  

— %  

(9.3)%  

14  

129,319  

(324,311)  

(25,869)  

(230,821)  

(581,001)  

61.0 %  

1,092,615  

4.9 %  

336,847  

43.4 %  

455,816  

109.3 %  

1,885,278  

6.4%

—%

6.4%

54.2%

16.7%

22.7%

93.6%

  $

(531,850)  

100.0 %   $ 2,014,597  

100.0%

The  following  tables  set  forth  financial  information  relating  to  net  premiums  earned  by  major  line  of  business  and  reportable  segment  for  the  years

ended December 31, 2019 and 2018:

For the Year Ended December 31,
Net premiums earned

Diversified Reinsurance

International

Other

Total Diversified Reinsurance

AmTrust Reinsurance

Small Commercial Business

Specialty Program

Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

Total Net Premiums Earned

4. Investments

a) Fixed Maturities

2019

2018

Total

% of Total

Total

% of Total

  $

83,733  

18.7 %   $

112,473  

(42)  

83,691  

— %  

14  

18.7 %  

112,487  

91,723  

138,380  

133,968  

364,071  

20.5 %  

1,167,581  

30.9 %  

29.9 %  

345,805  

400,329  

81.3 %  

1,913,715  

5.5%

—%

5.5%

57.6%

17.1%

19.8%

94.5%

  $

447,762  

100.0 %   $ 2,026,202  

100.0%

The original or amortized cost, estimated fair value and gross unrealized gains and losses of fixed maturities at December 31, 2019 and 2018  are  as

follows:

December 31, 2019
Fixed maturities:

U.S. treasury bonds

U.S. agency bonds – mortgage-backed

Non-U.S. government and supranational bonds

Asset-backed securities

Corporate bonds

Municipal bonds

Original or 
amortized cost

Gross 
unrealized gains

Gross 
unrealized losses

Fair value

  $

94,921   $

533,296  

11,796  

187,881  

981,441  

4,091  

704   $

6,717  

294  

821  

31,140  

55  

—   $

(1,291)  

(91)  

(532)  

(15,725)  

—  

95,625

538,722

11,999

188,170

996,856

4,146

Total fixed maturity investments

  $

1,813,426   $

39,731   $

(17,639)   $

1,835,518

F-20

 
 
 
 
 
 
   
   
   
   
 
 
   
   
   
   
 
 
 
 
 
 
 
 
 
 
   
   
   
   
 
 
   
   
   
   
 
 
 
 
 
 
 
 
   
   
   
   
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

4. Investments (continued)

December 31, 2018
AFS fixed maturities:

U.S. treasury bonds

U.S. agency bonds – mortgage-backed

U.S. agency bonds – other

Non-U.S. government and supranational bonds

Asset-backed securities

Corporate bonds

Total AFS fixed maturities

HTM fixed maturities:

Corporate bonds

Municipal bonds

Total HTM fixed maturities

Total fixed maturity investments

Original or 
amortized cost

Gross 
unrealized gains

Gross 
unrealized losses

Fair value

  $

138,625   $

1,485,716  

129,741  

11,212  

216,072  

1,128,614  

3,109,980  

957,845  

57,836  

1,015,681  

448   $

3,491  

40  

66  

425  

6,525  

10,995  

3,872  

—  

3,872  

(1)   $

(36,073)  

(548)  

(1,206)  

(1,415)  

(30,164)  

(69,407)  

(20,990)  

(551)  

(21,541)  

139,072

1,453,134

129,233

10,072

215,082

1,104,975

3,051,568

940,727

57,285

998,012

  $

4,125,661   $

14,867   $

(90,948)   $

4,049,580

The  Company  has  historically  classified  its  fixed  maturity  investments  as  either  AFS  or  HTM.  The  HTM  portfolio  at  December  31,  2018  included
securities for which we had the ability and intent to hold to maturity or redemption and was reported at amortized cost. However, due to the termination of
both AmTrust quota share contracts effective January 1, 2019, the Company no longer believed that it had the positive ability to hold the securities in the
HTM  portfolio  to  maturity  because  the  HTM  portfolio  was  part  of  the  collateral  for  the  AmTrust  Reinsurance  segment  loss  reserves.  Therefore,  the
Company reclassified and transferred all HTM securities to the AFS portfolio at their fair market value as at March 31, 2019. The carrying value of the
HTM securities at the time of transfer was $1,011,878 and the related unrealized gains of $14,230 were added to AOCI.

The  contractual  maturities  of  our  fixed  maturities  are  shown  in  the  table  below.  Actual  maturities  may  differ  from  contractual  maturities  because

borrowers may have the right to call or prepay obligations with or without call or prepayment penalties.

December 31, 2019
Maturity

Due in one year or less

Due after one year through five years

Due after five years through ten years

U.S. agency bonds – mortgage-backed

Asset-backed securities

Total fixed maturities

Fixed maturities

Amortized cost

Fair value

  $

167,277   $

608,912  

316,060  

165,908

612,986

329,732

1,092,249  

1,108,626

533,296  

187,881  

538,722

188,170

  $

1,813,426   $

1,835,518

The following tables summarize fixed maturities in an unrealized loss position and the aggregate fair value and gross unrealized loss by length of time

the security has continuously been in an unrealized loss position:

December 31, 2019
Fixed maturities

Less than 12 Months

12 Months or More

Total

Fair 
value

Unrealized 
losses

Fair 
value

Unrealized 
losses

Fair 
value

Unrealized 
losses

U.S. agency bonds – mortgage-backed

  $

31,401   $

(257)   $

85,008   $

(1,034)   $

116,409   $

(1,291)

Non-U.S. government and supranational bonds

Asset-backed securities

Corporate bonds

1,824  

60,863  

29,692  

(22)  

(240)  

(305)  

701  

17,594  

(69)  

(292)  

2,525  

78,457  

159,216  

(15,420)  

188,908  

Total temporarily impaired fixed maturities

  $

123,780   $

(824)   $

262,519   $

(16,815)   $

386,299   $

(91)

(532)

(15,725)

(17,639)

F-21

 
 
 
 
   
   
   
   
 
 
 
 
 
 
   
   
   
   
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

4. Investments (continued)

At December 31, 2019, there were approximately 104 securities in an unrealized loss position with a fair value of $386,299 and unrealized losses of
$17,639. Of these securities, there were 67 securities that have been in an unrealized loss position for 12 months or greater with a fair value of $262,519
and unrealized losses of $16,815.

December 31, 2018
Fixed maturities

U.S. treasury bonds

Less than 12 Months

12 Months or More

Total

Fair 
value

Unrealized 
losses

Fair 
value

Unrealized 
losses

Fair 
value

Unrealized 
losses

  $

125   $

(1)   $

—   $

—   $

125   $

(1)

U.S. agency bonds – mortgage-backed

416,147  

(6,624)  

838,091  

(29,449)  

1,254,238  

(36,073)

U.S. agency bonds –  other

Non-U.S. government and supranational bonds

Asset-backed securities

Corporate bonds

Municipal bonds

26,838  

4,024  

74,801  

(27)  

(252)  

(1,196)  

17,462  

3,770  

5,793  

(521)  

(954)  

(219)  

44,300  

7,794  

80,594  

(548)

(1,206)

(1,415)

1,052,765  

(30,334)  

286,542  

(20,820)  

1,339,307  

(51,154)

20,379  

(261)  

36,906  

(290)  

57,285  

(551)

Total temporarily impaired fixed maturities

  $ 1,595,079   $

(38,695)   $ 1,188,564   $

(52,253)   $ 2,783,643   $

(90,948)

At December 31, 2018, there were approximately 348 securities in an unrealized loss position with a fair value of $2,783,643 and unrealized losses of
$90,948. Of these securities, there were 103 securities that have been in an unrealized loss position for 12 months or greater with a fair value of $1,188,564
and unrealized losses of $52,253.

OTTI

The Company performs quarterly reviews of its fixed maturities in order to determine whether declines in fair value below the amortized cost basis
should be considered other-than-temporary in accordance with applicable guidance. At December 31, 2019, we determined that unrealized losses on fixed
maturities were primarily due to interest rates rising as well as the impact of foreign exchange rate changes on certain foreign currency denominated fixed
maturities  since  their  date  of  purchase.  All  fixed  maturity  securities  continue  to  pay  the  expected  coupon  payments  under  the  contractual  terms  of  the
securities. Any credit-related impairment related to fixed maturity securities that the Company does not plan to sell and for which the Company is not more
likely than not to be required to sell is recognized in net earnings, with the non-credit related impairment recognized in comprehensive earnings. Based on
our analysis, our fixed maturity portfolio is of high credit quality and believe the amortized cost basis of the securities will be ultimately recovered. The
Company  continually  monitors  the  credit  quality  of  the  fixed  maturity  investments  to  assess  if  it  is  probable  that  we  will  receive  our  contractual  or
estimated  cash  flows  in  the  form  of  principal  and  interest.  For  the  year  ended  December  31,  2019,  the  Company  recognized  $165  in  OTTI  charges  in
earnings on one fixed maturity security (2018 - $5,832 on seventy-two fixed maturity securities).

The following tables summarize the credit ratings of our fixed maturities as at December 31, 2019 and 2018:

December 31, 2019
U.S. treasury bonds

U.S. agency bonds

AAA

AA+, AA, AA-

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

Amortized cost

Fair value

% of Total 
fair value

  $

94,921   $

533,296  

99,212  

101,491  

540,002  

438,731  

5,773  

95,625  

538,722  

99,542  

101,467  

549,479  

445,202  

5,481  

5.2%

29.4%

5.4%

5.5%

29.9%

24.3%

0.3%

Total fixed maturities(1)

  $

1,813,426   $

1,835,518  

100.0%

F-22

 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

4. Investments (continued)

December 31, 2018
U.S. treasury bonds

U.S. agency bonds

AAA

AA+, AA, AA-

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

Total fixed maturities(1)

(1) 

Based on Standard & Poor’s ("S&P"), or equivalent, ratings

b) Other Investments

Amortized cost

Fair value

  $

138,625   $

139,072  

1,615,457  

1,582,367  

137,172  

183,142  

135,119  

178,674  

1,132,993  

1,113,710  

866,043  

52,229  

848,348  

52,290  

% of Total 
fair value

3.4%

39.1%

3.3%

4.4%

27.5%

21.0%

1.3%

  $

4,125,661   $

4,049,580  

100.0%

The table below shows the fair value of the Company's other investments as at December 31, 2019 and 2018:

December 31,

2019

2018

Investment in limited partnerships

Other

Total other investments

Fair Value

% of Total

Fair Value

% of Total

  $

  $

3,077  

1,800  

4,877  

63.1%   $

36.9%  

100.0%   $

3,833  

1,500  

5,333  

71.9%

28.1%

100.0%

The Company also holds other investments made by special purpose vehicles related to lending activities of $26,871 at December  31,  2019 (2018  -
$18,383). These investments are carried at cost less impairment, if any, with any indication of impairment recognized in income when determined. As these
investments are carried at cost, they are not included in the table above. Please see "Note 5 - Fair Value Measurements" for additional information.

The  Company  has  remaining  unfunded  commitments  on  its  investment  in  limited  partnerships  of  $340  at  December  31,  2019 (2018  -  $414)  and  in

special purpose vehicles focused on lending activities of $767 at December 31, 2019 (2018 - $7,359).

c) Net Investment Income

Net investment income was derived from the following sources for the years ended December 31, 2019 and 2018:

For the Year Ended December 31,
Fixed maturities

Funds withheld

Loan to related party

Cash and cash equivalents and other

Interest expense paid on LPT/ADC Agreement and Commutation Payment(1)
Investment expenses

2019

2018

  $

83,839   $

130,333

20,307  

6,983  

2,931  

114,060  

(13,596)  

(2,627)  

686

6,442

3,173

140,634

—

(4,349)

136,285

Net investment income

  $

97,837   $

(1) Interest expense paid on LPT/ADC Agreement and Commutation Payment includes: a) Maiden Reinsurance paid Enstar approximately $7,261 in interest related to the LPT/ADC Agreement
premium,  calculated  at  the  rate  of  2.64%  per  annum  from  January  1,  2019  through  August  12,  2019;  and  b)  Maiden  Reinsurance  paid  AII  approximately $6,335  in  interest  related  to  the
Commutation Payment premium, calculated at the rate of 3.30% per annum from January 1, 2019 through August 12, 2019. Settlement of funding for the LPT/ADC Agreement and Commutation
Payment occurred on August 12, 2019 by Maiden Reinsurance's transfer of cash and invested assets as described in "Note 1. Organization".

F-23

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

4. Investments (continued)

d) Net Realized Gains (Losses) on Investment

Realized gains or losses on the sale of investments are determined on the basis of the first in first out cost method. The following tables provide an

analysis of net realized gains (losses) on investment included in the Consolidated Statements of Income:

For the Year Ended December 31, 2019
Fixed maturities

Other investments

Net realized gains (losses) on investment

For the Year Ended December 31, 2018
Fixed maturities

Other investments

Net realized gains (losses) on investment

Gross gains

Gross losses

Net

43,657   $

(15,899)   $

102  

—  

43,759   $

(15,899)   $

Gross gains

Gross losses

Net

9,314   $

2,275  

11,589   $

(13,118)   $

—  

(13,118)   $

27,758

102

27,860

(3,804)

2,275

(1,529)

  $

  $

  $

  $

Proceeds from sales of fixed maturities were $1,032,438 and $367,346 for the years ended December 31, 2019, and 2018, respectively. Net unrealized
gains (losses) on investments, including those allocated to discontinued operations and classified as held for sale, were as follows at December 31, 2019
and 2018, respectively:    

December 31,
Fixed maturities

Deferred income tax

Net unrealized gains (losses), net of deferred income tax

Change, net of deferred income tax

2019

2018

22,092   $

(96)  

21,996   $

81,758   $

(59,729)

(33)

(59,762)

(81,651)

  $

  $

  $

The portion of net unrealized losses recognized within net loss for the years ended December 31, 2019 and 2018, respectively, that are related to other

investments still held at the end of the respective reporting period were as follows:

For the Year Ended December 31,
Net gains recognized on other investments within net loss for the period

Net realized gains recognized on other investments divested during period

Net unrealized losses recognized on other investments still held at end of period

2019

2018

102   $

(591)  

(489)   $

2,275

(2,777)

(502)

  $

  $

e) Restricted Cash and Cash Equivalents and Investments

The Company is required to provide collateral for its reinsurance liabilities under various reinsurance agreements. The Company utilizes trust accounts
to collateralize business with reinsurance counterparties. The assets in trust as collateral are primarily cash and highly rated fixed maturities. The fair values
of these restricted assets were as follows at December 31, 2019 and 2018:

December 31,
Restricted cash – third party agreements

Restricted cash – related party agreements

Total restricted cash

Restricted investments – in trust for third party agreements at fair value (amortized cost: 2019 – $65,539;

2018 – $88,841)

Restricted investments – in trust for related party agreements at fair value (amortized cost: 2019 – $1,366,873;

2018 – $3,870,731)

Total restricted investments

Total restricted cash and investments

2019

2018

  $

21,447   $

37,634  

59,081  

21,420

108,728

130,148

65,678  

89,596

1,382,994  

1,448,672  

  $

1,507,753   $

3,804,215

3,893,811

4,023,959

F-24

 
 
 
 
    
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

5. Fair Value Measurements

a) Fair Values of Financial Instruments

ASC 825, "Disclosure About Fair Value of Financial Instruments", requires all entities to disclose the fair value of their financial instruments for both
assets and liabilities recognized and not recognized within the balance sheet, and for which it is practicable to estimate fair value. The following describes
the valuation techniques used by the Company to determine the fair value of financial instruments held at December 31, 2019 and 2018.

U.S.  government  and  U.S.  agency  —  Bonds  issued  by  the  U.S.  Treasury,  the  Federal  Home  Loan  Mortgage  Corporation,  Government  National
Mortgage Association and the Federal National Mortgage Association. The fair values of U.S. treasury bonds are based on quoted market prices in active
markets, and are included in the Level 1 fair value hierarchy. The Company believes the market for U.S. treasury bonds is an actively traded market given
the high level of daily trading volume. The fair values of U.S. agency bonds are determined using the credit spread above the risk-free yield curve. As the
yields for the risk-free yield curve and the credit spreads for these securities are observable market inputs, the fair values of U.S. agency bonds are included
in the Level 2 fair value hierarchy.

Non-U.S. government and supranational bonds — These securities are generally priced by independent pricing services. The Pricing Service may use
current market trades for securities with similar quality, maturity and coupon attributes. If no such trades are available, the Pricing Service typically uses
analytical  models  which  may  incorporate  credit  spreads,  interest  rate  data  and  market/sector  news.  As  the  significant  inputs  used  to  price  non-U.S.
government and supranational bonds are observable market inputs, the fair values are included in the Level 2 fair value hierarchy.

Asset-backed  securities  —  These  securities  comprise  CMBS  and  CLO  originated  by  a  variety  of  financial  institutions  that  on  acquisition  are  rated
BBB-/Baa3  or  higher.  These  securities  are  priced  by  independent  pricing  services.  The  pricing  provider  applies  dealer  quotes  and  other  available  trade
information, prepayment speeds, yield curves and credit spreads to the valuation. As the significant inputs used to price the CMBS and CLO are observable
market inputs, the fair values are included in the Level 2 fair value hierarchy.

Corporate  and  municipal  bonds  —  Bonds  issued  by  corporations,  U.S.  state  and  municipality  entities  or  agencies.  that  on  acquisition  are  rated
BBB-/Baa3  or  higher.  These  securities  are  generally  priced  by  independent  pricing  services.  The  credit  spreads  are  sourced  from  broker/dealers,  trade
prices and the new issue market. Where pricing is unavailable from pricing services, custodian pricing or non-binding quotes are obtained from broker-
dealers  to  estimate  fair  values.  As  the  significant  inputs  used  to  price  corporate  and  municipal  bonds  are  observable  market  inputs,  the  fair  values  are
included in the Level 2 fair value hierarchy.

Other  investments  —  Includes  unquoted  investments  comprised  of  investments  in  limited  partnerships  and  other  investments  which  includes
investments in special purpose vehicles focused on lending activities as well as investments in start-up insurance entities. The fair values of the investments
in limited partnerships are determined by the fund manager based on recent filings, operating results, balance sheet stability, growth and other business and
market sector fundamentals. The fair value of these investments are measured using the NAV practical expedient and therefore have not been categorized
within the fair value hierarchy. If there is a reporting lag between the current period end and the reporting date of the latest available fund valuation, fair
values are estimated by starting with the most recently available valuation and adjusting for return estimates as well as any subscriptions and distributions
that took place during the current period.

The  investments  made  by  special  purpose  vehicles  focused  on  lending  activities  are  carried  at  cost  less  impairment,  if  any,  with  any  indication  of

impairment recognized in income when determined. As these investments are carried at cost, they are not included in the fair value hierarchy below.

The fair value of the start-up insurance entities are determined using recent private market transactions and as such, the fair value of these investments

are included in the Level 3 fair value hierarchy.

Cash and cash equivalents (including restricted amounts), accrued investment income, reinsurance balances receivable and certain other assets and
liabilities — The carrying values reported in the Consolidated Balance Sheets for these financial instruments approximate their fair value due to their short
term nature and are classified within the Level 2 fair value hierarchy.

Loan  to  related  party,  reinsurance  recoverable  on  unpaid  losses  and  funds  withheld  receivable  — The  carrying  values  reported  in  the  Consolidated

Balance Sheets for these financial instruments approximate their fair value and are included in the Level 2 fair value hierarchy.

Senior notes — The carrying value for these financial instruments includes the principal amounts of the notes less any unamortized issuance costs. The
fair values of the senior notes are based on indicative market pricing obtained from a third-party service provider and, as such, are included in the Level 2
fair value hierarchy.

b) Fair Value Hierarchy

The  Company’s  estimates  of  fair  value  for  its  financial  assets  and  financial  liabilities  are  based  on  the  framework  established  in  ASC  820.  The
framework is based on the inputs used in the valuation process and gives the highest priority to quoted prices in active markets and requires that observable
inputs be used in the valuation methodology whenever available. In determining the level of the hierarchy in which the estimate is disclosed, the highest
priority  is  given  to  unadjusted  quoted  prices  in  active  trading  markets  and  the  lowest  priority  to  unobservable  inputs  that  reflect  significant  market
assumptions.

F-25

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

5. Fair Value Measurements (continued)

At December 31, 2019 and 2018, the Company classified its financial instruments measured at fair value on a recurring basis in the following valuation

hierarchy:

December 31, 2019
Fixed maturities

U.S. treasury bonds

U.S. agency bonds – mortgage-backed

Non-U.S. government and supranational bonds

Asset-backed securities

Corporate bonds

Municipal bonds

Other investments

Total

Quoted Prices 
in Active 
Markets for Identical
Assets 
(Level 1)

Significant 
Other 
Observable 
Inputs 
(Level 2)

Significant 
Unobservable 
Inputs 
(Level 3)

Fair Value Based
on NAV Practical
Expedient

Total Fair 
Value

  $

95,625

  $

—   $

—   $

—   $

—  

—  

—  

—  

—  

—  

538,722

11,999

188,170

996,856

4,146

—  

  $

95,625

  $

1,739,893

  $

—  

—  

—  

—  

—  

1,800

1,800

—  

—  

—  

—  

—  

3,077

95,625

538,722

11,999

188,170

996,856

4,146

4,877

  $

3,077

  $

1,840,395

As a percentage of total assets

2.7%  

48.8%  

0.1%  

0.1%  

51.7%

December 31, 2018
Fixed maturities

U.S. treasury bonds

U.S. agency bonds – mortgage-backed

U.S. agency bonds – other

Non-U.S. government and supranational bonds

Asset-backed securities

Corporate bonds

Other investments

Total

As a percentage of total assets

Quoted Prices 
in Active 
Markets for 
Identical Assets 
(Level 1)

Significant 
Other 
Observable 
Inputs 
(Level 2)

Significant 
Unobservable 
Inputs 
(Level 3)

Fair Value Based
on NAV Practical
Expedient

Total Fair 
Value

  $

139,072

  $

—   $

—   $

—   $

139,072

—  

—  

—  

—  

—  

—  

1,453,134

129,233

10,072

215,082

1,104,975

—  

—  

—  

—  

—  

—  

—  

—  

—  

—  

—  

19,883

3,833

1,453,134

129,233

10,072

215,082

1,104,975

23,716

  $

139,072

  $

2,912,496

  $

19,883

  $

3,833

  $

3,075,284

2.6%  

55.1%  

0.4%  

0.1%  

58.2%

The Company utilizes the Pricing Service to assist in determining the fair value of its investments; however, management is ultimately responsible for
all fair values presented in the Company’s financial statements. This includes responsibility for monitoring the fair value process, ensuring objective and
reliable valuation practices, and pricing of assets and liabilities and use of pricing sources. The Company analyzes and reviews the information and prices
received from the Pricing Service to ensure that the prices provided represent a reasonable estimate of fair value.

The Pricing Service was utilized to estimate fair value measurements for approximately 99.7% and 99.9% of our fixed maturities at December 31, 2019
and 2018, respectively. The Pricing Service utilizes market quotations for fixed maturity securities that have quoted market prices in active markets. Since
fixed  maturities  other  than  U.S.  treasury  bonds  generally  do  not  trade  actively  on  a  daily  basis,  the  Pricing  Service  prepares  estimates  of  fair  value
measurements using relevant market data, benchmark curves, sector groupings and matrix pricing and these have been classified as Level 2 within the fair
value hierarchy.

At December 31, 2019 and 2018, approximately 0.3% and 0.1%, respectively, of the Level 2 fixed maturities are valued using the market approach. At
December 31, 2019 and 2018, one security or $5,481 and one security or $5,676, respectively, of fixed maturities classified as Level 2, were priced using a
quotation  from  a  broker  and/or  custodian  as  opposed  to  the  Pricing  Service  due  to  lack  of  information  available.  At  December  31,  2019  and  2018,  the
Company has not adjusted any pricing provided to it based on the review performed by its investment managers.

There  were  no  transfers  between  Level  1  and  Level  2  within  the  fair  value  hierarchy.  During  the  year  ended  December  31,  2019,  the  Company
transferred  its  investment  in  special  purpose  vehicles  focused  on  lending  activities  out  of  Level  3  within  the  fair  value  hierarchy  due  to  a  change  in
accounting policy to report these investments at cost less any impairment instead of fair market value. No other transfers to or from Level 3 occurred during
the respective periods.

F-26

 
 
 
 
 
   
   
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

5. Fair Value Measurements (continued)

c) Level 3 Financial Instruments

At December 31, 2019, the Company has other investments of $1,800 (December 31, 2018 - $19,883) which includes investments in start-up insurance
entities.  The  fair  value  of  investments  in  start-up  insurance  entities  was  determined  using  recent  private  market  transactions.  Due  to  significant
unobservable inputs in these valuations, the Company classifies the fair value estimate of these other investments as Level 3 within the fair value hierarchy.

d) Financial Instruments not measured at Fair Value

The following table presents the respective carrying value and fair value for the financial instruments not measured at fair value on the Consolidated

Balance Sheets:

December 31, 2019

December 31, 2018

Carrying Value

Fair Value

Carrying Value

Fair Value

Financial Assets

HTM – corporate bonds

HTM - municipal bonds

Total financial assets

Financial Liabilities

Senior Notes - MHLA – 6.625%

Senior Notes - MHNC – 7.75%

Total financial liabilities

—   $

—  

—   $

—   $

—  

—   $

957,845   $

57,836  

1,015,681   $

110,000   $

152,500  

262,500   $

86,460   $

137,067  

223,527   $

110,000   $

152,500  

262,500   $

940,727

57,285

998,012

75,240

143,960

219,200

  $

  $

  $

  $

F-27

 
 
 
 
 
 
 
 
   
   
   
   
 
 
   
   
   
   
   
   
   
   
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

6. Discontinued Operations

Sale of U.S. Treaty Reinsurance operations

As described in "Note 1. Organization", the Company entered into a Renewal Rights transaction with TransRe on August 29, 2018 and subsequently
sold  Maiden  US  on  December  27,  2018  pursuant  to  the  U.S.  Sale  Agreement  with  Enstar  U.S.  Maiden  US  was  a  substantial  portion  of  the  Diversified
Reinsurance  segment,  therefore  the  Company  concluded  that  the  sale  represented  a  strategic  shift  that  had  a  major  effect  on  its  ongoing  operations  and
financial results and that all of the held for sale criteria were met. Accordingly, all transactions related to the U.S. treaty reinsurance operations are reported
and presented as part of the results from discontinued operations in the Consolidated Statements of Income and any remaining assets and liabilities related
to true up of sale consideration are classified as held for sale in the Consolidated Balance Sheet as at December 31, 2018.

As described in "Note 1 — Organization", Cavello and Maiden Reinsurance entered into a retrocession agreement pursuant to which certain assets and
liabilities associated with the U.S. treaty reinsurance business held by Maiden Reinsurance were retroceded to Cavello on December 27, 2018. Previously,
the assets and liabilities related to this business including the retrocession agreement were classified as held for sale, however, a decision has been made to
reclassify  them  as  held  and  used  in  the  current  period  as  it  is  now  considered  unlikely  that  these  reserves  will  be  novated  in  the  foreseeable  future;
therefore, there are no remaining assets and liabilities classified as held for sale as at December 31, 2019. Furthermore, the assets and liabilities related to
this business as at December 31, 2018 have been reclassified from held for sale to conform to the current presentation.

The assets and liabilities classified as held for sale in the Consolidated Balance Sheet as at December 31, 2018 comprise:

ASSETS

Fixed maturities, available-for-sale, at fair value

Restricted cash and cash equivalents

Other assets

Total assets held for sale

LIABILITIES

Reserve for loss and loss adjustment expenses

Accrued expenses and other liabilities

Total liabilities held for sale

2018

63,560

6,113

33,955

103,628

6,363

78,751

85,114

  $

  $

  $

  $

The  following  table  summarizes  the  major  classes  of  items  constituting  the  net  loss  from  discontinued  operations  presented  on  the  Consolidated

Statements of Income for the years ended December 31, 2019 and 2018:

For the Year Ended December 31,

Gross premiums written

Net premiums written

Net premiums earned

Other insurance revenue

Net investment income

Net loss and loss adjustment expenses

Commission and other acquisition expenses

General and administrative expenses

Amortization of intangible assets

Income from discontinued operations

Loss on disposal of discontinued operations

Income tax (expense) benefit

2019

2018

  $

  $

  $

—   $

—   $

—   $

—  

—  

6,363  

—  

(2,392)  

—  

3,971  

(25,474)  

(1,038)  

493,862

479,577

618,265

—

39,265

(474,711)

(142,946)

(26,739)

(1,387)

11,747

(113,294)

7,434

(94,113)

Loss from discontinued operations, net of income tax

  $

(22,541)   $

As described in "Note 1. Organization", as a result of the Settlement and Commutation Agreement entered into between the Company and Enstar U.S.
on  July  31,  2019,  the  Company  recorded  an  additional  loss  from  discontinued  operations  of  $16,714  for  the  year  ended  December  31,  2019,  which  is
included in the net loss from discontinued operations of $22,541. The loss on disposal of discontinued operations for the year ended December 31, 2018
primarily  includes  the  impairment  of  goodwill  and  intangible  assets  of  $74,196  that  was  recognized  due  to  the  sale  of  Maiden  US,  net  of  the  payment
received for the sale of the Renewal Rights of $7,500.

F-28

 
 
   
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

6. Discontinued Operations (continued)

The  goodwill  and  intangible  assets  historically  were  subject  to  annual  impairment  testing  on  October  1  or  when  “triggering  events”  occurred  or
circumstances changed that could have potentially reduced the fair value of a reporting unit below its carrying amount. The sale of the Company's U.S.
treaty reinsurance operations resulted in a triggering event and consequently during the year ended December 31, 2018, the remaining balance of goodwill
and intangible assets were written off as they were deemed permanently impaired.

7. Long-Term Debt

Senior Notes

At December 31, 2019 and 2018, both Maiden Holdings and its wholly owned subsidiary, Maiden NA, have outstanding publicly-traded senior notes
which  were  issued  in  2016  and  2013,  respectively  (the  "Senior  Notes").  The  2013  Senior  Notes  issued  by  Maiden  NA  are  fully  and  unconditionally
guaranteed by Maiden Holdings. The Senior Notes are unsecured and unsubordinated obligations of the Company.

The following tables detail the issuances outstanding at December 31, 2019 and 2018:

December 31, 2019
Principal amount

Less: unamortized issuance costs

Carrying value

December 31, 2018
Principal amount

Less: unamortized issuance costs

Carrying value

Other details:

Original debt issuance costs

Maturity date

Earliest redeemable date (for cash)

Coupon rate

Effective interest rate

  $

  $

  $

  $

  $

2016 Senior Notes
110,000

2013 Senior Notes
152,500

  $

  $

3,565

4,027

106,435

  $

148,473

  $

2016 Senior Notes
110,000

2013 Senior Notes
152,500

  $

  $

3,610

4,196

106,390

  $

148,304

  $

Total

262,500

7,592

254,908

Total

262,500

7,806

254,694

3,715

  $

5,054

June 14, 2046

June 14, 2021

December 1, 2043

December 1, 2018

6.625%  

7.07%  

7.75%    

8.04%    

The interest expense incurred on the Senior Notes for the year ended December 31, 2019 was $19,106 (2018 - $19,106), of which $1,342 was accrued at
both December 31, 2019 and 2018, respectively. The issuance costs related to the Senior Notes were capitalized and are being amortized over the effective
life of the Senior Notes. The amortization expense was $214 for the year ended December 31, 2019 (2018 - $212).

Under the terms of the 2013 Senior Notes, the 2013 Senior Notes can be redeemed, in whole or in part after December 1, 2018 at Maiden NA's option at
any time and from time to time, until maturity at a redemption price equal to 100% of the principal amount of the notes to be redeemed plus accrued but
unpaid interest on the principal amount being redeemed to, but not including, the redemption date. Maiden NA is required to give at least thirty and not
more  than  sixty  days  notice  prior  to  the  redemption  date.  However,  as  part  of  the  Company's  remediation  measures,  the  Company  had  previously
voluntarily undertaken with the BMA to not voluntarily redeem the 2013 Senior Notes without its prior written approval.

F-29

 
 
 
 
 
 
 
   
   
   
 
 
 
 
 
 
 
   
   
   
   
   
   
   
 
 
   
 
 
   
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

8. Reinsurance

The  Company  uses  reinsurance  and  retrocessional  agreements  ("ceded  reinsurance")  to  mitigate  volatility,  reduce  its  exposure  to  certain  risks  and
provide  capital  support.  Additionally,  Maiden  Reinsurance  entered  into  a  number  of  retrocessional  quota  share  agreements  with  a  highly  rated  global
insurer to cede certain lines of business from both of the Company's reportable segments. Effective July 1, 2018, Maiden Reinsurance commuted all of
these retrocessional quota share agreements.

Ceded reinsurance provides for the recovery of a portion of loss and LAE under certain circumstances without relieving the Company of its obligations
to the policyholders. The Company remains liable to the extent that any of its reinsurers or retrocessionaires fails to meet their obligations. Loss and LAE
incurred and premiums earned are reported after deduction for ceded reinsurance. In the event that one or more of our reinsurers or retrocessionaires are
unable to meet their obligations under these agreements, the Company would not realize the full value of the reinsurance recoverable balances. The effect
of ceded reinsurance on net premiums written and earned and on net loss and LAE for the years ended December 31, 2019 and 2018 was as follows:

For the Year Ended December 31,

Premiums written

Direct

Assumed

Ceded

Net

Premiums earned

Direct

Assumed

Ceded

Net

Loss and LAE

Gross loss and LAE

Loss and LAE ceded

Net

2019

2018

  $

16,637   $

11,024

(545,243)  

2,006,774

(3,244)  

(3,201)

(531,850)   $

2,014,597

16,118   $

434,559  

(2,915)  

10,733

2,032,161

(16,692)

447,762   $

2,026,202

453,478   $

1,885,232

(649)  

(5,111)

452,829   $

1,880,121

  $

  $

  $

  $

  $

As discussed in "Note 1 — Organization", on December 27, 2018, Cavello and Maiden Reinsurance entered into a retrocession agreement pursuant to
which certain assets and liabilities associated with the U.S. treaty reinsurance business held by Maiden Reinsurance were retroceded to Cavello in exchange
for  a  ceding  commission.  The  balance  of  reinsurance  recoverable  on  unpaid  losses  due  from  Cavello  under  this  retrocession  agreement  was  $62,699  at
December 31, 2019 (2018 - $70,158).

On  July  31,  2019,  Maiden  Reinsurance  and  Cavello  entered  into  the  LPT/ADC  Agreement,  pursuant  to  which  Cavello  assumed  the  loss  reserves  as
of  December  31,  2018  associated  with  the  AmTrust  Quota  Share  in  excess  of  a  $2,178,535  retention  up  to  $600,000,  in  exchange  for  a  retrocession
premium  of  $445,000.  The  $2,178,535  retention  is  subject  to  adjustment  for  paid  losses  subsequent  to  December  31,  2018.  Please  see  "Note
1 — Organization" for further details.

The  LPT/ADC  Agreement  provides  Maiden  Reinsurance  with  $155,000  in  adverse  development  cover  over  its  carried  AmTrust  Quota  Share  loss
reserves  at  December  31,  2018.  The  LPT/ADC  Agreement  meets  the  criteria  for  risk  transfer  and  is  thus  accounted  for  as  retroactive  reinsurance.
Cumulative ceded losses exceeding $445,000 are recognized as a deferred gain liability and amortized into income over the settlement period of the ceded
reserves in proportion to cumulative losses collected over the estimated ultimate reinsurance recoverable. The amount of the deferral is recalculated each
period  based  on  loss  payments  and  updated  estimates.  Consequently,  cumulative  adverse  development  subsequent  to  December  31,  2018  may  result  in
significant losses from operations until periods when the deferred gain is recognized as a benefit to earnings. Reinsurance recoverable on unpaid losses
under the retroactive reinsurance agreement was $557,950 while the deferred gain liability was $112,950 as of December 31, 2019. Amortization of the
deferred gain will not occur until paid losses have exceeded the minimum retention under the LPT/ADC Agreement, which is estimated to be in 2024.

Cavello has provided collateral in the form of a letter of credit in the amount of $445,000 to AmTrust under the LPT/ADC Agreement and is subject to
additional  collateral  funding  requirements  as  explained  in  "Note  10  —  Related  Party  Transactions".  Under  the  terms  of  the  LPT/ADC  Agreement,  the
covered losses associated with the Commutation and Release Agreement with AmTrust are eligible to be covered but recoverable only when such losses
are paid or settled by AII or its affiliates, provided such losses and other related amounts do not exceed $312,786. Cavello's parent company, Enstar, has
credit ratings of BBB from both Standard &Poor's and Fitch Ratings at December 31, 2019.

The  Company's  reinsurance  recoverable  on  unpaid  losses  balance  as  at  December  31,  2019  was  $623,422  (2018  -  $71,901)  presented  in  the
Consolidated Balance Sheets. At December 31, 2019 and 2018, the Company had no valuation allowance against reinsurance recoverable on unpaid losses.

F-30

 
 
   
   
 
 
   
   
 
 
   
   
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses

General

The Company uses both historical experience and industry-wide loss development factors to provide a reasonable basis for estimating future losses. In
the future, certain events may be beyond the control of management, such as changes in law, judicial interpretations of law, and rates of inflation, which
may favorably or unfavorably impact the ultimate settlement of the Company’s loss and LAE reserves.

The anticipated effect of inflation is implicitly considered when estimating liabilities for loss and LAE. While anticipated changes in claim costs due to
inflation are considered in estimating the ultimate claim costs, changes in the average severity of claims are caused by a number of factors that vary with
the individual type of policy written. Ultimate losses are projected based on historical trends adjusted for implemented changes in underwriting standards,
claims handling, policy provisions, and general economic trends. Those anticipated trends are monitored based on actual development and are modified if
necessary.

The  reserving  process  begins  with  the  collection  and  analysis  of  paid  losses  and  incurred  claims  data  for  each  of  the  Company's  contracts.  While
reserves are mostly reviewed on a contract by contract basis, paid loss and incurred claims data is also aggregated into reserving segments. The segmental
data is disaggregated by reserving class and further disaggregated by either accident year (i.e. the year in which the loss event occurred) or by underwriting
year (i.e. the year in which the contract generating the premium and losses incepted). The Company in some cases uses underwriting year information to
analyze our Diversified Reinsurance segment and subsequently allocate reserves to the respective accident years. The reserve for loss and LAE comprises:

December 31,

Reserve for reported loss and LAE

Reserve for losses incurred but not reported ("IBNR")

Reserve for loss and LAE

2019

2018

  $

  $

1,271,358   $

1,168,549  

2,439,907   $

1,619,776

1,506,358

3,126,134

The following table represents a reconciliation of the beginning and ending gross and net loss and LAE reserves:

For the Year Ended December 31,

Gross loss and LAE reserves, January 1

Less: reinsurance recoverable on unpaid losses, January 1

Net loss and LAE reserves, January 1

Net incurred losses related to:

Current year

Prior years

Net paid losses related to:

Current year

Prior years

Retroactive reinsurance adjustment

Effect of foreign exchange rate movements

Other adjustments

Net loss and LAE reserves, December 31

Reinsurance recoverable on unpaid losses, December 31

Gross loss and LAE reserves, December 31

2019

2018

  $

3,126,134   $

2,464,442

71,901  

3,054,233  

328,194  

124,635  

452,829  

(101,654)  

(1,025,381)  

(1,127,035)  

(557,950)  

(5,592)  

—  

24,883

2,439,559

1,431,484

448,637

1,880,121

(440,315)

(723,451)

(1,163,766)

—

(23,961)

(77,720)

1,816,485  

3,054,233

623,422  

71,901

  $

2,439,907   $

3,126,134

Commencing in 2015, Maiden Reinsurance entered into a number of retrocessional quota share agreements with a highly rated global insurer to cede
certain  lines  of  business  from  both  of  our  reportable  segments.  Effective  July  1,  2018,  Maiden  Reinsurance  commuted  all  of  these  retrocessional  quota
share agreements.

Actuarial Methods Used to Estimate Loss and LAE Reserves

The Company utilizes a variety of standard actuarial methods in its analysis of loss reserves. The selections from these various methods are based on the

loss development characteristics of the specific line of business and significant actuarial judgment. The actuarial methods utilized include:

The  Expected  Loss  Ratio  ("ELR")  method  is  a  technique  that  multiplicatively  applies  an  expected  loss  ratio  to  premium  earned  to  yield  estimated

ultimate losses. The ELR assumption is generally derived from pricing information and historical experience

F-31

 
 
 
 
 
 
 
   
   
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

of the business. This method is frequently used for the purpose of stability in the early valuations of an underwriting year with large and uncertain loss
development factors. This technique does not take into account actual loss emergence for the underwriting year being projected. As an underwriting year
matures and actual loss experience becomes more credible, other methods may be applied in determining the estimated ultimate losses.

The Loss Development ("LD") method is a reserving method in which ultimate losses are estimated by applying a loss development factor to actual
reported (or paid) loss experience. This method fully utilizes actual experience. Multiplication of underwriting year actual reported (or paid) losses by its
respective development factor produces the estimated ultimate losses. The LD method is based upon the assumption that the relative change in a given
underwriting year’s losses from one evaluation point to the next is similar to the relative change in prior underwriting years’ losses at similar evaluation
points.  In  addition,  this  method  is  based  on  the  assumption  that  the  reserving  and  payment  patterns  as  well  as  the  claim  handling  procedures  have  not
changed substantially over time. In the case where changes to the payment patterns or the claim handling procedures are identified, historical losses are
adjusted to the current basis, and development factors are selected based on the relative change of the adjusted losses (the Berquist Sherman method is one
example of this approach). When a company has a sufficiently reliable loss development history, a development pattern based on the company’s historical
indications may be used to develop losses to ultimate values.

The Bornhuetter-Ferguson ("BF") reserving technique is used for long-tailed or lower frequency, more volatile lines. It is also useful in situations where
the  reported  loss  experience  is  relatively  immature  and/or  lacks  sufficient  credibility  for  the  application  of  methods  that  are  more  heavily  reliant  on
emerged experience. The BF method is an additive IBNR method that combines the ELR and LD techniques by splitting the expected loss into two pieces -
expected  reported  (or  paid)  losses  and  expected  unreported  (or  unpaid)  losses.  Expected  unreported  (unpaid)  losses,  estimated  by  the  use  of  loss
development  factors,  are  added  to  the  current  actual  reported  (or  paid)  losses  to  produce  an  estimate  of  ultimate  losses  by  underwriting  year.  The  BF
method introduces an element of stability that moderates the impact of inconsistent changes in paid and reported losses.

