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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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FY2021 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, 2021

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)

Bermuda
(State or Other Jurisdiction of Incorporation or Organization)

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
Series D Preference Shares, par value $0.01 per share

Trading symbol(s)
MHLD
MH.PA
MH.PC
MH.PD

Name of Each Exchange on Which Registered
NASDAQ Capital Market
New York Stock Exchange
New York Stock Exchange
New York Stock Exchange

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 every Interactive Data File required to be submitted 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 such files). Yes ☒ No ☐
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a 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
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 has filed a report on and attestation to its management’s assessment of the effectiveness of its internal control over financial reporting under Section 404(b) of the Sarbanes-
Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its audit report. ☒
Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). Yes ☐ No ☒
Aggregate market value of voting and non-voting common shares held by non-affiliates of the registrant as of June 30, 2021 (the last business day of the registrant’s most recently completed second fiscal quarter) was
approximately $232.6 million based on the closing sale price of the registrant’s common shares on the NASDAQ Capital Market on that date. As of March 4, 2022, 86,474,162 common shares were outstanding.

DOCUMENTS INCORPORATED BY REFERENCE
Portions of the registrant's definitive proxy statement to be filed with the Securities and Exchange Commission pursuant to Regulation 14A with respect to the annual general meeting of the shareholders of the registrant
scheduled to be held on May 4, 2022 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
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 III

PART IV

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.

Exhibits, Financial Statement Schedules
Form 10-K Summary

Item 15.
Item 16.
Signatures
Exhibits
Consolidated Financial Statements

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PART I

Special Note About Forward-Looking Statements

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 between the amounts included in Parts I and II discussions in this
Annual Report on Form 10-K and the consolidated financial statements in Item 8 of this Annual Report on Form 10-K are due to rounding.

Risk Factor Summary

We are subject to various risks that could have a material adverse impact on our financial position, results of operations or cash flows. The following is a summary of the principal factors that
make investing in our securities risky and may cause our actual results to differ materially from forward-looking statements included in this Annual Report on Form 10-K. The following is only a
summary of the principal risks that may materially adversely affect our business, financial condition, results of operations and cash flows and should be read in conjunction with the more complete
discussion of the risk factors we face, which are set forth in the section entitled “Risk Factors” in Part I, Item 1A. in this report:

• we  have  incurred  volatile  operating  results  in  recent  years  and  there  can  be  no  assurance  that  we  will  maintain  operating  profitability  or  return  to  active  underwriting  on  new

prospective reinsurance risks;

• management may not successfully implement its business strategy which could result in a decline of capital or adversely affect our financial condition or results of operations and

may create enhanced risks;

•

•

•

our actual losses may be greater than our reserve for loss and loss adjustment expenses ("loss and LAE");

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;

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 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;

•

•

the failure of our underwriting process and risk management could have an adverse effect on our results of operations or financial condition;

failure of our information technology systems or breaches to our technology systems as a result of cyber-attacks could disrupt our business and adversely impact our profitability;

• we may not have sufficient unrestricted liquidity to meet our obligations and favorable terms to obtain additional capital may not be available;

1

•

•

•

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;

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;

our investments in alternative investments and our investments in joint ventures and/or entities accounted for using the equity method may be illiquid and volatile in terms of value
and returns, which could negatively affect our investment income and liquidity;

• 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;

• we  may  not  be  able  to  comply  with  restrictive  covenants  contained  in  the  documents  governing  our  Senior  Notes  or  any  future  credit  facility  which  could  trigger  prepayment

obligations;

•

•

•

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 industry is highly regulated, the regulatory requirements are expensive and we are subject to significant legal restrictions and these restrictions may have a material adverse
effect on us;

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

• we have risks related to our Preference Shares and Senior Notes;

•

•

•

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 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;

provisions in our bye-laws could change voting rights of our shares, impede an attempt to replace or remove our directors, and/or make it difficult for a third party to acquire us
which could diminish the value of our common shares;

• we may not be able to attract and retain key employees or successfully implement our newly formulated business strategy;

•

•

•

•

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

significant  changes  in  our  reinsurance  relationship  with  AmTrust  Financial  Services,  Inc.  ("AmTrust")  have  reduced  our  current  and  future  revenues  and  create  significant
uncertainty for sources of future liquidity;

our initial arrangements with AmTrust were negotiated while we were its affiliate and as such the arrangements could be challenged as not reflecting terms that we would agree to in
arm’s-length negotiations with an independent third party; and

our non-executive Chairman of the Board of Directors (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.

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Item 1. Business.

General Overview

Maiden Holdings is a Bermuda-based holding company. We create shareholder value by actively managing and allocating our assets and capital, including through ownership and management of
businesses and assets primarily in the insurance and related financial services industries where we can leverage our deep knowledge of those markets. We also provide a full range of legacy services
to small insurance companies, particularly those in run-off or with blocks of reserves that are no longer core, working with clients to develop and implement finality solutions including acquiring
entire  companies  that  enable  our  clients  to  meet  their  capital  and  risk  management  objectives.  We  expect  our  legacy  solutions  business  to  contribute  to  our  active  asset  and  capital  management
strategies.

Short-term income protection business is written on a primary basis by our wholly owned subsidiaries Maiden Life Försäkrings AB ("Maiden LF") and Maiden General Försäkrings AB ("Maiden
GF") in the Scandinavian and Northern European markets. Insurance support services are provided to Maiden LF and Maiden GF by our wholly owned subsidiary services company, Maiden Global
Holdings Ltd. (“Maiden Global”), which is also a licensed intermediary in the United Kingdom. Maiden Global had previously operated internationally by providing branded auto and credit life
insurance products through insurer partners, particularly those in the European Union ("EU") and other global markets. These products also produced reinsurance programs which were underwritten
by our indirect wholly owned subsidiary Maiden Reinsurance Ltd. ("Maiden Reinsurance").