The average frequency and severity ("FS") reserving technique is used for lines where claim count is available, and the estimate of loss development
factors is more difficult due to volatility in historical data. The available data for such lines is usually more volatile in the estimation of future losses using
the LD and BF reserving methods. The FS method uses historical data to estimate the average number of ultimate claims (frequency) and the average costs
of closed claims (severity). The estimate of ultimate losses by underwriting year is the result of the multiplication of the ultimate number of claims and the
average cost of a claim.

With the guidance of the methods above, actuarial judgment is applied in the determination of ultimate losses. In general, the Company’s segments have
varying levels of seasoning with which the Company has direct experience and as a result, differing methods are utilized to estimate loss and LAE reserves
in each segment.

In the Diversified Reinsurance segment, the Company utilizes the ELR approach at the onset of reserving an account, the BF method for business with
less  but  maturing  loss  experience,  and  as  the  experience  matures  the  LD  method.  For  proportional  or  pro-rata  business,  the  Company  typically  relies
heavily on the actual historical contract experience to estimate reserving parameters such as loss development factors, whereas for excess of loss business
there will be more usage of industry and/or Company benchmark assumptions.

The Company underwrote the AmTrust Reinsurance segment from July 1, 2007 until the Final AmTrust QS Terminations effective January 1, 2019. A
large proportion of the exposure in the underlying book of business has significant seasoning, and allows for a significant amount of credibility in using
parameters  derived  from  historical  experience  to  calculate  reserve  estimates.  Some  segments  of  the  book  are  a  result  of  recent  acquisitions  or  newer
markets  for  AmTrust.  These  segments  require  a  greater  level  of  assumptions  and  professional  judgment  in  deriving  ultimate  losses,  which  inherently
implies  a  wider  range  of  reasonable  estimates.  As  a  result,  the  Company  has  tended  to  rely  on  a  weighted  approach  which  primarily  employs  the  LD
method for aspects of the segment with ample historical data, while also considering the ELR or BF method for exposure resulting from recent acquisitions,
or a relative business with a more limited level of experience. The FS method is also considered for segments of the AmTrust book of business for which
claim count information is available. The Company’s actuarial analysis of this book of business is more refined in that it utilizes a combination of quarterly
and  annual  data  instead  of  contract  period  data  in  totality.  Additional  data  detailing  items  such  as  class  of  business,  state,  claim  counts,  frequency  and
severity is available, further enhancing the reserve analysis.

Prior Year Development

Prior  period  development  arises  from  changes  to  loss  estimates  recognized  in  the  current  year  that  relate  to  loss  reserves  established  in  previous
calendar  years.  The  favorable  or  unfavorable  development  reflects  changes  in  management's  best  estimate  of  the  ultimate  losses  under  the  relevant
reinsurance policies after considerable review of changes in actuarial assessments.

The following table summarizes the favorable (adverse) prior period development experienced in each of our reportable segments for the years ended

December 31, 2019 and 2018:

For the Year Ended

December 31, 2019

December 31, 2018

Diversified
Reinsurance

AmTrust
Reinsurance

Other

Total

  $

1,488   $

(113,722)   $

(2,326)  

(399,200)  

(312)   $

(1,685)  

(112,546)

(403,211)

F-32

 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

During 2019, the Company increased incurred losses for 2018 and prior accident years by $124,635 or 4.1% of prior year net loss and LAE reserves
compared  to  $448,637  or  18.4%  in  2018.  The  $112,546  of  net  adverse  development  was  primarily  driven  by  $113,722  of  adverse  development  in  the
AmTrust Reinsurance segment combined with net favorable development of $1,488 in the Diversified Reinsurance segment and net adverse development
of $312 within the Other category.

In addition, some premium for prior accident years is reported to us in subsequent periods. This leads to increases in the provision for loss and LAE in
prior years during current periods, which is not considered adverse development. During 2019, incurred losses in the AmTrust segment increased $21,710
(2018 - $45,426) associated with $36,739 (2018 - $75,359) of premiums earned reported during 2019 attributable to 2018 and prior accident years.

In the Diversified Reinsurance segment, net favorable prior year loss development was $1,488 for the year ended December 31, 2019 (2018 - $2,326)
primarily due to favorable  reserve  development  in  German  Auto  Programs  as  well  as  facultative  reinsurance  run-off  lines.  The  adverse  prior  year  loss
development in 2018 was primarily due to adverse development in the European Capital Solutions business as well as in the facultative reinsurance run-off
partially offset by favorable development in International Auto.

In  the  AmTrust  Reinsurance  segment,  net  adverse  prior  year  development  was  $113,722  for  the  year  ended  December  31,  2019 (2018  -  $399,200)
primarily driven by Commercial Auto Liability of $118,462 and General Liability of $116,746 primarily from accident years 2014 to 2018, partly offset by
favorable development in Workers Compensation of $113,003, gross of the increase in loss from prior year premium recognized during the current period,
primarily from accident years 2016 to 2018. The adverse development for the year ended December 31, 2019 includes $9,286 recognized from application
of the $40,500 loss corridor cap on AmTrust program business. Please see "Note 10. Related Party Transactions" for further details of the loss corridor.

The development in 2018 for the AmTrust Reinsurance segment was largely from Workers' Compensation of $151,269 which represented nearly half of
the adverse development, primarily driven by accident years 2014 to 2016, due to a higher expectation of loss development at later maturities as well as
adverse  development  in  European  Hospital  Liability  of  $95,794,  driven  by  underwriting  years  2011  to  2013,  General  Liability  of  $78,317,  driven  by
accident  years  2013  to  2017,  and  Commercial  Auto  liability  of  $76,207,  primarily  from  accident  years  2015  to  2017.  The  adverse  loss  development  in
European Hospital Liability was partly caused by the failure of the Italian government to implement a law passed in April 2017 which was expected to
reduce medical malpractice costs, and also by a reduced expectation with regards to the ultimate amount of no-payment claims.

Reinsurance  recoverable  on  unpaid  losses  under  the  LPT/ADC  Agreement  with  Cavello  of  $557,950,  which  included  a  deferred  gain  on  retroactive
reinsurance of $112,950, was recognized in the year ended December 31, 2019 in the reconciliation of our beginning and ending gross and net loss and
LAE  reserves  presented  above.  The  deferred  gain  represents  the  cumulative  adverse  development  under  the  AmTrust  Quota  Share  covered  under  the
LPT/ADC Agreement at December  31,  2019.  Amortization  of  the  deferred  gain  will  not  occur  until  paid  losses  have  exceeded  the  minimum  retention
under the LPT/ADC Agreement, which is estimated to be in 2024.

Under the Commutation and Release Agreement with AmTrust on July 1, 2019, Maiden Reinsurance transferred cash and invested assets of $312,786
which is the sum of the net ceded reserves of $330,682 with respect to the Commuted Business as of December 31, 2018 less payments of $17,896 made
by Maiden Reinsurance with respect to the Commuted Business from January 1, 2019 through July 31, 2019. Settlement of the commutation occurred on
August 12, 2019 and is reflected in the reconciliation of our beginning and ending gross and net loss and LAE reserves presented above under net paid
losses related to prior years.

Our  Other  category  incurred  net  adverse  prior  year  development  of  $312  for  the  year  ended  December  31,  2019 (2018  -  $1,685)  due  to  increased

reserves in the run-off of the NGHC Quota Share which was commuted in November 2019.

a) Claims Development

The following is a summary of the Company's incurred and paid loss development by accident year, net of reinsurance, from the last nine calendar years
including the total reserve for losses, IBNR, plus development on reported loss and LAE for both of our reportable segments, Diversified Reinsurance and
AmTrust  Reinsurance,  as  of  December  31,  2019.  Information  prior  to  2019  is  included  as  unaudited  supplementary  information.  Only  nine  years  of
information  has  been  presented  as  it  was  impractical  to  obtain  the  sufficiently  detailed  additional  information  on  earlier  years.  The  incurred  and  paid
amounts have been translated from the local currency to U.S. dollars using the December 31, 2019 spot rate for all years presented in the table below in
order  to  isolate  changes  in  foreign  exchange  rates  from  loss  development.  Information  regarding  our  Other  category  has  not  been  presented  in  the
development tables below but is included in the reconciliation, as these losses include amounts from our former NGHC Quota Share segment which was
commuted in November 2019. As a reinsurer of primarily quota share contracts, claim counts are available on a very limited basis. Therefore claim counts
have not been provided in the tables below as it is impractical to do so.

F-33

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

The  Diversified  Reinsurance  segment  incurred  and  paid  losses  are  analyzed  by  the  following  lines  of  business:  (1)  International;  and  (2)  European
Capital Solutions. The AmTrust Reinsurance segment incurred and paid losses are analyzed by the following lines of business: (1) Workers’ Compensation;
(2) Commercial Auto Liability; (3) General Liability; (4) European Hospital Liability; and (5) All Other Lines. There are a number of factors to consider
when evaluating the information in these tables:

• In the Diversified Reinsurance segment, contracts are written on both an accident year and underwriting year basis, some are multi-line and the
majority of the premium is associated with proportional contracts. Many proportional treaty reinsurance contracts are submitted using quarterly
bordereau  reporting  by  underwriting  year.  However,  the  remaining  losses  can  generally  only  be  allocated  to  accident  years  based  on  estimated
premium earning and loss reporting patterns. Further estimates are required to allocate losses to line of business. Multi-line accounts are generally
analyzed on an individual basis by line of business, but are booked in the Company’s records to a contract, rather than to each individual line of
business within a contract. For the purpose of this disclosure allocations are made to the various lines of business. Management’s assumptions and
allocation procedures for these tables may produce results that differ from the actual loss emergence reported by line of business each quarter;

• The  AmTrust  Reinsurance  segment  consists  primarily  of  two  contracts,  the  European  Hospital  Liability  Quota  Share  and  a  much  larger  quota
share that includes all other covered business, the AmTrust Quota Share. There is also a small amount of excess of loss business that has not been
written since 2009 which is included as a reconciling item. Maiden receives several cession statements and uses these to report premiums in three
categories  -  Small  Business  Commercial,  Specialty  Program  and  Specialty  Risk  and  Extended  Warranty  in  Note  3.  Segment  Information.  The
tables provided include allocations of IBNR reserves to line of business by accident year. Management’s assumptions and allocation procedures
for these tables may produce results that differ from the actual loss emergence reported by line of business each quarter; and

• For both segments, the premium and exposure for prior accident years is often reported to us in subsequent periods, as reporting lags exist from an
insurer to a reinsurer. This leads to increases in the provision for loss and LAE in prior years, but does not reduce expected income (and in many
cases can result in additional income).

Diversified Reinsurance Segment

The following tables represent information on the Company's incurred loss and LAE and cumulative paid loss and LAE, both net of reinsurance, since
2011  for  our  Diversified  Reinsurance  segment.  The  development  tables  below  included  reserves  acquired  from  the  loss  portfolio  transfer  agreement
associated  with  the  GMAC  International  Insurance  Services  ("IIS")  business  as  at  November  30,  2010  of  $98,827.  For  the  purposes  of  disclosure,  the
reserves from the loss portfolio transfer was allocated to the original accident year.

Many pro-rata contracts are big enough that specific company development patterns are used. The ELR from the pricing of the account is typically used
for the first year or more until the data suggests an alternative result is likely. Use of the ELR method transitions to the BF and then the LD method. For
smaller contracts, benchmark development patterns may be used in both the pricing to establish the ELR and the reserving. The use of benchmark patterns
is more prevalent in excess of loss business and the movement to experience based methods is slower.

Diversified Reinsurance - International

The international business written by our IIS team is mainly proportional treaty business, a significant portion of which is Personal Auto quota share but
also  comprises  credit  life  quota  share.  Life  and  personal  accident  business  is  also  written  on  a  direct  basis  by  Maiden  LF.  The  IIS  team  works  with
insurance  partners,  automobile  manufacturers  and  their  related  credit  providers  and  other  organizations  to  design  and  implement  insurance  programs  in
both auto distribution-related and other consumer insurance products.

For the auto quota share exposure, our initial underwriting year loss projections are generally based on the ELR method, derived from account pricing
analyses.  Payment  and  reporting  patterns  are  short-tailed,  and  the  movement  away  from  the  ELR  to  BF  or  LD  methods  typically  happens  very  rapidly.
Credit  life  reserves  are  primarily  a  function  of  reporting  lag,  typically  only  one  or  several  months  on  average.  The  reserves  are  calculated  using  a  FS
methodology, where the frequency is a function of the average claims lag and the average per claims severity.

F-34

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Incurred loss and LAE, net of reinsurance

At December
31, 2019

2011

2012

2013

2014

2015

2016

2017

2018

2019

  Total IBNR

Unaudited

Unaudited
  $ 79,487   $ 78,840   $ 78,727   $ 78,476   $ 76,857   $ 78,931   $ 80,932   $ 80,625   $ 81,665   $

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

  Unaudited

49,772  

48,321  

48,342  

48,525  

48,483  

48,313  

48,692  

48,937  

48,896  

50,292  

48,576  

48,850  

48,955  

49,037  

49,298  

49,017  

48,969  

44,973  

50,106  

51,424  

50,926  

51,527  

51,747  

52,136  

42,760  

48,529  

48,397  

48,291  

48,065  

48,141  

42,980  

44,394  

44,885  

44,323  

44,339  

38,763  

40,767  

40,105  

40,064  

36,855  

36,308  

35,234  

45,000  

42,954  

36,408  

986

4

52

(135)

187

(224)

(146)

956

3,388

9,317

Cumulative paid loss and LAE, net of reinsurance

  $ 478,806   $

14,385

2011

2012

2013

2014

2015

2016

2017

2018

2019

Unaudited

Unaudited
  $ 34,452   $ 43,364   $ 48,163   $ 49,897   $ 51,487   $ 53,002   $ 54,482   $ 56,164   $ 57,601    

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

  Unaudited

24,326  

45,078  

46,695  

47,932  

48,350  

48,582  

48,723  

48,837  

48,902    

23,614  

40,318  

42,698  

43,785  

44,112  

44,695  

44,808  

44,822    

24,294  

43,591  

46,072  

47,416  

47,884  

48,099  

48,177    

23,859  

42,138  

44,409  

45,632  

45,889  

45,995    

Diversified
Reinsurance -
International

For the Year
Ended
December 31,

Accident Year:
2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

For the Year
Ended
December 31,

Accident Year:
2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

Total net reserves

21,864  

39,449  

41,502  

42,533  

42,947    

22,590  

36,708  

38,537  

39,284    

19,185  

33,592  

35,333    

20,818  

37,349    

17,003    

417,413    

  $ 61,393    

F-35

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
 
   
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
 
   
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
   
   
 
   
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Diversified Reinsurance - European Capital Solutions

The European Capital Solutions business is mainly a portfolio of assumed reinsurance in Europe which is now in run-off. Maiden Reinsurance began
writing treaty reinsurance contracts under this initiative in 2016 therefore only four calendar years of the Company's incurred and paid loss development by
accident year have been provided in the tables below.

Diversified Reinsurance - European Capital Solutions

Incurred loss and LAE, net of reinsurance

At December 31,
2019

For the Year Ended December 31,

Accident Year:

Total

For the Year Ended December 31,

Accident Year:

Total

Total net reserves

2016

2017

2018

2019

Total IBNR

1,052

2,333

11,380

5,487

20,252

Unaudited

Unaudited

Unaudited

2016   $

4,839   $

4,911   $

5,318   $

5,563   $

2017    

2018    

2019    

2016   $

2017    

2018    

2019    

8,699  

10,085  

22,617  

8,997  

24,490  

15,381  

  $

54,431   $

Cumulative paid loss and LAE, net of reinsurance

2016

2017

2018

2019

Unaudited

Unaudited

Unaudited

780   $

2,311   $

3,271   $

1,926  

4,070  

3,188  

4,635    

5,744    

8,321    

3,195    

21,895    

  $

32,536    

The following tables represent information on the Company's incurred loss and LAE and cumulative paid loss and LAE, both net of reinsurance, by
significant  line  of  business  since  2011  for  our  AmTrust  Reinsurance  segment.  All  data  shown  for  the  AmTrust  in  the  tables  that  follow  are  from  the
Company’s quota share contracts with AmTrust, both the multi-year AmTrust Quota Share and the annually renewable European Hospital Liability Quota
Share. AmTrust purchases significant reinsurance for losses above $10 million covered by the AmTrust Quota Share. The Company’s share of AmTrust’s
losses net of reinsurance in the AmTrust Quota Share is generally 40%.

Additionally, for the Specialty Program portion of Covered Business only, AmTrust will be responsible for ultimate net loss otherwise recoverable from
Maiden Reinsurance to the extent that the loss ratio to Maiden Reinsurance, which shall be determined on an inception to date basis from July 1, 2007
through  the  date  of  calculation,  is  between  81.5%  and  95%.  Above  and  below  the  defined  corridor,  Maiden  Reinsurance  has  reinsured  losses  at  its
proportional 40% share per the AmTrust Quota Share. Effective July 31, 2019, the Loss Corridor was amended such that the maximum amount covered is
$40,500, the amount calculated by Maiden Reinsurance for the Loss Corridor coverage as of March 31, 2019.

Any  development  above  this  maximum  amount  will  be  subject  to  the  coverage  of  the  LPT/ADC  Agreement.  Recoverables  from  the  LPT/ADC
Agreement are displayed in the column "Impact of ADC" in the tables below. Amounts have been allocated to Accident Year and line of business according
to the timing of the respective losses, based on the currently projected payout patterns. These allocations may shift over time as actual payments are made
and payout patterns are re–estimated. Please refer to "Note 1 — Organization" for additional information.

F-36

 
 
 
 
 
 
 
 
 
 
   
   
 
   
 
   
   
 
   
   
   
 
 
   
 
 
 
 
   
 
 
 
   
   
 
   
 
   
   
 
   
   
   
 
   
   
   
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: Workers’ Compensation 

This reserve class consists of the Workers’ Compensation portion of the AmTrust Quota Share. The business is written in the U.S. by AmTrust from
both  their  Small  Commercial  Business  and  Specialty  Program  business  units.  The  Small  Commercial  Business  unit  focuses  on  writing  smaller,  niche
workers' compensation exposures in generally low-hazard occupations. Workers’ Compensation business written in the Specialty Program unit is typically
part  of  programs  consisting  of  multiple  lines  of  business.  The  business  is  produced  by  managing  general  agents  with  AmTrust  regularly  adding  new
programs and terminating or renegotiating unprofitable ones. Our initial underwriting year loss projections are generally based on the ELR method, derived
from historical performance after the consideration of loss and premium trends. Since it is proportional exposure, and due to the size and the classes of
business insured by AmTrust, this reserving class is much shorter tailed than a traditional workers compensation book, and the transition to the BF and the
LD methods happens relatively quickly, within the first several years.

F-37

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Workers'
Compensation  

For the Year
Ended December
31,

Accident Year:
2008

  $

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

For the Year
Ended December
31,

Accident Year:
2008

  $

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

Incurred loss and LAE, net of reinsurance (excluding impact of ADC)

  At December 31, 2019

2011

2012

2013

2014

2015

2016

2017

2018

2019

  Total IBNR  

Impact of
ADC

Unaudited

Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

80,800   $
102,240  
106,799  
104,923  

81,493   $
102,245  
113,880  
125,549  
136,960  

82,438   $
103,864  
118,209  
130,712  
168,016  
237,019  

81,240   $
109,213  
120,243  
132,728  
173,946  
245,765  
379,589  

82,301   $
106,204  
125,020  
133,995  
171,040  
238,392  
365,515  
474,140  

83,039   $
105,901  
124,073  
133,916  
172,692  
242,447  
382,260  
474,212  
528,906  

83,622   $
107,165  
123,968  
135,379  
181,616  
261,915  
419,748  
526,269  
568,006  
615,957  

84,710   $
110,175  
127,215  
138,600  
192,087  
276,249  
457,363  
551,145  
627,728  
654,362  
592,566  

83,952   $
109,664  
127,381  
139,685  
188,879  
273,571  
455,521  
545,271  
603,529  
613,577  
580,528  
12,751  

  $ 3,734,309   $

28   $

2,287  
4,933  
7,253  
9,945  
21,269  
47,774  
58,111  
89,376  
72,161  
70,919  
2,227  
386,283   $

2,962

4,612

6,591

7,943

12,885

20,974

41,920

59,535

72,793

93,752

105,435

—

429,402

Cumulative paid loss and LAE, net of reinsurance

2011

2012

2013

2014

2015

2016

2017

2018

2019

Unaudited

Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

68,400   $
71,963  
61,322  
33,089  

72,823   $
83,464  
82,614  
69,357  
45,030  

76,018   $
89,462  
95,120  
91,414  
88,382  
56,249  

77,370   $
93,425  
103,280  
105,584  
119,059  
121,182  
69,512  

78,161   $
96,396  
108,171  
114,107  
138,706  
168,785  
189,954  
86,695  

79,230   $
98,811  
114,639  
115,966  
150,543  
199,300  
268,467  
246,616  
110,051  

81,159   $
100,103  
115,014  
122,579  
158,807  
216,527  
321,258  
338,642  
284,501  
111,508  

82,436   $
101,823  
115,959  
124,315  
164,512  
227,502  
355,414  
388,640  
380,602  
274,596  
110,954  

Total net reserves excluding impact of ADC

Impact of ADC

Total net reserves including impact of ADC

  $

  $

All outstanding liabilities prior to 2008, net of reinsurance 

F-38

82,709    
102,877    
116,332    
125,843    
168,154    
234,342    
370,176    
417,736    
428,651    
448,551    
409,986    
3,907    
2,909,264    
687    
825,732    
(429,402)    
396,330    

 
 
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
   
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
 
   
   
 
 
 
 
 
 
 
 
 
   
   
 
 
   
   
   
   
 
   
 
   
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
   
 
   
 
   
 
   
 
   
   
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: General Liability 

This reserve class consists of the General Liability portion of the AmTrust Quota Share. The business is written in the U.S. by AmTrust from both their
Small  Commercial  Business  and  Specialty  Program  business  units.  The  Small  Commercial  Business  unit  focuses  on  writing  smaller  niche  business,
typically under-served by the broader insurance market, which typically have limits of $1,000. General Liability business written in the Small Commercial
Business unit grew substantially following AmTrust’s renewal rights acquisition in 2014. Specialty Program business may contain a mix of exposures from
retail operations, contractors, manufacturers, and other premises.

Our initial underwriting year loss projections are generally based on the ELR method, derived from historical performance after the consideration of
loss and premium trends. This proportional exposure is medium tailed, and the IBNR is typically derived from the use of the initial ELR for the first several
years following the earning of the exposure, followed by a transition to the BF and the LD methods.

F-39

General
Liability  

For the
Year
Ended
December
31,

Accident
Year:
2008

  $

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

For the
Year
Ended
December
31,
Accident
Year:
2008

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Incurred loss and LAE, net of reinsurance (excluding impact of ADC)

  At December 31, 2019

2011

2012

2013

2014

2015

2016

2017

2018

2019

  Total IBNR  

Impact of
ADC

Unaudited

Unaudited

Unaudited

Unaudited

  Unaudited

Unaudited

Unaudited

Unaudited

  $

28,786

19,311

15,783

11,334

  $

31,921

28,384

28,850

24,731

21,281

33,051   $
29,123  
34,761  
35,628  
33,445  
42,021  

33,792   $
30,902  
36,455  
40,557  
42,450  
43,116  
65,469  

34,169   $
32,418  
38,536  
42,100  
48,851  
66,869  
66,558  
118,111  

35,985   $
34,040  
38,298  
45,303  
50,800  
68,641  
77,930  
95,766  
98,149  

36,627   $
34,863  
41,597  
49,338  
55,991  
79,731  
99,873  
122,942  
114,864  
116,158  

37,605   $
35,138  
42,884  
52,746  
59,948  
89,204  
111,970  
139,518  
120,911  
133,533  
121,991  

36,996   $
35,410  
43,062  
53,499  
63,429  
92,032  
116,085  
154,071  
148,371  
165,268  
153,822  
5,427  

  $ 1,067,472   $

138   $
846  
674  
553  
2,499  
4,705  
8,374  
26,113  
36,850  
63,568  
86,599  
5,611  
236,530   $

336

545

972

1,522

1,990

3,182

6,009

9,213

13,932

18,961

24,871

—

81,533

Cumulative paid loss and LAE, net of reinsurance

2011

2012

2013

2014

2015

2016

2017

2018

2019

Unaudited

Unaudited

Unaudited

Unaudited

  Unaudited

Unaudited

Unaudited

Unaudited

  $

20,935

  $

7,840

5,140

2,813

  $

26,288

13,904

11,187

6,072

5,084

29,384   $
19,727  
19,010  
12,158  
13,224  
4,996  

32,849   $
24,298  
26,429  
22,963  
18,020  
10,226  
3,503  

32,423   $
28,312  
30,948  
31,619  
29,752  
32,249  
24,581  
20,849  

32,765   $
30,924  
34,125  
39,350  
40,864  
44,698  
36,026  
33,963  
6,402  

34,935   $
32,878  
37,317  
41,257  
45,775  
58,377  
57,678  
52,350  
21,959  
6,967  

All outstanding liabilities prior to 2008, net of reinsurance 

Total net reserves excluding impact of ADC

Impact of ADC

Total net reserves including impact of ADC

F-40

36,699   $
33,473  
39,214  
47,141  
53,526  
70,074  
77,259  
79,291  
45,855  
27,001  
7,907  

  $

  $

34,893    
32,487    
39,888    
49,178    
56,538    
76,996    
86,101    
98,278    
67,064    
51,545    
24,618    
27    
617,613    
207    
450,066    
(81,533)    
368,533    

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
 
 
 
 
 
 
   
 
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
 
   
   
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
   
   
   
   
 
 
 
   
 
 
 
   
 
 
 
   
   
 
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
   
 
   
 
   
 
   
 
   
   
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: Commercial Auto Liability  

Commercial  Auto  Liability  is  written  in  the  U.S.  and  included  in  the  Small  Commercial  Business  and  Specialty  Program  business  units  within  the
AmTrust Quota Share. The Small Commercial Business unit focuses on writing smaller niche business, typically under-served by the broader insurance
market, and policies typically have limits of $1,000. Auto Liability business written in the Small Commercial Business unit grew substantially following a
large renewal rights acquisition completed by AmTrust in 2014. Commercial Auto Liability business written in the Specialty Program unit is typically part
of programs consisting of multiple lines of business.

Our initial underwriting year loss projections are generally based on the ELR method, derived from historical performance after the consideration of
loss and premium trends. This proportional exposure is relatively short tailed, and the transition to the BF and the LD methods happens relatively quickly,
within the first several years.

F-41

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Commercial
Auto
Liability

For the Year
Ended
December 31,
Accident Year:   Unaudited

2011

Incurred loss and LAE, net of reinsurance (excluding impact of ADC)

  At December 31, 2019

2012

2013

2014

2015

2016

2017

2018

2019

  Total IBNR  

  Unaudited

Unaudited

  Unaudited

Unaudited

  Unaudited

  Unaudited

Unaudited

Impact of
ADC

  $

29,890   $
22,183  
26,239  
16,193  

32,769   $
26,275  
33,457  
24,292  
20,863  

33,700   $
28,551  
37,154  
29,577  
32,691  
33,473  

34,522   $
30,812  
38,043  
32,578  
40,076  
44,771  
47,525  

2008

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

34,584   $
31,024  
40,193  
33,839  
44,812  
50,647  
55,023  
66,967  

35,975   $
30,468  
40,523  
34,790  
48,116  
59,702  
73,966  
92,955  
121,828  

35,521   $
30,919  
42,146  
36,149  
46,150  
63,162  
82,427  
106,560  
118,210  
156,575  

35,382   $
31,033  
41,996  
36,065  
45,753  
62,163  
89,299  
119,141  
144,077  
189,257  
177,150  

35,542   $
31,064  
42,070  
34,643  
45,917  
63,620  
92,572  
127,560  
171,504  
220,457  
224,780  
79,172  

  $ 1,168,901   $

103   $
498  
1,616  
343  
17  
325  
408  
4,427  
14,692  
47,729  
93,666  
54,012  
217,836   $

9

61

(22)

305

40

339

2,395

3,851

6,001

7,647

11,108

—

31,734

For the Year
Ended
December 31,
Accident Year:   Unaudited

2011

2012

2013

2014

2015

2016

2017

2018

2019

  Unaudited

Unaudited

  Unaudited

Unaudited

  Unaudited

  Unaudited

Unaudited

Cumulative paid loss and LAE, net of reinsurance

  $

25,207   $
14,532  
14,203  
5,721  

29,386   $
18,736  
21,050  
12,333  
6,693  

30,975   $
22,959  
28,602  
18,813  
14,979  
8,267  

32,643   $
26,975  
34,855  
25,808  
26,508  
19,865  
8,450  

33,536   $
29,226  
37,734  
29,769  
35,460  
34,379  
22,858  
13,102  

34,074   $
29,829  
39,413  
32,362  
43,745  
48,122  
42,960  
39,179  
19,071  

34,803   $
29,842  
39,750  
33,130  
44,165  
57,349  
64,459  
62,945  
48,595  
26,863  

2008

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

All outstanding liabilities prior to 2008, net of reinsurance 

Total net reserves excluding impact of ADC

Impact of ADC

Total net reserves including impact of ADC

35,284   $
30,204  
40,282  
33,155  
45,555  
59,600  
79,766  
86,433  
76,635  
69,657  
30,018  

  $

  $

36,968    
31,194    
40,395    
33,451    
45,751    
62,331    
87,458    
107,707    
113,174    
115,623    
67,080    
9,456    
750,588    
26    
418,339    
(31,734)    
386,605    

F-42

 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
   
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
 
   
   
 
 
 
 
 
 
 
 
 
   
   
 
 
 
   
   
   
   
 
   
 
   
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
   
 
   
 
   
 
   
 
   
   
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: European Hospital Liability

AmTrust entered this line of business in Italy in 2010 when it believed there were significant opportunities in what had traditionally been an under-
performing market. European Hospital Liability policies are written on a claim made basis. Maiden wrote a separate annually renewable contract covering
this exposure in 2011 which is not part of the AmTrust Quota Share. Currently, most exposure remains in Italy with a modest amount of exposure to other
European nations. The European Hospital Liability Quota Share is a claims made exposure, and in many instances claims are eventually closed with no
liability. This phenomena is estimated during the reserving process, and can result in a provision for pure IBNR (reserves for claims which have not yet
been reported) which is minimal or negative. This estimate will vary as the exposure matures which could result in changes to the level of reserves. Also,
severity for known claims and expenses can increase over time, which requires a provision for IBNR. The net result is a relatively small amount of IBNR.

Our initial underwriting year loss projections are generally based on the ELR method, derived from historical performance after the consideration of
loss and premium trends. Loss reporting for this line is unique, as a large proportion of claims are initially reserved but eventually closed with no payment,
as the insurer is found to have no liability after investigation of the fundamentals of the claim. In addition, the underlying insurance policies we assume are
subject to deductibles on both a per claim and aggregate basis. For these reasons, the LD method is not typically employed in the estimate of loss. After the
first several years, we utilize a FS methodology; frequency is estimated on a reported claim basis and adjusted for an estimate of the proportion of claims
which will close with no payment, while severity is estimated on both a gross and net of deductible basis.

Incurred loss and LAE, net of reinsurance

At December
31, 2019

2011

2012

2013

2014

2015

2016

2017

2018

2019

  Total IBNR

Unaudited

Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  $

49,278   $

23,018   $ 35,631   $ 49,228   $ 46,827   $ 64,479   $ 62,523   $ 59,950   $

62,206   $

(820)

79,120  

80,638  

79,856  

102,396  

91,598  

86,732  

112,088  

116,921  

48,611  

61,072  

63,708  

83,695  

76,528  

98,090  

103,900  

50,574  

53,255  

57,043  

63,471  

80,033  

47,151  

45,778  

59,603  

65,533  

44,146  

50,821  

66,517  

40,641  

51,781  

44,242  

85,260  

68,661  

69,033  

53,894  

31,379  

15,763  

6,642

7,854

9,101

7,260

9,530

12,564

6,313

6,457

Cumulative paid loss and LAE, net of reinsurance

  $

607,017   $

64,901

2011

2012

2013

2014

2015

2016

2017

2018

2019

Unaudited

Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  Unaudited

  $

1,088   $

4,310   $ 12,717   $ 23,336   $ 28,547   $ 35,469   $ 41,037   $ 45,196   $

48,949    

4,769  

15,247  

34,701  

45,197  

58,108  

68,517  

76,481  

2,963  

14,905  

25,644  

39,128  

49,188  

55,123  

4,171  

11,748  

24,420  

34,757  

39,001  

3,444  

10,952  

22,612  

28,858  

3,554  

10,557  

17,492  

1,268  

4,380  

913  

82,557    

62,317    

46,004    

34,656    

23,268    

7,507    

2,248    

11,371    

318,877    

  $

288,140    

F-43

European
Hospital
Liability

For the Year
Ended
December 31,
Accident
Year:
2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

For the Year
Ended
December 31,
Accident
Year:
2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

Total net reserves

 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
 
   
 
 
 
 
 
 
 
 
 
   
 
 
   
   
   
   
 
   
   
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: All Other Lines

This category includes all lines except Workers' Compensation, General Liability and Commercial Auto from the AmTrust Small Commercial Business

and Specialty Program Divisions. The predominant exposures are property and auto physical damage.

Incurred loss and LAE, net of reinsurance (excluding impact of ADC)

2011

2012

2013

2014

2015

2016

2017

2018

2019

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

  Unaudited

  Unaudited

  At December 31, 2019

Total
IBNR  

Impact of
ADC

  $

27,630

12,516

14,440

18,822

  $

28,724

20,349

15,182

19,948

14,697

  $

28,715

11,959

24,718

26,343

18,443

17,806

29,149   $
13,329  
15,484  
27,509  
19,426  
17,630  
20,597  

29,237   $
14,309  
16,078  
22,359  
21,898  
28,058  
25,268  
52,706  

29,070   $
14,492  
16,105  
22,616  
18,673  
22,918  
26,021  
54,857  
79,654  

29,576   $
16,088  
17,071  
23,376  
19,850  
21,313  
24,958  
49,631  
74,948  
104,637  

29,574   $
15,653  
17,059  
23,506  
20,260  
21,669  
26,278  
49,463  
72,384  
96,812  
96,910  

29,519   $
14,617  
15,438  
21,469  
19,578  
21,735  
24,929  
47,882  
73,602  
92,904  
103,489  
37,945  
  $ 503,107   $

252   $
259  
159  
29  
2,023  
2,429  
3,350  
2,849  
9,276  
9,381  
2,048  
2,550  
34,605   $

—

—

—

—

82

131

62

167

166

151

65

—

824

Cumulative paid loss and LAE, net of reinsurance

2011

2012

2013

2014

2015

2016

2017

2018

2019

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

  Unaudited

  Unaudited

  $

25,776

  $

29,710

  $

29,900

  $

7,891

12,373

13,840

8,084

12,332

16,424

10,308

8,743

13,012

17,571

14,031

11,877

31,217   $
11,093  
15,375  
21,279  
16,033  
15,997  
12,028  

29,388   $
13,105  
15,748  
22,044  
16,936  
17,509  
20,277  
28,929  

29,177   $
13,870  
16,058  
22,715  
17,946  
20,258  
20,940  
45,208  
42,795  

30,833   $
15,224  
16,919  
23,892  
18,205  
20,456  
22,018  
42,631  
69,805  
48,903  

30,683   $
15,051  
16,786  
23,661  
18,685  
20,447  
26,194  
41,962  
65,452  
80,726  
56,539  

Total net reserves excluding impact of ADC

Impact of ADC

Total net reserves including impact of ADC

  $

  $

All outstanding liabilities prior to 2008, net of reinsurance 

F-44

29,234    
14,009    
15,285    
21,481    
17,559    
19,343    
21,405    
44,179    
63,234    
80,735    
86,455    
22,095    
435,014    
(2)    
68,091    
(824)    
67,267    

All Other
Lines

For the Year
Ended
December
31,
Accident
Year:
2008

  $

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

For the Year
Ended
December
31,
Accident
Year:
2008

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

2019

Total

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
   
   
 
 
   
   
   
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
 
   
   
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
   
   
   
   
 
 
 
 
   
 
 
 
 
   
 
 
 
 
   
   
 
 
 
   
   
   
 
 
   
   
   
   
 
   
   
   
   
   
 
   
   
   
   
   
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
   
 
   
 
 
   
 
   
   
   
   
   
   
   
   
   
   
 
   
   
   
   
   
   
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
(In thousands of U.S. dollars, except share and per share data)

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Reconciliation of Development Tables to Consolidated Balance Sheet

The  following  table  represents  a  reconciliation  of  the  net  incurred  and  paid  claims  development  tables  to  the  reserve  for  loss  and  LAE  in  the

Consolidated Balance Sheet at December 31, 2019:

Diversified Reinsurance

International

European Capital Solutions

Other reconciling items

Total Diversified Reinsurance - Segment

AmTrust Reinsurance

Workers' Compensation

General Liability

Commercial Auto Liability

European Hospital Liability

All Other Lines

Total

Other reconciling items

Total AmTrust Reinsurance - Segment

Total reserves and LAE

b) Claims duration disclosure

Total Net Reserves
(including impact of
ADC)

December 31, 2019

Reinsurance
Recoverables on
unpaid claims

  Total Gross Reserves

  $

61,393   $

2,773   $

32,536  

8,088  

102,017  

396,330  

368,533  

386,605  

288,140  

67,267  

1,506,875  

207,593  

1,714,468  

—  

62,699  

65,472  

429,402  

81,533  

31,734  

—  

824  

543,493  

14,457  

557,950  

  $

1,816,485   $

623,422   $

64,166

32,536

70,787

167,489

825,732

450,066

418,339

288,140

68,091

2,050,368

222,050

2,272,418

2,439,907

The following unaudited supplementary information represents the average annual percentage payout of net loss and LAE by age, net of reinsurance, for

both our reportable segments at December 31, 2019:

Diversified Reinsurance

International

  European Capital Solutions

AmTrust Reinsurance

Workers' Compensation

General Liability

Commercial Auto Liability

European Hospital Liability

All other lines

Year 1

Year 2

Year 3

Year 4

Year 5

Year 6

Year 7

Year 8

Year 9

Average annual payout of incurred claims by age, net of reinsurance

50.0%

17.3%

18.3%

6.2%

12.0%

11.2%

55.5%

38.0%

24.1%

31.2%

10.9%

18.0%

8.2%

30.5%

5.0 %

17.9 %

19.1 %

14.0 %

19.7 %

12.6 %

(0.5)%

1.0%

24.5%

9.8%

16.8%

20.2%

11.4%

2.7%

—%

—%

6.2%

15.2%

15.4%

8.5%

7.9%

— %

— %

3.5 %

10.3 %

6.2 %

8.5 %

(0.6)%

—%

—%

3.2%

8.3%

4.3%

7.6%

3.4%

1.0 %

— %

1.4 %

6.3 %

1.1 %

5.9 %

4.0 %

— %

1.0 %

3.5 %

1.2 %

— %

(1.5)%

(1.4)%

The average annual payout of incurred claims by age, net of reinsurance, is calculated using the amount of claims paid in each development year and is

compared with the estimated incurred claims as of the most recent period presented.

F-45

 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

10. Related Party Transactions

The Founding Shareholders of the Company were Michael Karfunkel, George Karfunkel and Barry Zyskind. Based on each individual's most recent
public filing, Leah Karfunkel (wife of the late Michael Karfunkel) owns or controls approximately 8.1% of the outstanding shares of the Company and
Barry Zyskind (the Company's non-executive chairman) owns or controls approximately 7.6% of the outstanding shares of the Company. George Karfunkel
owns or controls less than 5.0% of the outstanding shares of the Company. Leah Karfunkel and George Karfunkel are directors of AmTrust, and Barry
Zyskind  is  the  president,  chief  executive  officer  and  chairman  of  AmTrust.  Leah  Karfunkel,  George  Karfunkel  and  Barry  Zyskind  own  or  control
approximately 53.5% of the ownership interests of Evergreen Parent LP, the ultimate parent of AmTrust.

AmTrust

The following describes transactions between the Company and AmTrust:

AmTrust Quota Share

Effective July 1, 2007, the Company and AmTrust entered into a master agreement, as amended ("Master Agreement"), by which they caused Maiden
Reinsurance and AmTrust's Bermuda reinsurance subsidiary, AII, to enter into the AmTrust Quota Share by which AII retrocedes to Maiden Reinsurance
an amount equal to 40% of the premium written by subsidiaries of AmTrust, net of the cost of unaffiliated inuring reinsurance and 40% of losses. The
Master Agreement further provided that AII receive a ceding commission of 31% of ceded premiums written. On June 11, 2008, Maiden Reinsurance and
AII  amended  the  AmTrust  Quota  Share  to  add  Retail  Commercial  Package  Business  to  the  Covered  Business.  AII  receives  a  ceding  commission  of
34.375% on Retail Commercial Package Business. On July 1, 2016, the agreement was renewed through June 30, 2019. Effective July 1, 2018, the amount
AEL ceded to Maiden Reinsurance was reduced to 20%.

Effective July, 1 2013, for the Specialty Program portion of Covered Business only, AII was responsible for ultimate net loss otherwise recoverable
from Maiden Reinsurance to the extent that the loss ratio to Maiden Reinsurance, which shall be determined on an inception to date basis from July 1, 2007
through  the  date  of  calculation,  is  between  81.5%  and  95%  ("Loss  Corridor").  Above  and  below  the  Loss  Corridor,  Maiden  Reinsurance  continued  to
reinsure losses at its proportional 40% share of the AmTrust Quota Share. Effective July 31, 2019, the Loss Corridor was amended such that the maximum
amount covered is $40,500, the amount calculated by Maiden Reinsurance for the Loss Corridor coverage as of March 31, 2019. Any development above
this maximum amount will be subject to the coverage of the LPT/ADC Agreement. Please refer to Note 1. "Organization" for additional information.

Effective January 1, 2019, Maiden Reinsurance and AII entered into the Partial Termination Amendment which amended the AmTrust Quota Share.
The Partial Termination Amendment provided for the cut-off of the ongoing and unearned premium of AmTrust’s Small Commercial Business, comprising
workers’ compensation, general liability, umbrella liability, professional liability (including cyber liability) insurance coverages, and U.S. Specialty Risk
and Extended Warranty ("Terminated Business") as of December 31, 2018. Under the Partial Termination Amendment, the ceding commission payable by
Maiden Reinsurance for its remaining in-force business immediately prior to January 1, 2019 increased by five percentage points with respect to in-force
remaining business (excluding Terminated Business) and related unearned premium as of January 1, 2019. The Partial Termination Amendment resulted in
Maiden Reinsurance returning approximately $647,980 in unearned premium to AII, or approximately $436,760 net of applicable ceding commission and
brokerage as calculated during the second quarter of 2019.

Subsequently, on January 30, 2019, Maiden Reinsurance and AII agreed to terminate the remaining business subject to the AmTrust Quota Share on a

run-off basis effective as of January 1, 2019.

Effective  July  31,  2019,  Maiden  Reinsurance  and  AII  entered  into  a  Commutation  and  Release  Agreement  which  provided  for  AII  to  assume  all
reserves ceded by AII to Maiden Reinsurance with respect to its proportional 40% share of the ultimate net loss under the AmTrust Quota Share related to
the Commuted Business. Please refer to Note 1. "Organization" for additional information.

AII  and  Maiden  Reinsurance  also  agreed  that,  as  of  July  31,  2019,  the  AmTrust  Quota  Share  shall  be  deemed  amended  as  applicable  so  that  the

Commuted Business is no longer included as part of the Covered Business under the AmTrust Quota Share.

On  January  30,  2019,  in  connection  with  the  termination  of  the  reinsurance  agreement  described  above,  the  Company  and  AmTrust  entered  into  a
second amendment to the Master Agreement between the parties, originally entered into on July 3, 2007, to remove the provisions requiring AmTrust to
reinsure business with the Company.

European Hospital Liability Quota Share

Effective April 1, 2011, Maiden Reinsurance entered into a quota share reinsurance contract with AEL and AIU DAC, both wholly owned subsidiaries
of AmTrust. Pursuant to the terms of the contract, Maiden Reinsurance assumed 40% of the premiums and losses related to policies classified as European
Hospital Liability, including associated liability coverages and policies covering physician defense costs, written or renewed on or after April 1, 2011. The
contract also covers policies written or renewed on or before March 31, 2011, but only with respect to losses that occur, accrue or arise on or after April 1,
2011. The maximum limit of liability attaching shall be €5,000 (€10,000 effective January 1, 2012) or currency equivalent (on a 100% basis) per original
claim for any one original policy. Maiden Reinsurance paid a ceding commission of 5% on contracts assumed under the European Hospital Liability Quota
Share. 

F-46

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

10. Related Party Transactions (continued)

Effective July 1, 2016, the contract was amended such that Maiden Reinsurance assumes from AEL 32.5% of the premiums and losses of all policies
written  or  renewed  on  or  after  July  1,  2016  until  June  30,  2017  and  20%  of  all  policies  written  or  renewed  on  or  after  July  1,  2017.  Subsequently,  on
January 30, 2019, Maiden Reinsurance, AEL and AIU DAC agreed to terminate the European Hospital Liability Quota Share on a run-off basis effective as
of January 1, 2019.

The table below shows the effect of both of these quota share arrangements with AmTrust on the Company's Consolidated Results of Operations for the

years ended December 31, 2019 and 2018, respectively:

For the Year Ended December 31,

Gross and net premiums written

Net premiums earned

Net loss and loss adjustment expenses

Commission and other acquisition expenses

Collateral provided to AmTrust

a) AmTrust Quota Share

2019

  $

(581,001)   $

364,711  

(402,679)  

(139,862)  

2018

1,886,280

1,928,208

(1,810,667)

(622,495)

In order to provide AmTrust's U.S. insurance subsidiaries with credit for reinsurance on their statutory financial statements, AII, as the direct reinsurer
of  the  AmTrust's  insurance  subsidiaries,  has  established  trust  accounts  ("Trust  Accounts")  for  their  benefit.  Maiden  Reinsurance  has  agreed  to  provide
appropriate  collateral  to  secure  its  proportional  share  under  the  AmTrust  Quota  Share  of  AII's  obligations  to  the  AmTrust  subsidiaries  to  whom  AII  is
required to provide collateral. This collateral may be in the form of (a) assets loaned by Maiden Reinsurance to AII for deposit into the Trust Accounts,
pursuant to a loan agreement between those parties, (b) assets transferred by Maiden Reinsurance for deposit into the Trust Accounts, (c) a letter of credit
obtained by Maiden Reinsurance and delivered to an AmTrust subsidiary on AII's behalf, or (d) premiums withheld by an AmTrust subsidiary at Maiden
Reinsurance's  request  in  lieu  of  remitting  such  premiums  to  AII.  Maiden  Reinsurance  may  provide  any  or  a  combination  of  these  forms  of  collateral,
provided  that  the  aggregate  value  thereof  equals  Maiden  Reinsurance's  proportionate  share  of  its  obligations  under  the  AmTrust  Quota  Share.  Maiden
Reinsurance satisfied its collateral requirements under the AmTrust Quota Share with AII as follows:

i. by lending funds of $167,975 at December 31, 2019 and 2018 pursuant to a loan agreement entered into between those parties. Advances under
the loan are secured by promissory notes. This loan was assigned by AII to AmTrust effective December 31, 2014 and is carried at cost. Effective
December 18, 2017, interest is payable at a rate equivalent to the Federal Funds Effective Rate ("Fed Funds") plus 200 basis points per annum.
Please see "Note 4. (c) Investments" for  the  total  amount  of  interest  earned  from  this  loan.  The  interest  income  on  the  loan  was  approximately
$6,983 for the year ended December 31, 2019 (2018 - $6,442) and the effective yield was 4.2% (2018 - 3.8%). On January 30, 2019, in connection
with  the  termination  of  the  reinsurance  agreements  described  above,  the  Company  and  AmTrust  entered  into  an  amendment  to  the  Loan
Agreement between Maiden Reinsurance, AmTrust and AII, originally entered into on November 16, 2007, extending the maturity date to January
1, 2025 and acknowledges that due to the termination of the AmTrust Quota Share, no further loans or advances may be made pursuant to the
Loan Agreement;

ii. effective  December  1,  2008,  the  Company  entered  into  a  Reinsurer  Trust  Assets  Collateral  agreement  to  provide  to  AII  sufficient  collateral  to
secure  its  proportional  share  of  AII's  obligations  to  the  U.S.  AmTrust  subsidiaries.  The  amount  of  the  collateral  at  December  31,  2019  was
approximately $1,155,955 (2018 - $3,650,418) and the accrued interest was $7,366 (2018 - $23,283). Please refer to "Note 4. (e) Investments" for
additional information.

iii. on January 11, 2019, a portion of the existing trust accounts used for collateral on the AmTrust Quota Share were converted to a funds withheld
arrangement.  The  Company  transferred  cash  and  investments  of  $575,000  to  AmTrust  as  a  funds  withheld  receivable  which  bears  an  annual
interest rate of 3.5%, subject to annual adjustment. At December 31, 2019, the balance of funds withheld was $575,000 and the accrued interest
was $5,073. The interest income on the funds withheld receivable was approximately $19,572 for the year ended December 31, 2019.

Pursuant to the terms of the LPT/ADC Agreement, Maiden Reinsurance, Cavello and AmTrust and certain of its affiliated companies entered  into  a
Master Collateral Agreement (“MCA”) to define and enable the operation of collateral provided under the AmTrust Quota Share. Under the MCA, Cavello
provided letters of credit to AmTrust on behalf of Maiden Reinsurance in an amount representing its obligations under the LPT/ADC Agreement. As these
letters of credit replaced other collateral previously provided directly by Maiden Reinsurance to AmTrust, the MCA coordinates the collateral protection
that will be provided to AmTrust to ensure that no gaps in collateral funding occur by operation of the LPT/ADC Agreement and related MCA. As a result
of entering into both the LPT/ADC Agreement and the MCA, certain post-termination endorsements (“PTEs”) to the AmTrust Quota Share between AII
and Maiden Reinsurance were required. Effective July 31, 2019, the PTEs: i) enable the operation of both the LPT/ADC Agreement and MCA by making
provision for certain forms of collateral, including letters of credit provided by Cavello on Maiden Reinsurance’s behalf, and further defines the permitted
use and return of collateral; and ii) increase the required funding percentage for Maiden Reinsurance under the collateral arrangements between the parties
to 105% of its obligations, subject to a minimum excess funding requirement of $54,000, as may be mutually amended by the parties from time to time.
Under certain defined conditions, Maiden Reinsurance may be required to increase this funding percentage to 110%.

F-47

 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

10. Related Party Transactions (continued)

b) European Hospital Liability Quota Share

Collateral  has  been  provided  to  both  AEL  and  AIU  DAC  under  the  European  Hospital  Liability  Quota  Share  agreement:  for  AEL,  the  amount  of
collateral  in  reinsurance  trust  accounts  at  December  31,  2019  was  approximately  $253,631  (2018  -  $249,948)  and  the  accrued  interest  was  $1,821
(2018 - $1,976); and for AIUL, in January 2019, Maiden Reinsurance transferred cash of €45,113 ($51,244) to AIU DAC as a funds withheld receivable.
AIU  DAC  pays  Maiden  a  fixed  annual  interest  rate  of  0.5%  on  the  average  daily  funds  withheld  balance  commencing  on  January  24,  2019,  subject  to
annual adjustment. At December 31, 2019, the funds withheld balance was $57,305 and the accrued interest was $269. The interest income on the funds
withheld receivable was approximately $268 for the year ended December 31, 2019. Please refer to "Note 4. (e) Investments" for additional information.

Brokerage Agreement

Effective  July  1,  2007,  the  Company  entered  into  a  reinsurance  brokerage  agreement  with  AII  Reinsurance  Broker  Ltd.  ("AIIB"),  a  wholly  owned
subsidiary  of  AmTrust.  Pursuant  to  the  brokerage  agreement,  AIIB  provided  brokerage  services  relating  to  the  AmTrust  Quota  Share  and  the  European
Hospital Liability Quota Share for a fee equal to 1.25% of the premium assumed. AIIB was not the Company's exclusive broker. The brokerage agreement
was terminated as of March 15, 2019.

Maiden Reinsurance recorded approximately $4,559 of reinsurance brokerage expense for the year ended December 31, 2019 (2018  -  $24,103),  and

deferred reinsurance brokerage of $2,372 at December 31, 2019 (2018 - $14,199) as a result of this agreement.

Asset Management Agreement

Effective July 1, 2007, the Company entered into an asset management agreement with AII Insurance Management Limited ("AIIM"), a wholly owned
subsidiary  of  AmTrust,  pursuant  to  which  AIIM  agreed  to  provide  investment  management  services  to  the  Company.  Effective  January  1,  2018,  AIIM
provides investment management services for a quarterly fee of 0.02125% of the average value of the account. Prior to that date, the fee was payable at a
rate  of  0.0375%.  The  agreement  may  be  terminated  upon  30  days  written  notice  by  either  party.  The  Company  recorded  approximately  $2,512  of
investment management fees for the year ended December 31, 2019 (2018 - $4,189) under this agreement.

NGHC Quota Share

AmTrust  owns  1.5%  of  the  issued  and  outstanding  shares  of  National  General  Holdings  Corporation  ("NGHC"),  and  Leah  Karfunkel,  individually,
through a grantor retained annuity trust and through the Michael Karfunkel 2005 Family Trust (which is controlled by Leah Karfunkel) owns 39.3% of the
outstanding common shares of NGHC. Barry Zyskind is a director of NGHC.

Maiden Reinsurance, effective March 1, 2010, had a 50% participation in the NGHC Quota Share, by which it received 25% of net premiums of the
personal  lines  automobile  business  and  assumed  25%  of  the  related  net  losses.  On  August  1,  2013,  the  Company  and  NGHC  mutually  agreed  to  the
termination of the NGHC Quota Share effective on that date on a run-off basis. In November 2019, Maiden Reinsurance and NGHC mutually agreed to
fully  and  finally  settle  and  commute  all  rights,  obligations  and  liabilities,  known  and  unknown,  of  each  other  under  the  NGHC  Quota  Share.  Maiden
Reinsurance paid NGHC $2,248 constituting the loss reserve balance as at September 30, 2019.

Insurance Management Services Agreement

Effective  August  31,  2019,  the  Company  entered  into  an  agreement  with  Risk  Services  -  Vermont,  Inc.  ("Risk  Services"),  an  affiliate  of  AmTrust.
Pursuant to the agreement, Risk Services agreed to provide insurance management services to the Company including regulatory compliance services in
connection with the re-domestication, licensing and operation of Maiden Reinsurance in the State of Vermont. The initial term of the agreement is three
years and will automatically renew for an additional three years until either party gives written notice of its intention to terminate this agreement at least
three months prior to the commencement of the next applicable period. The fee for this agreement is an initial $100 retainer for re-domestication services
and  $100  annually  and  reimbursement  for  reasonable  out-of-pocket  expenses  incurred  by  Risk  Services  pursuant  to  the  terms  of  the  agreement.  The
Company recorded approximately $101 of fees for the year ended December 31, 2019.

F-48

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

11. Commitments, Contingencies and Concentrations

a) Concentrations of Credit Risk

At December 31, 2019 and 2018, the Company’s assets where significant concentrations of credit risk may exist include investments, cash and cash

equivalents, loan to related party, reinsurance balances receivable, funds withheld receivable and reinsurance recoverable on unpaid losses.

Please  refer  to  "Note  8.  Reinsurance"  for  additional  information  regarding  the  Company's  credit  risk  exposure  on  its  reinsurance  counterparties
including the impact of the LPT/ADC Agreement effective January 1, 2019. The Company requires its reinsurers to have adequate financial strength. The
Company  evaluates  the  financial  condition  of  its  reinsurers  and  monitors  its  concentration  of  credit  risk  on  an  ongoing  basis.  Provisions  are  made  for
amounts considered potentially uncollectible. Letters of credit are provided by its reinsurers for material amounts recoverable as discussed further in "Note
8 — Reinsurance".

The Company manages concentration of credit risk in the investment portfolio through issuer and sector exposure limitations. The Company believes it
bears minimal credit risk in its cash on deposit. The Company also monitors the credit risk related to the loan to related party, funds withheld receivable and
its reinsurance balances receivable, within which the largest balances are due from AmTrust.  AmTrust has a financial strength/credit rating of A- from
A.M. Best at December 31, 2019. To mitigate credit risk, the Company generally has a contractual right of offset thereby allowing claims to be settled net
of any premiums or loan receivable. The Company believes these balances as at December 31, 2019 will be fully collectible.

b) Concentrations of Revenue

During the year ended December 31, 2019, net premiums earned from AmTrust accounted for $364,711 or 81.5% of total net premiums earned (2018 –

 $1,928,208 or 95.2%).

c) Brokers

The Company formerly marketed its Diversified Reinsurance segment through third-party intermediaries as well as directly through its own marketing
efforts. The majority of business within the Diversified Reinsurance segment was marketed directly through the Company's own efforts therefore reliance
on brokers is not of significance for the years ended December 31, 2019 and 2018.

d) Letters of Credit

At December 31, 2019, the Company had letters of credit outstanding of $66,652 (2018 - $88,327) for collateral purposes which are secured by cash

and fixed maturities with a fair value of $86,032 at December 31, 2019 (2018 - $111,134).

e) Employment Agreements

The  Company  has  entered  into  employment  agreements  with  certain  individuals.  The  employment  agreements  provide  for  executive  benefits  and

severance payments under certain circumstances.

f) Operating Lease Commitments

The Company leases office spaces, housing, office equipment and company vehicles under various operating leases expiring in various years through
2022.  The  Company  did  not  enter  into  any  new  lease  arrangements  during  the  year  ended  December  31,  2019.  The  Company's  leases  are  all  currently
classified as operating leases and none of them have non-lease components. For operating leases that have a lease term of more than twelve months, the
Company recognized a lease liability and a right-of-use asset in the Consolidated Balance Sheets at the present value of the remaining lease payments until
expiration.  As  the  lease  contracts  generally  do  not  provide  an  implicit  discount  rate,  the  Company  used  the  weighted-average  discount  rate  of  10%,
representing its secured incremental borrowing rate, in calculating the present value of the lease liability. The exercise of lease renewal options is at the sole
discretion of the Company and none of the current lease renewal options are deemed to be reasonably certain to be exercised. The Company has made an
accounting  policy  election  not  to  include  renewal,  termination,  or  purchase  options  that  are  not  reasonably  certain  of  exercise  when  determining  the
effective term of the borrowing. The Company’s lease agreements do not contain any material residual value guarantees or material restrictive covenants.
The Company's weighted-average remaining lease term is approximately 2.6 years.

At December 31, 2019,  the  Company's  future  lease  obligations  of  approximately  $2,342  was  calculated  based  on  the  present  value  of  future  annual
rental  commitments  excluding  taxes,  insurance  and  other  operating  costs  for  non-cancellable  operating  leases  discounted  using  its  secured  incremental
borrowing rate. This amount has been recognized on the Company's Consolidated Balance Sheets as a lease liability of $2,342 within accrued expenses and
other  liabilities  with  an  equivalent  amount  for  the  right-of-use  asset  presented  as  part  of  other  assets.  Under  the  guidance,  the  Company  continues  to
recognize the related leasing expense on a straight-line basis over the lease term on the Consolidated Statements of Income. The Company's total lease
expense  for  the  year  ended  December  31,  2019  was  $1,776  (2018  -  $2,318)  which  was  recognized  within  net  income  consistent  with  the  accounting
treatment applicable in prior periods under Topic 840. The operating cash outflows from operating leases included in the measurement of the lease liability
during the year ended December 31, 2019 was $1,363.

F-49

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

11. Commitments, Contingencies and Concentrations (continued)

At December 31, 2019, the scheduled maturity of the Company's operating lease liabilities are expected to be as follows:

2020

2021

2022

Discount for present value

Total discounted operating lease liabilities

g) Other Commitments

December 31, 2019

$

$

1,172

741

741

(312)

2,342

The Company has remaining unfunded commitments on its investment in limited partnerships of approximately $340 at December 31, 2019 (2018  -
$414).  The  Company  also  has  remaining  unfunded  commitments  on  its  investments  in  special  purpose  vehicles  focused  on  lending  activities  of
approximately $767 at December 31, 2019 (2018 - $7,359).

h) Other Collateral

In  the  ordinary  course  of  business,  the  Company  enters  into  reinsurance  agreements  that  may  include  terms  which  could  require  the  Company  to

collateralize certain of its obligations.

i) Deposit Insurance

The Company maintains cash and cash equivalents balances at financial institutions in the U.S., Bermuda and other international jurisdictions. In the
U.S., the Federal Deposit Insurance Corporation secures accounts up to $250. In certain other international jurisdictions, there exist similar protections.
Management monitors balances in excess of insured limits and believes they do not represent a significant credit risk to the Company.

j) Legal Proceedings

Except  as  noted  below,  the  Company  is  not  a  party  to  any  material  legal  proceedings.  From  time  to  time,  the  Company  is  subject  to  routine  legal
proceedings, including arbitrations, arising in the ordinary course of business. These legal proceedings generally relate to claims asserted by or against the
Company in the ordinary course of insurance or reinsurance operations. Based on the Company's opinion, the eventual outcome of these legal proceedings
is not expected to have a material adverse effect on its financial condition or results of operations.

In April 2009, the Company learned that Bentzion S. Turin, the former Chief Operating Officer, General Counsel and Secretary of Maiden Holdings and
Maiden  Reinsurance,  sent  a  letter  to  the  U.S.  Department  of  Labor  claiming  that  his  employment  with  the  Company  was  terminated  in  retaliation  for
corporate  whistle-blowing  in  violation  of  the  whistle-blower  protection  provisions  of  the  Sarbanes-Oxley  Act  of  2002.  Mr.  Turin  alleged  that  he  was
terminated for raising concerns regarding corporate governance with respect to the negotiation of the terms of the Trust Preferred Securities Offering. He
seeks  reinstatement  as  Chief  Operating  Officer,  General  Counsel  and  Secretary  of  Maiden  Holdings  and  Maiden  Reinsurance,  back  pay  and  legal  fees
incurred. On December 31, 2009, the U.S. Secretary of Labor found no reasonable cause for Mr. Turin’s claim and dismissed the complaint in its entirety.
Mr. Turin objected to the Secretary's findings and requested a hearing before an administrative law judge in the U.S. Department of Labor. The Company
moved to dismiss Mr. Turin's complaint, and its motion was granted by the Administrative Law Judge on June 30, 2011. On July 13, 2011, Mr. Turin filed a
petition  for  review  of  the  Administrative  Law  Judge's  decision  with  the  Administrative  Review  Board  in  the  U.S.  Department  of  Labor.  On  March  29,
2013, the Administrative Review Board reversed the dismissal of the complaint on procedural grounds, and remanded the case to the administrative law
judge.  The  administrative  hearing  began  in  September  2014  and  concluded  in  November  2018.  The  Company  believes  that  it  had  good  and  sufficient
reasons for terminating Mr. Turin's employment and that the claim is without merit. The Company will continue to vigorously defend itself against this
claim.

A putative class action complaint was filed against Maiden Holdings, Arturo M. Raschbaum, Karen L. Schmitt, and John M. Marshaleck in the United
States District Court for the District of New Jersey on February 11, 2019, alleging that Defendants violated Section 10(b) of the Exchange Act and Rule
10b-5  (and  Section  20(a)  for  control  person  liability)  by  making  misrepresentations  about  the  Company  and  its  business,  including  the  Company’s  risk
management and underwriting policies and practices.  Plaintiffs further claim that these misrepresentations inflated the price of Maiden Holdings' common
shares, and that when the truth about the misrepresentations was revealed, the Company’s stock price fell, causing Plaintiffs to incur losses.  The Company
has not yet been served with an amended complaint, but believes the claims are without merit and intends to vigorously defend itself. There exist and the
Company  expects  additional  lawsuits  to  be  filed  against  the  Company,  its  subsidiaries  and  its  respective  officers  due  to  the  diminution  in  value  of  our
securities as a result of our operating results and financial condition. It is currently uncertain as to the effect of such litigation on our business, operating
results and financial conditions.

F-50

 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

12. Earnings per Common Share

The following is a summary of the elements used in calculating basic and diluted earnings per common share:

For the Year Ended December 31,

Numerator:

Net loss from continuing operations

Net income from continuing operations attributable to noncontrolling interests

Net loss attributable to Maiden from continuing operations

Dividends on preference shares – Series A, C and D
Amount allocated to participating common shareholders(1)

Loss attributable to Maiden common shareholders, before discontinued operations

Loss from discontinued operations, net of income tax expense

Net loss allocated to Maiden common shareholders

2019

2018

  $

(109,362)   $

(450,292)

—  

(109,362)  

—  

—  

(109,362)  

(22,541)  

  $

(131,903)   $

(219)

(450,511)

(25,636)

(17)

(476,164)

(94,113)

(570,277)

Denominator:
Weighted average number of common shares – basic and diluted(2)
Basic and diluted loss from continuing operations per share attributable to Maiden common shareholders:

Basic and diluted loss from discontinued operations per share attributable to Maiden common shareholders

Basic and diluted loss per share attributable to Maiden common shareholders:

83,061,259  

83,050,362

  $

  $

(1.32)   $

(0.27)  

(1.59)   $

(5.74)

(1.13)

(6.87)

(1)

(2)

This represents dividends paid to the holders of non-vested restricted shares issued to the Company's employees under the Amended and Restated 2007 Share Incentive Plan. The 2018 amount excluded the share in
undistributed losses during the year.
Please  refer  to  "Note  13.  Shareholders'  Equity"  and  "Note  14.  Share  Compensation  and  Pension  Plans"  of  the  Notes  to  Consolidated  Financial  Statements  for  the  terms  and  conditions  of  securities  that  could
potentially be dilutive in the future.

13. Shareholders’ Equity

At December 31, 2019, the aggregate authorized share capital of the Company is 150,000,000 shares from which the Company has issued 88,161,638
common  shares,  of  which  83,148,458  common  shares  are  outstanding,  and  18,600,000  preference  shares,  all  of  which  are  outstanding.  The  remaining
43,238,362 shares are undesignated at December 31, 2019.

a) Common Shares

The following table shows the summary of changes in the Company's common shares outstanding:

For the Year Ended December 31,
Outstanding shares – January 1

Issuance of vested restricted shares and restricted share units

Shares repurchased(1)
Exercise of options

Outstanding shares – December 31

2019
82,948,577  

2018
82,974,895

223,101  

(23,220)  

—  

198,983

(234,801)

9,500

83,148,458  

82,948,577

(1) In 2018,  the  Company  repurchased  205,000  common  shares  under  its  share  repurchase  authorization.  In  addition,  shares  were  repurchased  from  employees  in  respect  of  tax  obligations

arising from the vesting of restricted shares and performance based shares. See further details below in item (f).

The  Company's  common  shares  have  a  par  value  of  $0.01  per  share.  The  holders  of  our  common  shares  are  entitled  to  receive  dividends  and  are
allocated one vote per common share, subject to downward adjustment under certain circumstances. For the year ended December 31, 2019, the Company's
Board of Directors declared no dividends to common shareholders (2018 - $0.35).

b) Preference Shares – Series D

On June 15, 2017, the Company issued and authorized a total of 6,000,000, 6.7% Preference Shares – Series D (the "Series D"), par value $0.01 per
share, at a price of $25 per preference share. The Series D have no stated maturity date and are redeemable in whole or in part at the sole option of the
Company any time after June 15, 2022, subject to certain regulatory restrictions at a redemption price of $25 per preference share plus any declared and
unpaid dividends, without accumulation of any undeclared dividends. Additionally, at any time prior to June 15, 2022, the Company may redeem all but not
less than all of the Series D at a redemption price of $25 per share, plus declared and unpaid dividends, if any, to, but excluding, the date of redemption
subject to certain conditions and regulatory approval.

F-51

 
 
   
   
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

13. Shareholders’ Equity (continued)

Dividends on the Series D are non-cumulative. Consequently, in the event a dividend is not declared on the Series D for any dividend period, holders of
Series D will not be entitled to receive a dividend for such period, and such undeclared dividend will not accrue and will not be payable. The holders of
Series D will be entitled to receive dividend payments only when, as and if declared by the Company's Board of Directors or a duly authorized committee
of  the  Board  of  Directors.  During  any  dividend  period,  so  long  as  any  Series  D  remain  outstanding,  unless  the  full  dividends  for  the  latest  completed
dividend period on all outstanding Series D have been declared and paid, no dividend shall be paid or declared on the common shares.

The  holders  of  the  Series  D,  together  with  other  preference  share  series,  have  no  voting  rights  other  than  the  right  to  elect  up  to  two  directors  if
preference share dividends are not declared and paid for six or more dividend periods. For the year ended December 31, 2019, the Company did not declare
or pay dividends on the Series D shares (2018 - $7,538 or $1.2563 per share). No dividends have been declared by the Company's Board of Directors on
the  Series  D  shares  since  the  fourth  quarter  of  2018.  At  March  15,  2020,  because  preference  share  dividends  have  not  been  declared  and  paid  for  six
quarterly dividend periods, the holders of the Preference Share Series A, Series C and Series D are collectively entitled to vote for the election of a total of
two additional members of the Company's Board of Directors.

c) Preference Shares – Series C

On November 25, 2015, the Company issued and authorized a total of 6,600,000 7.125% Preference Shares – Series C (the "Series C"), par value $0.01
per share, at a price of $25 per preference share. The Series C have no stated maturity date and are redeemable in whole or in part at the sole option of the
Company  any  time  after  December  15,  2020  at  a  redemption  price  of  $25  per  preference  share  plus  any  declared  and  unpaid  dividends,  without
accumulation of any undeclared dividends.

Dividends on the Series C are non-cumulative. Consequently, in the event a dividend is not declared on the Series C for any dividend period, holders of
Series  C  will  not  be  entitled  to  receive  a  dividend  for  such  period,  and  such  undeclared  dividend  will  not  accrue  and  will  not  be  payable.  During  any
dividend period, so long as any Series C remain outstanding, unless the full dividends for the latest completed dividend period on all outstanding Series C
have been declared and paid, no dividend shall be paid or declared on the common shares.

The  holders  of  the  Series  C,  together  with  other  preference  share  series,  have  no  voting  rights  other  than  the  right  to  elect  up  to  two  directors  if
preference share dividends are not declared and paid for six or more dividend periods. For the year ended December 31, 2019, the Company did not declare
or pay dividends on the Series C shares (2018 - $8,816 or $1.3359 per share). No dividends have been declared by the Company's Board of Directors on the
Series C shares since the fourth quarter of 2018. At March 15, 2020, because preference share dividends have not been declared and paid for six quarterly
dividend periods, the holders of the Preference Share Series A, Series C and Series D are collectively entitled to vote for the election of a total of two
additional members of the Company's Board of Directors.

d) Preference Shares - Series A

On August 22, 2012, the Company issued and authorized a total of 6,000,000 8.25% Preference Shares – Series A (the "Series A"), par value $0.01 per
share, at a price of $25 per preference share. The Series A have no stated maturity date and are redeemable in whole or in part at the sole option of the
Company any time after August 29, 2017 at a redemption price of $25 per preference share plus any declared and unpaid dividends, without accumulation
of any undeclared dividends.

Dividends on the Series A are non-cumulative. Consequently, in the event a dividend is not declared on the Series A for any dividend period, holders of
Series  A  will  not  be  entitled  to  receive  a  dividend  for  such  period,  and  such  undeclared  dividend  will  not  accrue  and  will  not  be  payable.  During  any
dividend period, so long as any Series A remain outstanding, unless the full dividends for the latest completed dividend period on all outstanding Series A
have been declared and paid, no dividend shall be paid or declared on the common shares.

The  holders  of  the  Series  A,  together  with  other  preference  share  series,  have  no  voting  rights  other  than  the  right  to  elect  up  to  two  directors  if
preference share dividends are not declared and paid for six or more dividend periods. For the year ended December 31, 2019, the Company did not declare
or pay dividends on the Series A shares (2018 - $9,282 or $1.5469 per share). No dividends have been declared by the Company's Board of Directors on
the  Series  A  shares  since  the  fourth  quarter  of  2018.  At  March  15,  2020,  because  preference  share  dividends  have  not  been  declared  and  paid  for  six
quarterly dividend periods, the holders of the Preference Share Series A, Series C and Series D are collectively entitled to vote for the election of a total of
two additional members of the Company's Board of Directors.

f) Treasury Shares

On February 21, 2017, the Company's Board of Directors approved the repurchase of up to $100,000 of the Company's common shares from time to
time at market prices. During the year ended December 31, 2018, the Company repurchased 205,000 common shares at an average price per share of $3.31
under  the  Company's  share  repurchase  plan.  At  December  31,  2019  and  2018,  the  Company  has  a  remaining  authorization  of  $74,245  for  share
repurchases. No repurchases were made during the year ended December 31, 2019 under the share repurchase plan.

In addition, during the year ended December 31, 2019, the Company repurchased a total of 23,220 shares (2018 - 29,801) at an average price per share
of $0.78 (2018 - $6.52) from employees, which represent withholdings in respect of tax obligations on the vesting of restricted shares and performance
based shares.

F-52

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

13. Shareholders’ Equity (continued)

g) Accumulated Other Comprehensive Income

The  following  tables  set  forth  financial  information  regarding  the  changes  in  the  balances  of  each  component  of  AOCI  for  the  years  ended

December 31, 2019 and 2018:

For the Year Ended December 31, 2019
Beginning balance

Other comprehensive income before reclassifications

Amounts reclassified from AOCI to net income, net of tax

Net current period other comprehensive income

Ending balance, Maiden shareholders

For the Year Ended December 31, 2018
Beginning balance

Other comprehensive (loss) income before reclassifications

Amounts reclassified from AOCI to net income, net of tax

Net current period other comprehensive (loss) income

Ending balance

Less: AOCI attributable to noncontrolling interest

Ending balance, Maiden shareholders

The following table presents details about amounts reclassified from AOCI:

Consolidated Statements of Income Line Item that Includes Reclassification

Net realized gains (losses) on investment

Net impairment losses recognized in earnings

Total before tax

Income tax expense

Total after tax

F-53

Change in net
unrealized gains on
investment

Foreign currency
translation
adjustments

  $

(59,762)   $

(5,932)   $

97,198  

(15,440)  

81,758  

1,772  

—  

1,772  

  $

21,996   $

(4,160)   $

Change in net
unrealized gains on
investment

Foreign currency
translation
adjustments

  $

21,889   $

(8,583)   $

(108,726)  

27,075  

(81,651)  

(59,762)  

—  

2,651  

—  

2,651  

(5,932)  

(78)  

  $

(59,762)   $

(5,854)   $

Total

(65,694)

98,970

(15,440)

83,530

17,836

Total

13,306

(106,075)

27,075

(79,000)

(65,694)

(78)

(65,616)

For the Year Ended December 31,

2019

2018

  $

15,605   $

(165)  

15,440  

—  

  $

15,440   $

(21,243)

(5,832)

(27,075)

—

(27,075)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

14. Share Compensation and Pension Plans

The Company’s Amended and Restated 2007 Share Incentive Plan ("2007 Plan"), provides for grants of options, restricted shares and restricted share
units.  New  shares  are  issued  upon  exercise  of  options  and  vesting  of  restricted  shares  and  share  units.  The  total  number  of  common  shares  currently
reserved  for  issuance  under  the  Plan  is  10,000,000.  The  2007  Plan  is  administered  by  the  Compensation  Committee  of  the  Board  of  Directors  (the
"Committee").

Share Options

Exercise prices of options are established at or above the fair market value of the Company’s common shares at the date of grant. Under the Plan, unless
otherwise determined by the Committee and provided in an award agreement, 25% of the options will become exercisable on the first anniversary of the
grant date, with an additional 6.25% of the options vesting each quarter thereafter based on the grantee’s continued employment over a four-year period,
and will expire ten years after grant date.

The fair value of each option grant is separately estimated for each vesting date. The fair value of each option is amortized into compensation expense
on a straight-line basis between the grant date for the award and each vesting date. The Company has estimated the fair value of all share option awards on
the  date  of  the  grant  by  applying  the  Black-Scholes-Merton  multiple-option  pricing  valuation  model.  The  application  of  this  valuation  model  involves
assumptions that are judgmental and highly sensitive in the determination of compensation expense.

The following table shows all options granted, exercised, forfeited and expired under the Plan for the years ended December 31, 2019 and 2018:

Weighted 
Average 
Exercise 
Price

Weighted
Average Grant-
Date Fair Value  

Weighted 
Average 
Remaining 
Contractual 
Term

Aggregate 
Intrinsic 
Value

2.45 years

  $

1,100  

  $

5,715    

Range of 
Exercise 
Prices

$3.28 - $13.98

$3.24 - $7.20

Outstanding, December 31, 2017

Granted

Exercised

Expired

Forfeited

Outstanding, December 31, 2018

Granted

Expired

Forfeited

Outstanding, December 31, 2019

Total exercisable at December 31, 2019

Number of 
Share 
Options
1,516,769   $

275,000   $

(9,500)   $

(1,038,510)   $

(85,935)   $

657,824   $

7,500   $

(119,320)   $

(61,875)   $

484,129   $

390,379   $

1.36    

0.25    

7.03    

7.07   $

3.28    

6.50    

7.23    

7.92    

1.31   $

5.78    

7.15    

8.44    

8.90    

4.40 years

  $

—  

$3.24 - $13.98

3.63 years

2.53 years

  $

  $

—  

—  

$1.31 - $13.98

$3.24 - $13.98

The weighted average grant date fair value was $2.29 (2018 - $2.08) for all options outstanding at December 31, 2019. There was $65 (2018 - $178) of
total unrecognized compensation cost related to non-vested options at December 31, 2019 which will be recognized during the next 1.25 years. There were
no options exercised during the year ended December 31, 2019. During the year ended December 31, 2018, cash in the amount of $31 was received from
employees as a result of employee share option exercises. In connection with these exercises, there was no tax benefit realized by the Company.

Restricted Shares and Restricted Share Units

The fair value of each restricted share or restricted share unit is determined based on the market value of the Company's common shares on the date of
grant. The total estimated fair value is amortized as an expense on a straight-line basis over the requisite service period as determined by the Committee,
which varies between 2 to 3 years for employees and 1 year for directors.

Performance-Based Restricted Share Units ("PB-RSU")

The Committee approved the formation of a long-term incentive program under the Plan on March 1, 2011. On that date, the Committee determined to
award PB-RSU to certain senior leaders of the Company. The formula for determining the amount of PB-RSU awarded uses a combination of a percentage
of  the  employee's  base  salary  (based  on  a  benchmarking  analysis  from  our  compensation  consultant)  divided  by  the  closing  price  on  NASDAQ  of  our
common  shares  on  that  date.  The  grants  were  performance  based  which  required  that  certain  criteria  such  as  non-GAAP  operating  return  on  common
equity,  underwriting  performance,  revenue  growth  and  operating  expense  be  met  during  the  performance  period  to  attain  a  payout.  Each  metric  had  a
corresponding weighted percentage with a target and maximum level of performance goal set to achieve a payout. All prior PB-RSU were paid 50% based
on  certain  criteria  stated  above,  while  the  other  50%  of  the  payout  was  based  upon  the  recommendation  of  the  Company's  CEO  and  the  Committee's
ultimate discretion of individual contribution to business results and strategic success for the performance period. Settlement of the grants were made in
common shares upon the decision of the Committee and the performance cycles were for three years. Beginning in 2014 and ending in 2018 with final
payouts in 2019, the Committee approved an annual award of PB-RSU to certain senior leaders of the Company with each annual award vesting over three
years.

F-54

 
 
 
 
 
 
   
 
   
   
   
   
   
   
   
 
   
   
   
   
   
   
   
   
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

14. Share Compensation and Pension Plans (continued)

Non-Performance-Based Restricted Share Units ("NPB-RSU")

Beginning in 2012, the Committee approved an annual award of NPB-RSU with each annual award vesting over three years.  The  total  fair  value  of

share units vested during the year ended December 31, 2019 was $219 (2018 - $897).

Starting in fiscal year 2019, the Company has changed its practice of awarding a fixed number of restricted share units to the non-employee directors
and  instead  intends  to  grant  such  directors  $65  worth  of  compensation  in  the  form  of  either  restricted  share  units,  stock  options  or  cash.  For  2019,  the
compensation was granted in the form of cash to each director. It is the Company's intention that annually, on or around June 1, each non-employee director
will receive a grant of $65 worth of compensation which, if non-cash compensation, will vest on the first anniversary of the grant.

Discretionary Non-Performance-Based Restricted Shares ("NPB-RS")

Beginning in 2013, the Committee approved an annual award of NPB-RS with each annual award vesting either over two or three years. The total fair
value of restricted shares vested during the year ended December 31, 2019 was $582 (2018 - $400). The following table shows a summary of activity under
the Company's restricted share awards:

Non-vested at December 31, 2017

Awards granted

Awards vested

Awards forfeited

Non-vested at December 31, 2018

Awards granted

Awards vested

Awards forfeited

Non-vested at December 31, 2019

Non-Performance-Based
Restricted Share Units

Non-Performance-Based
Restricted Shares

Performance Based Restricted
Share Units(1)

Number of 
Restricted
Units

Weighted
Average
Grant-Date
Fair Value

Number of 
Restricted
Shares

Weighted
Average
Grant-Date
Fair Value

97,258   $

25,000   $

(71,928)   $

(25,330)   $

25,000   $

12.65  

8.75  

12.47  

13.16  

8.75  

37,226   $

268,971   $

(27,726)   $

(17,500)   $

260,971   $

—   $

—  

1,669,490   $

(25,000)   $

8.75  

—   $

—   $

—  

—  

(91,823)   $

(19,841)   $

1,818,797   $

14.93  

5.79  

14.43  

9.36  

5.94  

0.79  

6.34  

1.26  

1.24  

Number of 
Restricted
Units
810,464   $

734,668   $

(99,931)   $

(597,556)   $

847,645   $

—   $

(83,751)   $

(763,894)   $

—   $

Weighted
Average
Grant-Date
Fair Value

14.60

7.20

13.88

11.15

10.71

—

13.16

10.44

—

(1) For Performance Based Shares, the number of shares is stated at the maximum number that can be attained if the performance conditions are met. Forfeitures represent shares forfeited due to

vesting below the maximum attainable as a result of the Company not fully meeting the performance conditions.

There was $1,827 of total unrecognized compensation cost related to restricted shares at December 31, 2019, which will be recognized during the next

1.70 years. Total share-based expense for the year ended December 31, 2019 was $1,911 (2018 - $1,276).

Pension Plans

The Company provides pension benefits to eligible employees principally through various defined contribution plans sponsored by the Company which

vary by subsidiary. The Company’s expenses for its defined contribution plans for the year ended December 31, 2019 was $774 (2018 - $1,543).

2019 Omnibus Incentive Plan

During the 2019 Annual General Meeting of Shareholders of the Company held on December 10, 2019, the 2007 Plan was terminated and replaced with
the  2019  Omnibus  Incentive  Plan  ("2019  Plan").  The  Company  filed  with  the  Securities  and  Exchange  Commission  ("SEC")  the  Form  S-8  "Securities
offered to employees pursuant to employee benefit plans" on January 20, 2020, which covers the offer and resale of up to 11,289,956 of the Company's
common shares, par value $0.01 per share. Such shares may be offered and sold from time to time by certain officers and directors of the Company who
have acquired or will acquire such shares pursuant to the 2019 Plan. See the SEC filing for further details regarding the 2019 Plan.

F-55

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

15. Statutory Requirements and Dividend Restrictions

Our insurance and reinsurance operations are subject to insurance and/or reinsurance laws and regulations in the jurisdictions in which they operate.
These regulations include certain liquidity and solvency requirements whereby restrictions are imposed on the amount of dividends or other distributions,
such as loans or cash advances, available to shareholders without prior approval of the insurance regulatory authorities. The statutory capital and surplus
and statutory net (loss) income of our principal operating subsidiaries in their respective jurisdictions were as follows:

Statutory Capital and Surplus

December 31, 2019

December 31, 2018

Statutory Net (Loss) Income

For the Year Ended December 31, 2019

For the Year Ended December 31, 2018

  Maiden Reinsurance(1)  

Maiden LF

Maiden GF

  $

921,984   $

869,883  

10,234   $

7,588  

  $

(103,521)   $

(389,373)  

(785)   $

(482)  

8,902

6,182

408

88

(1) Statutory Capital and Surplus and Statutory Net Loss is prior to Maiden Reinsurance's re-domestication to Vermont.

a) Bermuda

Maiden Reinsurance was registered as a Class 3B reinsurer under The Insurance Act 1978 (Bermuda), amendments thereto and related regulations (the
"Insurance  Act").  Under  the  Insurance  Act,  Maiden  Reinsurance  was  subject  to  enhanced  capital  requirements  in  addition  to  minimum  solvency  and
liquidity requirements. Maiden Reinsurance was also required to maintain statutory economic capital and surplus at a level at least equal to its Enhanced
Capital  Requirement  ("ECR")  which  is  the  greater  of  its  minimum  solvency  margin  ("MSM")  and  the  required  capital  calculated  by  reference  to  the
Bermuda Solvency Capital Requirement ("BSCR").

Prior to its re-domestication of Maiden Reinsurance to Vermont, pursuant to Bermuda law, the Company was required to ensure that the value of the
group's  assets  exceeded  the  amount  of  the  group's  liabilities  by  the  aggregate  minimum  margin  of  solvency  of  each  qualifying  member  of  the  group
("Group MSM"). Since December 31, 2013, the Company has been required to maintain available group capital and surplus at a level equal to or in excess
of the Group Enhanced Capital Requirement ("Group ECR") which is established by reference to either the Group Bermuda Solvency Capital Requirement
("Group BSCR") model or an approved group internal capital model. Both the Company and Maiden Reinsurance met and exceeded their respective MSM
and ECR ratios as required by Bermuda insurance legislation at December 31, 2019.