We are not actively underwriting reinsurance business on prospective risks but are now actively underwriting risks on a retroactive basis through our indirect wholly owned subsidiary Genesis
Legacy Solutions, LLC ("GLS"). We also have various historic reinsurance programs underwritten by Maiden Reinsurance which are in run-off, including the liabilities associated with AmTrust
reinsurance agreements which were terminated in early 2019 as discussed in "Note 10 — Related Party Transactions" of the Notes to Consolidated Financial Statements included in Part II Item 8.
"Financial Statements and Supplementary Data". In addition, we have a retroactive reinsurance agreement and a commutation agreement that further reduces our exposure to and limits the potential
volatility related to AmTrust liabilities in run-off, which are discussed in "Note 8 — Reinsurance" of the Notes to Consolidated Financial Statements included in Part II Item 8. "Financial Statements
and Supplementary Data".

Recent Developments

Since the third quarter of 2018, we have engaged in a series of transactions that dramatically reduced the regulatory capital required to operate our business, materially strengthened our solvency
ratios, re-domiciled Maiden Reinsurance from Bermuda to the State of Vermont in the U.S. and ceased active reinsurance underwriting on new prospective risks. During that time, we significantly
increased our estimate of ultimate loss and loss expense reserves while purchasing reinsurance protection against further loss reserve volatility, and as a result, have improved the ultimate economic
value of the Company.

Details of strategic measures and other capital transactions are also discussed in the "Recent Developments" 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  in  "Note  10  —  Related  Party  Transactions"  and  "Note  6  —  Shareholders'  Equity"
included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10–K.

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.

Business Strategy

We continued to pursue our revised operating strategy during 2021 by leveraging the significant assets and capital we retain. In addition to restoring operating profitability, our strategic focus
centers on allocating capital and resources which we believe will create the greatest risk-adjusted shareholder returns, whether via asset and capital management or active reinsurance underwriting of
new  risks,  or  a  combination  of  both.  Further  details  are  discussed  in  the  "Business  Strategy"  section  of  Item  7  "Management’s  Discussion  and  Analysis  of  Financial  Condition  and  Results  of
Operations - Overview" of this Annual Report on Form 10–K.
Our Principal Operating Subsidiaries

Maiden  Reinsurance,  an  indirect  wholly  owned  subsidiary  of  Maiden  Holdings,  is  an  affiliated  reinsurance  company  licensed  in  the  State  of  Vermont  in  the  U.S.  and  our  principal  operating
subsidiary  which  commenced  operations  in  June  2007.  Effective  March  16,  2020,  we  re-domesticated  Maiden  Reinsurance  from  Bermuda  to  Vermont  in  the  U.S.,  having  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.
Maiden Reinsurance is now subject to the statutes and regulations of Vermont in the ordinary course of business. The re-domestication did not apply to Maiden Holdings which remains a Bermuda-
based holding company.

Maiden Holdings North America, Ltd. ("Maiden NA") is our wholly owned U.S. holding company and is domiciled in the State of Delaware.

Maiden Global, a wholly owned subsidiary of Maiden Holdings, operates as an insurance services 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  income  protection  insurance  on  a  primary  basis  in  the
Scandinavian and Northern European market.

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GLS was formed in November 2020 and is a wholly owned subsidiary of Maiden Reinsurance domiciled in the State of Delaware. GLS specializes in providing a full range of legacy services to
small insurance entities, particularly those in run-off or with blocks of reserves that are no longer core, working with clients to develop and implement finality solutions including acquiring entire
companies that enable our clients to meet their capital and risk management objectives.
Our Reportable Segments

Our business currently consists of two reportable segments: Diversified Reinsurance and AmTrust Reinsurance. Our Diversified Reinsurance segment consists of a portfolio of predominantly
property and casualty insurance and reinsurance business focusing on regional and specialty property and casualty insurance companies located primarily in Europe. This segment now also includes
transactions entered into by GLS. Our AmTrust Reinsurance segment includes all business ceded to Maiden Reinsurance by AmTrust, primarily the quota share reinsurance agreement (“AmTrust
Quota  Share”)  between  Maiden  Reinsurance  and  AmTrust’s  wholly  owned  subsidiary,  AmTrust  International  Insurance,  Ltd.  (“AII”)  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"),
which are both in run-off effective January 1, 2019.

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, 2021 and 2020:

For the Year Ended December 31,

($ in thousands)
Diversified Reinsurance
AmTrust Reinsurance

Total

2021

2020

Net Premiums 
Earned

% of Total

Net Premiums 
Earned

% of Total

$

$

27,681 
25,312 
52,993 

52.2 % $
47.8 %
100.0  % $

47,847 
58,234 
106,081 

45.1 %
54.9 %
100.0 %

Financial data relating to the geographical areas in which we operate and relating to our principal products by line of business 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.

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 Maiden GF write business within Europe on a
primary basis. Maiden Reinsurance has a limited number of in-force reinsurance contracts remaining that are renewals of existing contracts as well as reinsurance transactions entered into by GLS.
Net premiums written by our Diversified Reinsurance segment operating subsidiaries, after intercompany reinsurance, for the years ended December 31, 2021 and 2020 included:

For the Year Ended December 31,

($ in thousands)
Maiden Reinsurance
Maiden LF
Maiden GF

Total

2021

2020

Net Premiums 
Written

% of Total

Net Premiums 
Written

% of Total

$

$

(1,031)
9,553 
7,576 
16,098 

(6.4)% $
59.3 %
47.1 %
100.0 % $

21,073 
9,421 
6,764 
37,258 

56.6 %
25.3 %
18.1 %
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, 2021 and 2020.