Under the Insurance Act, prior to its re-domestication to Vermont, Maiden Reinsurance was prohibited from declaring or paying dividends of more than
25% of its total statutory capital and surplus, as shown in its previous financial year statutory balance sheet, unless at least seven days before payment of
the dividend, it files with the BMA an affidavit that it will continue to meet its minimum capital requirements as described above. Maiden Reinsurance was
also required to obtain the BMA’s prior approval before reducing its total statutory capital, as shown in its previous financial year statutory balance sheet,
by 15% or more. Maiden Reinsurance was also restricted in paying dividends that would result in Maiden Reinsurance failing to comply with the ECR as
calculated based on the BSCR or cause it to fail to meet its relevant margins. Finally, prior to its re-domestication to Vermont, Maiden Reinsurance had
voluntarily  undertaken  with  the  BMA  not  to  make  any  capital  distributions  of  any  kind,  including  the  payment  of  any  common  or  preference  share
dividends, without the express consent of the BMA.

At December  31,  2019,  the  maximum  dividend  Maiden  Reinsurance  could  pay,  without  a  signed  affidavit,  having  met  minimum  levels  of  statutory

capital and surplus was $0 (2018 - $0). No dividends were paid during the years ended December 31, 2019 and 2018.

b) United States of America

During the fourth quarter of 2019, our principal operating subsidiary, Maiden Reinsurance, submitted the necessary filings to discontinue its operations
from  Bermuda  and  to  apply  to  be  licensed  and  re-domesticate  to  the  State  of  Vermont  in  the  U.S.  Filings  were  made  with  the  Vermont  DFR,  Vermont
Secretary of State as well as with the BMA to provide notice of the Company's intent to discontinue from Bermuda and re-domesticate to Vermont. Maiden
Reinsurance  completed  the  re-domestication  on  March  16,  2020.  We  have  determined  that  re-domiciling  Maiden  Reinsurance  to  Vermont  enables  us  to
better  align  our  operations,  capital  and  resources  with  our  liabilities,  which  originate  mostly  in  the  U.S.,  resulting  in  a  more  efficient  structure.The  re-
domestication, in combination with the Strategic Review previously taken and undertaken in close consultation with the BMA to de-risk the Company’s
balance sheet, is expected to continue to strengthen the Company’s capital position and solvency ratios.

Under Vermont statutory regulations, no captive insurance company may pay a dividend out of, or other distribution with respect to, capital or surplus
without the prior approval of the Commissioner. Approval of an ongoing plan for the payment of dividends or other distributions shall be conditioned upon
the retention, at the time of each payment, of capital or surplus in excess of amounts specified by, or determined in accordance with formulas approved by,
the Commissioner. Notwithstanding the provisions of 11B Vermont Statutes Annotated chapter 13, a captive insurance may make such distributions as are
in conformity with its purposes and approved by the Commissioner.

F-56

 
 
   
   
   
 
 
   
   
   
   
   
   
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

15. Statutory Requirements and Dividend Restrictions (continued)

c) Sweden

The  Company  has  two  Swedish  domiciled  insurance  subsidiaries  in  Sweden,  Maiden  LF  and  Maiden  GF,  both  regulated  by  the  Swedish

Finansinspektionen ("Swedish FSA").

Maiden  LF  was  required  to  maintain  a  minimum  level  of  statutory  capital  and  surplus  of  $5,296  at  December  31,  2019  (2018  -  $4,372).  This
requirement was met by Maiden LF throughout the year. The statutory assets were approximately $16,501 at December 31, 2019 (2018  -  $13,206)  and
statutory  capital  and  surplus  was  approximately  $10,234  at  December  31,  2019  (2018  -  $7,588).  Maiden  LF  is  subject  to  statutory  and  regulatory
restrictions under the Swedish FSA that limit the maximum amount of annual dividends or distributions paid by Maiden LF to Maiden Holdings. As of
December 31, 2019, Maiden LF is allowed to pay dividends or distributions not exceeding $975 (2018 - $1,801). No dividends were paid during the years
ended December 31, 2019 and 2018.

Maiden  GF  was  required  to  maintain  a  minimum  level  of  statutory  capital  and  surplus  of  $2,951  at  December  31,  2019  (2018  -  $2,867).  This
requirement  was  met  by  Maiden  GF  throughout  the  year.  The  statutory  assets  were  approximately  $10,940  at  December  31,  2019 (2018  -  $7,257)  and
statutory capital and surplus was approximately $8,902 at December 31, 2019 (2018 - $6,182). Maiden GF is subject to statutory and regulatory restrictions
under the Swedish FSA that limit the maximum amount of annual dividends or distributions paid by Maiden GF to Maiden Holdings. As of December 31,
2019, Maiden GF is allowed to pay dividends or distributions not exceeding $252 (2018 - $0). No dividends were paid during the years ended December
31, 2019 and 2018.

F-57

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

16. Taxation

Under current Bermuda law, Maiden Holdings and Maiden Reinsurance have received an undertaking from the Bermuda government exempting them
from  all  local  income,  withholding  and  capital  gains  taxes  until  March  31,  2035.  At  the  present  time,  no  such  taxes  are  levied  in  Bermuda.  Maiden
Holdings and Maiden Reinsurance believe that they operate in a manner such that they will not be considered to be engaged in a trade or business in the
U.S. Accordingly, Maiden Holdings and Maiden Reinsurance have not recorded any provision for U.S. taxation.

Our U.S. subsidiaries are subject to federal, state and local corporate income taxes and other taxes applicable to U.S. corporations. The provision for
federal  income  taxes  has  been  determined  under  the  principles  of  the  consolidated  tax  provisions  of  the  U.S.  Internal  Revenue  Code  and  Regulations.
Should our U.S. subsidiaries pay a dividend outside the U.S. group, withholding taxes will apply. Tax years 2017 and 2018 are subject to examination in
the U.S by the Internal Revenue Service. The Company was examined in prior years and those exams were closed without any impact on our operations.

The Company has subsidiary operations in various other locations around the world, including Australia, Ireland, Sweden and the United Kingdom, that
are  subject  to  relevant  taxes  in  those  jurisdictions.  These  subsidiaries  are  not  under  examination  but  generally  remain  subject  to  examination  in  all
applicable jurisdictions for tax years from 2016 through 2019.

Deferred  income  taxes  have  not  been  accrued  with  respect  to  certain  undistributed  earnings  of  foreign  subsidiaries  as  it  is  the  intention  that  such
earnings will remain reinvested or will not be taxable. If the earnings were to be distributed, as dividends or otherwise, such amounts may be subject to
withholding tax in the country of the paying entity. Currently, however, no withholding taxes have been accrued.

There  were  no  unrecognized  tax  benefits  at  December  31,  2019  and  2018.  Loss  before  taxes  and  income  tax  (benefit)  expense  for  the  years  ended

December 31, 2019 and 2018 are as follows:

For the Year Ended December 31,

Loss from continuing operations before income taxes – Domestic (Bermuda)

Loss from continuing operations before income taxes –  Foreign (U.S. and others)

Total loss from continuing operations before income taxes

Current tax expense – Domestic (Bermuda)

Current tax expense – Foreign (U.S. and others)

Total current tax expense

Deferred tax expense – Domestic (Bermuda)

Deferred tax benefit – Foreign (U.S. and others)

Total deferred tax benefit

Total income tax (benefit) expense

2019

2018

(60,583)   $

(49,690)  

(110,273)   $

(424,667)

(25,184)

(449,851)

—   $

112  

112   $

—   $

(1,023)  

(1,023)   $

(911)   $

—

501

501

—

(60)

(60)

441

  $

  $

  $

  $

  $

  $

  $

The  following  table  is  a  reconciliation  of  the  actual  income  tax  rate  for  the  years  ended  December  31,  2019  and  2018  to  the  amount  computed  by

applying the effective tax rate of 0.0% under Bermuda law to the Company's loss from continuing operations before income taxes:

For the Year Ended December 31,

Loss from continuing operations before income taxes

Less: income tax expense

Net loss from continuing operations

Reconciliation of effective tax rate (% of income before income taxes)

Bermuda tax rate

U.S. taxes at statutory rates

Valuation allowance in respect of U.S. taxes

Other jurisdictions

Actual tax rate

2019

2018

(110,273)

  $

(449,851)

(911)

441

(109,362)

  $

(450,292)

  $

  $

— %  

0.2 %  

0.7 %  

(0.1)%  

0.8 %  

— %

1.1 %

(1.1)%

(0.1)%

(0.1)%

F-58

 
 
 
   
   
 
 
   
   
 
 
   
   
 
 
 
 
   
   
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

16. Taxation (continued)

Deferred income taxes reflect the tax impact of temporary differences between the carrying amounts of assets and liabilities for financial reporting and

income tax purposes. The significant components of the Company's deferred tax assets and liabilities at December 31, 2019 and 2018 were as follows:

December 31,
Deferred tax assets:

Net operating losses

Capital loss carry-forward

Interest limitation

Others

Deferred tax assets before valuation allowance

Valuation allowance

Deferred tax assets, net

Deferred tax liabilities:

Net unrealized gains on investment

Deferred tax liabilities

Net deferred tax asset

2019

2018

  $

46,735   $

6,338  

2,338  

513  

55,924  

55,569  

355  

96  

96  

259   $

  $

44,119

12,345

—

548

57,012

56,326

686

33

33

653

The net deferred tax asset at December 31, 2019 was $259 (2018 - $653). A valuation allowance has been established against the net U.S. deferred tax
assets which is primarily attributable to net operating losses and capital losses. At this time, the Company believes it is necessary to establish a valuation
allowance  against  the  U.S.  net  deferred  tax  assets,  other  than  the  Alternative  Minimum  Tax  credit,  due  to  insufficient  positive  evidence  regarding  the
utilization of these losses. During 2019, the Company recorded a decrease in the valuation allowance of $757 (2018 - increase of $16,392).

At December  31,  2019,  the  Company  has  available  net  operating  loss  carry-forwards  of  approximately  $222,547 (2018  -  $208,853)  for  income  tax
purposes which expire beginning in 2029. At December 31, 2019, the Company also has a capital loss carry-forward of $30,183 (2018 - $58,785) which
will expire in 2023.

17. Subsequent Events

Effective  March  16,  2020,  Maiden  Reinsurance  discontinued  as  a  Bermuda  company  and  completed  its  re-domestication  to  the  State  of  Vermont.
Bermuda is a Solvency II equivalent jurisdiction and the State of Vermont is not such a jurisdiction; therefore, to strengthen the collateral provided under
the respective agreements to reflect the impact of the re-domestication, concurrent with the date of Maiden Reinsurance’s re-domestication to Vermont,
Maiden Reinsurance and AmTrust agreed to: 1) amend the AmTrust Quota Share pursuant to Post Termination Endorsement No. 2 effective March 16,
2020; and 2) amend the European Hospital Liability Quota Share pursuant to Post Termination Endorsement No. 1 effective March 16, 2020.

Pursuant to the terms of Post Termination Endorsement No. 2 to the AmTrust Quota Share, Maiden Reinsurance will strengthen the collateral protection
provided by Maiden Reinsurance to AII by increasing the required funding percentage for Maiden Reinsurance under the collateral arrangements between
the parties to 110% of its obligations, subject to a minimum excess funding requirement of $54,000, as may be mutually amended by the parties from time
to time. Post Termination Endorsement No. 2 also sets forth conditions by which the funding percentage will be reduced and the sequence of how collateral
will be utilized as obligations as defined under the AmTrust Quota Share are satisfied.

Pursuant to the terms of Post Termination Endorsement No. 1 to the European Hospital Liability Quota Share, Maiden Reinsurance will strengthen the
collateral protection provided by Maiden Reinsurance to AEL and AIU DAC by increasing the required funding percentage for Maiden Reinsurance under
the collateral arrangements between the parties to the greater of 120% of the Exposure (as defined therein) and the amount of security required to offset the
increase in the Solvency Capital Requirement (“SCR”) that results from the changes in the SCR which arise out of Maiden Reinsurance's re-domestication
as compared to the SCR calculation if Maiden Reinsurance had remained domesticated in a Solvency II equivalent jurisdiction with a solvency ratio above
100% and provided collateral equivalent to 100% of the Exposure.

F-59

 
 
   
   
 
 
 
 
 
 
 
 
 
 
DESCRIPTION OF THE REGISTRANT'S SECURITIES
REGISTERED PURSUANT TO SECTION 12 OF THE
SECURITIES EXCHANGE ACT OF 1934

Exhibit 4.16

As of March 10, 2020, Maiden Holdings, Ltd. (“we,” “us,” “our” or “the Company”) has six classes of securities registered under Section 12 of the

Securities Exchange Act of 1934, as amended (the “Exchange Act”): (1) our Common Shares, par value $0.01 per share (the “Common Shares”); (2) our
8.25% Non-Cumulative Preference Shares, Series A, par value $0.01 per share (the “Series A Preference Shares”); (3) our 7.125% Non-Cumulative
Preference Shares, Series C, par value $0.01 per share (the “Series C Preference Shares”); (4) Series D Preference Shares, par value $0.01 per share (the
“Series D Preference Shares”); and (5) our 6.625% Notes due 2046 (the “2046 Senior Notes”). In addition, Maiden Holdings North America, Ltd.
(“Maiden Holdings NA”), our wholly owned subsidiary, has one class of security registered under Section 12 of the Exchange Act: its 7.75% Notes due
2043 (the “2043 Senior Notes”), which are fully and unconditionally guaranteed by the Company.

As of December 31, 2019, our aggregate authorized share capital is 150,000,000 Common Shares from which the Company has issued 88,161,638
Common Shares, of which 83,148,458 Common Shares are outstanding, and 18,600,000 preference shares, all of which are outstanding. The remaining
43,238,362 Common Shares are undesignated at December 31, 2019. As of December 31, 2019, 6,000,000 shares of our Series A Preference Shares were
issued and outstanding, 6,600,000 shares of our Series C Preference Shares were issued and outstanding and 6,000,000 shares of our Series D Preference
Shares were issued and outstanding.

DESCRIPTION OF COMMON SHARES

The following description of our Common Shares is a summary and does not purport to be complete. It is subject to and qualified in its entirety by
reference to our Memorandum of Association and Bye-laws, effective May 2, 2017 (the “Bye-laws”), each of which is incorporated by reference as an
exhibit to the Annual Report on Form 10‑K of which this Exhibit 4.16 is a part, to applicable Bermuda law and to the listing rules of the NASDAQ Capital
Market (“NASDAQ”).

Dividends

Holders of our Common Shares are entitled to receive dividends when, as and if declared by our Board of Directors out of funds legally available
therefor, subject to any contractual restrictions on the payment of dividends and to any restrictions on the payment of dividends that we may be subject to
imposed by the terms of any outstanding preference shares or debt securities. We are currently prevented from paying dividends in respect of our Common
Shares due to our nonpayment of dividends in respect of our outstanding Preference Shares.

Common Shares

Holders of our Common Shares will have no pre-emptive, redemption, conversion or sinking fund rights. Subject to the limitation on voting rights
described below, holders of our Common Shares are entitled to one vote per share on all matters submitted to a vote of holders of our Common Shares.
Most matters to be approved by holders of our Common Shares require approval by a simple majority vote. Under our Bye-laws, the holders of at least a
majority of the Common Shares voting in person or by proxy at a meeting must generally approve an amalgamation with another company. The Companies
Act 1981 of Bermuda (the “Companies Act”) provides that a resolution to remove our auditor before the expiration of its term of office must be approved
by at least two-thirds of the votes cast at a meeting of our shareholders. The quorum for general meetings of our shareholders is two or more persons
holding or representing a majority of the outstanding Common Shares on an unadjusted basis. Our board of directors has the power to approve our
discontinuation from Bermuda to another jurisdiction. Under our Bye-laws, the rights attached to any class of our shares, common or preferred, may be
varied with the consent in writing of the holders of at least a majority of the issued shares of that class or with the sanction of a resolution passed by a
majority of the votes cast at a separate general meeting of the holders of the shares of the class.

In the event of our liquidation, dissolution or winding-up, the holders of shares are entitled to share equally and ratably in our assets, if any, remaining
after the payment of all our debts and liabilities and the liquidation preference of any outstanding preferred shares. All outstanding shares are fully paid and
non-assessable. Authorized but unissued shares may, subject to any rights attaching to existing shares, be issued at any time and at the discretion of the
board of directors without the approval of our shareholders, with such rights, preferences and limitations as the board may determine.

 
Limitation on Voting Rights

In general, and except as provided under our Bye-laws and as provided below, the common shareholders have one vote for each common share held by
them and are entitled to vote, on a non-cumulative basis, at all meetings of shareholders. However, if, and so long as, the shares of a shareholder are treated
as “controlled shares” (as determined pursuant to sections 957 and 958 of the Internal Revenue Code of 1986, as amended (the “Code”)) of any U.S. Person
(that owns shares directly or indirectly through non-U.S. entities) and such controlled shares constitute 9.5% or more of the votes conferred by our issued
shares (each such person, a “9.5% U.S. Shareholder”), the voting rights with respect to the controlled shares owned by such U.S. Person will be limited, in
the aggregate, to a voting power of less than 9.5%, under a formula specified in our Bye-laws. The formula is applied repeatedly until the voting power of
all 9.5% U.S. Shareholders has been reduced to less than 9.5%. In addition, our board may limit a shareholder’s voting rights when it deems it appropriate
to do so to (i) avoid the existence of any 9.5% U.S. Shareholder; and (ii) avoid certain material adverse tax, legal or regulatory consequences to us, any of
our subsidiaries or any direct or indirect shareholder or its affiliates. “Controlled shares” include, among other things, all shares that such U.S. Person is
deemed to own directly, indirectly or constructively (within the meaning of section 958 of the Code). The amount of any reduction of votes that occurs by
operation of the above limitations will generally be reallocated proportionately amongst other shareholders whose shares were not “controlled shares” of
the 9.5% U.S. Shareholder so long as such reallocation does not cause any person to become a 9.5% U.S. Shareholder.

Under these provisions, certain shareholders may have their voting rights limited, while other shareholders may have voting rights in excess of one
vote per share. Moreover, these provisions could have the effect of reducing the votes of certain shareholders who would not otherwise be subject to the
9.5% limitation by virtue of their direct share ownership.

We are authorized to require any shareholder to provide information as to that shareholder’s beneficial share ownership, the names of persons having
beneficial ownership of the shareholder’s shares, relationships with other shareholders or any other facts the directors may deem relevant to a determination
of the number of Common Shares attributable to any person. If any holder fails to respond to this request or submits incomplete or inaccurate information,
we may, in our sole discretion, eliminate the shareholder’s voting rights. Pursuant to our Bye-laws, a shareholder must give notice within ten days of the
date the shareholder acquires actual knowledge that it is the direct or indirect holder of controlled shares of 9.5% or more of the voting power of all our
issued and outstanding shares. No shareholder will be liable to any other shareholder or to us for any losses or damages resulting from the shareholder’s
failure to respond to, or submission of incomplete or inaccurate information in response to, a request from us for information as to the shareholder’s
beneficial share ownership or from the shareholder’s failure to give the notice described in the previous sentence. All information provided by the
shareholder will be treated by us as confidential information and will be used by us solely for the purpose of establishing whether any 9.5%
U.S. Shareholder exists (except as otherwise required by applicable law or regulation).

If we are required or entitled to vote at an annual or special general meeting (or to act by unanimous written consent in lieu of a general meeting) of
any directly held non-U.S. subsidiary, our directors would refer the subject matter of the vote to our shareholders and seek direction from such shareholders
as to how our directors should vote on the resolution proposed by the non-U.S. subsidiary. In such cases, the voting rights of our shareholders will be
subject to the same restriction on voting power as set forth above. Substantially similar provisions are contained in the bye-laws (or equivalent governing
documents) of the non-U.S. subsidiaries.

Restrictions on Transfer, Issuance and Repurchase

Our directors may decline to register the transfer of any shares if they have reason to believe that such transfer may expose us or any direct or indirect

shareholder or its affiliates to non-de minimis adverse tax, legal or regulatory consequences in any jurisdiction. Similarly, we could be restricted from
issuing or repurchasing shares if our directors believe that such issuance or repurchase may result in a non-de minimis adverse tax, legal or regulatory
consequence to us or any direct or indirect shareholder or its affiliates.

Our directors also may, in their absolute discretion, decline to register the transfer of any shares if they have reason to believe that registration of the

transfer under the Securities Act or under any U.S. state securities laws or under the laws of any other jurisdiction is required and such registration has not
been duly effected. In addition, our directors may decline to approve or register a transfer of shares unless all applicable consents, authorizations,
permissions or approvals of any governmental body or agency in Bermuda, the United States or any other applicable jurisdiction required to be obtained
prior to such transfer shall have been obtained.

We are authorized to request information from any holder or prospective acquirer of shares as necessary to give effect to the transfer, issuance and

repurchase restrictions described above, and may decline to effect any transaction if complete and accurate information is not received as requested.

Conyers Dill & Pearman Limited, our Bermuda counsel, has advised us that while the precise form of the restrictions on transfer contained in our Bye-
laws is untested, as a matter of general principle, restrictions on transfers are enforceable under Bermuda law and are not uncommon. A proposed transferee
will be permitted to dispose of any shares purchased that violate the restrictions and as to the transfer of which registration is refused. The proposed
transferor of those shares will be deemed to own those shares for dividend, voting and reporting purposes until a transfer of such shares has been registered
on our shareholders register.

If the directors refuse to register a transfer for any reason, they must notify the proposed transferor and transferee within three months of such refusal.

Our Bye-laws also provide that our board of directors may suspend the registration of transfers for any reason and for such periods as it may determine,
provided that it may not suspend the registration of transfers for more than 45 days in any period of 365 consecutive days.

The voting restrictions and restrictions on transfer described above may have the effect of delaying, deferring or preventing a change in control of

Maiden.

Bye-laws

Our Bye-laws provide for our corporate governance, including the establishment of share rights, modification of those rights, issuance of share
certificates, calls on shares which are not fully paid, forfeiture of shares, the transfer of shares, alterations of capital, the calling and conduct of general
meetings, proxies, the appointment and removal of directors, conduct and power of directors, the payment of dividends, the appointment of an auditor and
our winding-up.

Our Bye-laws provide that shareholders may only remove a director for cause prior to the expiration of that director’s term at a meeting of

shareholders at which a majority of the holders of shares voting thereon vote in favor of that action.

Our Bye-laws may only be amended by a resolution adopted by the board of directors and by resolution of the shareholders.

Transfer Agent

Our registrar and transfer agent for our Common Shares is American Stock Transfer & Trust Company.

Listing

Our Common Shares are listed on the NASDAQ Capital Market under the symbol “MHLD.”

Differences in Corporate Law

Dividends

Bermuda law does not permit payment of dividends or distributions of contributed surplus by a company if there are reasonable grounds for believing
that the company, after the payment is made, would be unable to pay its liabilities as they become due, or that the realizable value of the company’s assets
would be less, as a result of the payment, than its liabilities. The excess of the consideration paid on issue of shares over the aggregate par value of such
shares must (except in certain limited circumstances) be credited to a share premium account. Share premium may be distributed in certain limited
circumstances, for example to pay up unissued shares which may be distributed to shareholders in proportion to their holdings, but is otherwise subject to
limitation.

Under Delaware law, subject to any restrictions contained in the company’s certificate of incorporation, a company may pay dividends out of surplus

or, if there is no surplus, out of net profits for the fiscal year in which the dividend is declared and for the preceding fiscal year. Delaware law also provides
that dividends may not be paid out of net profits at any time when capital is less than the capital represented by the outstanding stock of all classes having a
preference upon the distribution of assets.

Mergers and Similar Arrangements

The amalgamation of a Bermuda company with another company or corporation (other than certain affiliated companies) requires the amalgamation

agreement to be approved by the company’s board of directors and by its shareholders. Under our Bye-laws, we may, with the approval of at least majority
of the votes cast at a general meeting of our shareholders at which a quorum is present, amalgamate with another Bermuda company or with a body
incorporated outside Bermuda. In the case of an amalgamation, a shareholder may apply to a Bermuda court for a proper valuation of such shareholder’s
shares if such shareholder is not satisfied that fair value has been paid for such shares. Under Delaware law, with certain exceptions, a merger,
consolidation or sale of all or substantially all the assets of a corporation must be approved by the board of directors and the holders of a majority of the
outstanding shares entitled to vote thereon. Under Delaware law, a shareholder of a corporation participating in certain major corporate transactions may,
under certain circumstances, be entitled to appraisal rights pursuant to which the shareholder may receive cash in the amount of the fair value of the shares
held by that shareholder (as determined by a court) in lieu of the consideration that the shareholder would otherwise receive in the transaction. Delaware
law does not provide shareholders of a corporation with voting or appraisal rights when the corporation acquires another business through the issuance of
its stock or other consideration (i) in exchange for the assets of the business to be acquired; (ii) in exchange for the outstanding stock of the corporation to
be acquired; (iii) in a merger of the corporation to be acquired with a subsidiary of the acquiring corporation; or (iv) in a merger in which the corporation’s
certificate of incorporation is not amended and the corporation issues less than 20% of its common shares outstanding prior to the merger.

Takeovers

Bermuda law provides that where an offer is made for shares of another company and, within four months of the offer, the holders of not less than 90%

of the shares which are the subject of the offer (other than shares held by or for the offeror or its subsidiaries) accept, the offeror may by notice require the
nontendering shareholders to transfer their shares on the terms of the offer. Dissenting shareholders may apply to the court within one month of the notice
objecting to the transfer. The test is one of fairness to the body of the shareholders and not to individuals and the burden is on the dissenting shareholder to
prove unfairness, not merely that the scheme is open to criticism. Delaware law provides that a parent corporation, by resolution of its board of directors
and without any shareholder vote, may merge with any subsidiary of which it owns at least 90% of the outstanding shares of each class of stock that is
entitled to vote on the transaction. Upon any such merger, dissenting shareholders of the subsidiary would have appraisal rights.

Interested Directors

Bermuda law and our Bye-laws provide that if a director has an interest in a material contract or proposed material contract with us or any of our

subsidiaries or has a material interest in any person that is a party to such a contract, the director must disclose the nature of that interest at the first
opportunity either at a meeting of directors or in writing to the directors. Our Bye-laws provide that, after a director has made such a declaration of interest,
he is allowed to be counted for purposes of determining whether a quorum is present and to vote on a transaction in which he has an interest, unless
disqualified from doing so by the chairman of the relevant board meeting. Under Delaware law such transaction would not be voidable if (i) the material
facts as to such interested director’s relationship or interests are disclosed to or are known by the board of directors and the board in good faith authorizes
the transaction by the affirmative vote of a majority of the disinterested directors, (ii) such material facts are disclosed to or are known by the shareholders
entitled to vote on such transaction and the transaction is specifically approved in good faith by vote of the majority of shares entitled to vote thereon or
(iii) the transaction is fair as to the corporation as of the time it is authorized, approved or ratified. Under Delaware law, such interested director could be
held liable for a transaction in which such director derived an improper personal benefit.

Shareholder’s Suit

The rights of shareholders under Bermuda law are not as extensive as the rights of shareholders under legislation or judicial precedent in many
U.S. jurisdictions. Class actions and derivative actions are generally not available to shareholders under the laws of Bermuda. However, the Bermuda
courts ordinarily would be expected to follow English case law precedent, which would permit a shareholder to commence an action in our name to remedy
a wrong done to us where the act complained of is alleged to be beyond our corporate power or is illegal or would result in the violation of our
memorandum of association or Bye-laws. Furthermore, consideration would be given by the court to acts that are alleged to constitute a fraud against the
minority shareholders or where an act requires the approval of a greater percentage of shareholders than actually approved it. The winning party in such an
action generally would be able to recover a portion of attorneys’ fees incurred in connection with such action. Our Bye-laws provide that shareholders
waive all claims or rights of action that they might have, individually or in the right of the Company, against any of our directors or officers for any act or
failure to act in the performance of such director’s or officer’s duties, except with respect to any fraud or dishonesty of such director or officer. Class
actions and

derivative actions generally are available to shareholders under Delaware law for, among other things, breach of fiduciary duty, corporate waste and actions
not taken in accordance with applicable law. In such actions, the court has discretion to permit the winning party to recover attorneys’ fees incurred in
connection with such action.

Inspection of Corporate Records

Members of the general public have the right to inspect our public documents available at the office of the Registrar of Companies in Bermuda, which
includes our memorandum of association (including our objects and powers) and alterations to our memorandum of association, including any increase or
reduction of our authorized capital. Our shareholders have the additional right to inspect our Bye-laws, minutes of general meetings and our audited
financial statements, which must be presented to the annual general meeting of shareholders. Our register of shareholders is also open to inspection by
shareholders and to members of the public without charge. We are required to maintain a share register in Bermuda but may establish a branch register
outside Bermuda. We are required to keep at our registered office a register of our directors and officers which is open for inspection by members of the
public without charge. Bermuda law does not, however, provide a general right for shareholders to inspect or obtain copies of any other corporate records.
Delaware law permits any shareholder to inspect or obtain copies of a corporation’s shareholder list and its other books and records for any purpose
reasonably related to such person’s interest as a shareholder.

Insurance Regulations Concerning Change of Control

State insurance laws intended primarily for the protection of policyholders contain certain requirements that must be met prior to any change of control

of an insurance company or insurance holding company that is domiciled, or in some cases, having such substantial business that it is deemed
commercially domiciled, in that state. These requirements may include the advance filing of specific information with the state insurance commission, a
public hearing on the matter, and review and approval of the change of control by the state agencies. We have an insurance subsidiary domiciled in
Vermont. Under the insurance laws in this state, “control” is presumed to exist through the ownership of 10% or more of the voting securities of an
insurance company or any company that controls the insurance company. Any purchase of our shares that would result in the purchaser owning more than
10% of our voting securities will be presumed to result in the acquisition of control of our insurance subsidiaries and require prior regulatory approval.

DESCRIPTION OF PREFERENCE SHARES

The following description of our preference shares is a summary and does not purport to be complete. It is subject to and qualified in its entirety by
reference to the pertinent sections of our Bye-laws and the Certificates of Designations creating the respective series of preference shares, each of which is
incorporated by reference as an exhibit to the Annual Report on Form 10‑K of which this Exhibit 4.16 is a part, and to applicable Bermuda law.

General

Our Bye-laws authorize our board of directors, subject to any limitations prescribed by law, to issue preference shares in one or more series without
shareholder approval. We may issue additional shares of preference shares in one or more series as authorized by our board of directors. Each such series of
preference shares will have the rights, preferences, privileges and restrictions, including voting rights, dividend rights, conversion rights, redemption
privileges and liquidation preferences, as will be determined by the board of directors. The purpose of authorizing the board of directors to issue preference
shares and determine its rights and preferences is to eliminate delays and uncertainties associated with a shareholder vote on specific issuances. The
issuance of preference shares, while providing desirable flexibility in connection with possible acquisition and other corporate purposes, could have the
effect of making it more difficult for a third party to acquire, or discourage a third party from acquiring, a majority of our outstanding voting shares. Our
board of directors may issue preference shares with voting and conversion rights that could adversely affect the voting power of the holders of our
Common Shares. There are no current agreements or understandings for the issuance of preference shares and our board of directors has no present
intention to issue any preference shares.

The preference shares will be, when issued, fully paid and nonassessable. Unless otherwise specified in the applicable prospectus supplement, each
series will rank on a parity as to dividends and distributions in the event of a liquidation with each other series of preference shares and, in all cases, will be
senior to our Common Shares.

Dividend Rights

Unless otherwise set forth in the applicable prospectus supplement, holders of our preference shares of each series will be entitled to receive, when, as

and if declared by our board of directors, out of our assets legally available therefor, cash dividends at the rates and on the dates as set forth in the
applicable prospectus supplement. Holders of our preference shares will be entitled to receive dividends in preference to and in priority over dividends on
Common Shares and may be cumulative or non-cumulative as determined by our board of directors. We will generally be able to pay dividends and
distribute assets to holders of our preference shares only if we have satisfied our obligations on our debt that is then due and payable.

If the applicable prospectus supplement so provides, as long as any preference shares are outstanding, no dividends will be declared or paid or any

distributions will be made on our Common Shares unless the accrued dividends on each series of preference shares have been declared and paid.

Each series of preference shares will be entitled to dividends as described in the applicable prospectus supplement. Different series of preference shares

may be entitled to dividends at different dividend rates or based upon different methods of determination. Except as provided in the applicable prospectus
supplement, no series of preference shares will be entitled to participate in our earnings or assets.

Dividends on the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares will not be mandatory. Holders of the
Series A Preference Shares, Series C Preference Shares and Series D Preference Shares will be entitled to receive only when, as and if declared by the
Company’s board of directors or a duly authorized committee of the board, out of lawfully available funds for the payment of dividends under Bermuda
law, non-cumulative cash dividends from the original issue date of each respective series, quarterly on the 15th day of March, June, September and
December of each year. These dividends will accumulate with respect to a particular dividend period, on the liquidation preference amount of $25 per share
at an annual rate of 8.25% with respect to the Series A Preference Shares, 7.125% with respect to the Series C Preference Shares, and 6.700% with respect
to the Series D Preference Shares. In the event that we issue additional Series A Preference Shares, Series C Preference Shares or Series D Preference
Shares, dividends on such additional shares may accumulate from the original issue date of each respective series or any other date we specify at the time
such additional shares are issued.

Dividends, if so declared, will be payable to holders of record of the Series A Preference Shares, Series C Preference Shares and Series D Preference
Shares as they appear on our books on the applicable record date, which shall be March 1, June 1, September 1 and December 1, as applicable, immediately
preceding the applicable dividend payment date or such other record date fixed by our board of directors (or a duly authorized committee of the board) that
is not more than 60 nor less than 10 days prior to such dividend payment date (each, a “dividend record date”). These dividend record dates will apply
regardless of whether a particular dividend record date is a business day.

A dividend period is the period from and including a dividend payment date to but excluding the next dividend payment date, except that the initial
dividend period for each of the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares commenced on and included the
original issue date of such series and ended on and excluded the next scheduled dividend payment date of such series. Dividends payable on the Series A
Preference Shares, Series C Preference Shares and Series D Preference Shares will be computed on the basis of a 360-day year consisting of twelve 30-day
months. If any date on which dividends would otherwise be payable is not a business day, then the dividend payment date will be the next succeeding
business day with the same force and effect as if made on the original dividend payment date, and no additional dividends shall accumulate on the amount
so payable from such date to such next succeeding business day.

Dividends on the Series A Preference Shares, Series C Series Preference Shares and Series D Preference Shares will not be cumulative. Accordingly, if

our board of directors, or a duly authorized committee of the board, does not declare a dividend on the Series A Preference Shares, Series C Preference
Shares or Series D Preference Shares payable in respect of any dividend period before the related dividend payment date, such dividend will not
accumulate and will not be payable and we will have no obligation to pay a dividend for that dividend period on the dividend payment date or at any future
time, whether or not dividends are declared for any future dividend period on the Series A Preference Shares, Series C Preference Shares, Series D
Preference Shares or any other preference shares we may issue in the future.

So long as any Series A Preference Shares, Series C Preference Shares or Series D Preference Shares remain outstanding for any dividend period,
unless the full dividends for the latest completed dividend period on all outstanding Series A Preference Shares, Series C Preference Shares, Series D
Preference Shares and parity shares (as defined below) have been declared and paid (or declared and a sum sufficient for the payment thereof has been set
aside):

•

•

no dividend shall be paid or declared on our Common Shares, or any other junior shares (other than a dividend payable solely in junior shares);
and
no Common Shares or other junior shares shall be purchased, redeemed or otherwise acquired for consideration by us, directly or indirectly (other
than (1) as a result of a reclassification of junior shares for or into other junior shares, or the exchange or conversion of one junior share for or into
another junior share, or (2) through the use of the proceeds of a substantially contemporaneous sale of junior shares, in each case as permitted by
our bye-laws in effect on the date of issuance of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as
applicable).

As used herein, “junior shares” means any class or series of our capital shares that ranks junior to the Series A Preference Shares, Series C Preference
Shares or Series D Preference Shares either as to the payment of dividends or as to the distribution of assets upon our liquidation, dissolution or winding-
up. At present, junior shares consist solely of our Common Shares.

When dividends are not paid (or duly provided for) in full on any dividend payment date (or, in the case of parity shares (as defined below) having
dividend payment dates different from the dividend payment dates pertaining to the Series A Preference Shares, Series C Preference Shares or Series D
Preference Shares on a dividend payment date falling within the related dividend period for the Series A Preference Shares, Series C Preference Shares and
Series D Preference Shares) upon the Series A Preference Shares, Series C Preference Shares, Series D Preference Shares and any parity shares, all
dividends declared by our board of directors or a duly authorized committee of the board upon the Series A Preference Shares, Series C Preference Shares,
Series D Preference Shares and all such parity shares and payable on such dividend payment date (or, in the case of parity shares having dividend payment
dates different from the dividend payment dates pertaining to the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares on
a dividend payment date falling within the related dividend period for the Series A Preference Shares, Series C Preference Shares and Series D Preference
Shares) shall be declared by the board or such committee pro rata so that the respective amounts of such dividends shall bear the same ratio to each other as
all declared but unpaid dividends per Series A Preference Share, Series C Preference Share, Series D Preference Share, as applicable, and all parity shares
payable on such dividend payment date (or, in the case of parity shares having dividend payment dates different from the dividend payment dates pertaining
to the Series A Preference Shares, Series C Preference Shares, Series D Preference Shares on a dividend payment date falling within the related dividend
period for the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares) bear to each other.

As used herein, “parity shares” means any class or series of our capital shares that ranks equally with the Series A Preference Shares, Series C

Preference Shares or Series D Preference Shares with respect to the payment of dividends and in the distribution of assets on our liquidation, dissolution or
winding-up. At present, our Series A Preference Shares, Series C Preference Shares and Series D Preference Shares rank equally with each other.

As of March 15, 2020, we have not declared and paid dividends in respect of the Series A Preference Shares, Series C Preference Shares or Series D

Preference Shares for six or more dividend periods, which constitutes a nonpayment event (as defined below).

Certain Bermuda Restrictions on Payment of Dividends

The Companies Act limits our ability to pay dividends. Under Bermuda law, a company shall not declare and pay dividends if there are reasonable

grounds for believing that the company is or would, after the declaration or payment, be unable to pay its liabilities as they become due or that the
realizable value of its assets would thereby be less than its liabilities. In addition, our ability to pay dividends depends, in part, on the ability of our
subsidiaries to pay dividends to us.

Payment of Additional Amounts

We will make all payments on the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares, as applicable, free and clear

of and without withholding or deduction at source for, or on account of, any present or future taxes, fees, duties, assessments or governmental charges of
whatever nature imposed or levied by or on behalf of Bermuda or any other jurisdiction in which we are organized (a “taxing jurisdiction”) or any political
subdivision or taxing authority thereof or therein, unless such taxes, fees, duties, assessments or governmental charges are required to be withheld or
deducted by (1) the laws (or any regulations or rulings promulgated thereunder) of a taxing jurisdiction or any political subdivision or taxing authority
thereof or therein or (2) an official position regarding the application, administration, interpretation or enforcement of any such laws, regulations or rulings
(including, without limitation, a holding by a court of competent jurisdiction or by a taxing authority in a taxing jurisdiction or any political subdivision
thereof). If a withholding or deduction at source is required, we will, subject to certain limitations and exceptions described below, pay to the holders of the
Series A Preference Shares, Series C Preference Shares and Series D Preference Shares, as applicable, such additional amounts as dividends as may

be necessary so that every net payment made to such holders, after the withholding or deduction, will not be less than the amount provided for in the
applicable Certificate of Designations for such series to be then due and payable.

We will not be required to pay any additional amounts for or on account of:

(1)

(2)

(3)

(4)

(5)

any tax, fee, duty, assessment or governmental charge of whatever nature that would not have been imposed but for the fact that such holder was a
resident, citizen, domiciliary or national of, or engaged in business or maintained a permanent establishment or was physically present in, the
relevant taxing jurisdiction or any political subdivision thereof or otherwise had some connection with the relevant taxing jurisdiction other than
by reason of the mere ownership of, or receipt of payment under, such Series A Preference Shares, Series C Preference Shares or Series D
Preference Shares, as applicable, or any Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable,
presented for payment more than 30 days after the Relevant Date. The “Relevant Date” means, in respect of any payment on such series, as
applicable, the date on which such payment first becomes due and payable, but if the full amount of the moneys payable has not been received by
the dividend disbursing agent on or prior to such due date, it means the first date on which, the full amount of such moneys having been so
received and being available for payment to holders, notice to that effect shall have been duly given to the holders of the Series A Preference
Shares, Series C Preference Shares or Series D Preference Shares, as applicable;

any estate, inheritance, gift, sale, transfer, personal property or similar tax, assessment or other governmental charge or any tax, assessment or
other governmental charge that is payable otherwise than by withholding or deduction from payment of the liquidation preference of such series;

any tax, fee, assessment or other governmental charge that is payable otherwise than by withholding or deduction from payment of the liquidation
preference of or any dividends on the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable;

any tax, fee, duty, assessment or other governmental charge that is imposed or withheld by reason of the failure by the holder of such Series A
Preference Shares, Series C Preference Shares or Series D Preference Shares to comply with any reasonable request by us addressed to the holder
within 90 days of such request (1) to provide information concerning the nationality, citizenship, residence or identity of the holder or (2) to make
any declaration or other similar claim or satisfy any information or reporting requirement, which is required or imposed by statute, treaty,
regulation or administrative practice of the relevant taxing jurisdiction or any political subdivision thereof as a precondition to exemption from all
or part of such tax, fee, duty, assessment or other governmental charge;

any withholding or deduction required to be made pursuant to any EU Directive on the taxation of savings implementing the conclusions of the
ECOFIN Council meetings of 26-27 November 2000, 3 June 2003 or any law implementing or complying with, or introduced in order to conform
to, such EU Directive; or

(6)

any combination of items (1), (2), (3), (4) and (5).

In addition, we will not pay additional amounts with respect to any payment on any such Series A Preference Shares, Series C Preference Shares or
Series D Preference Shares, as applicable, to any holder who is a fiduciary, partnership, limited liability company or other pass-thru entity other than the
sole beneficial owner of such Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, if such payment would
be required by the laws of the relevant taxing jurisdiction (or any political subdivision or relevant taxing authority thereof or therein) to be included in the
income for tax purposes of a beneficiary or partner or settlor with respect to such fiduciary or a member of such partnership, limited liability company or
other pass-thru entity or a beneficial owner to the extent such beneficiary, partner or settlor would not have been entitled to such additional amounts had it
been the holder of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable.

If we become obligated to pay any additional amounts as a result of a change in tax law, we will also have the option to redeem the Series A Preference

Shares, Series C Preference Shares and/or Series D Preference Shares. See “- Tax Redemption.”

Liquidation Preference

Upon any dissolution, liquidation or “winding up” of the Company, the holders of each series of preference shares will be entitled to receive out of our

assets, whether from capital, surplus or earnings, and before any distribution of any assets is made on Common Shares, the amount per share fixed by the
board of directors for that series of preference shares, as reflected in the

applicable prospectus supplement, plus unpaid dividends, if any, to the date fixed for distribution. Unless otherwise indicated in the applicable prospectus
supplement, holders of our preference shares will be entitled to no further participation in any distribution made in conjunction with any dissolution,
liquidation or “winding up.”

Upon our voluntary or involuntary liquidation, dissolution or winding-up, holders of the Series A Preference Shares, Series C Preference Shares,
Series D Preference Shares and any parity shares are entitled to receive out of our assets available for distribution to shareholders, after satisfaction of
liabilities to creditors, if any, but before any distribution of assets is made to holders of our Common Shares or any of our other shares ranking junior as to
such a distribution to the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares, a liquidating distribution in the amount of
$25 per share plus any declared and unpaid dividends on each respective series of preference shares to, but excluding, the date of liquidation of such series
of preference shares, without accumulation of any undeclared dividends. If in any such distribution, our assets or proceeds thereof are not sufficient to pay
the liquidating distribution, distributions will be made pro rata as to the Series A Preference Shares, Series C Preference Shares, Series D Preference Shares
and any parity shares but only to the extent we have assets available after satisfaction of all liabilities to creditors. Holders of the Series A Preference
Shares, Series C Preference Shares and Series D Preference Shares will not be entitled to any other amounts from us after they have received their full
liquidation preference.

In any such distribution, if our assets are not sufficient to pay the liquidation preferences in full to all holders of the Series A Preference Shares,
Series C Preference Shares, Series D Preference Shares and all holders of any parity shares, the amounts paid to the holders of the Series A Preference
Shares, Series C Preference Shares, Series D Preference Shares and to the holders of any parity shares will be paid pro rata in accordance with the
respective aggregate liquidation preferences of those holders. In any such distribution, the liquidation distribution of any holder of preference shares means
the amount payable to such holder in such distribution, including any declared but unpaid dividends (and any unpaid, accrued cumulative dividends in the
case of any holder of shares on which dividends accrue on a cumulative basis). If the liquidation preference has been paid in full to all holders of the
Series A Preference Shares, Series C Preference Shares, Series D Preference Shares and any holders of parity shares and shares ranking senior to the
Series A Preference Shares, Series C Preference Shares and Series D Preference Shares with respect to the distributions of assets upon liquidation,
dissolution or winding-up, the holders of our other shares shall be entitled to receive all of our remaining assets according to their respective rights and
preferences.

For purposes of this section, a consolidation, amalgamation, merger, arrangement, reincorporation, de-registration or reconstruction involving the

Company or the sale or transfer of all or substantially all of the shares or the property or business of the Company will not be deemed to constitute a
liquidation, dissolution or winding-up.

Redemption

A series of preference shares may be redeemable, in whole or in part, at our option, and may be subject to mandatory redemption in connection with a

sinking fund. The terms, times, redemption prices and types of consideration of the redemption will be set forth in the applicable prospectus supplement.
The applicable prospectus supplement will also specify the number of shares of the series that we will redeem in each year commencing after a specified
date, at a specified redemption price per share, together with an amount equal to any accrued and unpaid dividends to the date of redemption.

If, after giving notice of redemption to the holders of a series of preference shares, we deposit with a designated bank funds sufficient to redeem the
series of preference shares, then from and after the deposit, all shares called for redemption will no longer be outstanding for any purpose, other than the
right to receive the redemption price and the right, if applicable, to convert the preference shares into our Common Shares or other securities prior to the
date fixed for redemption.

Except as indicated in the applicable prospectus supplement, the preference shares are not subject to any mandatory redemption at the option of the

holder.

Under Bermuda law, the source of funds that may be used by a company to pay amounts to shareholders on the redemption of their shares in respect of
the nominal or par value of their shares is limited to (1) the capital paid up on the shares being redeemed, (2) funds of the company otherwise available for
payment of dividends or distributions or (3) the proceeds of a new issuance of shares made for purposes of the redemption, and in respect of the premium
over the nominal or par value of their shares is limited to (a) funds otherwise available for dividends or distributions or (b) out of the company’s share
premium account before the redemption date.

Under Bermuda law, no redemption may be made by us if there are reasonable grounds for believing that (1) we are or, after giving effect to
redemption of shares, would be unable to pay our liabilities as they become due, or (2) the realizable value of our assets would thereby be less than our
liabilities, or (3) we are or, after such redemption, would be in breach of applicable

individual or group solvency and liquidity requirements or applicable individual or group enhanced capital requirements or such other applicable rules,
regulations or restrictions as may from time to time be issued or imposed by the Bermuda Monetary Authority (the “BMA”) (or any successor agency or
then-applicable regulatory authority) pursuant to then-applicable law. In addition, if the redemption price is to be paid out of funds otherwise available for
dividends or distributions, no redemption may be made if the realizable value of our assets would thereby be less than the aggregate of our liabilities.

Preference shares also may not be redeemed if as a result of the redemption, our issued share capital would be reduced below the minimum capital

specified in our Memorandum of Association.

Our ability to effect a redemption of any of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares is subject to
regulatory approval. Our ability to effect a redemption of any of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares
may be subject to the performance of our subsidiaries. Distributions to us from our insurance subsidiaries will also be subject to applicable insurance laws
and regulatory constraints.

The Series A Preference Shares, Series C Preference Shares and Series D Preference Shares are not subject to any mandatory redemption, sinking fund,

retirement fund, purchase fund or other similar provisions.

Except as described below, in each case, the Series A Preference Shares are not redeemable prior to August 29, 2017, the Series C Preference Shares

are not redeemable prior to December 15, 2020, and the Series D Preference Shares are not redeemable prior to June 15, 2022. On and after those dates, as
applicable, the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares will be redeemable at our option, in whole or in part,
upon not less than 30 days nor more than 60 days notice, at a redemption price equal to $25 per Series A Preference Share, $25 per Series C Preference
Share, or $25 per Series D Preference Share, as applicable, plus declared and unpaid dividends, if any, to, but excluding, the date of redemption of such
series, without accumulation of any undeclared dividends on such series. Holders of the Series A Preference Shares, Series C Preference Shares and
Series D Preference Shares will have no right to require the redemption of the Series A Preference Shares, Series C Preference Shares or Series D
Preference Shares, as applicable.

At any time prior to August 29, 2017 (with respect to the Series A Preference Shares), December 15, 2020 (with respect to the Series C Preference

Shares), and June 15, 2022 (with respect to the Series D Preference Shares), the Series A Preference Shares, Series C Preference Shares and Series D
Preference Shares, as applicable, are redeemable at our option if we have submitted to the holders of our Common Shares a proposal for an amalgamation,
consolidation, merger, arrangement, reconstruction, reincorporation, de-registration or any other similar transaction involving the Company that requires, or
we have submitted any proposal for any other matter that, as a result of any change in Bermuda law after the original issue date of such series (whether by
enactment or official interpretation) that requires, in either case, a vote of the holders of the Series A Preference Shares, Series C Preference Shares or
Series D Preference Shares at the time outstanding, as applicable, voting separately as a single class (alone or with one or more other classes or series of
preference shares). Our option to redeem the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares under such
circumstances shall be for all of the outstanding shares of such series upon not less than 30 nor more than 60 days prior written notice, and at a redemption
price of $26 per Series A Preference Share, $26 per Series C Preference Share, or $26 per Series D Preference Share, as applicable, plus declared and
unpaid dividends on such series, if any, to, but excluding, the date of redemption or such series, without accumulation of any undeclared dividends.

The redemption price for any shares of Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, shall be

payable on the redemption date of such series to the holders of such shares against book entry transfer or surrender of the certificate(s) evidencing such
shares to us or our agent. Any declared but unpaid dividends on such series called for redemption payable on a redemption date that occurs subsequent to
the dividend record date for a dividend period shall not be paid to the holder entitled to receive the redemption price on the redemption date, but rather shall
be paid to the holder of record of the redeemed shares on such dividend record date relating to the dividend payment date provided in “- Dividends” above.

Prior to delivering notice of redemption as provided below, we will file with our corporate records a certificate signed by one of our officers affirming
our compliance with the redemption provisions under the Companies Act relating to the Series A Preference Shares, Series C Preference Shares or Series D
Preference Shares, as applicable, and stating that there are reasonable grounds for believing that we are, and after the redemption will be, able to pay our
liabilities as they become due and that the redemption will not cause us to breach any provision of applicable Bermuda law or regulation. We will mail a
copy of this certificate with the notice of any redemption.

If the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares are to be redeemed, the notice of redemption shall be given

by first class mail to the holders of record of such series to be redeemed, mailed not less than

30 days nor more than 60 days prior to the date fixed for redemption thereof (provided that, if the preference shares of the series called for redemption are
held in book-entry form through The Depository Trust Company, or “DTC,” we may give such notice in any manner permitted by DTC). Each notice of
redemption will include a statement setting forth:

•
•

•
•

the redemption date;
the number of preference shares of such series called for redemption to be redeemed and, if less than all the preference shares held by such holder
are to be redeemed, the number of such preference shares to be redeemed from such holder;
the redemption price; and
that the shares should be delivered via book entry transfer or the place or places where holders may surrender certificates evidencing the shares of
such series called for redemption for payment of the redemption price.

If notice of redemption of any Series A Preference Shares, Series C Preference Shares or Series D Preference Shares has been given and if the funds

necessary for such redemption have been set aside by us for the benefit of the holders of any Series A Preference Shares, Series C Preference Shares or
Series D Preference Shares so called for redemption, then, from and after the redemption date, no further dividends will be declared on such shares, such
shares shall no longer be deemed outstanding and all rights of the holders of such shares will terminate, except the right to receive the redemption price,
without interest.

In case of any redemption of only part of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, at

the time outstanding, the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares to be redeemed shall be selected either
pro rata or in such other manner as we may determine to be fair and equitable.

Our ability to redeem the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares as described above or pursuant to a

tax event, as described below under “- Tax Redemption,” may be limited by the terms of our agreements governing our indebtedness and by the provisions
of other agreements that we may enter into.

Tax Redemption

We will have the option to redeem for cash the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares at any time in
whole or from time to time in part, upon not less than 30 days nor more than 60 days prior written notice in accordance with the procedures described under
“- Redemption” above, at a redemption price of $25 per share of each series, as applicable, plus declared and unpaid dividends, if any, to, but excluding, the
date of redemption, without accumulation of any undeclared dividends on such series, at any time following the occurrence of a tax event (as defined). A
“tax event” means as a result of a “change in tax law” there is a substantial probability that we or any successor corporation would be required to pay any
additional amounts with respect to the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable.

Prior to any redemption upon a tax event, we will be required to deliver a certificate signed by two executive officers of the Company to the transfer

agent for the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, confirming that a tax event has occurred
and is continuing (as reasonably determined by us).

A “change in tax law” means (a) a change in or amendment to laws, regulations or rulings of any jurisdiction, political subdivision or taxing authority

described in the next sentence, (b) a change in the official application or interpretation of those laws, regulations or rulings, (c) any execution of or
amendment to any treaty affecting taxation to which any jurisdiction, political subdivision or taxing authority described in the next sentence is party, or
(d) a decision rendered by a court of competent jurisdiction in Bermuda or any taxing jurisdiction or any political subdivision, whether or not such decision
was rendered with respect to us, in each case described in (a) - (d) above occurring after the date of original issuance of such series. The jurisdictions,
political subdivisions and taxing authorities referred to in the previous sentence are (a) Bermuda or any political subdivision or governmental authority of
or in Bermuda with the power to tax, (b) any jurisdiction from or through which we or our dividend disbursing agent are making payments on the Series A
Preference Shares, Series C Preference Shares of Series D Preference Shares or any political subdivision or governmental authority of or in that jurisdiction
with the power to tax or (c) any other jurisdiction in which the Company or a successor corporation is organized or generally subject to taxation or any
political subdivision or governmental authority of or in that jurisdiction with the power to tax.

In addition, we will have the option to redeem for cash any or all Series A Preference Shares, Series C Preference Shares or Series D Preference Shares

at any time in whole or from time to time in part, upon not less than 30 days nor more than 60 days prior written notice in accordance with the procedures
set forth under “- Redemption” above, at a redemption price of $25 per share of each series, as applicable, plus declared and unpaid dividends, if any, on
such series to, but excluding, the applicable date of redemption, without accumulation of any undeclared dividends, if the entity formed by a consolidation,
merger or

amalgamation involving us or the entity to which we convey, transfer or lease substantially all our properties and assets is required to pay additional
amounts in respect of any tax, assessment or governmental charge imposed on any holder of Series A Preference Shares, Series C Preference Shares or
Series D Preference Shares, as applicable, as a result of a change in tax law that occurred after the date of the consolidation, merger, amalgamation,
conveyance, transfer or lease.

Variation or Exchange

At any time following a tax event or a capital disqualification event (as defined below), we may, without the consent of any holders of the Series A

Preference Shares, Series C Preference Shares of the Series D Preference Shares, as applicable, vary the terms of such series of preference shares or
exchange such preference shares for new securities, which (1) in the case of a tax event, would eliminate the substantial probability that we or any
successor corporation would be required to pay any additional amounts with respect to the Series A Preference Shares, Series C Preference Shares or
Series D Preference Shares, as applicable, as a result of a change in tax law or (2) in the case of a capital disqualification event, would cause the Series A
Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, to become securities that qualify as Tier 2 capital (where
capital is subdivided into tiers) or its equivalent under then-applicable capital adequacy regulations (as defined below) imposed upon us by the BMA or any
successor agency or then-applicable regulatory authority, including under the BMA’s enhanced capital requirements, for purposes of determining the
solvency margin, capital adequacy ratios or any other comparable ratios, regulatory capital resource or levels of the Company or any member thereof. In
either case, the terms of the varied securities or new securities considered in the aggregate cannot be less favorable, including from a financial perspective,
to holders than the terms of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, prior to being varied
or exchanged (as reasonably determined by the Company); provided that no such variation of terms or securities received in exchange shall change the
specified denominations, or any payment of dividend on, the redemption dates (other than any extension of the period during which an optional redemption
may not be exercised by the Company) or currency of, the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as
applicable, reduce the liquidation preference thereof or the dividend payable thereon, lower the ranking of the securities or change the foregoing list of
items that may not be so amended as part of such variation or exchange. Further, no such variation of terms or securities received in exchange shall impair
the right of a holder of the securities to institute suit for the payment of any amounts due (as provided under the applicable Certificate of Designations), but
unpaid with respect to such holder’s securities.

Prior to any variation or exchange, we will be required to (1) receive an opinion of independent legal advisers of recognized standing to the effect that

holders and beneficial owners of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable (including as
holders and beneficial owners of the varied or exchanged securities), will not recognize income, gain or loss for United States federal income tax purposes
as a result of such variation or exchange and will be subject to United States federal income tax on the same amounts, in the same manner and at the same
times as would have been the case had such variation or exchange not occurred; and (2) deliver a certificate signed by two executive officers of the
Company to the transfer agent for the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, confirming that
(a) a capital disqualification event or a tax event has occurred and is continuing (as reasonably determined by the Company) and (b) that the terms of the
varied or new securities, considered in the aggregate, are not less favorable, including from a financial perspective, to holders than the terms of the Series A
Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, prior to being varied or exchanged (as reasonably determined
by the Company).

Any variation or exchange of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares described above will be made

after notice is given to the holders of the applicable series of preference shares not less than 30 nor more than 60 days prior to the date fixed for variation or
exchange, as applicable.

As used herein, (1) a “capital disqualification event” means the Series A Preference Shares, Series C Preference Shares and Series D Preference Shares

do not qualify, in whole or in part (including as a result of any transitional or grandfathering provisions or otherwise), for purposes of determining the
solvency margin, capital adequacy ratio or any other comparable ratio, regulatory capital resource or level, of the Company or any subsidiary thereof,
where capital is subdivided into tiers, as Tier 2 capital securities under then-applicable capital adequacy regulations imposed upon us by the BMA or any
successor agency or then-applicable regulatory authority (which would include, without limitation, our individual and group enhanced capital requirements
under BMA capital regulations), except as a result of any applicable limitation on the amount of such capital; and (2) “capital adequacy regulations” means
the solvency margins, capital adequacy regulations or any other regulatory capital rules applicable to us from time to time on an individual or group basis
pursuant to Bermuda law and/or the laws of any other relevant jurisdiction and which set out the requirements to be satisfied by financial instruments to
qualify as solvency margin or additional solvency margin or regulatory capital (or any equivalent terminology employed by the then-applicable capital
adequacy regulations).

Sinking Fund

The applicable prospectus supplement for any series of preference shares will state the terms, if any, of a sinking fund for the purchase or redemption

of that series. None of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares is subject to a sinking fund.

Conversion and Exchange

The applicable prospectus supplement for any series of preference shares will state the terms, if any, on which shares of that series are convertible into

or exchangeable for shares of Common Shares or, if applicable, other securities. None of the Series A Preference Shares, Series C Preference Shares or
Series D Preference Shares have conversion rights.

Voting Rights

Under ordinary circumstances, the holders of preference shares have no voting rights except as required by law. The applicable prospectus supplement

may provide voting rights for holders of our preference shares.

Except as provided below, the holders of the Series A Preference Shares, Series C Preference Shares and Series D Preference will have no voting

rights.

Whenever dividends on any Series A Preference Shares, Series C Preference Shares or Series D Preference Shares shall have not been declared and

paid for the equivalent of six or more dividend periods, whether or not for consecutive dividend periods (a “nonpayment event”), the holders of the
applicable Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, voting together as a single class with holders of any and
all other series of voting preference shares (as defined below) then outstanding, will be entitled to vote for the election of a total of two additional members
of the board of directors of the Company (the “preference shares directors”), provided that the election of any such directors shall not cause us to violate the
corporate governance requirement of any exchange on which our securities may be listed or quoted that listed or quoted companies must have a majority of
independent directors. In that event, the new directors shall be elected at a special meeting called at the request of the holders of record of at least 20% of
the aggregate voting power of the applicable Series A Preference Shares, Series C Preference Shares, Series D Preference Shares or of any other series of
voting preference shares (unless such request is received less than 90 days before the date fixed for the next annual or special meeting of the shareholders
of the Company, in which event such election shall be held at such next annual or special meeting of shareholders), and at each subsequent annual meeting.

As used herein, “voting preference shares” means any other class or series of our preference shares ranking equally with the Series A Preference
Shares, Series C Preference Shares or Series D Preference Shares as to dividends and the distribution of assets upon liquidation, dissolution or winding-up
of the Company and upon which like voting rights have been conferred and are exercisable. Whether a plurality, majority or other portion of the Series A
Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, and any other voting preference shares have been voted in
favor of any matter shall be determined by reference to the aggregate voting power, as determined under our Bye-laws, of the Series A Preference Shares,
Series C Preference Shares or Series D Preference Shares, as applicable, and voting preference shares voted.

If and when dividends on an applicable series of preference shares for at least four consecutive dividend periods following a nonpayment event have

been paid in full (or declared and a sum sufficient for such payment shall have been set aside), the holders of the Series A Preference Shares, Series C
Preference Shares or Series D Preference Shares, as applicable, shall be divested of the foregoing voting rights (subject to revesting in the event of each
subsequent nonpayment event) and, if such voting rights for all other holders of voting preference shares have terminated, the term of office of each
preference shares director so elected shall terminate and the number of directors on the board of directors of the Company shall automatically decrease by
two. In determining whether dividends have been paid for four dividend periods following a nonpayment event, we may take account of any dividend we
elect to pay for such a dividend period after the regular dividend payment date for that period has passed.

Any preference shares director may be removed at any time without cause by the holders of record of a majority of the aggregate voting power, as
determined under our Bye-laws, of Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, and any other
shares of voting preference shares then outstanding (voting together as a single class) when they have the voting rights described above. So long as a
nonpayment event shall continue, any vacancy in the office of a preference shares director (other than prior to the initial election after a nonpayment event)
may be filled by the written consent of the preference shares director remaining in office, or if none remains in office, by a vote of the holders of record of a
majority of the outstanding Series A Preference Shares, Series C Preference Shares or Series D Preference Shares,

as applicable, and any other shares of voting preference shares then outstanding (voting together as a single class) when they have the voting rights
described above. Any vote of shareholders to remove, or to fill a vacancy in the office of, a preference shares director may be taken only at a special
general meeting of such shareholders, called as provided above for an initial election of preference shares director after a nonpayment event (unless such
request is received less than 90 days before the date fixed for the next annual or special meeting of the shareholders of the Company, in which event such
election shall be held at such next annual or special general meeting of shareholders). The preference shares directors shall each be entitled to one vote per
director on any matter. Each preference shares director elected at any special general meeting of shareholders or by written consent of the other preference
shares director shall hold office until the next annual meeting of the shareholders of the Company if such office shall not have previously terminated as
above provided.

Subject to the provisions described under “- Variation or Exchange” and in the second succeeding paragraph below, our Bye-laws provide that the
Series A Preference Shares, Series C Preference Shares or Series D Preference may, whether or not the Company is being wound-up, be varied with the
consent in writing of the holders of at least two-thirds of the voting power represented by the issued Series A Preference Shares, Series C Preference Shares
or Series D Preference Shares, as applicable, or with the sanction of a resolution passed by at least two-thirds of the voting power represented by the votes
cast at a separate general meeting of the holders of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable,
in accordance with the Companies Act. Our Bye-laws also provide that rights conferred upon the holders of the capital shares of any class (including the
Series A Preference Shares, Series C Preference Shares and Series D Preference Shares) issued with preferred or other rights shall not, unless otherwise
expressly provided by the terms of issue of the shares of that class, be deemed to be varied by the creation or issue of additional capital shares ranking
pari passu therewith or senior thereto. The Companies Act provides that in certain circumstances, non-voting shares have the right to vote (for example
without limitation, converting a limited liability company to unlimited liability company, discontinuance of a company from Bermuda, or conversion of
preference shares into redeemable preference shares).

Notwithstanding the foregoing, our Bye-laws contain a provision limiting the voting rights of any U.S. person, as defined in the Code, who owns

(directly, indirectly or constructively under the Code) shares with more than 9.5% of the total voting power of all shares entitled to vote generally at an
election of directors to 9.5% of such voting power.

Without the consent of the holders of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, so long

as such action does not materially and adversely affect the special rights, preferences, privileges and voting powers of such series, taken as a whole, the
board of directors of the Company may, by resolution, amend, alter, supplement or repeal any terms of such shares:

•

•

to  cure  any  ambiguity,  or  to  cure,  correct  or  supplement  any  provision  contained  in  the  applicable  Certificate  of  Designations  for  the  Series A
Preference Shares, Series C Preference Shares or Series D Preference Shares that may be defective or inconsistent; or
to make any provision with respect to matters or questions arising with respect to the Series A Preference Shares, Series C Preference Shares or
Series D Preference Shares, as applicable, that is not inconsistent with the provisions of the applicable Certificate of Designations;

provided that any such amendment, alteration, supplement or repeal of any terms of the Series A Preference Shares, Series C Preference Shares or Series D
Preference Shares, as applicable, effected in order to conform (a) the terms of the Series A Preference Shares to the description of the terms of such series
set forth under “Description of Series A Preference Shares” in our prospectus supplement dated as of August 23, 2012; (b) the terms of the Series C
Preference Shares to the description of such series set forth under “Description of Series C Preference Shares” in our prospectus supplement dated as of
November 20, 2015; and (c) the terms of the Series D Preference Shares to the description of such series set forth under “Description of Series D
Preference Shares” in our prospectus supplement dated as of June 12, 2017, shall be deemed not to materially and adversely affect the special rights,
preferences, privileges and voting powers of the Series A Preference Shares, Series C Preference Shares or Series D Preference Shares, as applicable, taken
as a whole.

The foregoing voting provisions will not apply with respect to the Series A Preference Shares, Series C Preference Shares or Series D Preference
Shares if, at or prior to the time when the act with respect to which such vote would otherwise be required shall be effected, all outstanding shares of such
series shall have been redeemed or called for redemption upon proper notice and sufficient funds shall have been set aside by us for the benefit of the
holders of such series to effect such redemption.

Transfer Agent and Registrar

We will select the transfer agent, registrar and dividend disbursement agent for a series of preference shares, and each one will be described in the
applicable prospectus supplement. The registrar for preference shares will send notices to shareholders of any meetings at which holders of our preference
shares have the right to vote on any matter.

DESCRIPTION OF DEBT SECURITIES OF MAIDEN HOLDINGS NORTH AMERICA, LTD.

The following description of Maiden NA’s debt securities is a summary and does not purport to be complete. It is subject to, and is qualified in its
entirety by reference to, all of the provisions of the Notes, the Form of Indenture for Debt Securities by and among Maiden Holdings NA, the Company, as
guarantor, and Wilmington Trust Company, as trustee, and the Third Supplemental Indenture, dated as of November 25, 2013, each of which is
incorporated by reference as an exhibit to the Annual Report on Form 10‑K of which this Exhibit 4.16 is a part. In this section, references to the “notes”
refer only to Maiden NA’s 2043 Senior Notes.

General

The notes are unsecured and unsubordinated obligations of Maiden NA and rank equally in right of payment with all of Maiden NA’s other unsecured

and unsubordinated indebtedness from time to time outstanding. The notes mature on December 1, 2043, unless previously redeemed in full by Maiden NA
as provided below under “- Optional Redemption” or “- Redemption for Changes in Withholding Taxes.”

The notes bear interest at the rate of 7.75% per annum from November 25, 2013 to maturity or early redemption. Interest on the notes is payable on the

1st day of March, June, September and December of each year to the persons in whose names such notes were registered at the close of business on the
immediately preceding 15th day of February, May, August or November (whether or not a business day), respectively.

Interest payments in the respect of the notes will equal the amount of interest accrued from and including the immediately preceding interest payment

date in respect of which interest has been paid or duly provided for (or from and including the date of issue, if no interest has been paid or duly provided for
with respect to the notes), to, but not including, the applicable interest payment date or stated maturity date or date of earlier redemption, as the case may
be. Interest on the notes will be computed on the basis of a 360-day year comprised of twelve 30-day months. If any interest payment date, redemption date
or the maturity date falls on a day that is not a business day, the payment due on that interest payment date, redemption date or the maturity date will be
made on the next business day, and without any interest or other payment in respect of such delay. The principal, interest, if any, and additional amounts, if
any, on the notes will be payable through DTC as described under “- Same-Day Funds Payment.”

Maiden NA issued the notes in an aggregate principal amount of $152,500,000. The indenture governing the notes does not limit the aggregate
principal amount of the debt securities which Maiden NA may issue thereunder and provides that Maiden NA may issue debt securities thereunder from
time to time in one or more series. Maiden NA may, from time to time, without the consent of or notice to holders of the notes, issue and sell additional
debt securities ranking equally and ratably with the notes in all respects and having the same terms as the notes (other than the issue date, and to the extent
applicable, issue price, initial date of interest accrual and initial interest payment date of such additional debt securities), so that such additional debt
securities shall be consolidated and form a single series with the notes for all purposes, including voting; provided, that such additional debt securities are
fungible with the previously issued notes for U.S. federal income tax purposes.

The notes are not entitled to the benefit of any mandatory redemption or sinking fund or to redemption or repurchase at the option of the holders upon

a change of control, a change in management, an asset sale or any other specified event.

The notes were issued only in fully registered form without coupons in minimum denominations of $25 and integral multiples of $25 in excess thereof.

The notes may be presented for transfer (duly endorsed or accompanied by a written instrument of transfer, if so required by Maiden NA or the security
registrar) or exchanged for other notes (containing identical terms and provisions, in any authorized denominations, and of a like aggregate principal
amount) at the office or agency maintained by Maiden NA for such purposes (initially the corporate trust office of the trustee). Such transfer or exchange
will be made without service charge, but Maiden NA may require payment of a sum sufficient to cover any tax or other governmental charge and any other
expenses then payable.

The indenture does not contain any provisions that would limit the Company’s or Maiden NA’s ability to incur indebtedness or that would afford

holders of the notes protection in the event of a sudden and significant decline in Maiden

NA’s credit quality or a takeover, recapitalization or highly leveraged or similar transaction involving Maiden NA. Accordingly, the Company and/or
Maiden NA could in the future enter into transactions that could increase the amount of indebtedness outstanding at that time or otherwise affect their
respective capital structure or credit rating.

Guarantee

We fully and unconditionally guarantee all payments on the notes. The guarantee is the senior unsecured obligation of the Company and ranks equally

in right of payment with all other existing and future unsecured and unsubordinated indebtedness of the Company from time to time outstanding. The
guarantee is effectively subordinated to all existing and future secured obligations of the Company to the extent of the security thereof and structurally
subordinated to all existing and future obligations of the Company’s subsidiaries, including claims with respect to trade payables.

Optional Redemption

The notes may be redeemed, for cash, in whole or in part, on or after December 1, 2018, at Maiden NA’s option, at any time and from time to time,
until maturity at a redemption price equal to 100% of the principal amount of the notes to be redeemed, plus accrued but unpaid interest on the principal
amount being redeemed to, but not including, the redemption date.

Maiden NA will mail a notice of any redemption to each holder of notes to be redeemed, at its registered address, by first-class mail (with a copy to the

trustee) at least 30 and not more than 60 days prior to the date fixed for redemption. Unless Maiden NA or the Company defaults on payment of the
redemption price, interest will cease to accrue on the notes or portions thereof called for redemption on the applicable redemption date. If fewer than all of
the notes are to be redeemed, the trustee will select, not more than 60 days prior to the redemption date, the particular notes or portions thereof for
redemption from the outstanding notes not previously called by lot or any other method as the trustee deems fair and appropriate. The trustee will make this
selection from the then outstanding notes that have not been previously called for redemption. The trustee is required to notify Maiden NA in writing of the
notes that it has selected for redemption and, in the case of any note selected for partial redemption, the principal amount of such note to be redeemed.
Additionally, the notes and the portions thereof that the trustee selects for redemption must be in a minimum amount of $25 or integral multiples of $25 in
excess thereof. The provisions of the indenture that apply to notes that are called for redemption also apply to portions of notes that are called for
redemption.

Payment of Additional Amounts

If any taxes, assessments or other governmental charges are imposed by the jurisdiction, other than the United States, where the Company or Maiden

NA, or any of their respective successors (a “Payor”), is organized or otherwise considered to be a resident for tax purposes, any jurisdiction, other than the
United States, from or through which the Payor makes a payment on the notes, or, in each case, any political organization or governmental authority thereof
or therein having the power to tax (the “Relevant Tax Jurisdiction”) in respect of any payments under the notes, the Payor will pay to each holder of the
notes, to the extent it may lawfully do so, such additional amounts as may be necessary in order that the net amounts paid to such holder will be not less
than the amount specified in such notes to which such holder is entitled; provided, however, the Payor will not be required to make any payment of
additional amounts for or on account of:

•

•

•
•

•

any  tax,  assessment  or  other  governmental  charge  which  would  not  have  been  imposed  but  for  (1)  the  existence  of  any  present  or  former
connection between such holder (or between a fiduciary,
settlor,  beneficiary,  member  or  shareholder  of,  or  possessor  of  a  power  over,  such  holder,  if  such  holder  is  an  estate,  trust,  partnership,  limited
liability company or corporation) and the Relevant Tax Jurisdiction (other than by reason of the mere ownership of, or receipt of payment under,
the  notes)  including,  without  limitation,  such  holder  (or  such  fiduciary,  settlor,  beneficiary,  member,  shareholder  or  possessor)  being  or  having
been a citizen or resident thereof or being or having been present or engaged in trade or business therein or having or having had a permanent
establishment therein or (2) the presentation of a note (where presentation is required) for payment on a date more than 30 days after (x) the date
on which such payment became due and payable or (y) the date on which payment thereof is duly provided for, whichever occurs later;
any estate, inheritance, gift, sales, transfer, personal property or similar tax, assessment or other governmental charge;
any tax, assessment or other governmental charge which is payable otherwise than by withholding from payment of (or in respect of) principal of,
premium, if any, or any interest on, the notes;
any tax, assessment or other governmental charge that is imposed or withheld by reason of the failure by the holder or the beneficial owner of the
notes  to  comply  with  a  request  of  the  Payor  addressed  to  the  holder  to  provide  information,  documents  or  other  evidence  concerning  the
nationality, residence or identity of the holder or such beneficial owner which is required by a statute, treaty, regulation or administrative practice
of the Relevant Tax Jurisdiction as a precondition to exemption from all or part of such tax, assessment or other governmental charge; or

•

any combination of the above;

nor will additional amounts be paid with respect to any payment of the principal of, or any premium or interest on, any notes to any holder who is a
fiduciary or partnership or limited liability company or other than the sole beneficial owner of such payment to the extent such payment would be required
by the laws of the Relevant Tax Jurisdiction to be included in the income for tax purposes of a beneficiary or settlor with respect to such fiduciary or a
member of such partnership or limited liability company or beneficial owner who would not have been entitled to such additional amounts had it been the
holder of such notes.

The Payor will provide the trustee with the official acknowledgment of the relevant tax authority (or, if such acknowledgment is not available, a
certified copy thereof) evidencing the payment of any withholding taxes by the Payor. Copies of such documentation will be made available to the holders
of the notes or the paying agent, as applicable, upon written request therefor.

All references in this section to principal of, premium, if any, and interest on the notes will include any additional amounts payable by the Payor in

respect of such principal, such premium, if any, and such interest.

Redemption for Changes in Withholding Taxes

Maiden NA is entitled to redeem the notes, at its option, at any time, for cash, in whole but not in part, upon not less than 30 nor more than 60 days’
prior written notice, at 100% of the principal amount thereof, plus any accrued but unpaid interest to, but not including, the date of redemption (subject to
the right of holders of record on the relevant record date to receive interest due on the relevant interest payment date), in the event that the Payor has
become or would become obligated to pay, on the next date on which any amount would be payable with respect to the notes, any additional amounts as a
result of:

•

•

a  change  in  or  an  amendment  to  the  laws  (including  any  regulations  promulgated  thereunder)  of  a  Relevant  Tax  Jurisdiction,  which  change  or
amendment is announced: (1) in the case of Maiden NA, after the date of original issuance of the notes and (2) in the case of any successor to
Maiden NA or the Company, after the date such successor becomes the successor to Maiden NA or the Company, as the case may be; or
any  change  in  or  amendment  to  any  official  position  regarding  the  application  or  interpretation  of  such  laws  or  regulations,  which  change  or
amendment is announced: (1) in the case of Maiden NA, after the date of original issuance of the notes and (2) in the case of any successor to
Maiden NA or the Company, after the date such successor becomes the successor to Maiden NA or the Company, as the case may be,

and, in each case, the Payor cannot avoid such obligation by taking reasonable measures available to it.

Before any notice of redemption of the notes is delivered to the holder as described above, Maiden NA will deliver to the trustee, at least 30 days
before the date set for redemption, in each case, an officers’ certificate and an opinion of independent legal counsel of recognized standing stating that the
Payor has or will become obligated to pay additional amounts as a result of a change in tax laws or regulations or the application or interpretation of such
laws or regulations.

Book-Entry System

The certificates representing the notes will be issued in the form of one or more fully-registered global notes without coupons (the “Global Note”) and
will be deposited with, or on behalf of DTC and registered in the name of Cede & Co., as the nominee of DTC. Except in limited circumstances, the notes
will not be issuable in definitive form. Unless and until they are exchanged in whole or in part for the individual notes represented thereby, any interests in
the Global Note may not be transferred except as a whole by DTC to a nominee of DTC or by a nominee of DTC to DTC or another nominee of DTC or by
DTC or any nominee of DTC to a successor depository or any nominee of such successor.

DTC has advised us that DTC is a limited-purpose trust company organized under the New York Banking Law, a “banking organization” within the

meaning of the New York Banking Law, a member of the Federal Reserve System, a “clearing corporation” within the meaning of the New York Uniform
Commercial Code, and a “clearing agency” registered pursuant to the provisions of Section 17A of the Exchange Act. DTC holds securities that its
participants (“Direct Participants”) deposit with DTC. DTC also facilitates the post-trade settlement among Direct Participants of sales and other securities
transactions in deposited securities, through electronic computerized book-entry transfers and pledges between Direct Participants’ accounts. This
eliminates the need for physical movement of securities certificates. Direct Participants include both U.S. and non-U.S. securities brokers and dealers,
banks, trust companies, clearing corporations, and certain other organizations. DTC is a wholly owned subsidiary of The Depository Trust & Clearing
Corporation (“DTCC”). DTCC is the holding company for DTC, National Securities Clearing Corporation and Fixed Income Clearing Corporation, all of
which are registered clearing agencies. DTCC is owned by the users of its regulated subsidiaries. Access to the DTC system is also available to others such
as both

U.S. and non-U.S. securities brokers and dealers, banks, trust companies and clearing corporations that clear through or maintain a custodial relationship
with a Direct Participant, either directly or indirectly.

The rules applicable to DTC and its Participants are on file with the SEC. The information in this section concerning DTC and DTC’s book-entry

system has been obtained from sources that we believe to be reliable, but we take no responsibility for the accuracy thereof.

Registration, Transfer, Payment, and Paying Agent

Unless otherwise specified in the applicable prospectus supplement, each series of debt securities will be issued in registered form only, without
coupons. The indenture, however, provides that Maiden NA may also issue debt securities in bearer form only, or in both registered and bearer form.
Purchasers of bearer securities will be subject to certification procedures and may be affected by limitations under United States tax laws. The terms of the
bearer securities of the particular series and the applicable procedures and limitations will be described in the applicable prospectus supplement.

Unless otherwise specified in the applicable prospectus supplement, registered securities will be issued in minimum denominations of $2,000 or any

integral multiple of $1,000 in excess thereof, and bearer securities will be issued in minimum denominations of $5,000.

Unless otherwise specified in the applicable prospectus supplement, the debt securities will be payable and may be surrendered for registration of
transfer or exchange and, if applicable, for exchange for other securities or property, at an office or agency maintained by Maiden NA in Wilmington,
Delaware. However, Maiden NA, at its option, may make payments of interest on any interest payment date on any registered security by check mailed to
the address of the person entitled to receive that payment or by wire transfer to an account maintained by the payee with a bank located in the United
States.

Any interest not punctually paid or duly provided for on any interest payment date with respect to the debt securities of any series will forthwith cease
to be payable to the holders of those debt securities on the applicable regular record date and may either be paid to the persons in whose names those debt
securities are registered at the close of business on a special record date for the payment of the interest not punctually paid or duly provided for to be fixed
by the Trustee, notice whereof shall be given to the holders of those debt securities not less than 10 days prior to the special record date, or may be paid at
any time in any other lawful manner, all as completely described in the indenture.

Subject to certain limitations imposed on debt securities issued in book-entry form, the debt securities of any series will be exchangeable for other debt

securities of the same series and of a like aggregate principal amount and tenor of different authorized denominations upon surrender of those debt
securities at the designated place or places. In addition, subject to certain limitations imposed upon debt securities issued in book-entry form, the debt
securities of any series may be surrendered for registration of transfer or exchange thereof at the designated place or places if duly endorsed or
accompanied by a written instrument of transfer. No service charge shall be made for any registration of transfer or exchange, redemption or repayment of
debt securities, or for any exchange of debt securities for other securities or property, but Maiden NA may require payment of a sum sufficient to cover any
tax or other governmental charge that may be imposed in connection with certain of those transactions.

Unless otherwise specified in the applicable prospectus supplement, Maiden NA will not be required to:

•

•

•

issue, register the transfer of or exchange debt securities of any series during a period beginning at the opening of business 15 days before any
selection of debt securities of that series of like tenor and terms to be redeemed and ending at the close of business on the day of that selection;
register the transfer of or exchange any registered security, or portion of any registered security, called for redemption, except the unredeemed
portion of any registered security being redeemed in part; or
issue, register the transfer of or exchange a debt security which has been surrendered for repurchase at the option of the holder, except the portion,
if any, of the debt security not to be repurchased.

Book-Entry Debt Securities

The debt securities of a series may be issued in whole or in part in the form of one or more global debt securities. Global debt securities will be
deposited with, or on behalf of, a depositary identified in the applicable prospectus supplement relating thereto. Global debt securities may be issued in
either registered or bearer form and in either temporary or permanent form. Unless and until it is exchanged in whole or in part for individual certificates
evidencing debt securities, a global debt security

may not be transferred except as a whole by the depositary to its nominee or by the nominee to the depositary or by the depositary or its nominee to a
successor depositary or to a nominee of the successor depositary.

Maiden NA anticipates that global debt securities will be deposited with, or on behalf of DTC and that global debt securities will be registered in the
name of DTC’s nominee, Cede & Co. Maiden NA also anticipates that the following provisions will apply to the depository arrangements with respect to
global debt securities. Additional or differing terms of the depository arrangements will be described in the applicable prospectus supplement.

DTC has advised us that it is:

•
•
•
•
•

a limited-purpose trust company organized under the New York Banking Law;
a “banking organization” within the meaning of the New York Banking Law;
a member of the Federal Reserve System;
a “clearing corporation” within the meaning of the New York Uniform Commercial Code; and
a “clearing agency” registered pursuant to the provisions of Section 17A of the Exchange Act.

DTC holds securities that its participants deposit with DTC. DTC also facilitates the settlement among its participants of securities transactions,
including transfers and pledges, in deposited securities through electronic computerized book-entry changes in participants’ accounts, which eliminates the
need for physical movement of securities certificates. Direct participants include securities brokers and dealers, banks, trust companies, clearing
corporations, and other organizations. DTC is a wholly owned subsidiary of DTCC. DTCC is the holding company for DTC, National Securities Clearing
Corporation and Fixed Income Clearing Corporation, all of which are registered clearing agencies. DTCC is owned by the users of its regulated
subsidiaries. Access to the DTC system is also available to others, sometimes referred to in this section as indirect participants, that clear transactions
through or maintain a custodial relationship with a direct participant either directly or indirectly. Indirect participants include securities brokers and dealers,
banks and trust companies. The rules applicable to DTC and its participants are on file with the SEC.

Purchases of debt securities within the DTC system must be made by or through direct participants, which will receive a credit for the debt securities

on DTC’s records. The ownership interest of the actual purchaser or beneficial owner of a debt security is, in turn, recorded on the direct and indirect
participants’ records. Beneficial owners will not receive written confirmation from DTC of their purchases, but beneficial owners are expected to receive
written confirmations providing details of the transactions, as well as periodic statements of their holdings, from the direct or indirect participants through
which they purchased the debt securities. Transfers of ownership interests in debt securities are to be accomplished by entries made on the books of
participants acting on behalf of beneficial owners. Beneficial owners will not receive certificates representing their ownership interests in the debt securities
except in the limited circumstances described below.