Maiden Global’s business development teams partnered with automobile manufacturers, dealer associations and local primary insurers to design and implement point of sale insurance programs
which generated revenue for the auto manufacturer and insurance premiums for the primary insurer ("IIS business"). However, all of these programs are now in run-off and no new programs are
being sought. There is no new written premium and the only remaining earned premium is from the Australian program which will continue into 2022. IIS premiums by line of business for the years
ended December 31, 2021 and 2020:

For the Year Ended December 31,

($ in thousands)

Personal Auto - Quota Share Reinsurance
Credit Life - Insurance

Total

2021

2020

Net 
Premiums 
Written

(4,592)
20,716 
16,124 

% of Total

(28.5)% $
128.5 %
100.0 % $

Net 
Premiums 
Written

20,596 
16,630 
37,226 

% of Total

55.3 %
44.7 %
100.0 %

$

$

4

For the years ended December 31, 2021, the Company's net written premiums for Personal Auto on a quota share reinsurance basis were negative and significantly decreased compared to 2020
primarily due to the return of unearned premiums written in a German Auto quota share reinsurance contract in our IIS business which went into run-off on January 1, 2021. German Auto reinsurance
had negative written premiums of $4.8 million for the year ended December 31, 2021 compared to net premiums written of $20.7 million for the same period in 2020.

AmTrust Reinsurance Segment

General

AmTrust is a multinational specialty property and casualty insurance holding company with operations in the U.S., Europe and Bermuda. Effective January 1, 2019 (a) the AmTrust Quota Share,
and (b) the European Hospital Liability Quota Share were terminated on a run-off basis. These transactions are broadly referred to herein as the "Final AmTrust QS Terminations". Apart from certain
unearned premiums in the AmTrust Quota Share and the European Hospital Liability Quota Share that were earned subsequent to December 31, 2019, there was no new premium written within this
segment during 2021 and 2020.

Information relating to our founding shareholders that are affiliated with AmTrust ("Founding Shareholders") 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  Final  AmTrust  QS  Terminations  described  above,  our  active  reinsurance  contracts  with  AmTrust  were  terminated  effective  January  1,  2019.  Also,  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") effective July 31, 2019, 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 did not include any business
classified by AII as Specialty Program or Specialty Risk business.

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  within  Europe,

primarily in 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;

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• 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 maintains 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.

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.

As a property and casualty holding company, our insurance subsidiaries are in the business of assuming risk. We are not currently underwriting reinsurance business on prospective risks as we

historically have, but are now actively underwriting risks on a retroactive basis. Our primary risks are categorized as follows:

• Strategic risk – the risk that strategic decisions have an unexpected or adverse impact on future earnings or capital adequacy. This includes the ability to deploy capital in order to maximize

risk adjusted returns in the most efficient way, without adversely impacting the adequacy of our capital position;

• 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. Maiden Reinsurance is not engaged in active reinsurance underwriting on prospective
risks 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.

Reserve for Loss and LAE

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 LAE incurred with respect to premiums earned on the policies and treaties that we write. These reserves are balance sheet liabilities presenting
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 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

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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  LAE"  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 Financial Strength Rating

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). We currently do not have a financial
strength rating from any of the major rating agencies that cover our industry.

As presently constituted, we believe that our current business operations neither require a financial strength rating nor inhibit us from pursuing or achieving our strategic objectives. However, 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  in  the  future.  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 would resume active underwriting of new prospective risks.
Our Employees

On March 4, 2022, we had approximately 52 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 Vermont. Regulatory, supervisory and administrative authority over insurance companies
in  the  United  States  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
loss 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 Department of Financial Regulation ("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 Vermont DFR. 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, generally 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

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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 Vermont. 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  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 often 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 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 NAIC Model Holding Company Act and NAIC 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 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 filed its first RBC reports in March 2021 for the 2020 calendar year, and the reported RBC levels
exceed Vermont's RBC requirements. Maiden Reinsurance continues to invest excess capital based on our current expected business strategy as our RBC requirements permit.

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.

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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  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 actively underwriting reinsurance on new prospective risks, 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. 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. For
example, Dodd-Frank impacts the reinsurance industry in several areas, including tort reform, corporate governance and the taxation of reinsurance companies. Dodd-Frank also prohibits a state from
denying credit for reinsurance if the state of domicile of the insurer purchasing the reinsurance recognizes credit for reinsurance.

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
("Covered Agreement"). 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. On June 25, 2019, the NAIC Executive Committee and Plenary adopted revisions to the Credit for Reinsurance Model Law and Credit for Reinsurance
Model Regulation, which implement the reinsurance collateral provisions of the Covered Agreements with the EU and the United Kingdom (UK). Bermuda is not covered under this agreement.

9

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.

United Kingdom Insurance Regulation

Maiden LF U.K. Branch and Maiden GF U.K. Branch were established in the U.K. following Brexit. The branches have been accepted into the Temporary Permissions Regime which allows them
to write insurance in the U.K. under the supervision of the Prudential Regulation Authority (“PRA”) and Financial Conduct Authority (“FCA”). While in the Temporary Permissions Regime, both
branches have applied to the PRA for regulatory authorization. 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.

Certain Bermuda Law Considerations

Maiden Holdings has been designated as non-resident for exchange control purposes by the Bermuda Monetary Authority ("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 force in Bermuda on January 1, 2019 and impacts every Bermuda registered entity engaged in a “relevant activity” to maintain
a  substantial  economic  presence  in  Bermuda  and  to  satisfy  economic  substance  requirements.  Under  the  ESA,  holding  entity  activities  (as  defined  in  the  ESA  and  the  Economic  Substance
Regulations  2018,  as  amended)  are  deemed  a  relevant  activity.  To  the  extent  that  the  ESA  applies  to  Maiden  Holdings,  we  are  required  to  demonstrate  compliance  with  economic  substance
requirements that we have “adequate” economic substance in Bermuda, and we must file 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 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, 2015 and again in 2019 by the Terrorism Risk Insurance Program Reauthorization
Act  of  2019  ("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, 2027 with certain modifications in the provisions of the expiring program.