To facilitate subsequent transfers, all debt securities deposited by participants with DTC will be registered in the name of DTC’s nominee, Cede & Co.

The deposit of debt securities with DTC and their registration in the name of Cede & Co. will not change the beneficial ownership of the debt securities.
DTC has no knowledge of the actual beneficial owners of the debt securities. DTC’s records reflect only the identity of the direct participants to whose
accounts the debt securities are credited. Those participants may or may not be the beneficial owners. The participants are responsible for keeping account
of their holdings on behalf of their customers.

Conveyance of notices and other communications by DTC to direct participants, by direct participants to indirect participants and by direct and indirect

participants to beneficial owners will be governed by arrangements among them, subject to any legal requirements in effect from time to time.

Redemption notices shall be sent to DTC or its nominee. If less than all of the debt securities of a series are being redeemed, DTC will reduce the

amount of the interest of direct participants in the debt securities in accordance with its procedures.

A beneficial owner of debt securities shall give notice to elect to have its debt securities repurchased or tendered, through its participant to the Trustee

and shall effect delivery of such debt securities by causing the direct participant to transfer the participant’s interest in such debt securities, on DTC’s
records, to the Trustee. The requirement for physical delivery of debt securities in connection with a repurchase or tender will be deemed satisfied when the
ownership rights in such debt securities are transferred by direct participants on DTC’s records and followed by a book-entry credit of such debt securities
to the Trustee’s DTC account.

In any case where a vote may be required with respect to the debt securities of any series, neither DTC nor Cede & Co. will give consents for or vote

such global debt securities. Under its usual procedures, DTC will mail an omnibus proxy to

Maiden NA as soon as possible after the record date. The omnibus proxy assigns the consenting or voting rights of Cede & Co. to those direct participants
to whose accounts the debt securities are credited on the record date identified in a listing attached to the omnibus proxy.

Principal of and premium, if any, and interest, if any, on the global debt securities will be paid to Cede & Co., as nominee of DTC. DTC’s practice is to

credit direct participants’ accounts on the relevant payment date unless DTC has reason to believe that it will not receive payments on the payment date.
Payments by direct and indirect participants to beneficial owners will be governed by standing instructions and customary practices, as is the case with
securities held for the account of customers in bearer form or registered in “street name.” Those payments will be the responsibility of participants and not
of DTC or Maiden NA, subject to any legal requirements in effect from time to time. Payment of principal, premium, if any, and interest, if any, to Cede &
Co. is Maiden NA’s responsibility, disbursement of payments to direct participants is the responsibility of DTC, and disbursement of payments to the
beneficial owners is the responsibility of direct and indirect participants.

Except as described in this section, owners of beneficial interests in a global debt security will not be entitled to have debt securities registered in their

names and will not receive physical delivery of debt securities. Accordingly, each beneficial owner must rely on the procedures of DTC to exercise any
rights under the debt securities and the indenture.

The laws of some jurisdictions may require that some purchasers of securities take physical delivery of securities in definitive form. These laws may

impair the ability to transfer or pledge beneficial interests in global debt securities.

DTC is under no obligation to provide its services as depositary for the debt securities of any series and may discontinue providing its services at any
time. Neither we, Maiden NA nor the Trustee will have any responsibility for the performance by DTC or its participants or indirect participants under the
rules and procedures governing DTC. As noted above, owners of beneficial interests in a global debt security will not receive certificates representing their
interests. However, if

•

•
•

DTC notifies Maiden NA that it is unwilling or unable to continue as a depositary for the global debt securities of any series or if DTC ceases to
be  a  clearing  agency  registered  under  the  Exchange  Act  and  a  successor  depositary  is  not  appointed  by  Maiden  NA  within  90  days  of  the
notification or of Maiden NA’s becoming aware of DTC’s ceasing to be so registered, as the case may be,
Maiden NA determines, in its sole discretion, not to have the debt securities of any series represented by one or more global debt securities, or
an  Event  of  Default  under  the  indenture  has  occurred  and  is  continuing  with  respect  to  the  debt  securities  of  any  series  and  DTC  wishes  to
exchange such global debt securities for definitive certificated debt securities,

Maiden NA will prepare and deliver certificates for the debt securities of that series in exchange for beneficial interests in the global debt securities.
Any beneficial interest in a global debt security that is exchangeable under the circumstances described in the preceding sentence will be exchangeable for
debt securities in definitive certificated form registered in the names that the depositary shall direct. It is expected that these directions will be based upon
directions received by the depositary from its participants with respect to ownership of beneficial interests in the global debt securities.

We obtained the information in this section and elsewhere in this section concerning DTC and DTC’s book-entry system from sources that we believe

to be reliable, but neither we nor any applicable underwriters, agents or dealers take any responsibility for the accuracy of this information.

Same-Day Funds Payment

All payments of principal, premium if any, and interest in respect of notes in book-entry form will be made by us in immediately available funds to the

accounts specified by DTC.

Listing

The notes are listed on the New York Stock Exchange under the symbol “MHNC.”

Governing Law

The indenture, the guarantees and the notes will be governed by, and construed in accordance with, the laws of the State of New York applicable to

agreements made or instruments entered into and, in each case, performed in that state.

Concerning the Trustee

Wilmington Trust Company is the trustee under the indenture with respect to the notes. Maiden NA maintains corporate trust relationships in the

ordinary course of business with the trustee.

Outstanding Debt Securities

In determining whether the holders of the requisite principal amount of outstanding debt securities have given any request, demand, authorization,

direction, notice, consent, or waiver under the indenture:

•

•

•

•

the principal amount of an original issue discount security that shall be deemed to be outstanding for these purposes shall be that portion of the
principal amount of the original issue discount security that would be due and payable upon acceleration of the original issue discount security as
of the date of the determination,
the  principal  amount  of  any  Indexed  Security  that  shall  be  deemed  to  be  outstanding  for  these  purposes  shall  be  the  principal  amount  of  the
Indexed Security determined on the date of its original issuance,
the principal amount of a debt security denominated in a foreign currency shall be the U.S. dollar equivalent, determined on the date of its original
issuance, of the principal amount of the debt security, and
a debt security owned by Maiden NA or any obligor on the debt security or any affiliate of Maiden NA or such other obligor shall be deemed not
to be outstanding.

Redemption and Repurchase

The debt securities of any series may be redeemable at Maiden NA’s option or may be subject to mandatory redemption by Maiden NA as required by

a sinking fund or otherwise. In addition, the debt securities of any series may be subject to repurchase by Maiden NA at the option of the holders. The
applicable prospectus supplement will describe the terms and conditions regarding any optional or mandatory redemption or option to repurchase the debt
securities of the related series.

Exchange

The terms and conditions, if any, on which debt securities of any series are exchangeable for shares of our Common Shares or other securities or

property will be set forth in the applicable prospectus supplement.

Guarantees by the Company

Unless specified otherwise in the applicable prospectus supplement, Maiden NA’s obligations under the debt securities will be fully and

unconditionally guaranteed on an unsecured and unsubordinated or subordinated basis by the Company, as the case may be. The guarantee will be the
Company’s direct obligation, ranking equally and ratably in right of payment with all of its other existing and future unsecured and unsubordinated or
subordinated obligations, as the case may be, other than obligations preferred by law. the Company’s obligations under any guarantee will be limited to the
maximum amount permitted under applicable federal or state law.

Certain Covenants

Any material covenants applicable to the debt securities of any series not described in this section will be specified in the applicable prospectus

supplement.

Merger, Consolidation, and Transfer of Assets

The indenture provides that neither Maiden NA nor the Company, as guarantor, may, in any transaction or series of related transactions, consolidate or
amalgamate with or merge into any other person or sell, lease, assign, transfer, or otherwise convey all or substantially all of their assets to any other person
unless:

•

in such transaction or transactions involving Maiden NA, either (1) Maiden NA shall be the continuing person (in the case of a merger) or (2) the
successor  person  (if  other  than  Maiden  NA)  formed  by  or  resulting  from  the  consolidation  or  amalgamation  or  merger  or  to  which  such  sale,
assignment, transfer, lease or other conveyance of all or substantially all of the properties and assets of Maiden NA is made, shall be a corporation
organized and existing under the laws of the United States or Bermuda, and such successor person shall expressly assume the due and punctual
payment  of  the  principal  of,  premium,  if  any,  and  interest,  if  any,  on  all  the  debt  securities  outstanding  under  the  indenture  and  the  due  and
punctual performance of all of Maiden NA’s other obligations under the indenture and the debt securities outstanding thereunder, including any
applicable exchange rights of holders;

•

•

•

in  such  transaction  or  transactions  involving  the  Company,  either  (1)  the  Company  shall  be  the  continuing  person  (in  the  case  of  a  merger)  or
(2) the successor person (if other than the Company) formed by or resulting from the consolidation or amalgamation or merger or to which such
sale,  assignment,  transfer,  lease  or  other  conveyance  of  all  or  substantially  all  of  the  properties  and  assets  of  the  Company  is  made,  shall  be  a
corporation organized and existing under the laws of the United States or Bermuda, and such successor person shall expressly assume the due and
punctual performance of all of the Company’s obligations under the indenture and the debt securities outstanding thereunder;
immediately after giving effect to such transaction or transactions, no Event of Default under the indenture, and no event which, after notice or
lapse of time or both would become an Event of Default under the indenture, shall have occurred and be continuing; and
the Trustee shall have received an officer’s certificate and opinion of counsel from Maiden NA or the Company, as applicable, to the effect that all
conditions precedent provided for in the indenture have been satisfied.

Upon any consolidation or amalgamation by Maiden NA or the Company, as guarantor, with, or Maiden NA’s or the Company’s merger into, any other
person or any sale, assignment, transfer, lease, or conveyance of all of the properties and assets of Maiden NA or the Company, as applicable, to any person
in accordance with the provisions of the indenture described above, the successor person formed by the consolidation or amalgamation or into which
Maiden NA or the Company, as the case may be, is merged or to which the sale, assignment, transfer, lease, or other conveyance is made shall succeed to,
and be substituted for, Maiden NA or the Company, as guarantor, and may exercise every right and power of Maiden NA or the Company, as applicable,
under the indenture with the same effect as if such successor person had been named as Maiden NA or the Company, as applicable, therein; and thereafter,
except in the case of a lease, the predecessor person shall be released from all obligations and covenants under the indenture and the debt securities issued
under that indenture.

Limitations on Liens on Stock of Subsidiaries

Under the indenture, Maiden NA and the Company covenant that, so long as any of the notes are outstanding, neither Maiden NA nor the Company

will, nor will they permit any subsidiary to, create, assume, incur, guarantee or otherwise permit to exist any Indebtedness secured by any mortgage,
pledge, lien, security interest or other encumbrance upon any shares of capital stock of any Designated Subsidiary (whether such shares of stock are now
owned or hereafter acquired) without effectively providing concurrently that the notes (and, if the Company and Maiden NA so elect, any other
Indebtedness of the Company or Maiden NA that is not subordinate to the notes and with respect to which the governing instruments of such Indebtedness
require, or pursuant to which the Company or Maiden NA, as applicable, is otherwise obligated, to provide such security) will be secured equally and
ratably with, or prior to, such Indebtedness for at least the time period such other Indebtedness is so secured.

For purposes of the indenture, “capital stock” of any person means any and all shares, interests, rights to purchase, warrants, options, participations or
other equivalents of or interests in (however designated) equity of such person, including preferred stock, but excluding any debt securities convertible into
such equity.

The term “Designated Subsidiary” means any present or future consolidated subsidiary of the Company, the consolidated net worth of which

constitutes at least 10% of our consolidated net worth. As of the date of original issuance of the notes, our only Designated Subsidiaries were Maiden NA,
Maiden Insurance Company Ltd. and Maiden Reinsurance Company.

The term “Indebtedness” means, without duplication, with respect to any person, whether or not contingent:

the principal of and any premium and interest on (a) indebtedness of such person for money borrowed or (b) indebtedness evidenced by notes,
debentures, bonds or other similar instruments for the payment of which such person is responsible or liable;

all capitalized lease obligations of such person;

all obligations of such person issued or assumed as the deferred purchased price of property, all conditional sale obligations and all obligations
under any title retention agreement (but excluding trade accounts payable arising in the ordinary course of business);

all obligations of such person for the reimbursement of any obligor on any banker’s acceptance, bank guarantees, surety bonds or similar credit
transaction; and

any amendments, modifications, refundings, renewals or extensions of any indebtedness or obligation described as Indebtedness in clauses (1)
through (4) above;

(1)

(2)

(3)

(4)

(5)

if and to the extent any of the preceding items (other than letters of credit) would appear as a liability upon a balance sheet of such person prepared in
accordance with generally accepted accounting principles; provided, however, the term “Indebtedness” includes all of the following items, whether or not
any such items would appear as a liability on a balance sheet of such person prepared in accordance with generally accepted accounting principles:

(i) all Indebtedness of others secured by any mortgage, pledge, lien, security interest or other encumbrance on any property or asset of such person

(whether or not such Indebtedness is assumed by such person);

(ii) to the extent not otherwise included, any guarantee by such person of Indebtedness of any other person; and

(iii) preferred stock or other equity interests providing for mandatory redemption or sinking fund or similar payments issued by any subsidiary of such

person.

Limitations on Disposition of Stock of Designated Subsidiaries

The indenture also provides that, so long as any of the notes are outstanding and except in a transaction otherwise governed by the indenture, neither

we nor Maiden NA will issue, sell, assign, transfer or otherwise dispose of any shares of, securities convertible into, or warrants, rights or options to
subscribe for or purchase shares of, capital stock (other than preferred stock having no voting rights of any kind) of any Designated Subsidiary (other than
to Maiden NA or us or another Designated Subsidiary); nor will we or Maiden NA permit any Designated Subsidiary to issue (other than to us or Maiden
NA or another Designated Subsidiary) any shares (other than director’s qualifying shares) of, or securities convertible into, or warrants rights or options to
subscribe for or purchase shares of, capital stock (other than preferred stock having no voting rights of any kind) of any Designated Subsidiary, if, after
giving effect to any such transaction and the issuance of the maximum number of shares issuable upon the conversion or exercise of all such convertible
securities, warrants, rights or options, we or Maiden NA, as the case may be, would own, directly or indirectly, less than 80% of the shares of capital stock
of such Designated Subsidiary (other than non-voting preferred stock); provided, however, that (1) any issuance, sale, assignment, transfer or other
disposition permitted by us or Maiden NA pursuant to this covenant may only be made for at least a fair market value consideration as determined by the
board of directors of the Company or Maiden NA pursuant to a resolution adopted in good faith and (2) the foregoing will not prohibit any such issuance or
disposition of securities if required by any law or any regulation or order of any applicable governmental or insurance regulatory authority.

Notwithstanding the foregoing, (1) we or Maiden NA, as the case may be, may merge or consolidate any Designated Subsidiary into or with another
direct or indirect subsidiary of the Company or Maiden NA, the shares of capital stock of which the Company owns at least 70%, and (2) we or Maiden
NA, as the case may be, may, subject to the provisions described under “Description of Debt Securities - Certain Covenants - Merger, Consolidation, and
Transfer of Assets” below, sell, assign, transfer or otherwise dispose of the entire capital stock of any Designated Subsidiary at one time for at least a fair
market value consideration as determined by the board of directors of the Company or Maiden NA, as the case may be, pursuant to a resolution adopted in
good faith.

Events of Default

Unless otherwise specified in the applicable prospectus supplement, an Event of Default with respect to the debt securities of any series is defined in

the indenture as being:

(1)

(2)

(3)

(4)

failure to pay interest for 30 days after the date payment is due and payable on any debt security of that series;

failure to pay principal or premium, if any, on any debt security of that series when due, either at maturity, upon any redemption, by declaration or
otherwise;

failure to make any sinking fund payment or payment under any analogous provision when due with respect to any debt security of that series;

other than in accordance with the terms of the indenture, the cessation of a guarantee of any debt security of that series to be in full force and
effect, or the declaration of a guarantee of any debt security of that series to be null and void and unenforceable, or the finding of a guarantee of
any debt security of that series to be invalid, or the denial by the Company, as guarantor, of its liability under its guarantee;

(5)

failure to perform any other covenant for 60 days after notice of such performance was required;

(6)

specified events of bankruptcy, insolvency, or reorganization with respect to Maiden NA, the Company or any Significant Subsidiary of Maiden
NA or the Company; or

(7)

any other Event of Default established for the debt securities of that series.

No Event of Default with respect to any particular series of debt securities necessarily constitutes an Event of Default with respect to any other series
of debt securities. Events of Default with respect to our subordinated debt securities may be different than those with respect to our senior debt securities.
The Trustee is required to give notice to holders of the debt securities of any series within 90 days after the Trustee has knowledge of a default relating to
such debt securities; provided, however, that the Trustee may withhold such notice except a default in payment of principal, premium, if any, interest, if
any, Additional Amounts, if any, or sinking fund payments, if any, in respect of such debt securities or a default or in the delivery of securities or property
upon exchange of such debt securities in accordance with their terms, if the Trustee, in good faith, determines it is in the best interest of such holders to do
so.

If an Event of Default specified in clause (6) above occurs with respect to Maiden NA or the Company and is continuing, then the principal of all the
debt securities and interest, if any, thereon shall automatically become immediately due and payable. If any other Event of Default with respect to the debt
securities of any series occurs and is continuing, either the Trustee or the holders of at least 25% in aggregate principal amount of the debt securities of that
series then outstanding may declare the principal of, or if debt securities of that series are original issue discount securities, such lesser amount as may be
specified in the terms of that series of debt securities, and interest, if any, thereon to be due and payable immediately. However, upon specified conditions,
the holders of a majority in aggregate principal amount of the debt securities of that series then outstanding may rescind and annul any such acceleration
and its consequences.

The indenture provides that no holders of debt securities of any series may institute any proceedings, judicial or otherwise, with respect to the

indenture, or for the appointment of a receiver or Trustee, or for any remedy thereunder, except in the case of failure of the Trustee, for 60 days, to act after
it has received a written request to institute proceedings in respect of an Event of Default from the holders of at least 25% in aggregate principal amount of
the outstanding debt securities of that series, as well as an offer of indemnity reasonably satisfactory to it, and no inconsistent direction has been given to
the Trustee during such 60 day period by the holders of a majority in aggregate principal amount of the debt securities of that series. Notwithstanding any
other provision of the indenture, the holder of a debt security will have the right, which is absolute and unconditional, to receive payment of the principal of
and premium, if any, and interest, if any, and any Additional Amounts on that debt security on the respective due dates for those payments and, in the case
of any debt security which is exchangeable for other securities or property, to exchange that debt security in accordance with its terms, and to institute suit
for the enforcement of those payments and any right to effect such exchange, and this right shall not be impaired without the consent of such holder.

Subject to the provisions of the Trust Indenture Act requiring the Trustee, during the continuance of an Event of Default under the indenture, to act
with the requisite standard of care, the Trustee is under no obligation to exercise any of its rights or powers under the indenture at the request or direction of
any of the holders of debt securities of any series unless those holders have offered the Trustee reasonable indemnity. The holders of a majority in aggregate
principal amount of the outstanding debt securities of any series will have the right to direct the time, method and place of conducting any proceeding for
any remedy available to the Trustee, or of exercising any trust or power conferred upon the Trustee.

Within 120 days after the close of each fiscal year, Maiden NA and the Company, as guarantor, must deliver to the Trustee an officers’ certificate
stating whether or not each certifying officer has knowledge of any default under the indenture and, if so, specifying each such default and the nature and
status thereof.

Modification, Waivers, and Meetings

The indenture permits Maiden NA, the Company, as guarantor, and the Trustee, with the consent of the holders of a majority in aggregate principal

amount of the outstanding debt securities of each series issued under the indenture and affected by a modification or amendment (voting as separate
classes), to modify or amend any of the provisions of the indenture or of the debt securities of the applicable series or the rights of the holders of the debt
securities of the applicable series under the indenture. However, no modification or amendment shall, among other things:

•

•

change the stated maturity of the principal of, or premium, if any, or any installment of interest, if any, on or any Additional Amounts, if any, with
respect to any debt securities, or
reduce  the  principal  of  or  any  premium  on  any  debt  securities  or  reduce  the  rate  (or  modify  the  calculation  of  such  rate)  of  interest  on  or  the
redemption  or  repurchase  price  of  any  debt  securities,  or  any  Additional  Amounts  with  respect  to  any  debt  securities,  or  change  Maiden  NA’s
obligation to pay Additional Amounts, or

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reduce the amount of principal of any original issue discount securities that would be due and payable upon acceleration of the maturity of any
debt security, or
adversely affect any right of repayment or repurchase at the option of any holder, or
release the Company, as guarantor, from any of its obligations under its guarantee or the indenture other than in accordance with the terms of the
indenture,
change any place where or the currency in which any debt securities are payable, or
adversely affect the right, if any, of holders to exchange any debt securities for other securities or property in accordance with their terms, or
impair the holder’s right to institute suit to enforce the payment of any debt securities on or after their stated maturity or the right to exchange any
debt securities in accordance with their terms, or
reduce the percentage of the outstanding debt securities of any series whose holders must consent to any modification or amendment or any waiver
of compliance with specific provisions of such indenture or specified defaults under the indenture and their consequences, or
reduce the requirements for a quorum or voting at a meeting of holders of the applicable debt securities,
without, in each case, obtaining the consent of the holder of each outstanding debt security affected by the modification or amendment.

The indenture also contains provisions permitting Maiden NA, the Company, as guarantor, and the Trustee, without the consent of the holders of any

debt securities, to modify or amend the indenture, among other things:

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•
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•

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to add to the Events of Default or covenants in a manner that benefits the holders of all or any series of debt securities issued under the indenture;
to provide for security of debt securities of any series or add guarantees;
to add to or change any provisions of the indenture to facilitate the issuance of bearer securities;
to establish the form or terms of debt securities of any series and any related coupons;
to cure any ambiguity or correct or supplement any provision in such indenture which may be defective or inconsistent with other provisions in the
indenture, or to make any other provisions with respect to matters or questions arising under the indenture, or to make any change necessary to
comply with any requirement of the SEC in connection with the indenture under the Trust Indenture Act, in each case which shall not adversely
affect the interests of the holders of any series of debt securities;
to amend or supplement any provision contained in the indenture, provided that the amendment or supplement does not apply to any outstanding
debt securities issued before the date of the amendment or supplement and entitled to the benefits of that provision; or
to conform the terms of the indenture or the debt securities to the description thereof contained in any prospectus or other offering document or
memorandum relating to the offer and sale of those debt securities.

The holders of a majority in aggregate principal amount of the outstanding debt securities of any series may waive Maiden NA’s or the Company’s
compliance with some of the restrictive provisions of the indenture, which may include covenants, if any, which are specified in the applicable prospectus
supplement. The holders of a majority in aggregate principal amount of the outstanding debt securities of any series may, on behalf of all holders of debt
securities of that series, waive any past default under the indenture with respect to the debt securities of that series and its consequences, except a default
(i) in the payment of the principal of, or premium, if any, or interest, if any, on the debt securities of that series, (ii) in the delivery of securities or property
upon the exchange of any debt securities of that series in accordance with their terms, or (iii) in respect of a covenant or provision which cannot be
modified or amended without the consent of the holder of each outstanding debt security of the affected series.

The indenture contains provisions for convening meetings of the holders of a series of debt securities. A meeting may be called at any time by the
Trustee, and also, upon Maiden NA’s request, or the request of holders of at least 10% in aggregate principal amount of the outstanding debt securities of a
series. Notice of a meeting must be given in accordance with the provisions of the indenture. Except for any consent which must be given by the holder of
each outstanding debt security affected in the manner described above, any resolution presented at a meeting or adjourned meeting duly reconvened at
which a quorum, as described below, is present may be adopted by the affirmative vote of the holders of a majority in aggregate principal amount of the
outstanding debt securities of that series. However, any resolution with respect to any request, demand, authorization, direction, notice, consent, waiver, or
other action which may be made, given or taken by the holders of a specified percentage, other than a majority, in aggregate principal amount of the
outstanding debt securities of a series may be adopted at a meeting or adjourned meeting duly reconvened at which a quorum is present by the affirmative
vote of the holders of that specified percentage in aggregate principal amount of the outstanding debt securities of that series. Any resolution

passed or decision taken at any meeting of holders of debt securities of any series duly held in accordance with the indenture will be binding on all holders
of debt securities of that series and the related coupons, if any. The quorum at any meeting called to adopt a resolution, and at any reconvened meeting, will
be persons holding or representing a majority in aggregate principal amount of the outstanding debt securities of a series, subject to exceptions; provided,
however, that if any action is to be taken at that meeting with respect to a consent or waiver which may be given by the holders of a supermajority in
aggregate principal amount of the outstanding debt securities of a series, the persons holding or representing that specified supermajority percentage in
aggregate principal amount of the outstanding debt securities of that series will constitute a quorum.

Discharge, Defeasance, and Covenant Defeasance

Satisfaction and Discharge

Upon Maiden NA’s direction, the indenture shall cease to be of further effect with respect to the debt securities of any series specified by Maiden NA,

subject to the survival of specified provisions of the indenture, including Maiden NA’s obligation to repurchase such debt securities at the option of the
holders thereof or to exchange such debt securities into other securities or property in accordance with their terms, if applicable, and Maiden NA’s
obligation to pay Additional Amounts in respect of such debt securities to the extent described below, when:

•

either
(A) all outstanding debt securities of that series and, in the case of bearer securities, all related coupons have been delivered to the Trustee for

cancellation, subject to exceptions, or

(B) all debt securities of that series and, if applicable, any related coupons have become due and payable or will become due and payable at their
maturity within one year or are to be called for redemption within one year, and Maiden NA has deposited with the Trustee, in trust, funds in
the currency in which the debt securities of that series are payable in an amount sufficient to pay the entire indebtedness on the debt securities
of that series and, if applicable, related coupons, including the principal thereof and, premium, if any, and interest, if any, thereon, and, to the
extent that (x) the debt securities of that series provide for the payment of Additional Amounts and (y) the amount of any Additional Amounts
which are or will be payable is at the time of deposit reasonably determinable by Maiden NA, in the exercise of its sole discretion, those
Additional Amounts, to the date of such deposit, if the debt securities of that series have become due and payable, or to the maturity or
redemption date of the debt securities of that series, as the case may be;

•

•

Maiden NA has paid all other sums payable under the indenture with respect to the debt securities of that series (including amounts payable to the
Trustee); and
the  Trustee  has  received  an  officers’  certificate  and  an  opinion  of  counsel  to  the  effect  that  all  conditions  precedent  to  the  satisfaction  and
discharge of the indenture have been satisfied.

If the debt securities of any series provide for the payment of Additional Amounts, Maiden NA will remain obligated, following the deposit described

above, to pay Additional Amounts on those debt securities to the extent that they exceed the amount deposited in respect of those Additional Amounts as
described above.

Defeasance and Covenant Defeasance

Unless otherwise specified in the applicable prospectus supplement, Maiden NA may elect with respect to the debt securities of the particular series

either:

•

to  defease  and  discharge  itself  and  the  Company,  as  guarantor,  from  any  and  all  obligations  with  respect  to  those  debt  securities  (“full
defeasance”), except for, among other things:
(1) the obligation to pay Additional Amounts, if any, upon the occurrence of specified events of taxation, assessment, or governmental charge

with respect to payments on those debt securities to the extent that those Additional Amounts exceed the amount deposited in respect of those
amounts as provided below;

(2) the obligations to register the transfer or exchange of those debt securities;

(3) the obligation to replace temporary or mutilated, destroyed, lost, or stolen debt securities;

(4) the obligation to maintain an office or agency in respect of those debt securities;

(5) the obligation to hold moneys for payment in respect of those debt securities in trust; and

(6) the obligation, if applicable, to repurchase those debt securities at the option of the holders thereof or to exchange those debt securities for

other securities or property in accordance with their terms, or

to be released from its obligations and to release the Company, as guarantor, of its obligations with respect to those debt securities under certain
covenants in the indenture and, if applicable, other covenants as may be specified in the applicable prospectus supplement, and any omission to
comply with those obligations shall not constitute a default or an Event of Default with respect to those debt securities (“covenant defeasance”),
in either case upon the irrevocable deposit with the Trustee, or other qualifying Trustee, in trust for that purpose, of an amount in the currency in
which those debt securities are payable at maturity or, if applicable, upon redemption, and/or government obligations which through the payment
of principal and interest in accordance with their terms will provide money, in an amount sufficient to pay the principal of and any premium and
any  interest  on,  and,  to  the  extent  that  (x)  those  debt  securities  provide  for  the  payment  of  Additional  Amounts  and  (y)  the  amount  of  the
Additional  Amounts  which  are  or  will  be  payable  is  at  the  time  of  deposit  reasonably  determinable  by  Maiden  NA,  in  the  exercise  of  its  sole
discretion, the Additional Amounts with respect to, those debt securities, and any mandatory sinking fund or analogous payments on those debt
securities, on the due dates for those payments, whether at maturity, upon redemption, upon repayment at the option of the holder or otherwise.

The full defeasance or covenant defeasance described above shall only be effective if, among other things:

it shall not result in a breach or violation of, or constitute a default under, the indenture or any other material agreement or instrument to which
Maiden NA, the Company, as guarantor, or any of their subsidiaries are a party or are bound;
in  the  case  of  full  defeasance,  Maiden  NA  shall  have  delivered  to  the  Trustee  an  opinion  of  independent  counsel  reasonably  acceptable  to  the
Trustee confirming that:
(A) Maiden NA has received from, or there has been published by, the Internal Revenue Service a ruling; or

(B) since the date of the indenture, there has been a change in applicable federal income tax law,

in either case to the effect that, and based on this ruling or change the opinion of counsel shall confirm that, the holders of the debt securities of the
applicable series will not recognize income, gain or loss for U.S. federal income tax purposes as a result of the full defeasance and will be subject
to U.S. federal income tax on the same amounts, in the same manner and at the same times as would have been the case if the defeasance had not
occurred;
in the case of covenant defeasance, Maiden NA shall have delivered to the Trustee an opinion of independent counsel reasonably acceptable to the
Trustee to the effect that the holders of the debt securities of the applicable series will not recognize income, gain or loss for U.S. federal income
tax purposes as a result of the covenant defeasance and will be subject to U.S. federal income tax on the same amounts, in the same manner and at
the same times as would have been the case if the covenant defeasance had not occurred;
if  the  cash  and  government  obligations  deposited  are  sufficient  to  pay  the  outstanding  debt  securities  of  the  applicable  series  on  a  particular
redemption date, Maiden NA shall have given the Trustee irrevocable instructions to redeem those debt securities on that date;
no Event of Default or default which with notice or lapse of time or both would become an Event of Default with respect to debt securities of the
applicable series shall have occurred and be continuing on the date of the deposit into trust; and, solely in the case of full defeasance, no Event of
Default arising from specified events of bankruptcy, insolvency, or reorganization with respect to Maiden NA, the Company, as guarantor, or any
of their Significant Subsidiaries or default which with notice or lapse of time or both would become such an Event of Default shall have occurred
and be continuing during the period ending on the 91st day after the date of the deposit into trust; and
Maiden  NA  shall  have  delivered  to  the  Trustee  an  officers’  certificate  and  legal  opinion  to  the  effect  that  all  conditions  precedent  to  the  full
defeasance or covenant defeasance, as the case may be, have been satisfied.

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In the event Maiden NA effects covenant defeasance with respect to debt securities of any series and those debt securities are declared due and payable

because of the occurrence of any Event of Default other than an Event of Default with respect to the covenants as to which covenant defeasance has been
effected, which covenants would no longer be applicable to the debt securities of that series after covenant defeasance, the amount of monies and/or
government obligations deposited with the Trustee to effect covenant defeasance may not be sufficient to pay amounts due on the debt securities of that
series at the time of any acceleration resulting from that Event of Default. However, Maiden NA would remain liable to make payment of those amounts
due at the time of acceleration.

The applicable prospectus supplement may further describe the provisions, if any, permitting or restricting full defeasance or covenant defeasance with

respect to the debt securities of a particular series.

Concerning the Trustee

The indenture provides that there may be more than one Trustee under the indenture, each with respect to one or more series of debt securities. If there

are different Trustees for different series of debt securities, each Trustee will be a Trustee separate and apart from any other Trustee under the indenture.
Unless otherwise indicated in any applicable prospectus supplement, any action permitted to be taken by a Trustee may be taken by such Trustee only with
respect to the one or more series of debt securities for which it is the Trustee under the indenture. Any Trustee under the indenture may resign or be
removed with respect to one or more series of debt securities. All payments of principal of, and premium, if any, and interest on, and all registration,
transfer, exchange, authentication and delivery (including authentication and delivery on original issuance of the debt securities) of, the debt securities of a
series will be effected by the Trustee with respect to that series at an office designated by the trustee in Wilmington, Delaware.

Under the Trust Indenture Act, the indenture is deemed to contain limitations on the right of the Trustee, should it become a creditor of Maiden NA or
the Company, as guarantor, to obtain payment of claims in some cases or to realize on certain property received in respect of any such claim as security or
otherwise. The Trustee may engage in other transactions with Maiden NA or the Company. If it acquires any conflicting interest relating to any of its duties
with respect to the debt securities, however, it must eliminate the conflict or resign as Trustee.

The holders of a majority in aggregate principal amount of any series of debt securities then outstanding will have the right to direct the time, method
and place of conducting any proceeding for exercising any remedy available to the Trustee with respect to such series of debt securities, provided that the
direction would not conflict with any rule of law or with the indenture or with any series of debt securities or with any series of debt securities, such
direction would not be unduly prejudicial to the rights of another holders of the debt securities (or any other series), and the Trustee may take any other
action deemed proper by the Trustee which is not inconsistent with such direction. The Trustee will be under no obligation to exercise any of its rights or
powers under the indenture at the request of any of the holders of the debt securities, unless they shall have offered to the Trustee security and indemnity
reasonably satisfactory to the Trustee.

Wilmington Trust Company is the Trustee under the indenture. We maintain corporate trust relationships in the ordinary course of business with the

Trustee.

DESCRIPTION OF DEBT SECURITIES OF MAIDEN HOLDINGS, LTD.

The following description of the Company’s debt securities is a summary and does not purport to be complete. It is subject to, and is qualified in its

entirety by reference to, all of the provisions of the Notes, the Form of Indenture for Debt Securities and the First Supplemental Indenture, dated as of
June 14, 2016 (the “Maiden Indenture”), each of which is incorporated by reference as an exhibit to the Annual Report on Form 10‑K of which this
Exhibit 4.16 is a part. In this section, references to the “notes” refer only to the Company’s 2046 Senior Notes.

General

The notes are unsecured and unsubordinated obligations of the Company and rank equally in right of payment with all of the Company’s other
unsecured and unsubordinated indebtedness from time to time outstanding. The notes mature on June 14, 2046, unless previously redeemed in full by the
Company as provided below under “- Optional Redemption” or “- Redemption for Changes in Withholding Taxes.”

The notes bear interest at the rate of 6.625% per annum from June 14, 2016 to maturity or early redemption. Interest on the notes is payable on the

14th day of March, June, September and December of each year to the persons in whose names such notes were registered at the close of business on the
immediately preceding 28th day of February and 30th day of May, August and November (whether or not a business day), respectively.

Interest payments in the respect of the notes will equal the amount of interest accrued from and including the immediately preceding interest payment

date in respect of which interest has been paid or duly provided for (or from and including the date of issue, if no interest has been paid or duly provided for
with respect to the notes), to, but not including, the applicable interest payment date or stated maturity date or date of earlier redemption, as the case may
be. Interest on the notes will be computed on the basis of a 360-day year comprised of twelve 30-day months. If any interest payment date, redemption date
or the maturity date falls on a day that is not a business day, the payment due on that interest payment date, redemption date or the

maturity date will be made on the next business day, and without any interest or other payment in respect of such delay. The principal, interest, if any, and
additional amounts, if any, on the notes will be payable through DTC as described under “- Same-Day Funds Payment.”

We issued the notes in an aggregate principal amount of $110 million. The Maiden Indenture governing the notes does not limit the aggregate principal

amount of the debt securities which we may issue thereunder and provides that we may issue debt securities thereunder from time to time in one or more
series. We may, from time to time, without the consent of or notice to holders of the notes, issue and sell additional debt securities ranking equally and
ratably with the notes in all respects and having the same terms as the notes (other than the issue date, and to the extent applicable, issue price, initial date
of interest accrual and initial interest payment date of such additional debt securities), so that such additional debt securities shall be consolidated and form
a single series with the notes for all purposes, including voting; provided, that such additional debt securities are fungible with the previously issued notes
for U.S. federal income tax purposes.

The notes are not entitled to the benefit of any mandatory redemption or sinking fund or to redemption or repurchase at the option of the holders upon

a change of control, a change in management, an asset sale or any other specified event.

The notes were issued only in fully registered form without coupons in minimum denominations of $25 and integral multiples of $25 in excess thereof.

The notes may be presented for transfer (duly endorsed or accompanied by a written instrument of transfer, if so required by the Company or the security
registrar) or exchanged for other notes (containing identical terms and provisions, in any authorized denominations, and of a like aggregate principal
amount) at the office or agency maintained by the Company for such purposes (initially the Corporate Trust Office of the trustee). Such transfer or
exchange will be made without service charge, but we may require payment of a sum sufficient to cover any tax or other governmental charge and any
other expenses then payable.

The Maiden Indenture does not contain any provisions that would limit our ability to incur indebtedness or that would afford holders of the notes
protection in the event of a sudden and significant decline in our credit quality or a takeover, recapitalization or highly leveraged or similar transaction
involving the Company. Accordingly, we could in the future enter into transactions that could increase the amount of indebtedness outstanding at that time
or otherwise affect their respective capital structure or credit rating.

Guarantee

The notes will not be guaranteed by any of our subsidiaries.

Optional Redemption

The notes may be redeemed, for cash, in whole or in part, on or after June 14, 2021, at our option, at any time and from time to time, until maturity at a

redemption price equal to 100% of the principal amount of the notes to be redeemed, plus accrued but unpaid interest on the principal amount being
redeemed to, but not including, the redemption date.

We will mail a notice of any redemption to each holder of notes to be redeemed, at its registered address, by first-class mail (with a copy to the trustee)

at least 30 and not more than 60 days prior to the date fixed for redemption. Unless we default on payment of the redemption price, interest will cease to
accrue on the notes or portions thereof called for redemption on the applicable redemption date. If fewer than all of the notes are to be redeemed, the trustee
will select, not more than 60 days prior to the redemption date, the particular notes or portions thereof for redemption from the outstanding notes not
previously called by lot or any other method as the trustee deems fair and appropriate. The trustee will make this selection from the then outstanding notes
that have not been previously called for redemption. The trustee is required to notify us in writing of the notes that it has selected for redemption and, in the
case of any note selected for partial redemption, the principal amount of such note to be redeemed. Additionally, the notes and the portions thereof that the
trustee selects for redemption must be in a minimum amount of $25 or integral multiples of $25 in excess thereof. The provisions of the Maiden Indenture
that apply to notes that are called for redemption also apply to portions of notes that are called for redemption.

Payment of Additional Amounts

If any taxes, assessments or other governmental charges are imposed by the jurisdiction, other than the United States, where we or any of our
successors (a “Payor”), are organized or otherwise considered to be a resident for tax purposes, any jurisdiction, other than the United States, from or
through which the Payor makes a payment on the notes, or, in each case, any political organization or governmental authority thereof or therein having the
power to tax (the “Relevant Tax Jurisdiction”) in respect of any payments under the notes, the Payor will pay to each holder of the notes, to the extent it
may lawfully do so,

such additional amounts as may be necessary in order that the net amounts paid to such holder will be not less than the amount specified in such notes to
which such holder is entitled; provided, however, the Payor will not be required to make any payment of additional amounts for or on account of:

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any  tax,  assessment  or  other  governmental  charge  which  would  not  have  been  imposed  but  for  (1)  the  existence  of  any  present  or  former
connection between such holder (or between a fiduciary, settlor, beneficiary, member or shareholder of, or possessor of a power over, such holder,
if such holder is an estate, trust, partnership, limited liability company or corporation) and the Relevant Tax Jurisdiction (other than by reason of
the mere ownership of, or receipt of payment under, the notes) including, without limitation, such holder (or such fiduciary, settlor, beneficiary,
member,  shareholder  or  possessor)  being  or  having  been  a  citizen  or  resident  thereof  or  being  or  having  been  present  or  engaged  in  trade  or
business therein or having or having had a permanent establishment therein or (2) the presentation of a note (where presentation is required) for
payment on a date more than 30 days after (x) the date on which such payment became due and payable or (y) the date on which payment thereof
is duly provided for, whichever occurs later;
any estate, inheritance, gift, sales, transfer, personal property or similar tax, assessment or other governmental charge;
any tax, assessment or other governmental charge which is payable otherwise than by withholding from payment of (or in respect of) principal of,
premium, if any, or any interest on, the notes;
any tax, assessment or other governmental charge that is imposed or withheld by reason of the failure by the holder or the beneficial owner of the
notes  to  comply  with  a  request  of  the  Payor  addressed  to  the  holder  to  provide  information,  documents  or  other  evidence  concerning  the
nationality, residence or identity of the holder or such beneficial owner which is required by a statute, treaty, regulation or administrative practice
of the Relevant Tax Jurisdiction as a precondition to exemption from all or part of such tax, assessment or other governmental charge;
any withholding or deduction that is imposed on a payment pursuant to Sections 1471 through 1474 of the Code and related Treasury regulations
and pronouncements (the Foreign Account Tax Compliance Act, or “FATCA”) or any successor provisions and any regulations or official law,
agreement or interpretations thereof implementing an intergovernmental approach thereto; or
any combination of the above;

nor will additional amounts be paid with respect to any payment of the principal of, or any premium or interest on, any notes to any holder who is a
fiduciary or partnership or limited liability company or other than the sole beneficial owner of such payment to the extent such payment would be required
by the laws of the Relevant Tax Jurisdiction to be included in the income for tax purposes of a beneficiary or settlor with respect to such fiduciary or a
member of such partnership or limited liability company or beneficial owner who would not have been entitled to such additional amounts had it been the
holder of such notes.

The Payor will provide the trustee with the official acknowledgment of the relevant tax authority (or, if such acknowledgment is not available, a

certified copy thereof) evidencing the payment of any withholding taxes by the Payor. Copies of such documentation will be made available to the holders
of the notes or the paying agent, as applicable, upon written request therefor.

All references in this section to principal of, premium, if any, and interest on the notes will include any additional amounts payable by the Payor in

respect of such principal, such premium, if any, and such interest.