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 has 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 to any of its operations or the shares, debentures or other obligations of Maiden Holdings 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 is 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.

10

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 20.6%. 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
because 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, Maiden LF U.K. Branch and Maiden GF U.K. Branch are tax residents in the U.K. and are currently subject to corporation tax in the U.K. on their 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 previously by Maiden Global was underwritten by Maiden Reinsurance. Other than in respect of Maiden Global, Maiden LF U.K. Branch
and Maiden GF U.K. Branch, 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 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

Under the Tax Cuts and Jobs Act (the "2017 Act"), which was signed into law on December 22, 2017, the corporate U.S. tax rate is 21%, the alternative minimum tax was eliminated and the
deductibility of interest expense was limited, among other things. 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"). We are currently unable to predict the ultimate impact of the 2017 Act on our business, shareholders and results of operations.  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. 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., and Maiden Reinsurance is subject to taxation in the U.S.
since the effective date of its re-domestication. 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. 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 44.7% 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 is 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  and  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:

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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.

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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

While our shareholders' equity has improved since 2019, we have incurred volatile operating results in recent years. There can be no assurance that we will maintain operating profitability or
return to active underwriting of new prospective reinsurance risks.

We produced net income of $26.6 million in 2021, compared to net income of $41.8 million during 2020. This improved from a net loss of $131.9 million during 2019 which was the result of loss
reserve strengthening and adverse prior year loss development of loss reserves. We have taken significant actions since the second half of 2018 to strengthen our loss reserve and 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. 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 believe these actions along with our revised strategy will help maintain 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. Further, as our insurance liabilities continue to run-off, our investment income will continue to decrease
which may adversely affect our profitability. While we continue to reduce our operating expenses, make additional investments which we believe will produce enhanced investment returns, and now
write new legacy retroactive risks, there can be no assurance that these measures will overcome the expected decline in investment income. Finally, we have not yet determined if and when we may
resume active underwriting of new prospective risks which would result in increased revenue.

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 we do not maintain operating profitability or if future 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,  materially  adversely  affecting  our  financial  condition  and  results  of
operations, and may create enhanced risks.

Management  continues  to  evaluate  various  operating  strategies  that  are  likely  to  be  significantly  different  than  our  prior  strategic  business  focus.  In  November  2020,  we  formed  GLS  which
specializes in providing a full range of legacy services to small insurance entities, particularly those in run-off or with blocks of reserves that are no longer core, working with clients to develop and
implement finality solutions including acquiring entire companies. We believe the formation of GLS is highly complementary to our overall longer-term strategy. However, it may take some time for
GLS to gain sufficient scale to achieve its objectives, and its results may not reach the objectives we expect to establish for it over time. Since 2020, this also included expanded investment activities.
This has included changes to our approaches to asset and capital management and we may or may not resume active reinsurance underwriting of new prospective risks 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 of new
prospective  risks  and  on  any  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.

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 can 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 material changes to those plans. 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.

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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, possibly leading to an adverse effect
on our long-term results of operations and financial condition.

Our actual losses may be greater than our reserve for loss and LAE, which could materially 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, that we have acquired or will acquire in the future. 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 LAE. 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 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.

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.

In addition, during 2020, the COVID-19 pandemic disrupted established claims adjudication and settlement processes. These disruptions could impact the consistency of data received from our
cedants and agents. While we do not believe these disruptions have materially impacted our ability to appropriately evaluate the exposures, it could potentially impact the judgments we make in
setting reserves.

While we have established our reserves to a level we believe to be sufficient to cover losses assumed by us when we recognize prior period development, there can be no assurance that losses will
not deviate from our reserves, possibly by material amounts. We have experienced significant adverse development of our loss reserves in prior 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 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.

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.

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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 arbitration 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, 2021, we had $559.9 million due to us from one reinsurer, Cavello Bay Reinsurance Limited ("Cavello"), consisting of losses due from Cavello under the retrocession agreement
of $69.0 million and reinsurance recoverable on unpaid losses under the retroactive reinsurance agreement of $490.9 million. Cavello provided collateral in the form of a letter of credit in the amount
of $445.0 million to AmTrust under the loss portfolio and adverse development cover agreement ("LPT/ADC Agreement') with Enstar Group Limited ("Enstar") on July 31, 2019, pursuant to which
Cavello assumed the loss reserves as of December 31, 2018 associated with the AmTrust Quota Share, subject to additional collateral funding requirements. As of December 31, 2021, the amount of
collateral required was $401.6 million.

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 or cannot obtain 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 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.

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 of new prospective risks, we are engaged in active reinsurance underwriting of retroactive risks. Our participation in these
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 failure of our underwriting process and risk management could have an adverse effect on our results of operations or financial condition.

As noted, while we are not presently engaged in active reinsurance underwriting of new prospective reinsurance risks, we are engaged in active reinsurance underwriting of retroactive risks. We
also assume risk on a primary basis through Maiden LF & Maiden GF. As we write these risks, we similarly seek 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.

We  rely  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  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

15

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. The continuing presence of the COVID-19 virus globally continues to inject 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.

Our agency mortgage-backed securities ("Agency MBS") constitute 16.5% of our fixed maturity investments at December 31, 2021.  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

16

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, 2021 and as of the date hereof, our insurance subsidiaries' ability to make distributions require the prior approvals of their respective domestic regulators. 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,  2021,  restricted  cash  and  cash  equivalents  and  fixed
maturity investments used as collateral were $582.1 million and represents 87.8% 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, 2021, Maiden Reinsurance had $40.5 million in unrestricted cash and cash equivalents and fixed maturity investments. On a consolidated basis, the
Company had $81.1 million in unrestricted cash and cash equivalents and fixed maturity investments at December 31, 2021.