Redemption for Changes in Withholding Taxes

We are entitled to redeem the notes, at its option, at any time, for cash, in whole but not in part, upon not less than 30 nor more than 60 days’ prior
written notice, at 100% of the principal amount thereof, plus any accrued but unpaid interest to, but not including, the date of redemption (subject to the
right of holders of record on the relevant record date, whether or not a business day, to receive interest due on the relevant interest payment date), in the
event that the Payor has become or would become obligated to pay, on the next date on which any amount would be payable with respect to the notes, any
additional amounts as a result of:

•

a  change  in  or  an  amendment  to  the  laws  (including  any  regulations  promulgated  thereunder)  of  a  Relevant  Tax  Jurisdiction,  which  change  or
amendment is announced: (1) in the case of the Company, after the date of original issuance of the notes and (2) in the case of any successor to the
Company, after the date such successor becomes the successor to the Company; or

•

any  change  in  or  amendment  to  any  official  position  regarding  the  application  or  interpretation  of  such  laws  or  regulations,  which  change  or
amendment is announced: (1) in the case of the Company, after the date of original issuance of the notes and (2) in the case of any successor to the
Company, after the date such successor becomes the successor to the Company,

and, in each case, the Payor cannot avoid such obligation by taking reasonable measures available to it.

Before any notice of redemption of the notes is delivered to the holder as described above, we will deliver to the trustee, at least 30 days before the
date set for redemption, in each case, an officers’ certificate and an opinion of independent legal counsel of recognized standing stating that the Payor has
or will become obligated to pay additional amounts as a result of a change in tax laws or regulations or the application or interpretation of such laws or
regulations.

Book-Entry System

The certificates representing the notes will be issued in the form of one or more fully-registered global notes without coupons (the “Global Note”) and
will be deposited with, or on behalf of DTC and registered in the name of Cede & Co., as the nominee of DTC. Except in limited circumstances, the notes
will not be issuable in definitive form. Unless and until they are exchanged in whole or in part for the individual notes represented thereby, any interests in
the Global Note may not be transferred except as a whole by DTC to a nominee of DTC or by a nominee of DTC to DTC or another nominee of DTC or by
DTC or any nominee of DTC to a successor depository or any nominee of such successor.

DTC has advised us that DTC is a limited-purpose trust company organized under the New York Banking Law, a “banking organization” within the

meaning of the New York Banking Law, a member of the Federal Reserve System, a “clearing corporation” within the meaning of the New York Uniform
Commercial Code, and a “clearing agency” registered pursuant to the provisions of Section 17A of the Exchange Act.

DTC holds securities that its participants (“Direct Participants”) deposit with DTC. DTC also facilitates the post-trade settlement among Direct
Participants of sales and other securities transactions in deposited securities, through electronic computerized book-entry transfers and pledges between
Direct Participants’ accounts. This eliminates the need for physical movement of securities certificates. Direct Participants include both U.S. and non-U.S.
securities brokers and dealers, banks, trust companies, clearing corporations, and certain other organizations. DTC is a wholly owned subsidiary of DTCC.
DTCC is the holding company for DTC, National Securities Clearing Corporation and Fixed Income Clearing Corporation, all of which are registered
clearing agencies. DTCC is owned by the users of its regulated subsidiaries. Access to the DTC system is also available to others such as both U.S. and
non-U.S. securities brokers and dealers, banks, trust companies and clearing corporations that clear through or maintain a custodial relationship with a
Direct Participant, either directly or indirectly.

The rules applicable to DTC and its Participants are on file with the SEC. The information in this section concerning DTC and DTC’s book-entry

system has been obtained from sources that the Company believes to be reliable, but the Company takes no responsibility for the accuracy thereof.

Registration, Transfer, Payment, and Paying Agent

Unless otherwise specified in the applicable prospectus supplement, each series of debt securities will be issued in registered form only, without
coupons. The Maiden Indenture, however, provides that the Company may also issue debt securities in bearer form only, or in both registered and bearer
form. Purchasers of bearer securities will be subject to certification procedures and may be affected by limitations under United States tax laws. The terms
of the bearer securities of the particular series and the applicable procedures and limitations will be described in the applicable prospectus supplement.

Unless otherwise specified in the applicable prospectus supplement, registered securities will be issued in minimum denominations of $2,000 or any

integral multiple of $1,000 in excess thereof, and bearer securities will be issued in minimum denominations of $5,000.

Unless otherwise specified in the applicable prospectus supplement, the debt securities will be payable and may be surrendered for registration of
transfer or exchange and, if applicable, for exchange for other securities or property, at an office or agency maintained by the Company in Wilmington,
Delaware. However, the Company, at its option, may make payments of interest on any interest payment date on any registered security by check mailed to
the address of the person entitled to receive that payment or by wire transfer to an account maintained by the payee with a bank located in the United
States.

Any interest not punctually paid or duly provided for on any interest payment date with respect to the debt securities of any series will forthwith cease

to be payable to the holders of those debt securities on the applicable regular record date and may

either be paid to the persons in whose names those debt securities are registered at the close of business on a special record date for the payment of the
interest not punctually paid or duly provided for to be fixed by the Trustee, notice whereof shall be given to the holders of those debt securities not less than
10 days prior to the special record date, or may be paid at any time in any other lawful manner, all as completely described in the Maiden Indenture.

Subject to certain limitations imposed on debt securities issued in book-entry form, the debt securities of any series will be exchangeable for other debt

securities of the same series and of a like aggregate principal amount and tenor of different authorized denominations upon surrender of those debt
securities at the designated place or places. In addition, subject to certain limitations imposed upon debt securities issued in book-entry form, the debt
securities of any series may be surrendered for registration of transfer or exchange thereof at the designated place or places if duly endorsed or
accompanied by a written instrument of transfer. No service charge shall be made for any registration of transfer or exchange, redemption or repayment of
debt securities, or for any exchange of debt securities for other securities or property, but the Company may require payment of a sum sufficient to cover
any tax or other governmental charge that may be imposed in connection with certain of those transactions.

Unless otherwise specified in the applicable prospectus supplement, the Company will not be required to:

•

•

•

issue, register the transfer of or exchange debt securities of any series during a period beginning at the opening of business 15 days before any
selection of debt securities of that series of like tenor and terms to be redeemed and ending at the close of business on the day of that selection;
register the transfer of or exchange any registered security, or portion of any registered security, called for redemption, except the unredeemed
portion of any registered security being redeemed in part; or
issue, register the transfer of or exchange a debt security which has been surrendered for repurchase at the option of the holder, except the portion,
if any, of the debt security not to be repurchased.

Book-Entry Debt Securities

The debt securities of a series may be issued in whole or in part in the form of one or more global debt securities. Global debt securities will be
deposited with, or on behalf of, a depositary identified in the applicable prospectus supplement relating thereto. Global debt securities may be issued in
either registered or bearer form and in either temporary or permanent form. Unless and until it is exchanged in whole or in part for individual certificates
evidencing debt securities, a global debt security may not be transferred except as a whole by the depositary to its nominee or by the nominee to the
depositary or by the depositary or its nominee to a successor depositary or to a nominee of the successor depositary.

The Company anticipates that global debt securities will be deposited with, or on behalf of DTC, and that global debt securities will be registered in the
name of DTC’s nominee, Cede & Co. The Company also anticipates that the following provisions will apply to the depository arrangements with respect to
global debt securities. Additional or differing terms of the depository arrangements will be described in the applicable prospectus supplement.

DTC has advised us that it is:

•
•
•
•
•

a limited-purpose trust company organized under the New York Banking Law;
a “banking organization” within the meaning of the New York Banking Law;
a member of the Federal Reserve System;
a “clearing corporation” within the meaning of the New York Uniform Commercial Code; and
a “clearing agency” registered pursuant to the provisions of Section 17A of the Exchange Act.

DTC holds securities that its participants deposit with DTC. DTC also facilitates the settlement among its participants of securities transactions,
including transfers and pledges, in deposited securities through electronic computerized book-entry changes in participants’ accounts, which eliminates the
need for physical movement of securities certificates. Direct participants include securities brokers and dealers, banks, trust companies, clearing
corporations, and other organizations. DTC is a wholly-owned subsidiary of DTCC. DTCC is the holding company for DTC, National Securities Clearing
Corporation and Fixed Income Clearing Corporation, all of which are registered clearing agencies. DTCC is owned by the users of its regulated
subsidiaries. Access to the DTC system is also available to others, sometimes referred to in this section as indirect participants, that clear transactions
through or maintain a custodial relationship with a direct participant either directly or indirectly. Indirect participants include securities brokers and dealers,
banks and trust companies. The rules applicable to DTC and its participants are on file with the SEC.

Purchases of debt securities within the DTC system must be made by or through direct participants, which will receive a credit for the debt securities

on DTC’s records. The ownership interest of the actual purchaser or beneficial owner of a debt security is, in turn, recorded on the direct and indirect
participants’ records. Beneficial owners will not receive written confirmation from DTC of their purchases, but beneficial owners are expected to receive
written confirmations providing details of the transactions, as well as periodic statements of their holdings, from the direct or indirect participants through
which they purchased the debt securities. Transfers of ownership interests in debt securities are to be accomplished by entries made on the books of
participants acting on behalf of beneficial owners. Beneficial owners will not receive certificates representing their ownership interests in the debt securities
except in the limited circumstances described below.

To facilitate subsequent transfers, all debt securities deposited by participants with DTC will be registered in the name of DTC’s nominee, Cede & Co.

The deposit of debt securities with DTC and their registration in the name of Cede & Co. will not change the beneficial ownership of the debt securities.
DTC has no knowledge of the actual beneficial owners of the debt securities. DTC’s records reflect only the identity of the direct participants to whose
accounts the debt securities are credited. Those participants may or may not be the beneficial owners. The participants are responsible for keeping account
of their holdings on behalf of their customers.

Conveyance of notices and other communications by DTC to direct participants, by direct participants to indirect participants and by direct and indirect

participants to beneficial owners will be governed by arrangements among them, subject to any legal requirements in effect from time to time.

Redemption notices shall be sent to DTC or its nominee. If less than all of the debt securities of a series are being redeemed, DTC will reduce the

amount of the interest of direct participants in the debt securities in accordance with its procedures.

A beneficial owner of debt securities shall give notice to elect to have its debt securities repurchased or tendered, through its participant to the Trustee

and shall effect delivery of such debt securities by causing the direct participant to transfer the participant’s interest in such debt securities, on DTC’s
records, to the Trustee. The requirement for physical delivery of debt securities in connection with a repurchase or tender will be deemed satisfied when the
ownership rights in such debt securities are transferred by direct participants on DTC’s records and followed by a book-entry credit of such debt securities
to the Trustee’s DTC account.

In any case where a vote may be required with respect to the debt securities of any series, neither DTC nor Cede & Co. will give consents for or vote

such global debt securities. Under its usual procedures, DTC will mail an omnibus proxy to the Company as soon as possible after the record date. The
omnibus proxy assigns the consenting or voting rights of Cede & Co. to those direct participants to whose accounts the debt securities are credited on the
record date identified in a listing attached to the omnibus proxy.

Principal of and premium, if any, and interest, if any, on the global debt securities will be paid to Cede & Co., as nominee of DTC. DTC’s practice is to

credit direct participants’ accounts on the relevant payment date unless DTC has reason to believe that it will not receive payments on the payment date.
Payments by direct and indirect participants to beneficial owners will be governed by standing instructions and customary practices, as is the case with
securities held for the account of customers in bearer form or registered in “street name.” Those payments will be the responsibility of participants and not
of DTC or the Company, subject to any legal requirements in effect from time to time. Payment of principal, premium, if any, and interest, if any, to Cede
& Co. is the Company’s responsibility, disbursement of payments to direct participants is the responsibility of DTC, and disbursement of payments to the
beneficial owners is the responsibility of direct and indirect participants.

Except as described in this section, owners of beneficial interests in a global debt security will not be entitled to have debt securities registered in their

names and will not receive physical delivery of debt securities. Accordingly, each beneficial owner must rely on the procedures of DTC to exercise any
rights under the debt securities and the Maiden Indenture.

The laws of some jurisdictions may require that some purchasers of securities take physical delivery of securities in definitive form. These laws may

impair the ability to transfer or pledge beneficial interests in global debt securities.

DTC is under no obligation to provide its services as depositary for the debt securities of any series and may discontinue providing its services at any

time. Neither we, nor the Trustee will have any responsibility for the performance by DTC or its participants or indirect participants under the rules and
procedures governing DTC. As noted above, owners of beneficial interests in a global debt security will not receive certificates representing their interests.
However, if

•

•
•

DTC notifies the Company that it is unwilling or unable to continue as a depositary for the global debt securities of any series or if DTC ceases to
be  a  clearing  agency  registered  under  the  Exchange  Act  and  a  successor  depositary  is  not  appointed  by  the  Company  within  90  days  of  the
notification or of the Company’s becoming aware of DTC’s ceasing to be so registered, as the case may be,
the Company determines, in its sole discretion, not to have the debt securities of any series represented by one or more global debt securities, or
an Event of Default under the Maiden Indenture has occurred and is continuing with respect to the debt securities of any series and DTC wishes to
exchange such global debt securities for definitive certificated debt securities,

The Company will prepare and deliver certificates for the debt securities of that series in exchange for beneficial interests in the global debt securities.
Any beneficial interest in a global debt security that is exchangeable under the circumstances described in the preceding sentence will be exchangeable for
debt securities in definitive certificated form registered in the names that the depositary shall direct. It is expected that these directions will be based upon
directions received by the depositary from its participants with respect to ownership of beneficial interests in the global debt securities.

We obtained the information in this section and elsewhere in this section concerning DTC and DTC’s book-entry system from sources that we believe

to be reliable, but neither we nor any applicable underwriters, agents or dealers take any responsibility for the accuracy of this information.

Same-Day Funds Payment

All payments of principal, premium if any, and interest in respect of notes in book-entry form will be made by us in immediately available funds to the

accounts specified by DTC.

Listing

The 2046 Senior Notes are traded on the New York Stock Exchange under the symbol “MHLA.”

Governing Law

The Maiden Indenture and the notes will be governed by, and construed in accordance with, the laws of the State of New York applicable to

agreements made or instruments entered into and, in each case, performed in that state.

Concerning the Trustee

Wilmington Trust, National Association is the trustee under the Maiden Indenture with respect to the notes. The Company maintains corporate trust

relationships in the ordinary course of business with the trustee.

Outstanding Debt Securities

In determining whether the holders of the requisite principal amount of outstanding debt securities have given any request, demand, authorization,

direction, notice, consent, or waiver under the Maiden Indenture:

•

•

•

•

the principal amount of an original issue discount security that shall be deemed to be outstanding for these purposes shall be that portion of the
principal amount of the original issue discount security that would be due and payable upon acceleration of the original issue discount security as
of the date of the determination,
the  principal  amount  of  any  Indexed  Security  that  shall  be  deemed  to  be  outstanding  for  these  purposes  shall  be  the  principal  amount  of  the
Indexed Security determined on the date of its original issuance,
the principal amount of a debt security denominated in a foreign currency shall be the U.S. dollar equivalent, determined on the date of its original
issuance, of the principal amount of the debt security, and
a debt security owned by the Company or any obligor on the debt security or any affiliate of the Company or such other obligor shall be deemed
not to be outstanding.

Redemption and Repurchase

The debt securities of any series may be redeemable at the Company’s option or may be subject to mandatory redemption by the Company as required

by a sinking fund or otherwise. In addition, the debt securities of any series may be subject to

repurchase by the Company at the option of the holders. The applicable prospectus supplement will describe the terms and conditions regarding any
optional or mandatory redemption or option to repurchase the debt securities of the related series.

Exchange

The terms and conditions, if any, on which debt securities of any series are exchangeable for shares of our Common Shares or other securities or

property will be set forth in the applicable prospectus supplement.

Certain Covenants

Any material covenants applicable to the debt securities of any series not described in this section will be specified in the applicable prospectus

supplement.

Merger, Consolidation, and Transfer of Assets

The Maiden Indenture provides that the Company may not, in any transaction or series of related transactions, consolidate or amalgamate with or

merge into any other person or sell, lease, assign, transfer, or otherwise convey all or substantially all of their assets to any other person unless:

•

•

•

in  such  transaction  or  transactions  involving  the  Company,  either  (1)  the  Company  shall  be  the  continuing  person  (in  the  case  of  a  merger)  or
(2) the successor person (if other than the Company) formed by or resulting from the consolidation or amalgamation or merger or to which such
sale,  assignment,  transfer,  lease  or  other  conveyance  of  all  or  substantially  all  of  the  properties  and  assets  of  the  Company  is  made,  shall  be  a
corporation organized and existing under the laws of the United States or Bermuda, and such successor person shall expressly assume the due and
punctual payment of the principal of, premium, if any, and interest, if any, on all the debt securities outstanding under the Maiden Indenture and
the  due  and  punctual  performance  of  all  of  the  Company’s  other  obligations  under  the  Maiden  Indenture  and  the  debt  securities  outstanding
thereunder, including any applicable exchange rights of holders;
immediately after giving effect to such transaction or transactions, no Event of Default under the Maiden Indenture, and no event which, after
notice or lapse of time or both would become an Event of Default under the Maiden Indenture, shall have occurred and be continuing; and
the  Trustee  shall  have  received  an  officer’s  certificate  and  opinion  of  counsel  from  the  Company  to  the  effect  that  all  conditions  precedent
provided for in the Maiden Indenture have been satisfied.

Upon any consolidation or amalgamation by the Company with, or the Company’s merger into, any other person or any sale, assignment, transfer,
lease, or conveyance of all of the properties and assets of the Company to any person in accordance with the provisions of the Maiden Indenture described
above, the successor person formed by the consolidation or amalgamation or into which the Company is merged or to which the sale, assignment, transfer,
lease, or other conveyance is made shall succeed to, and be substituted for, the Company, and may exercise every right and power of the Company under
the Maiden Indenture with the same effect as if such successor person had been named as the Company, therein; and thereafter, except in the case of a
lease, the predecessor person shall be released from all obligations and covenants under the Maiden Indenture and the debt securities issued under that
Maiden Indenture.

Limitations on Liens on Stock of Subsidiaries

Under the Maiden Indenture, we covenant that, so long as any of the notes are outstanding, we will not, nor will we permit any subsidiary to, create,

assume, incur, guarantee or otherwise permit to exist any Indebtedness secured by any mortgage, pledge, lien, security interest or other encumbrance upon
any shares of capital stock of any Designated Subsidiary (whether such shares of stock are now owned or hereafter acquired) without effectively providing
concurrently that the notes (and, if we so elect, any other Indebtedness of the Company that is not subordinate to the notes and with respect to which the
governing instruments of such Indebtedness require, or pursuant to which we are otherwise obligated, to provide such security) will be secured equally and
ratably with, or prior to, such Indebtedness for at least the time period such other Indebtedness is so secured.

For purposes of the Maiden Indenture, “capital stock” of any person means any and all shares, interests, rights to purchase, warrants, options,

participations or other equivalents of or interests in (however designated) equity of such person, including preferred stock, partnership interests and limited
liability company membership interests, but excluding any debt securities convertible into such equity.

The term “Designated Subsidiary” means any present or future consolidated subsidiary of the Company, the consolidated net worth of which
constitutes at least 10% of the Company’s consolidated net worth. As of the date of original issuance of the notes, the Company’s only Designated
Subsidiaries were Maiden Holdings North America, Ltd. and Maiden Reinsurance Ltd.

The term “Indebtedness” means, without duplication, with respect to any person, whether or not contingent:

(1)

(2)

(3)

(4)

(5)

the principal of and any premium and interest on (a) indebtedness of such person for money borrowed or (b) indebtedness evidenced by notes,
debentures, bonds or other similar instruments for the payment of which such person is responsible or liable;

all capitalized lease obligations of such person;

all obligations of such person issued or assumed as the deferred purchased price of property, all conditional sale obligations and all obligations
under any title retention agreement (but excluding trade accounts payable arising in the ordinary course of business);

all obligations of such person for the reimbursement of any obligor on any banker’s acceptance, bank guarantees, surety bonds or similar credit
transaction; and

any amendments, modifications, refundings, renewals or extensions of any indebtedness or obligation described as Indebtedness in clauses (1)
through (4) above;

if and to the extent any of the preceding items (other than letters of credit) would appear as a liability upon a balance sheet of such person prepared in
accordance with generally accepted accounting principles; provided, however, the term “Indebtedness” includes all of the following items, whether or not
any such items would appear as a liability on a balance sheet of such person prepared in accordance with generally accepted accounting principles:

(i)

(ii)

(iii)

all Indebtedness of others secured by any mortgage, pledge, lien, security interest or other encumbrance on any property or asset of such person
(whether or not such Indebtedness is assumed by such person);

to the extent not otherwise included, any guarantee by such person of Indebtedness of any other person; and

preferred stock or other equity interests providing for mandatory redemption or sinking fund or similar payments issued by any subsidiary of such
person.

Limitations on Disposition of Stock of Designated Subsidiaries

The Maiden Indenture also provides that, so long as any of the notes are outstanding and except in a transaction otherwise governed by the Maiden

Indenture, we will not issue, sell, assign, transfer or otherwise dispose of any shares of, securities convertible into, or warrants, rights or options to
subscribe for or purchase shares of, capital stock (other than preferred stock having no voting rights of any kind) of any Designated Subsidiary (other than
to the Company or another Designated Subsidiary); nor will we permit any Designated Subsidiary to issue (other than to the Company or another
Designated Subsidiary) any shares (other than director’s qualifying shares) of, or securities convertible into, or warrants rights or options to subscribe for or
purchase shares of, capital stock (other than preferred stock having no voting rights of any kind) of any Designated Subsidiary, if, after giving effect to any
such transaction and the issuance of the maximum number of shares issuable upon the conversion or exercise of all such convertible securities, warrants,
rights or options, we would own, directly or indirectly, less than 80% of the shares of capital stock of such Designated Subsidiary (other than non-voting
preferred stock); provided, however, that (1) any issuance, sale, assignment, transfer or other disposition permitted by the Company pursuant to this
covenant may only be made for at least a fair market value consideration as determined by the board of directors of the Company pursuant to a resolution
adopted in good faith and (2) the foregoing will not prohibit any such issuance or disposition of securities if required by any law or any regulation or order
of any applicable governmental or insurance regulatory authority.

Notwithstanding the foregoing, (1) we may merge or consolidate any Designated Subsidiary into or with another direct or indirect subsidiary of the

Company, the shares of capital stock of which we own at least 70%, and (2) we may, subject to the provisions described under “Description of Debt
Securities of Maiden Holdings, Ltd. - Certain Covenants - Merger, Consolidation, and Transfer of Assets” below, sell, assign, transfer or otherwise dispose
of the entire capital stock of any Designated Subsidiary at one time for at least a fair market value consideration as determined by the board of directors of
the Company pursuant to a resolution adopted in good faith.

Events of Default

Unless otherwise specified in the applicable prospectus supplement, an Event of Default with respect to the debt securities of any series is defined in

the Maiden Indenture as being:

(1)

(2)

(3)

(4)

(5)

(6)

failure to pay interest for 30 days after the date payment is due and payable on any debt security of that series;

failure to pay principal or premium, if any, on any debt security of that series when due, either at maturity, upon any redemption, by declaration or
otherwise;

failure to make any sinking fund payment or payment under any analogous provision when due with respect to any debt security of that series;

failure to perform any other covenant for 60 days after notice of such performance was required;

specified events of bankruptcy, insolvency, or reorganization with respect to the Company or any Significant Subsidiary of the Company; or

any other Event of Default established for the debt securities of that series.

No Event of Default with respect to any particular series of debt securities necessarily constitutes an Event of Default with respect to any other series
of debt securities. Events of Default with respect to our subordinated debt securities may be different than those with respect to our senior debt securities.
The Trustee is required to give notice to holders of the debt securities of any series within 90 days after the Trustee has knowledge of a default relating to
such debt securities; provided, however, that the Trustee may withhold such notice except a default in payment of principal, premium, if any, interest, if
any, Additional Amounts, if any, or sinking fund payments, if any, in respect of such debt securities or a default or in the delivery of securities or property
upon exchange of such debt securities in accordance with their terms, if the Trustee, in good faith, determines it is in the best interest of such holders to do
so.

If an Event of Default specified in clause (5) above occurs and is continuing, then the principal of all the debt securities and interest, if any, thereon

shall automatically become immediately due and payable. If any other Event of Default with respect to the debt securities of any series occurs and is
continuing, either the Trustee or the holders of at least 25% in aggregate principal amount of the debt securities of that series then outstanding may declare
the principal of, or if debt securities of that series are original issue discount securities, such lesser amount as may be specified in the terms of that series of
debt securities, and interest, if any, thereon to be due and payable immediately. However, upon specified conditions, the holders of a majority in aggregate
principal amount of the debt securities of that series then outstanding may rescind and annul any such acceleration and its consequences.

The Maiden Indenture provides that no holders of debt securities of any series may institute any proceedings, judicial or otherwise, with respect to the
Maiden Indenture, or for the appointment of a receiver or Trustee, or for any remedy thereunder, except in the case of failure of the Trustee, for 60 days, to
act after it has received a written request to institute proceedings in respect of an Event of Default from the holders of at least 25% in aggregate principal
amount of the outstanding debt securities of that series, as well as an offer of indemnity reasonably satisfactory to it, and no inconsistent direction has been
given to the Trustee during such 60 day period by the holders of a majority in aggregate principal amount of the debt securities of that series.
Notwithstanding any other provision of the Maiden Indenture, the holder of a debt security will have the right, which is absolute and unconditional, to
receive payment of the principal of and premium, if any, and interest, if any, and any Additional Amounts on that debt security on the respective due dates
for those payments and, in the case of any debt security which is exchangeable for other securities or property, to exchange that debt security in accordance
with its terms, and to institute suit for the enforcement of those payments and any right to effect such exchange, and this right shall not be impaired without
the consent of such holder.

Subject to the provisions of the Trust Indenture Act requiring the Trustee, during the continuance of an Event of Default under the Maiden Indenture,

to act with the requisite standard of care, the Trustee is under no obligation to exercise any of its rights or powers under the Maiden Indenture at the request
or direction of any of the holders of debt securities of any series unless those holders have offered the Trustee reasonable indemnity. The holders of a
majority in aggregate principal amount of the outstanding debt securities of any series will have the right to direct the time, method and place of conducting
any proceeding for any remedy available to the Trustee, or of exercising any trust or power conferred upon the Trustee.

Within 120 days after the close of each fiscal year, the Company must deliver to the Trustee an officers’ certificate stating whether or not each

certifying officer has knowledge of any default under the Maiden Indenture and, if so, specifying each such default and the nature and status thereof.

Modification, Waivers, and Meetings

The Maiden Indenture permits the Company and the Trustee, with the consent of the holders of a majority in aggregate principal amount of the
outstanding debt securities of each series issued under the Maiden Indenture and affected by a modification or amendment (voting as separate classes), to
modify or amend any of the provisions of the Maiden Indenture or of the debt securities of the applicable series or the rights of the holders of the debt
securities of the applicable series under the Maiden Indenture. However, no modification or amendment shall, among other things:

•

•

•

•
•
•
•

•

•
•

change the stated maturity of the principal of, or premium, if any, or any installment of interest, if any, on or any Additional Amounts, if any, with
respect to any debt securities, or
reduce  the  principal  of  or  any  premium  on  any  debt  securities  or  reduce  the  rate  (or  modify  the  calculation  of  such  rate)  of  interest  on  or  the
redemption or repurchase price of any debt securities, or any Additional Amounts with respect to any debt securities, or change the Company’s
obligation to pay Additional Amounts, or
reduce the amount of principal of any original issue discount securities that would be due and payable upon acceleration of the maturity of any
debt security, or
adversely affect any right of repayment or repurchase at the option of any holder, or
change any place where or the currency in which any debt securities are payable, or
adversely affect the right, if any, of holders to exchange any debt securities for other securities or property in accordance with their terms, or
impair the holder’s right to institute suit to enforce the payment of any debt securities on or after their stated maturity or the right to exchange any
debt securities in accordance with their terms, or
reduce the percentage of the outstanding debt securities of any series whose holders must consent to any modification or amendment or any waiver
of compliance with specific provisions of such Maiden Indenture or specified defaults under the Maiden Indenture and their consequences, or
reduce the requirements for a quorum or voting at a meeting of holders of the applicable debt securities,
without, in each case, obtaining the consent of the holder of each outstanding debt security affected by the modification or amendment.

The Maiden Indenture also contains provisions permitting the Company and the Trustee, without the consent of the holders of any debt securities, to

modify or amend the Maiden Indenture, among other things:

•

•
•
•
•

•

•

to add to the Events of Default or covenants in a manner that benefits the holders of all or any series of debt securities issued under the Maiden
Indenture;
to provide for security of debt securities of any series or add guarantees;
to add to or change any provisions of the Maiden Indenture to facilitate the issuance of bearer securities;
to establish the form or terms of debt securities of any series and any related coupons;
to  cure  any  ambiguity  or  correct  or  supplement  any  provision  in  such  Maiden  Indenture  which  may  be  defective  or  inconsistent  with  other
provisions in the Maiden Indenture, or to make any other provisions with respect to matters or questions arising under the Maiden Indenture, or to
make any change necessary to comply with any requirement of the SEC in connection with the Maiden Indenture under the Trust Indenture Act, in
each case which shall not adversely affect the interests of the holders of any series of debt securities;
to  amend  or  supplement  any  provision  contained  in  the  Maiden  Indenture,  provided  that  the  amendment  or  supplement  does  not  apply  to  any
outstanding debt securities issued before the date of the amendment or supplement and entitled to the benefits of that provision; or
to  conform  the  terms  of  the  Maiden  Indenture  or  the  debt  securities  to  the  description  thereof  contained  in  any  prospectus  or  other  offering
document or memorandum relating to the offer and sale of those debt securities.

The holders of a majority in aggregate principal amount of the outstanding debt securities of any series may waive the Company’s compliance with

some of the restrictive provisions of the Maiden Indenture, which may include covenants, if any, which are specified in the applicable prospectus
supplement. The holders of a majority in aggregate principal amount of the outstanding debt securities of any series may, on behalf of all holders of debt
securities of that series, waive any past default under the Maiden Indenture with respect to the debt securities of that series and its consequences, except a
default (i) in the payment of the principal of, or premium, if any, or interest, if any, on the debt securities of that series, (ii) in the delivery of

securities or property upon the exchange of any debt securities of that series in accordance with their terms, or (iii) in respect of a covenant or provision
which cannot be modified or amended without the consent of the holder of each outstanding debt security of the affected series.

The Maiden Indenture contains provisions for convening meetings of the holders of a series of debt securities. A meeting may be called at any time by
the Trustee, and also, upon the Company’s request, or the request of holders of at least 10% in aggregate principal amount of the outstanding debt securities
of a series. Notice of a meeting must be given in accordance with the provisions of the Maiden Indenture.

Except for any consent which must be given by the holder of each outstanding debt security affected in the manner described above, any resolution
presented at a meeting or adjourned meeting duly reconvened at which a quorum, as described below, is present may be adopted by the affirmative vote of
the holders of a majority in aggregate principal amount of the outstanding debt securities of that series. However, any resolution with respect to any request,
demand, authorization, direction, notice, consent, waiver, or other action which may be made, given or taken by the holders of a specified percentage, other
than a majority, in aggregate principal amount of the outstanding debt securities of a series may be adopted at a meeting or adjourned meeting duly
reconvened at which a quorum is present by the affirmative vote of the holders of that specified percentage in aggregate principal amount of the
outstanding debt securities of that series. Any resolution passed or decision taken at any meeting of holders of debt securities of any series duly held in
accordance with the Maiden Indenture will be binding on all holders of debt securities of that series and the related coupons, if any. The quorum at any
meeting called to adopt a resolution, and at any reconvened meeting, will be persons holding or representing a majority in aggregate principal amount of
the outstanding debt securities of a series, subject to exceptions; provided, however, that if any action is to be taken at that meeting with respect to a consent
or waiver which may be given by the holders of a supermajority in aggregate principal amount of the outstanding debt securities of a series, the persons
holding or representing that specified supermajority percentage in aggregate principal amount of the outstanding debt securities of that series will constitute
a quorum.

Discharge, Defeasance, and Covenant Defeasance

Satisfaction and Discharge

Upon the Company’s direction, the Maiden Indenture shall cease to be of further effect with respect to the debt securities of any series specified by the
Company, subject to the survival of specified provisions of the Maiden Indenture, including the Company’s obligation to repurchase such debt securities at
the option of the holders thereof or to exchange such debt securities into other securities or property in accordance with their terms, if applicable, and the
Company’s obligation to pay Additional Amounts in respect of such debt securities to the extent described below, when:

•

either
(A) all outstanding debt securities of that series and, in the case of bearer securities, all related coupons have been delivered to the Trustee for

cancellation, subject to exceptions, or

(B) all debt securities of that series and, if applicable, any related coupons have become due and payable or will become due and payable at their

maturity within one year or are to be called for redemption within one year, and the Company has deposited with the Trustee, in trust, funds in
the currency in which the debt securities of that series are payable in an amount sufficient to pay the entire indebtedness on the debt securities
of that series and, if applicable, related coupons, including the principal thereof and, premium, if any, and interest, if any, thereon, and, to the
extent that (x) the debt securities of that series provide for the payment of Additional Amounts and (y) the amount of any Additional Amounts
which are or will be payable is at the time of deposit reasonably determinable by the Company, in the exercise of its sole discretion, those
Additional Amounts, to the date of such deposit, if the debt securities of that series have become due and payable, or to the maturity or
redemption date of the debt securities of that series, as the case may be;

•

•

the  Company  has  paid  all  other  sums  payable  under  the  Maiden  Indenture  with  respect  to  the  debt  securities  of  that  series  (including  amounts
payable to the Trustee); and
the  Trustee  has  received  an  officers’  certificate  and  an  opinion  of  counsel  to  the  effect  that  all  conditions  precedent  to  the  satisfaction  and
discharge of the Maiden Indenture have been satisfied.

If the debt securities of any series provide for the payment of Additional Amounts, the Company will remain obligated, following the deposit described

above, to pay Additional Amounts on those debt securities to the extent that they exceed the amount deposited in respect of those Additional Amounts as
described above.

Defeasance and Covenant Defeasance

Unless otherwise specified in the applicable prospectus supplement, the Company may elect with respect to the debt securities of the particular series

either:

•

to  defease  and  discharge  itself  from  any  and  all  obligations  with  respect  to  those  debt  securities  (“full  defeasance”),  except  for,  among  other
things:
(1) the obligation to pay Additional Amounts, if any, upon the occurrence of specified events of taxation, assessment, or governmental charge

with respect to payments on those debt securities to the extent that those Additional Amounts exceed the amount deposited in respect of those
amounts as provided below;

(2) the obligations to register the transfer or exchange of those debt securities;

(3) the obligation to replace temporary or mutilated, destroyed, lost, or stolen debt securities;

(4) the obligation to maintain an office or agency in respect of those debt securities;

(5) the obligation to hold moneys for payment in respect of those debt securities in trust; and

(6) the obligation, if applicable, to repurchase those debt securities at the option of the holders thereof or to exchange those debt securities for

other securities or property in accordance with their terms, or

to be released from its obligations with respect to those debt securities under certain covenants in the Maiden Indenture and, if applicable, other
covenants as may be specified in the applicable prospectus supplement, and any omission to comply with those obligations shall not constitute a
default or an Event of Default with respect to those debt securities (“covenant defeasance”),
in either case upon the irrevocable deposit with the Trustee, or other qualifying Trustee, in trust for that purpose, of an amount in the currency in
which those debt securities are payable at maturity or, if applicable, upon redemption, and/or government obligations which through the payment
of principal and interest in accordance with their terms will provide money, in an amount sufficient to pay the principal of and any premium and
any  interest  on,  and,  to  the  extent  that  (x)  those  debt  securities  provide  for  the  payment  of  Additional  Amounts  and  (y)  the  amount  of  the
Additional Amounts which are or will be payable is at the time of deposit reasonably determinable by the Company, in the exercise of its sole
discretion, the Additional Amounts with respect to, those debt securities, and any mandatory sinking fund or analogous payments on those debt
securities, on the due dates for those payments, whether at maturity, upon redemption, upon repayment at the option of the holder or otherwise.

The full defeasance or covenant defeasance described above shall only be effective if, among other things:

it shall not result in a breach or violation of, or constitute a default under, the Maiden Indenture or any other material agreement or instrument to
which the Company or any of its subsidiaries are a party or are bound;
in the case of full defeasance, the Company shall have delivered to the Trustee an opinion of independent counsel reasonably acceptable to the
Trustee confirming that:
(A) the Company has received from, or there has been published by, the Internal Revenue Service a ruling; or

(B) since the date of the Maiden Indenture, there has been a change in applicable federal income tax law,

in either case to the effect that, and based on this ruling or change the opinion of counsel shall confirm that, the holders of the debt securities of the
applicable series will not recognize income, gain or loss for U.S. federal income tax purposes as a result of the full defeasance and will be subject
to U.S. federal income tax on the same amounts, in the same manner and at the same times as would have been the case if the defeasance had not
occurred;
in the case of covenant defeasance, the Company shall have delivered to the Trustee an opinion of independent counsel reasonably acceptable to
the  Trustee  to  the  effect  that  the  holders  of  the  debt  securities  of  the  applicable  series  will  not  recognize  income,  gain  or  loss  for  U.S.  federal
income  tax  purposes  as  a  result  of  the  covenant  defeasance  and  will  be  subject  to  U.S.  federal  income  tax  on  the  same  amounts,  in  the  same
manner and at the same times as would have been the case if the covenant defeasance had not occurred;
if  the  cash  and  government  obligations  deposited  are  sufficient  to  pay  the  outstanding  debt  securities  of  the  applicable  series  on  a  particular
redemption date, the Company shall have given the Trustee irrevocable instructions to redeem those debt securities on that date;

•

•

•

•

•

•

•

•

•

no Event of Default or default which with notice or lapse of time or both would become an Event of Default with respect to debt securities of the
applicable series shall have occurred and be continuing on the date of the deposit into trust; and, solely in the case of full defeasance, no Event of
Default  arising  from  specified  events  of  bankruptcy,  insolvency,  or  reorganization  with  respect  to  the  Company  or  any  of  its  Significant
Subsidiaries or default which with notice or lapse of time or both would become such an Event of Default shall have occurred and be continuing
during the period ending on the 91st day after the date of the deposit into trust; and
the  Company  shall  have  delivered  to  the  Trustee  an  officers’  certificate  and  legal  opinion  to  the  effect  that  all  conditions  precedent  to  the  full
defeasance or covenant defeasance, as the case may be, have been satisfied.

In the event the Company effects covenant defeasance with respect to debt securities of any series and those debt securities are declared due and
payable because of the occurrence of any Event of Default other than an Event of Default with respect to the covenants as to which covenant defeasance
has been effected, which covenants would no longer be applicable to the debt securities of that series after covenant defeasance, the amount of monies
and/or government obligations deposited with the Trustee to effect covenant defeasance may not be sufficient to pay amounts due on the debt securities of
that series at the time of any acceleration resulting from that Event of Default. However, the Company would remain liable to make payment of those
amounts due at the time of acceleration.

The applicable prospectus supplement may further describe the provisions, if any, permitting or restricting full defeasance or covenant defeasance with

respect to the debt securities of a particular series.

Concerning the Trustee

The Maiden Indenture provides that there may be more than one Trustee under the Maiden Indenture, each with respect to one or more series of debt

securities. If there are different Trustees for different series of debt securities, each Trustee will be a Trustee separate and apart from any other Trustee
under the Maiden Indenture. Unless otherwise indicated in any applicable prospectus supplement, any action permitted to be taken by a Trustee may be
taken by such Trustee only with respect to the one or more series of debt securities for which it is the Trustee under the Maiden Indenture. Any Trustee
under the Maiden Indenture may resign or be removed with respect to one or more series of debt securities. All payments of principal of, and premium, if
any, and interest on, and all registration, transfer, exchange, authentication and delivery (including authentication and delivery on original issuance of the
debt securities) of, the debt securities of a series will be effected by the Trustee with respect to that series at an office designated by the trustee in
Wilmington, Delaware.

Under the Trust Indenture Act, the Maiden Indenture is deemed to contain limitations on the right of the Trustee, should it become a creditor of the
Company, to obtain payment of claims in some cases or to realize on certain property received in respect of any such claim as security or otherwise. The
Trustee may engage in other transactions with the Company. If it acquires any conflicting interest relating to any of its duties with respect to the debt
securities, however, it must eliminate the conflict or resign as Trustee.

The holders of a majority in aggregate principal amount of any series of debt securities then outstanding will have the right to direct the time, method
and place of conducting any proceeding for exercising any remedy available to the Trustee with respect to such series of debt securities, provided that the
direction would not conflict with any rule of law or with the Maiden Indenture or with any series of debt securities or with any series of debt securities,
such direction would not be unduly prejudicial to the rights of another holders of the debt securities (or any other series), and the Trustee may take any
other action deemed proper by the Trustee which is not inconsistent with such direction. The Trustee will be under no obligation to exercise any of its rights
or powers under the Maiden Indenture at the request of any of the holders of the debt securities, unless they shall have offered to the Trustee security and
indemnity reasonably satisfactory to the Trustee.

Wilmington Trust, National Association is the Trustee under the Maiden Indenture. We maintain corporate trust relationships in the ordinary course of
business with the Trustee.

Exhibit 10.2

MAIDEN HOLDINGS, LTD.

Share Option Agreement

1.

Grant of Option.

Maiden Holdings, Ltd., a Bermuda company (the “Company”), hereby grants to NAME (the “Participant”) an Option to purchase an
aggregate  of  # SHARES  ordinary  shares,  $.01  par  value,  of  the  Company  (“Ordinary Shares”),  at  a  price  of  $SHARE  PRICE  per  share,
purchasable as set forth in and subject to the terms and conditions herein. The date of grant of this Option is GRANT DATE (“Award Date”).
This  Option  has  been  duly  granted  by  the  Company’s  Board  of  Directors  pursuant  to  the  Company’s  2019  Omnibus  Incentive  Plan  (the
“Plan”) and subject to the terms and provisions thereof. To the extent permissible under the Internal Revenue Code of 1986, as amended from
time  to  time  (the  “Code”),  or  any  successor  thereto,  it  is  intended  that  the  Ordinary  Shares  shall  be  Incentive  Stock  Options  within  the
meaning of Section 422 of the Code (“ISOs”). The aggregate Fair Market Value of the Ordinary Shares underlying this Option that may be
exercised for the first time during any calendar year, together with any other incentive stock options which are exercisable for the first time
under any Company plan during any such year, as determined in accordance with Section 422 of the Code, for the purpose of receiving ISO
tax treatment, shall not exceed $100,000. Any capitalized terms not defined herein shall have the meaning set forth in the Plan.