Based on our current estimate of 2022 financial projections, we believe we will have sufficient liquidity to meet and fulfill our obligations including payments due under our 2013 Senior Notes
issued by Maiden NA in the principal amount of $152.5 million, all of which is currently outstanding and is subject to a guarantee by Maiden Holdings, and 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"). However, should our operating results deteriorate,
should  additional  collateral  be  required  under  our  contractual  arrangements  with  reinsured  prior  to  the  receipt  of  recoveries  under  reinsurance  agreements  we  have  entered  into  or  should  excess
collateral under those arrangements not be returned to the Company quickly enough, we cannot assure that we will maintain sufficient unrestricted liquidity to meet those obligations.

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, 2021, total investments of $0.8 billion represented 92.6% of our total cash and investments. Total
investments included other investments of $141.7 million, or 17.2% of our total investment portfolio, comprised of a combination of private credit funds, private equity funds, other privately held
investments and investments in direct lending activities. 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 through accumulated other comprehensive income ("AOCI").

Our Board has established our investment policies, including the purchase of affiliated securities, approved by the Vermont DFR, 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.

A substantial portion of our investment portfolio consists of 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 fixed maturity investment portfolio and future investment income. For example, changes in interest rates can expose us to prepayment risks on
U.S. Government Agency

17

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.  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  fixed  maturity  investment
portfolio, our risk of exposure to unexpected changes in interest rates could adversely affect our operations and financial condition.

At December 31, 2021 and 2020, these respective durations in years were as follows:

At December 31,
Fixed maturities and cash and cash equivalents
Reserve for loss and LAE - gross of LPT/ADC Agreement reserves
Reserve for loss and LAE - net of LPT/ADC Agreement reserves

2021

2020

1.5
4.4
1.4

2.1
3.9
0.9

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
since 2019, which have transformed our operations and materially reduced the risk on our balance sheet. As a result, 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 has shortened 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 inaccurate 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  in  the  current  period  that  may  never  materialize  in  the  future  in  an  orderly
transaction with a willing market participant.

Our investments in alternative investments and our investments in joint ventures and/or entities accounted for using the equity method may be illiquid and volatile in terms of value and returns,
which could negatively affect our investment income and liquidity.

In addition to fixed maturity securities, we have invested, and may from time to time continue to invest, in alternative investments such as hedge funds, fixed income funds, equity funds, privately
held investments, private equity and private credit funds and co-investments, real estate funds and co-investments and other alternative investments. During 2021, we increased the amount allocated
to such investments, and at December 31, 2021, 25.4% of our total cash and investments were categorized as equities, other investments and equity method Investments on our consolidated balance
sheets compared to 7.3% as of December 31, 2020. We expect to continue to increase this allocation over future periods and have committed $95.7 million to future investments as of December 31,
2021. These and other similar investments may be illiquid due to restrictions on sales, transfers and redemption terms, may have different, more significant risk characteristics than our investments in
fixed maturity securities and may also have more volatile values and returns, all of which could negatively affect our investment income and overall portfolio liquidity.

We have also invested, and from time to time may continue to make investments in joint ventures and in other entities that we do not control. In these investments, many of which are accounted

for using the equity method, we may lack management

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and operational control over the entities in which we are invested, which may limit our ability to take actions that could protect or increase the value of our investment. In addition, these investments
may  be  illiquid  due  to  contractual  provisions,  and  our  lack  of  operational  control  may  prevent  us  from  obtaining  liquidity  through  distributions  from  these  investments  in  a  timely  manner  or  on
favorable terms.

Alternative  or  "other"  investments  may  not  meet  regulatory  admissibility  requirements  or  may  result  in  increased  regulatory  capital  charges  to  our  insurance  subsidiaries  that  hold  these
investments, which could limit those subsidiaries’ ability to make capital distributions to us and, consequently, negatively impact our liquidity. For more information on our alternative investments,
please see Item 7. "Management's Discussion & Analysis: Liquidity and Capital Resources - Cash & Investments".

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 as well as the non-payment of dividends on our Preference Shares 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. Establishing a credit rating on our securities, if needed in the future, may be difficult to obtain.

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.

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.

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 preference shares. Any capital distribution of any kind out of Maiden Reinsurance would be done consistent with Vermont regulation which requires 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 $465.0 million in Preference Shares that remains outstanding at December 31, 2021. Excluding the Preference Shares held by Maiden Reinsurance, $159.2
million  are  held  by  non-affiliates  as  at  December  31,  2021.  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 has not declared dividends on the Preference Shares since the third quarter of 2018 and there can be no assurance that the authorization and
declaration of dividends on the Preference Shares will resume.

As part of the capital management pillar of our strategy during 2021, Maiden Reinsurance accepted for purchase via private negotiation with certain security holders, (i) 3,519,093 shares of the
Company's 8.25% Non-Cumulative Preference Shares Series A at an average price of $14.74 per share, (ii) 3,026,764 shares of the Company's 7.125% Non-Cumulative Preference Shares Series C at
an  average  price  of  $14.36  per  share,  and  (iii)  2,858,155  shares  of  the  Company's  6.7%  Non-Cumulative  Preference  Shares  Series  D  at  an  average  price  of  $14.27  per  share.  The  Company  has
continued to repurchase Preference Shares subsequent to December 31, 2021 pursuant to a Rule 10b5-1 plan. Please see "Note 16 - Subsequent Events" included under Item 8. "Financial Statements
and  Supplementary  Data"  of  this  Annual  Report  on  Form  10-K  for  details.  However,  there  can  be  no  assurance  that  our  insurance  liabilities  will  run-off  at  levels  that  will  permit  future  capital
management activities, which we expect to continually review as part of our strategy.

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

19

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.

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

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.