2.
(a)

Exercise of Option and Provisions for Termination.
Except as otherwise provided herein and subject to the right of cumulation provided herein, this Option may be
exercised, prior to the 10th anniversary of the Award Date, as to not more than the following number of shares covered by this option during
the respective periods set forth below:

Number of Months
From Award Date
0 up to 12

12 up to 15

15 up to 18

18 up to 21

21 up to 24

24 up to 27

27 up to 30

30 up to 33

33 up to 36

36 up to 39

39 up to 42

42 up to 45

45 up to 48
48 through 10th
Anniversary

Vested Percentage

0.00%

25.00%

31.25%

37.50%

43.75%

50.00%

56.25%

62.50%

68.75%

75.00%

81.25%

87.50%

93.75%

100.00%

(b)

The right of exercise provided herein shall be cumulative so that if the Option were not exercised to the
maximum  extent  permissible  during  any  such  period  it  shall  be  exercisable,  in  whole  or  in  part,  with  respect  to  all  shares  not  so
purchased at any time during any subsequent period prior to the expiration or termination of this Option. This Option may not be
exercised at any time after the 10th anniversary of the Award Date.

(c)

Subject to the terms and conditions hereof, this Option shall be exercisable by Participant giving written notice of
exercise to the Company on a form acceptable to the Company, specifying the number of shares to be purchased and the purchase price to be
paid therefore and accompanied by payment in accordance with

 
Section  3  hereof.  Such  exercise  shall  be  effective  upon  receipt  by  the  Treasurer  of  the  Company  of  the  written  notice  together  with  the
required payment. Participant shall be entitled to purchase fewer than the number of shares purchasable hereunder at the date of exercise,
provided that no partial exercise of this Option shall be for fewer than 100 shares.

This Option shall become fully vested if Participant’s employment is terminated due to: (i) retirement on or after
the  Participant’s  sixty-fifth  birthday;  (ii)  retirement  on  or  after  the  Participant’s  fifty-fifth  birthday  with  the  consent  of  the  Company;  (iii)
retirement at any age on account of total and permanent disability as determined by the Company; or (iv) death.

(d)

(e)

In the event that Participant’s employment with the Company is terminated within twelve months of a Change of
Control (as defined in the Plan), the Participant may exercise any portion of the Option which the Board of Directors, in accordance with the
Plan, deems to be vested as of the termination date, for a period of ninety days following the date of such termination, but not beyond the 10th
anniversary of the Award Date.

(f)

Except as provided in Subsections (d) and (e), this Option shall terminate immediately if Participant’s employment
is terminated for any reason; provided, however, that except in the event of termination for Cause, death or total and permanent disability,
any  portion  of  this  Option  which  was  otherwise  exercisable  on  the  date  of  termination  of  such  employment  may  be  exercised  within  the
three-month period following the date of such termination, but in no event after the 10th anniversary of the Award Date. Any such exercise
may be made only to the extent of the number of shares subject to this Option, which are purchasable upon the date of such termination.

In the event of death or total and permanent disability, this Option shall be exercisable within twelve months of
the date of death or such disability by the Participant or, if applicable, by Participant’s personal representatives, heirs or legatees, to the same
extent that Participant could have exercised this Option on the date of death or such disability.

(g)

3.

Payment of Purchase Price.

(a)

Payment of the Option Price for shares purchased upon exercise of this Option shall be made by delivery to the
Company of cash or check payable to the order of the Company in an amount equal to the Option Price of such shares or, within the sole
discretion of the Company, any other method of payment permitted by law, including, but not limited to, delivery of Ordinary Shares of the
Company having an aggregate Fair Market Value (as defined below) as determined on the date of delivery equal to the Option Price of such
shares.

(b)

For purposes, hereof, the Fair Market Value of any shares of the Company’s Ordinary Shares to be delivered to

the Company in exercise of this Option shall be determined in accordance with the Plan.

(c)

If Participant, with the approval of the Company, elects to exercise this Option by delivery of Ordinary Shares of
the Company, the certificate or certificates representing the Ordinary Shares of the Company to be delivered shall be duly executed in blank,
with signature guaranteed, by Participant or shall be accompanied by a stock power, executed in blank suitable for purposes of transferring
such shares to the Company. Fractional Ordinary Shares of the Company will not be accepted in payment of the purchase price of shares
acquired upon exercise of this Option.

(d)

If a Participant pays the Option Price with Ordinary Shares which were received by the Participant upon exercise
of one or more ISOs, and such Ordinary Shares have not been held by the Participant for at least the greater of (i) two years from the date the
ISOs  were  granted  or  (ii)  one  year  after  the  transfer  of  Ordinary  Shares  to  the  Participant,  the  use  of  such  shares  shall  constitute  a
disqualifying disposition and the ISO underlying the shares used to pay the Option Price shall no longer satisfy all of the requirements of
Section 422 of the Code.

4.

Delivery of Shares.

The  Company  shall,  upon  payment  of  the  Option  Price  for  the  number  of  shares  purchased  and  paid  for,  make  prompt
delivery of such shares to Participant; provided, that if any law or regulation requires the Company to take any action with respect to such
shares before the issuance thereof, then the date of delivery of such shares shall be extended for the period necessary to complete such action.
No  shares  shall  be  issued  and  delivered  upon  exercise  of  this  Option  unless  and  until,  in  the  opinion  of  counsel  for  the  Company,  any
applicable registration requirements of the Securities Act of 1933, any applicable listing requirements of any national securities exchange on
which shares of the same class are then listed, and any other requirements of law or of any regulatory bodies having jurisdiction over such
issuance and delivery, shall have been fully complied with.

Non-transferability of Option.

5.
Except as provided in Section 2(g) hereof or pursuant to a qualified domestic relations order, this Option is personal and no
rights granted hereunder shall be transferred, assigned, pledged or hypothecated in anyway (whether by operation of law or otherwise) nor
shall  any  such  rights  be  subject  to  execution,  attachment  or  similar  process.  Upon  any  attempt  to  transfer,  assign,  pledge,  hypothecate  or
otherwise dispose of this Option or of such rights contrary to the provisions here, or upon the levy of any attachment or similar process upon
this Option of such rights, this Option and such rights shall, at the election of the Company, become null and void.

Rights as a Shareholder.

6.
Participant shall have no rights as a shareholder with respect to any shares which may be purchased upon exercise of this
Option  unless  and  until  a  certificate  or  certificates  representing  such  shares  are  duly  issued  and  delivered  to  him.  Except  as  otherwise
expressly provided herein, no adjustments shall be made for dividends or other rights for which the record date is prior to the date such share
certificate is issued.

7.
If  there  is  any  change  in  the  corporate  structure  or  shares  of  the  Company,  the  Committee  (as  defined  in  the  Plan)  or  the
Board  of  Directors  shall  make  any  appropriate  adjustments,  including,  but  not  limited  to,  such  adjustments  deemed  necessary  to  prevent
accretion, or to protect against dilution, in the number and kind of Ordinary Shares covered by this Option and in the applicable Option Price.

Recapitalization.

Extraordinary Corporate Transaction.

8.
In the event of an extraordinary dividend or other distribution, merger, reorganization, consolidation, combination, sale of
assets,  split  up,  exchange  or  spin  off  or  other  extraordinary  corporate  transaction,  the  Committee  or  the  Board  of  Directors  may,  in  such
manner  and  to  such  extent  (if  any)  as  it  deems  appropriate  and  equitable  make  provision  for  a  cash  payment  or  for  the  substitution  or
exchange of the Option or the cash, securities or property deliverable to the Participant pursuant to the Option based upon the distribution or
consideration payable to holders of Ordinary Shares upon or in respect of such event; provided, however, that no such adjustment may be
made that would cause this Option or the Plan to violate Section 422 of the Code (or any successor provision).

9.
(a)

Investment Representation, Etc.
Participant represents that any shares purchased upon the exercise of this Option shall be acquired by Participant
for his own account for investment and not with a view to or for sale in connection with, any distribution of such shares, nor with any present
intention of distributing or selling such shares. Participant further represents that he has made detailed inquiry concerning the Company, that
the  officers  of  the  Company  have  made  available  to  Participant  any  and  all  written  information  which  Participant  has  requested,  that  the
officers of the Company have answered to Participant’s satisfaction all inquires made by him and that he has such knowledge and experience
in financial and business matters that he is capable of evaluating the merits and risks of an investment in the Company’s Ordinary Shares and
able  to  bear  the  economic  risk  of  that  investment.  By  making  payment  upon  exercise  of  this  Option,  Participant  shall  be  deemed  to  have
reaffirmed, as of the date of such payment, the representations made in this Section 9.

(b)

Unless  at  the  time  of  the  exercise  of  this  Option  a  registration  statement  under  the  Securities  Act  of  1933,  as
amended  is  in  effect  as  to  such  Ordinary  Shares  underlying  this  Option,  all  share  certificates  representing  Ordinary  Shares  issued  to
Participant upon exercise of this Option shall, at the election of the Company, have affixed thereto a legend substantially in the following
form:

“The ordinary shares represented by this certificate have not been registered under the Securities Act of 1933 and may not be
transferred,  sold  or  otherwise  disposed  of  in  the  absence  of  an  effective  registration  statement  with  respect  to  the  shares
evidenced by this certificate, filed and made effective under the Securities Act of 1933, or an opinion of counsel satisfactory
to the Company to the effect that registration under such Act is not required.”

10.
(a)

Miscellaneous.
Except  as  provided  herein,  this  Agreement  may  not  be  amended  or  otherwise  modified  unless  evidenced  in

writing and signed by the Company and Participant.

(b)

All notices under this Agreement shall be mailed or delivered by hand to the parties at their respective addresses

set forth beneath their names below or at such other address as may be designated in writing by either of the parties to one another.

(c)

Nothing contained herein shall be deemed an undertaking by the Company to continue Participant’s employment
by the Company which may be terminated at any time at the sole discretion of the Company, except as provided in an employment agreement
between the Company and Participant, if any.

(d)

This Agreement shall be governed by and construed in accordance with the laws of Bermuda without regard to
any conflicts or choice of law rules or principles that might otherwise refer construction or interpretation of this Agreement to the substantive
law of another jurisdiction.

Dated as of GRANT DATE    

MAIDEN HOLDINGS, LTD.

By:             
Title:    
Address:

Ideation House, 2nd Floor

94 Pitts Bay Road
Pembroke HM08, Bermuda

PARTICIPANT’S ACCEPTANCE

The undersigned hereby accepts the foregoing Option and agrees to the terms and conditions thereof.

PARTICIPANT:

Signature _______________________    

NAME

Date __________________________                        

Address:     ADDRESS

MAIDEN HOLDINGS, LTD.

Restricted Share Agreement

Exhibit 10.3

This Restricted Share Agreement (this “Agreement”) effective as of [DATE] (the “Grant Date”), is between Maiden Holdings, Ltd., a Bermuda

company, (the “Company”) and [] (the “Participant”).

1.    Grant of Shares.

The Company hereby grants to the Participant [] shares (the “Shares”) of the Company’s common shares, $.01 par value, as set forth in
and  subject  to  the  terms  and  conditions  herein.  These  Shares  have  been  duly  granted  by  the  Compensation  Committee  of  the  Board  of  Directors  (the
“Committee”) pursuant to the Company’s 2019 Omnibus Incentive Plan (the “Plan”). This Agreement shall be subject to the terms and conditions of the
Plan, which is incorporated herein by reference. Any capitalized terms not defined herein shall have the meaning set forth in the Plan.

2.    Vesting of Shares and Provisions for Termination and Change in Control.

(a)    The Shares shall initially be unvested. The Shares shall vest fifty percent (50%) of the Shares on the first anniversary of the Grant

Date. The Participant shall vest the remainder of the Shares on the second anniversary of the Grant Date.

(b)    If the Participant’s employment with the Company terminates for any reason prior to the second anniversary of the Grant Date and
prior to the date the Company consummates a Change in Control, the Participant shall forfeit without compensation any Shares that remain unvested on the
date that the termination of the Participant’s employment becomes effective, except in the event of (1) Participant’s death or permanent disability, in which
Participant’s personal representatives, heirs or legatees shall be entitled to receive the unvested Shares pursuant to the aforementioned vesting schedule, or
(2) a termination not for Cause, in which case Participant shall be entitled to receive the unvested Shares pursuant to the aforementioned vesting schedule.
For “Cause,” for purposes of this Agreement shall include (A) Participant is convicted of any act or course of conduct involving moral turpitude; or (B)
Participant  engages  in  any  willful  act  or  willful  course  of  conduct  constituting  an  abuse  of  office  or  authority  which  significantly  adversely  affects  the
business or reputation of Company. No act, failure to act or course of conduct on Participant’s part shall be considered “willful” unless done, or omitted to
be  done,  by  Participant  not  in  good  faith  and  without  reasonable  belief  that  his  action,  omission  or  course  of  conduct  was  in  the  best  interest  of  the
Company.

(c)    If the Company consummates a Change in Control (as defined in the Plan) prior to the second anniversary of the Grant Date and the
acquirer does not assume this Agreement, the Participant shall vest in one hundred percent (100%) of the Shares immediately prior to the time the Change
in Control becomes effective. If the Company consummates a Change in Control (as defined in the Plan) prior to the second anniversary of the Grant Date
and the acquirer assumes this Agreement, the Shares shall continue to vest in accordance with the schedule set forth in Section 2(a), provided, however,
that if the Company or its successor terminates the Participant’s employment with the Company or its successor for any reason other than for Cause within
twelve (12) months following the closing date of the Change of Control, the Participant shall vest in one hundred percent (100%) of the Shares on the date
the termination of the Participant’s employment becomes effective. If the Company or its successor terminates the Participant’s employment for Cause or
the Participant resigns his employment with the Company or its successor for any reason, the Participant shall forfeit without compensation any Shares that
remain unvested on the date the termination of the Participant’s employment becomes effective.

3.    Delivery of Shares.

form, registered in the name of the Participant with notations regarding the applicable restrictions on transfer imposed under this Agreement or the Plan.

(a)    The Company shall, in its discretion, issue the Shares either (i) in certificate form as provided in Section 3(b); or (ii) in book entry

(b)    Prior to the date the Shares vest pursuant to Section 2, all certificates representing the Shares shall have endorsed thereon a legend

substantially as follows:

 
 
 
 
 
 
“The shares represented by this certificate are subject to restrictions set forth in the Maiden Holdings, Ltd. 2019 Omnibus Incentive Plan
and a Restricted Share Agreement effective as of [DATE] with Maiden Holdings, Ltd., a copy of which plan and agreement is available
for inspection at the offices of Maiden Holdings, Ltd. or will be made available on request.”

2, the Participant shall redeliver the certificates to the Company to be held by the Company or its designee until the Shares vest pursuant to Section 2.

(c)    If the Company delivers certificates representing the Shares to the Participant prior to the vesting of the Shares pursuant to Section

(d)    Promptly after the date any Shares vest pursuant to Section 2, the Company shall, as applicable, either remove the notations on any
vested Shares issued in book entry form or deliver to the Participant a certificate or certificates evidencing the number of vested Shares. The Participant
shall deliver to the Company any representations, documents or other assurances the Company or its counsel deems necessary or reasonably desirable to
ensure compliance with all applicable legal and regulatory requirements.

4.    Transferability of Shares.

(a)    Prior to the date on which the Shares vest pursuant to Section 2 of this Agreement, except as stated above with respect to a transfer
of the Shares made to the Participant’s personal representatives, heirs or legatees, no rights granted hereunder shall be transferred, assigned, pledged or
hypothecated in any way (whether by operation of law or otherwise) nor shall any such rights be subject to execution, attachment or similar process. Upon
any attempt to transfer, assign, pledge, hypothecate or otherwise dispose of unvested Shares or of such rights contrary to the provisions here, or upon the
levy  of  any  attachment  or  similar  process  upon  any  unvested  Shares  of  such  rights,  these  Shares  and  such  rights  shall,  at  the  election  of  the  Company,
become null and void.

(b)    Following the Company’s delivery to the Participant of the certificate representing the vested Shares pursuant to Section 3(d), the
transfer or sale of the Shares shall be subject to the Company’s policy concerning insider trading, unless the Participant makes a valid election to transfer or
sell the Common Shares in accordance with Rule 10b5-1 of the United States securities laws.

5.    Rights as a Shareholder.

The Participant shall have all the rights of a shareholder with respect to the Shares, including voting and dividend rights, subject only to

the transfer and other restrictions set forth in this Agreement and in the Plan.

6.    No Right to Employment.

Neither  the  Shares  nor  this  Agreement  gives  Participant  the  right  to  be  retained  by  the  Company  in  any  capacity  and  Participant’s

employment may be terminated at any time and for any reason.

7.    Recapitalization.

If  there  is  any  change  in  the  corporate  structure  or  shares  of  the  Company,  the  Committee  (as  defined  in  the  Plan)  or  the  Board  of
Directors  shall  make  any  appropriate  adjustments,  including,  but  not  limited  to,  such  adjustments  deemed  necessary  to  prevent  accretion,  or  to  protect
against  dilution,  in  the  number  and  kind  of  Shares.  All  adjustments  shall  be  determined  by  the  Committee  or  the  Board  in  its  sole  discretion  and  such
determination shall be binding on the Participant.

8.    Extraordinary Corporate Transaction.

In the event of an extraordinary dividend or other distribution, merger, reorganization, consolidation, combination, sale of assets, split up,
exchange or spin off or other extraordinary corporate transaction, the Committee or the Board of Directors shall, in the manner determined by the Board or
Committee in its sole discretion, make provision for a cash payment or for the substitution or exchange of the Shares awarded to the Participant pursuant to
this Agreement based upon the distribution or consideration payable to holders of Common Shares upon or in respect of such event.

9.    Compliance with Laws and Regulations.

 
 
 
 
 
 
 
 
 
(a)    The Company will not be obligated to issue or deliver any Shares to the Participant unless the issuance and delivery of such shares
complies with applicable law, including, without limitation, the Securities Act of 1933, the Securities Exchange Act of 1934, as amended, applicable state
securities law and the requirements of any stock exchange or market upon which the Shares may then be listed, and shall be further subject to the approval
of counsel for the Company with respect to such compliance.

(b)    In connection with the delivery of Shares to the Participant following the vesting of any Shares, the Participant shall execute and
deliver to the Company such representations in writing as may be requested by the Committee or the Company that the Company may comply with the
applicable requirements of federal and state securities laws.

10.    Withholding.

The Company (or any of its subsidiaries if the Participant is employed by a subsidiary) shall have the right to deduct from payments of
any kind otherwise due to the Participant (including payment of salary or bonuses), or to withhold a number of the Shares otherwise having a fair market
value (as determined on the vesting date) equal to, the minimum federal, state and local taxes of any kind required by law to be withheld with respect to the
delivery of the Shares to the Participant. In the alternative, the Participant may make a timely election pursuant to Section 83(b) of the Internal Revenue
Code or similar provision of state law (collectively, an “83(b) Election”)  and  provide  to  the  Company  a  copy  of  such  election  and  proof  of  filing.  The
Company advises the Participant to seek personal tax and financial advice as to the consequences of the transfer of the Shares under this Agreement and the
taxability of the Shares.

11.    Miscellaneous.

(a)    Except as provided herein, this Agreement may not be amended or otherwise modified unless evidenced in writing and signed by

the Company and Participant.

their names below or at such other address as may be designated in writing by either of the parties to one another.

(b)    All notices under this Agreement shall be mailed or delivered by hand to the parties at their respective addresses set forth beneath

(c)    Nothing contained herein shall be deemed an undertaking by the Company to continue Participant’s employment by the Company
which may be terminated at any time at the sole discretion of the Company, except as provided in an employment agreement between the Company and
Participant, if any.

choice of law rules or principles that might otherwise refer construction or interpretation of this Agreement to the substantive law of another jurisdiction.

(d)    This Agreement shall be governed by and construed in accordance with the laws of Bermuda without regard to any conflicts or

(e)    Shares earned and delivered under this Agreement shall be subject to any recoupment policy for awards under the Plan adopted by

the Company as such policy exists from time to time.

12.     Section 409A and 457A Compliance.

This  Agreement  and  the  Shares  are  intended  to  comply  with  the  short-term  deferral  exemption  under  Sections  409A  and  457A  of  the
Internal  Revenue  Code  of  1986,  as  amended,  (the  “Code”)  and  any  regulations,  rulings,  or  guidance  provided  thereunder.  The  Company  reserves  the
unilateral right to amend this Agreement upon written notice to the Participant to prevent taxation under Code Sections 409A and 457A.

MAIDEN HOLDINGS, LTD.

By:                                
Name:
Title:

The undersigned hereby accepts the foregoing Shares and agrees to the terms and conditions thereof.

PARTICIPANT’S ACCEPTANCE

 
 
 
 
 
 
 
 
 
 
PARTICIPANT:

Signature:                            
Name:        [NAME]
Address:        [ADDRESS]

Date:                                

 
 
Exhibit 10.43

POST-TERMINATION ENDORSEMENT NO. 1

to the

QUOTA SHARE REINSURANCE CONTRACT
Dated April 1, 2011
(hereinafter referred to as the “Contract”)

between

AMTRUST EUROPE LIMITED (“AEL”)
Nottingham, England

and

AMTRUST INTERNATIONAL UNDERWRITERS DAC (“AIU”)
Eire
(hereinafter referred to collectively as the “Company”)

and

MAIDEN REINSURANCE LTD.
Hamilton, Bermuda
(hereinafter referred to as the “Reinsurer”)

WHEREAS, Reinsurer intends to discontinue as a Bermuda company and to re-domicile in the State of Vermont in the

United States (the “Re-Domestication”); and

WHEREAS, the Reinsurer and the Company, desire to ensure that the security provided under the Contract has the same

effect on AEL and AIU’s solvency ratios after completion of the Re-Domestication, subject to Reinsurer’s simultaneous
execution of this Post-Termination Endorsement No. 1 and the related Post-Termination Endorsement No. 2 to the U.S. Quota
Share, a copy of which is attached as Exhibit A.

NOW, THEREFORE, the Parties agree to amend the Contract effective as of 12:01 a.m., Greenwich Mean Time, on the

effective date of the Re-Domestication:

1. The section of this Contract entitled “Security” shall be deleted and the following substituted therefor:

“Reinsurer acknowledges that, as of the date hereof, Bermuda is a Solvency II equivalent jurisdiction and Vermont is not
and, as a result, the Solvency Capital Requirement (“SCR”) for each of AEL and AIU will be higher for AEL and AIU as
a result of the Re-Domestication. Therefore, Reinsurer will post security for each of AEL and AIU equal to the greater of:

(a) 120% of the Exposure; and

(b) The amount of security required to offset the increase in the SCR that results from the changes in the SCR

which arise out of the Re-Domestication as compared to the SCR calculation if the Reinsurer had
remained domesticated in a Solvency II equivalent jurisdiction with a solvency ratio above 100% and
provided collateral equivalent to 100% of the Exposure.

Where “Exposure” is defined of the sum of the;

(i)
(ii)

(iii)

(iv)
(v)

ceded unearned premium; plus
ceded outstanding losses including IBNR, calculated by the Company at the best estimate
level; plus
balance of the ceded claims paid by the Company but not recovered from the Reinsurer;
less
ceded premium received by the Company and not yet passed onto the Reinsurer; plus
over-riding commission due from the Reinsurer to the Company on ceded unearned
premium or ceded premium received by the Company and not yet passed onto the
Reinsurer.

Upon the effective date of the Re-Domestication, the security required by this section shall be funded by Reinsurer in a
form acceptable to the Company reasonably promptly (but in any event within five business days) based on the ceded
unearned premium and outstanding losses including IBNR and SCR calculations reported by the Company to the
Reinsurer in substantially the same format as the Quarterly Reports described below.

The security shall be adjusted quarterly and based on the ceded unearned premium and outstanding losses including IBNR
and SCR calculations reported by the Company to the Reinsurer.

Quarterly, the Company shall provide the following written reports to the Reinsurer (the “Quarterly Reports”):

i) within 14 days of the end of each calendar quarter, the amount of security required under item (a) above (i.e. 120% of
Exposure) (the “Exposure Report”), and;

ii) within 45 days of the end of each calendar quarter, the amount of additional security, if any, required under item (b)
above (i.e the SCR Exposure) (the “SCR Report”).

The SCR Report shall include a comparison, as of the end of the subject quarter, of each Company’s SCR based on the
credit each Company receives for its cession to Reinsurer as a Vermont company and the credit each Company would
have received had Reinsurer remained domiciled in a Solvency II equivalent jurisdiction in a format to be proposed by the
Company, subject to Reinsurer’s consent, which shall not be unreasonably withheld.

In the event that the amount of aggregate security required as set forth in the Exposure Report exceeds the amount of
security then posted by the Reinsurer for either AEL or AIU or both (a “Deficiency”), the Reinsurer, as soon as
practicable (but always within 14 days of the Quarterly Report), shall post such additional security in a form acceptable to
the Company as necessary to eliminate the Deficiency.

In the event that the amount of security required as set forth in the SCR Report exceeds the amount of security then posted
by the Reinsurer for either AEL or AIU or both (a “Deficiency”), the Reinsurer, as soon as practicable (but always within
14 days of the Quarterly Report), shall post such additional security in a form acceptable to the Company as necessary to
eliminate the Deficiency.

In the event that the security required as set forth in the Quarterly Reports is less than the amount of security then posted
for either AEL or AIU or both (“Excess Security”), AEL or AIU or each of them, as the case may be, shall, as soon as
practicable (but always within 14 days of the SCR Report), return such Excess Security to the Reinsurer; provided that the
Company may reallocate Excess Security posted for AEL or AIU to the other to the extent required to eliminate a
Deficiency.

In the event that the Reinsurer disputes the amount of security required as set forth in either Quarterly Report, the
Reinsurer shall post security in accordance with the relevant Quarterly Report and the Company shall seek to resolve the
dispute with the Reinsurer in good faith.

2 Solvency II Equivalence

i)

In the event that as of the end of any calendar quarter after the date of the Endorsement the Reinsurer;

(a)

is situated in a country whose solvency regime is deemed equivalent to that laid down in Directive
2009/138/EC in accordance with Article 172 or, with respect to AEL, the post-Brexit solvency regime as
applicable to AEL; and

(b) complies with the solvency requirements of that country, which for the purposes of this Endorsement shall mean
an risk-based capital ratio of 300% of the Reinsurer’s Authorized Control Level or as otherwise defined in the
EC Delegated Decision between the EC and the subject country or, with respect to AEL, as defined in the
applicable post-Brexit equivalent to the EC Delegated Decision;

the requirement that the Reinsurer post security for each of AEL and AIU equal to 120% of the Exposure shall be reduced
to 110% of the Exposure for the following calendar quarter.

(i)

In the event that as of the end of any calendar quarter after the date of the Endorsement the Reinsurer;

(a)

is situated in a country whose solvency regime is deemed equivalent to that laid down in Directive 2009/138/EC
in accordance with Article 172 or, with respect to AEL, the post-Brexit solvency regime as applicable to AEL;
BUT

(b) does not comply with the solvency requirements of that country; OR

the Reinsurer shall post security for each of AEL and AIU equal to the greater of (i) 120% of the Exposure and (ii) such
additional security as is required to eliminate the impact of the Reinsurer’s failure to comply with applicable solvency
requirements on the Company’s SCR, notwithstanding

that Reinsurer is situated in a country whose solvency regime is deemed equivalent to that laid down in Directive
2009/138/EC in accordance with Article 172 or, with respect to AEL, the post-Brexit solvency regime as applicable to
AEL.

IN WITNESS WHEREOF, the parties hereto, by their respective duly authorized officer, have executed this POST-
TERMINATION ENDORSEMENT NO. 1 as of the dates set forth below:

AMTRUST EUROPE LIMITED                MAIDEN REINSURANCE LTD.

By:___________________________                By:_________________________

Dated:_________________________            Dated:_______________________

AMTRUST INTERNATIONAL UNDERWRITERS DAC

By:___________________________

Dated:_________________________

Exhibit 10.44

POST- TERMINATION ENDORSEMENT NO. 2

to the

AMENDED AND RESTATED
QUOTA SHARE REINSURANCE AGREEMENT
(hereinafter referred to as the “Agreement”)

between

AMTRUST INTERNATIONAL INSURANCE, LTD.
Hamilton, Bermuda
(hereinafter referred to as the “Company”)

and

MAIDEN REINSURANCE LTD.
Hamilton, Bermuda
(hereinafter referred to as the “Reinsurer”)

WHEREAS, Reinsurer intends to discontinue as a Bermuda company and to re-domicile in the State of Vermont in the

United States (the “Re-Domestication”); and

WHEREAS, Bermuda is a Solvency II equivalent jurisdiction and the State of Vermont is not such a jurisdiction, the
Reinsurer and the Company agreed to strengthen the collateral protection provided by the Reinsurer under the Agreement, subject
to Reinsurer’s simultaneous execution of this Post-Termination Endorsement No. 2 and the related Post-Termination
Endorsement No. 1 to the European Quota Share, a copy of which is attached as Exhibit A.

NOW, THEREFORE, the Parties agree to amend the Agreement effective as of 12:01 a.m., Eastern Standard Time,

[Effective Date] as follows:

1. Paragraph A(5) of ARTICLE XXIII - SECURITY FOR REINSURER’S OBLIGATIONS is hereby deleted in its entirety and

restated as follows:

(5)    The Company shall transfer Reinsurer Trust Assets deposited by or on behalf of the Reinsurer for Indirect Obligations
(as defined in Post-Termination Endorsement No. 1 to the Agreement) into a Company Trust Account pursuant to Paragraph
A(5) of ARTICLE XXIII - SECURITY FOR REINSURER’S OBLIGATIONS as set forth in Post-Termination Endorsement
No. 1 to the Agreement, if any, to reinsurance trust accounts maintained by Reinsurer as Security for AEL and AIU pursuant
to Post-Termination Endorsement No. 1 to reinsurance trust accounts established by the Reinsurer for the benefit of AEL and
AIU, as the case may be, pursuant to the European Quota Share.

2. Paragraph B of ARTICLE XXIII - SECURITY FOR REINSURER’S OBLIGATIONS is hereby deleted in its entirety and

restated as follows:

B. The “Obligations” referred to herein means as of any date of determination the sum of:

(1) The  amount  of  Ultimate  Net  Loss  ceded  hereunder  for  which  the  Reinsurer  is  responsible  to  the
Company but has not yet paid, including, without duplication, with respect to each Affiliate, the amount
of ceded Ultimate Net Loss for which the Company is responsible to such Affiliate but has not yet paid;
(2) The  amount  of  ceded  reserves  hereunder  for  Ultimate  Net  Loss  (including  without  limitation  ceded
reserves  for  claims  reported  but  not  resolved  and  losses  incurred  but  not  reported)  for  which  the
Reinsurer  is  responsible  to  the  Company,  including,  without  duplication,  with  respect  to  each  Affiliate,
the amount of ceded Ultimate Net Loss for which the Company is responsible to such Affiliate;

(3) The  amount  of  ceded  reserves  hereunder  for  Subject  Premium,  including,  without  duplication,  with
respect  to  each  Affiliate,  the  amount  of  ceded  reserves  for  unearned  Affiliate  Subject  Premiums
attributable to such Affiliate; and

(4) The sum of (1), (2) and (3) multiplied by the Funding Percentage (“Excess Funding”).

For the avoidance of doubt, the Obligations shall not include any business ceded under the European Quota
Share.

“Funding  Percentage”  means  10%,  provided  that,  immediately  upon  a  Reinsurer  Change  of  Control  in
which any Person or group of Persons acting in concert, other than a Company Affiliate, in a transaction or
series  of  transaction  acquires  ownership  and  control  of  more  than  50%  of  the  voting  shares  or  assets  of
Reinsurer (a “COC Funding Trigger”), the Funding Percentage shall be 15%. Provided that the Risk-Based
Capital ratio determined as of the end of the most recently completed calendar quarter is 500% or above, if
(i) the sum of the Obligations (exclusive of the Excess Funding) is below $1 billion and (ii) there has not
been  a  COC  Funding  Trigger,  the  Funding  Percentage  shall  be  reduced  from  10%  to  7.5%.  Further,
provided  that  the  Risk-Based  Capital  ratio  determined  as  of  the  end  of  the  most  recently  completed
calendar  quarter  is  400%  or  above  if  (i)  the  sum  of  the  Obligations  (exclusive  of  the  Excess  Funding)  is
below  $500  million  and  (ii)  there  has  not  been  a  COC  Funding  Trigger,  the  Funding  Percentage  shall  be
reduced from 7.5% to 5%. In the event of a COC Funding Trigger, the Funding Percentage shall be 15% on
the  date  of  the  COC  Funding  Trigger,  notwithstanding  that  the  sum  of  Obligations  (exclusive  of  Excess
Funding).

“Company Affiliate” means Barry D. Zyskind, George Karfunkel or Leah Karfunkel, or with respect to them,
another Person that, directly or indirectly, controls, is controlled by, or is under common control with, any of
them, where “control,” including the terms “controlling,” “controlled by” and “under common control” means
the possession, directly or indirectly, of the power to direct or cause the direction of the management and
policies of a Person, whether through the ownership of voting securities, by contract or otherwise, acting
alone or in concert with each other or other Persons.

“Person” means an individual, corporation, partnership, joint venture, limited liability company, association,
trust, unincorporated organization, Governmental Authority or other entity.

“Governmental Authority” means any government, political subdivision, court, arbitrator, arbitration panel,
mediator, mediation panel, board, commission, regulatory or administrative agency or other instrumentality
thereof, whether federal, state, provincial, local or foreign and including any regulatory authority which may
be partly or wholly autonomous.

3. Paragraph C of ARTICLE XXIII - SECURITY FOR REINSURER’S OBLIGATIONS is hereby amended by the addition

of sub-paragraph (6), which states as follows:
“(6)

In  the  event  that  the  Company  or  an  Affiliate  determines  to  utilize  security  provided0by  the  Reinsurer
pursuant to Paragraph A of this ARTICLE XXIII - SECURITY FOR REINSURER’S OBLIGATIONS, the
Company  shall  and  shall  use  commercially  reasonable  efforts  to  cause  such  Affiliate,  to  utilize  the
security  in  the  priorities  set  forth  on  Schedule  A  to  this  Post-Termination  Endorsement  No.  2.
Notwithstanding the foregoing, neither the Company nor any Affiliate shall be subject to the priorities set
forth on Schedule A to the extent that such priorities would interfere with the Company’s or an Affiliate’s
ability  to  obtain  reimbursement  or  payment  out  of  available  security  for  the  purposes  set  forth  in
Paragraph  C(5),  D(3)  or  any  other  provision  of  this  ARTICLE  XXIII  -  SECURITY  FOR  REINSURER’S
OBLIGATIONS.”

4. The definition of “Excess Funding Requirement” in Paragraph D(3) of ARTICLE XXIII - SECURITY FOR

REINSURER’S OBLIGATIONS is deleted in its entirety and restated as follows:

“Excess Funding Requirement” means as of any date of determination, the greater of (A) $54,000,000 or (B) the positive
amount, if any, of (i) the sum of the Obligations, assuming, solely for the purposes of this calculation, that the Funding
Percentage is 5%, less (ii) the sum of the Obligations, assuming, solely for the purposes of this calculation, that the
Funding Percentage is 2%; provided, however, that if the sum of the “Covered Losses” and “Commuted Covered Losses”
paid or payable by the Retrocessionaire under the ADC Agreement exceed $554,000,000, the Excess Funding
Requirement shall equal $0. To the extent that, over time, the amount of item (A) in the Excess Funding Requirement
definition is materially greater than item (B) in the Excess Funding Requirement definition, the Company and the
Reinsurer shall work together in good faith to revise the Excess Funding Requirement definition.

IN WITNESS WHEREOF, the parties hereto, by their respective duly authorized officer, have executed this POST-
TERMINATION ENDORSEMENT NO. 2 as of the dates set forth below:

AMTRUST INTERNATIONAL INSURANCE, LTD.    MAIDEN REINSURANCE LTD.

By:___________________________                By:_________________________

Dated:_________________________            Dated:_______________________

SUBSIDIARIES OF THE REGISTRANT

Subsidiary

Maiden Holdings, Ltd.

Maiden Reinsurance Ltd.

Maiden Holdings North America, Ltd.

Maiden Re Insurance Services, LLC

Maiden Global Servicing Company, LLC

Maiden Life Försäkrings AB

Maiden General Försäkrings AB

Regulatory Capital Limited

Maiden Global Holdings Ltd.

Maiden Australia Holdings PTY Ltd.

Exhibit 21.1

Note

Jurisdiction

(1)

(2)

(3)

(3)

(4)

  Bermuda

  Delaware

  Delaware

  Delaware

  Sweden

  Sweden

  Ireland

  England

  Australia

(1) All subsidiaries are 100% wholly owned by Maiden Holdings, Ltd. unless otherwise noted.
(2)

65% owned by Maiden Holdings, Ltd. and 35% owned by Maiden Holdings North America, Ltd. Effective March 16, 2020, Maiden Reinsurance Ltd. is now domiciled in Vermont, United
States.
100% wholly owned subsidiary of Maiden Holdings North America, Ltd.
100% wholly owned subsidiary of Maiden Global Holdings Ltd.

(3)
(4)

 
 
 
 
 
   
 
   
 
 
   
   
   
   
 
Consent of Independent Registered Public Accounting Firm

Exhibit 23.1

We consent to the incorporation by reference in Registration Statement No. 333-235948 on Form S-8 of our report dated March 18, 2020,
relating to the consolidated financial statements of Maiden Holdings, Ltd. and subsidiaries (the "Company") appearing in this Annual Report
on Form 10-K of Maiden Holdings, Ltd. for the year ended December 31, 2019.

/s/ Deloitte Ltd.

Hamilton, Bermuda
March 18, 2020

 
 
 
 
 
I, Lawrence F. Metz certify that:

1. 

I have reviewed this annual report on Form 10-K of Maiden Holdings, Ltd.;

CERTIFICATION

EXHIBIT 31.1

2.  Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the
statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this
report;

3.  Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the

financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.  The  registrant's  other  certifying  officer  and  I  are  responsible  for  establishing  and  maintaining  disclosure  controls  and  procedures  (as  defined  in
Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)
for the registrant and have:

(a) Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to
ensure that material information relating to the registrant, including any consolidated subsidiaries, is made known to us by others within those
entities, particularly during the period in which this report is being prepared;

(b) Designed  such  internal  control  over  financial  reporting,  or  caused  such  internal  control  over  financial  reporting  to  be  designed  under  our
supervision,  to  provide  reasonable  assurance  regarding  the  reliability  of  financial  reporting  and  the  preparation  of  financial  statements  for
external purposes in accordance with generally accepted accounting principles.

(c) Evaluated  the  effectiveness  of  the  registrant's  disclosure  controls  and  procedures  and  presented  in  this  report  our  conclusions  about  the

effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

(d) Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's most recent
fiscal  quarter  (the  registrant's  fourth  fiscal  quarter  in  the  case  of  an  annual  report)  that  has  materially  affected,  or  is  reasonably  likely  to
materially affect, the registrant's internal control over financial reporting; and

5.  The registrant's other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the

registrant's auditors and the audit committee of the registrant's board of directors (or persons performing the equivalent functions):

(a) All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably

likely to adversely affect the registrant's ability to record, process, summarize and report financial information; and

(b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internal control

over financial reporting.

March 18, 2020

/s/ LAWRENCE F. METZ

Lawrence F. Metz

President and Chief Executive Officer

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
I, Patrick J. Haveron, certify that:

1. 

I have reviewed this annual report on Form 10-K of Maiden Holdings, Ltd.;

CERTIFICATION

EXHIBIT 31.2

2.  Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the
statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this
report;

3.  Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the

financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.  The  registrant's  other  certifying  officer  and  I  are  responsible  for  establishing  and  maintaining  disclosure  controls  and  procedures  (as  defined  in
Exchange  Act  Rules  13a-15(e)  and  15d-15(e))  and  internal  control  over  financial  reporting  (as  defined  in  Exchange  Act  Rules  13a-15(f)  and  15d-
15(f)) for the registrant and have:

(a) Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to
ensure that material information relating to the registrant, including any consolidated subsidiaries, is made known to us by others within those
entities, particularly during the period in which this report is being prepared;

(b) Designed  such  internal  control  over  financial  reporting,  or  caused  such  internal  control  over  financial  reporting  to  be  designed  under  our
supervision,  to  provide  reasonable  assurance  regarding  the  reliability  of  financial  reporting  and  the  preparation  of  financial  statements  for
external purposes in accordance with generally accepted accounting principles.

(c) Evaluated  the  effectiveness  of  the  registrant's  disclosure  controls  and  procedures  and  presented  in  this  report  our  conclusions  about  the

effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

(d) Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's most recent
fiscal  quarter  (the  registrant's  fourth  fiscal  quarter  in  the  case  of  an  annual  report)  that  has  materially  affected,  or  is  reasonably  likely  to
materially affect, the registrant's internal control over financial reporting; and

5.  The registrant's other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the

registrant's auditors and the audit committee of the registrant's board of directors (or persons performing the equivalent functions):

(a) All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably

likely to adversely affect the registrant's ability to record, process, summarize and report financial information; and

(b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internal control

over financial reporting.

March 18, 2020

/s/ PATRICK J. HAVERON

Patrick J. Haveron

Chief Financial Officer

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
CERTIFICATION

Exhibit 32.1

Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 (subsections (a) and (b) of Section 1350, chapter 63 of title 18, United States Code), the

undersigned officer of Maiden Holdings, Ltd. (the “Company”), hereby certifies, to such officer's knowledge, that:

The Company's Annual Report on Form 10-K for the year ended December 31, 2019 (the “Report”) fully complies with the requirements of Section
13(a) or 15(d) of the Securities Exchange Act of 1934 and the information contained in the Report fairly presents, in all material respects, the financial
condition and results of operations of the Company.

March 18, 2020

By:  

/s/ LAWRENCE F. METZ

Lawrence F. Metz

President and Chief Executive Officer

The  foregoing  certification  is  being  furnished  solely  pursuant  to  Section  906  of  the  Sarbanes-Oxley  Act  of  2002  (subsections  (a)  and  (b)  of

Section 1350, chapter 63 of title 18, United States Code) and is not being filed as part of the Report.

 
 
 
 
 
 
 
 
 
 
 
 
 
CERTIFICATION

Exhibit 32.2

Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 (subsections (a) and (b) of Section 1350, chapter 63 of title 18, United States Code), the

undersigned officer of Maiden Holdings, Ltd. (the “Company”), hereby certifies, to such officer's knowledge, that:

The Company's Annual Report on Form 10-K for the year ended December 31, 2019 (the “Report”) fully complies with the requirements of Section
13(a) or 15(d) of the Securities Exchange Act of 1934 and the information contained in the Report fairly presents, in all material respects, the financial
condition and results of operations of the Company.

March 18, 2020

By:  

/s/ PATRICK J. HAVERON

Patrick J. Haveron

Chief Financial Officer

The  foregoing  certification  is  being  furnished  solely  pursuant  to  Section  906  of  the  Sarbanes-Oxley  Act  of  2002  (subsections  (a)  and  (b)  of

Section 1350, chapter 63 of title 18, United States Code) and is not being filed as part of the Report.