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 U.S. 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. In 2021, the NAIC adopted the final version of
group capital calculation template and instructions and proposed revisions to the Insurance Holding Company System Act and Regulation to implement the filing of the group capital calculation with
the  lead  state  insurance  commissioner.  This  establishes  a  filing  requirement  for  insurance  groups  for  the  purposes  of  evaluating  solvency  at  the  group  level.  State  legislatures  and  insurance
departments have begun to implement the holding company system revisions 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

and Maiden GF are established in an EEA state (Sweden)

20

and have 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). Maiden GF is licensed by Finansinspektionen to write insurance and reinsurance of other miscellaneous financial losses (Class 16). 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 on 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 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.

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 EU’s review of harmful tax competition could adversely affect our operations.

During 2017, the EU Economic and Financial Affairs Council released a list of non-cooperative jurisdictions for tax purposes. The stated aim of this list, and accompanying report, was to promote
good governance worldwide in order to maximize efforts to prevent tax fraud and tax evasion. Bermuda was not on the list of non-cooperative jurisdictions but did feature in the report (along with
approximately 40 other jurisdictions) as having committed to address concerns relating to economic substance by December 31, 2018. In accordance with that commitment, Bermuda enacted the
Economic Substance Act 2018 (as amended) of Bermuda (the “ESA”) that came into force on January 1, 2019. As noted above under “Regulatory Matters – Certain Bermuda Law Regulations”, the
ESA  requires  an  in-scope  registered  entity  (other  than  an  entity  which  is  resident  for  tax  purposes  in  certain  jurisdictions  outside  Bermuda)  that  carries  on  as  a  business  any  one  or  more  of  the
“relevant activities” referred to in the ESA, to comply with economic substance requirements.

Under the ESA, holding entity activities (as defined in the ESA and the Economic Substance Regulations 2018, as amended) satisfy the requirement of undertaking a “relevant activity”. To the

extent that the ESA applies to Maiden Holdings, we will be required to demonstrate compliance with the ESA that we have “adequate” economic substance in Bermuda.

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.

However, the meaning of “adequate” in this context remains unclear. Further, given that the legislation is new and remains subject to further clarification and interpretation, it is not currently
possible  to  ascertain  the  steps  required  to  ensure  our  continued  compliance  with  the  ESA  and  makes  it  difficult  to  predict  its  future  impact.  Any  entity  that  must  satisfy  economic  substance
requirements but fails to do so could face financial penalties or could be ordered by a court to take action to remedy such failure. It may also be faced with a restriction of its business activities,
automatic reporting by the Bermuda authorities to competent authorities in the EU 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 impact 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 Global (and its subsidiaries), Maiden LF, Maiden GF and Maiden NA (and its subsidiaries) will be our sole source of funds to pay any
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

21

condition and results of operations. Any capital distribution of any kind out of Maiden Reinsurance requires 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 has not declared dividends on our Preference Shares since the third quarter of 2018 and there can be
no assurance that the authorization and declaration of dividends on our Preference Shares will resume.

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. 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 can be no assurance that the bid price of the common shares of
Maiden Holdings will remain above the applicable listing standards 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 our Company.

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, 2021, our total consolidated principal amount of debt was $262.5 million and our total consolidated liabilities
were $1.9 billion. We may incur additional debt and liabilities in the future. Our existing and future indebtedness may restrict payments of 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 has not declared dividends on the Preference Shares since the third quarter of 2018 and there can be no assurance that the authorization and declaration
of dividends on the Preference Shares will resume.

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

Maiden  NA  issued  the  2013  Senior  Notes  and  Maiden  Holdings  issued  the  2016  Senior  Notes,  both  of  which  are  currently  outstanding.  We  may  be  dependent  on  dividends  from  Maiden
Reinsurance  to  provide  cash  flows  to  pay  interest  on  both  the  2013  Senior  Notes  and  the  2016  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:

•

•

•

•

•

•

•

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

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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 have previously been 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, 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.

Our Board has 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 were not declared and paid for six quarterly dividend periods, holders of record with at least 20% of voting power of any of the Preference Shares Series A,
C and D were collectively entitled to vote for the election of a total of two additional members of the Company's Board. On December 15, 2020, holders of the Company's Preference Share Series A,
C and D collectively elected two additional members to the Company's Board, though these directors were not renominated for re-election at the 2021 Annual General Meeting of Shareholders by
qualifying preference shareholders.

We may consider varying the terms of our preference securities subject to a vote of preference shareholders as required.

As of December 31, 2021, Maiden Reinsurance owned 67.7%, 64.1% and 65.6% of the outstanding shares of the Series A, Series C and Series D Preference Shares, respectively. The Company
has continued to repurchase Preference Shares subsequent to December 31, 2021 pursuant to a Rule 10b5-1 plan. As of March 14, 2022, Maiden Reinsurance owns 67.7%, 66.7% and 67.0% of the
outstanding shares of the Series A, Series C and Series D Preference Shares, respectively. Pursuant to the terms of each series of those Preference Shares, these securities may be modified as defined
therein, subject to the vote of at least two-thirds of the preference shareholders. We may consider modifying the terms of these securities on terms that may or may not be favorable to holders of those
securities. We presently do not have any such plans but may consider such modifications as circumstances develop.

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 currently engaged in reinsurance

underwriting of new prospective risks 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 common 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 common ordinary shares.

The market price for our ordinary common 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 4, 2022, 86,474,162 common shares were outstanding. In addition, we have reserved 8,729,737 common shares for issuance
under our 2019 Omnibus Incentive Plan. As of March 4, 2022, there were 192,500 stock options outstanding and 476,844 restricted shares outstanding. 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

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Factors under the section captioned "Taxation"  within  this  Item  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:

• 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

• 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:

• 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 in Bermuda, 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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•

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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 favor 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 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 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 Annual 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.

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Employee Issues

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

Our success depends largely on our senior management, which includes, among others, Lawrence F. Metz, our President and Co-Chief Executive Officer, and Patrick J. Haveron, our Co-Chief

Executive Officer and Chief Financial Officer (Messrs. Metz and Haveron are referred to as the "Co-CEOs"). We have entered into employment agreements with these executive officers.

In addition to the officers listed above, we require key staff with actuarial, legal, reinsurance, accounting and administrative skills. We have a significantly smaller staff and given our current
business circumstances, thus 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.

Finally,  the  COVID-19  pandemic  presents  a  unique  risk  in  this  regard,  in  that  if  any  of  our  key  personnel  were  unable  to  continue  to  work  productively,  or  at  all,  due  to  illness,  government

restrictions, remote working conditions, or other disruptions related to the COVID-19 pandemic, our ability to conduct our operations may be adversely affected.

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

We sold our U.S operations in 2018 as well as terminated and sold certain lines of business. As we are not currently engaged in active reinsurance underwriting of new prospective risks 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  new
employees and integrate them into our company. In addition, if we decide to resume active reinsurance underwriting of new prospective risks, 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 eight non-Bermudians in our Bermuda office including our Co-CEOs. Under Bermuda law, non-Bermudians (other than spouses of Bermudians and holders
of permanent 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, two, three, four and five 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 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  UK  left  the  EU  on  January  31,  2020.  There  was  a  transition  period  during  which  the  UK  remained  part  of  the  Single  market  and  Customs  Union  to  allow  for  negotiations  on  the  future

relations. Following intense negotiations, an agreement on future EU-UK relations was concluded at the end of December 2020 but it does not cover financial services.

Both Maiden LF and Maiden GF have been accepted into the UK’s temporary permissions regime which allows EEA firms who were formerly using a passport to operate for a limited period
while they seek authorization from the Prudential Regulatory Authority (PRA). This means they can continue to underwrite in the UK despite Brexit. Both Maiden LF and Maiden GF have applied
for regulatory permission for UK branches, which are pending.

The risks associated with the potential consequences that may follow Brexit, including volatility in financial markets, exchange rates and interest rates, remain 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.

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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, 2021, no such hedges or hedging strategies were in force or had been entered into.

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  ("Partial  Termination  Amendment")  effective  January  1,  2019  which  amended  the
AmTrust Quota Share, the Final AmTrust QS Termination, the WC Commutation and several post-termination endorsements. 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 and solvency
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
on prospective risks. 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 AmTrust Quota Share. 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 53.2% 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, 2021, Leah Karfunkel owns or controls approximately 7.8% of the outstanding shares of the Company and Barry Zyskind
owns or controls approximately 7.3% 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.

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, 2021, we provided $1.3 billion of collateral to AmTrust, AII and AEL in the form of trusts, letters of credit, funds withheld and a loan. This collateral includes $575.0 million
transferred to AmTrust from existing trust accounts used for collateral on the AmTrust Quota Share to a funds withheld arrangement in January 2019, which currently has an annual interest rate of
1.8%, subject to annual adjustment. The annual interest rate was 2.65% for the duration of 2020.

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

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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.

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.

Approximately 35.0% of our AmTrust Reinsurance segment's reserve for loss and LAE at December 31, 2021 was related to the reinsurance of U.S. workers' compensation risks which is our
largest exposure to a particular line of business. 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.

Reinsurance is a highly competitive industry.

The reinsurance industry is highly competitive. While we are not currently engaged in active reinsurance underwriting of new prospective risks, we are writing risks on a retroactive basis and
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  of  new  prospective  risks.  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 of new prospective risks, 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 of new prospective risks.

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.

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We are not presently engaged in active reinsurance underwriting of new prospective risks. If and when we do decide to resume active reinsurance underwriting of new prospective risks, 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 on prospective risks, 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.

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 Maiden Holdings 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, or any of its respective operations or its 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  it)  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 is 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.

OECD two-pillar solution to address the tax challenges arising from 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, but includes explicit exclusions for Regulated Financial Services, so is not expected to have a material impact on insurance and reinsurance groups. 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.

In 2021, significant steps were taken to develop a plan for implementing the two-pillar solution. In October 2021, the OECD/G20 Inclusive Framework released a statement agreeing a two-pillar
solution to address the tax challenges arising from the digital economy. In December 2021, the OECD issued Pillar Two model rules for domestic implementation of the global minimum tax and
shortly thereafter the European Commission proposed a Directive to implement the Pillar Two rules into EU law, which, if unanimously agreed by EU member states, will require EU member states
to transpose the rules into their national laws by December 31, 2022 with certain measures initially coming into effect from January 1, 2023. The proposals, in particular in relation to Pillar Two, are
broad in scope and we are unable to determine at this time whether they would have a material adverse impact on our operations and results.

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 Maiden Holdings or one of its non-U.S. subsidiaries 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. Maiden Holdings is a Bermuda-based holding company. We intend to manage our business so that Maiden
Holdings and its non-U.S. subsidiaries should operate in such a manner that none 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 is currently subject to U.S. taxation as a domestic corporation from the effective date of its re-domestication to the State of Vermont on March 16,
2020.

However,  because  there  is  considerable  uncertainty  as  to  which  activities  constitute  being  engaged  in  a  trade  or  business  within  the  U.S.,  we  cannot  be  certain  that  the  IRS  will  not  contend

successfully that we are engaged in a trade or business in the U.S.

Net operating losses ("NOL") (and certain other tax attributes or tax benefits of the Maiden NA tax group) may be subject to limitation under Section 382 of the Tax Code.

Maiden NA has significant tax NOL carryforwards as of December 31, 2021. As a result of the Maiden NA NOL and other tax attributes, the Company presently has a net deferred tax asset with
a full valuation allowance against it which may be recognized in future periods. It is possible that certain ownership changes of Maiden NA, if they were to occur, could result in an “ownership
change” of Maiden NA for purposes of Section 382 of the Tax Code. If such an ownership change (as defined) were to occur, the value and amount of the Maiden NA NOL would be substantially
impaired, increasing the U.S. federal income tax liability of Maiden NA and materially reducing the value of Maiden NA. Should the NOL be limited in any way, it could also limit or eliminate the
Company's ability to recognize and realize that asset in the future.

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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 ("RPII").

If U.S. persons are treated as owning 25% or more of Maiden Holdings’ shares (by vote or by value) (as is expected to be the case) and the RPII of a non-U.S. insurance subsidiary of Maiden
Holdings (determined on a gross basis) were to equal or exceed 20% of its 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  a  non-U.S.  insurance  subsidiary  of  Maiden  Holdings
(directly or indirectly through non-U.S. entities) on the last day of the taxable year would be required to include in its income for U.S. federal income tax purposes such person’s pro rata share of such
non-U.S. insurance subsidiary’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 a
non-U.S. insurance subsidiary of Maiden Holdings (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 a non-U.S. insurance subsidiary.

We believe that either (i) the direct or indirect insureds of Maiden Holdings (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  a  non-U.S.  insurance  subsidiary  of  Maiden  Holdings  should  not  equal  or  exceed  20%  of  its  gross  insurance  income  for  the  taxable  year.
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 its non-U.S. insurance subsidiary's 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 ("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 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. As discussed below, the IRS issued final and proposed PFIC regulations. 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.

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The 2017 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"). In addition, the IRS
recently issued final and proposed regulations (the "2020 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 2020 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 qualifying as a qualifying insurance corporation under the alternative test (including tightening the scope of non-U.S insurers that can qualify for the
rating-related circumstances test). The 2020 Regulations also propose that a non-U.S. insurer will qualify for the insurance company exception only if a factual requirements test or an active conduct
percentage test is satisfied. The factual requirements test will be met if the non-U.S. insurer'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 active conduct percentage test will be satisfied if (1) the total costs incurred by the non-U.S. insurer with respect to
its officers and employees (including officers and employees of certain related entities) for services related to core functions (other than investment activities) equal at least 50% of the total costs
incurred for all such services and (2) the non-U.S. insurer's officers and employees oversee any part of the non-U.S. insurer's core functions, including investment management, that are outsourced to
an  unrelated  party.  Services  provided  by  officers  and  employees  of  certain  related  entities  are  only  taken  into  account  in  the  numerator  of  the  active  conduct  percentage  if  the  non-U.S.  insurer
exercised regular oversight and supervision over such services and compensation arrangements meet certain requirements. The 2020 Regulations also propose that a non-U.S. insurer with no or a
nominal number of employees that relies exclusively or almost exclusively upon independent contractors (other than certain related entities) to perform its core functions. While we believe that our
non-U.S. insurance subsidiaries have met, and will continue to meet, the Reserve Test and that we should not be characterized as a PFIC for the foreseeable future, we cannot assure you that this will
continue to be the case in future years.

We are unable to predict all of the ultimate impacts of the 2017 Act and other proposed tax reform regulations and legislation on our business and results of operations. It is possible the IRS will
construe the intent of the 2017 Act as having been reduce or eliminate certain perceived tax advantages of companies (including insurance companies) that have legal domicile outside the U.S., and
its interpretation, enforcement actions or regulatory changes could increase the impact of the 2017 Act beyond prevailing current assessments or our own estimates. Further, it is possible that other
legislation could be introduced and enacted in the future that would have an adverse impact on us. These events and trends towards more punitive taxation of cross border transactions could in the
future materially adversely impact the insurance and reinsurance industry and our own results of operations by increasing taxation of certain activities and transactions in our industry. Accordingly,
we cannot reliably estimate what the potential impact of any such changes could be to us or our non-U.S. subsidiaries or investors or the market generally, however, it is possible these changes could
materially adversely impact our results of operations.

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

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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.

Clients, Brokers and Financial Institutions

Our  retroactive  underwriting  utilizes  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 should we begin to pursue active reinsurance underwriting.

While we do not presently engage in active reinsurance underwriting of prospective risks, we actively underwrite retroactive risks and source certain of those opportunities from brokers and other
producers,  thus  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.

Item 1B. Unresolved Staff Comments.

32

None.

Item 2. Properties.

We currently lease office space in Pembroke, Bermuda (our corporate headquarters), the U.K. and Germany for the operation of our business. 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.

33

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. On September 2, 2021, Administrative Law Judge Theresa C. Timlin of the U.S. Department of Labor issued a decision and order which denied
Mr. Turin’s complaint in full. On September 16, 2021, 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. 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. On February 19, 2020, the Court appointed lead plaintiffs, and on May 1, 2020, lead plaintiffs filed an amended class action complaint (the “Amended Complaint”). The
Amended Complaint asserts violations of Section 10(b) of the Exchange Act and Rule 10b-5 (and Section 20(a) for control person liability) arising in large part from allegations that Maiden failed to
take adequate loss reserves in connection with reinsurance provided to AmTrust. Plaintiffs further claim that certain of Maiden Holdings’ representations concerning its business, underwriting and
financial statements were rendered false by the allegedly inadequate loss reserves, that these misrepresentations inflated the price of Maiden Holdings' common stock, and that when the truth about
the misrepresentations was revealed, the Company’s stock price fell, causing Plaintiffs to incur losses. On September 11, 2020, a motion to dismiss was filed on behalf of all Defendants. On August 6,
2021, the Court issued an order denying, in part, Defendants’ motion to dismiss, ordering Plaintiffs to file a shorter amended complaint no later than August 20, 2021, and permitting discovery to
proceed  on  a  limited  basis.  We  believe  the  claims  are  without  merit  and  we  intend  to  vigorously  defend  ourselves.  It  is  possible  that  additional  lawsuits  will  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 condition.

Item 4. Mine Safety Disclosures.

Not applicable.

34

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 and currently trades on the NASDAQ Capital Market. At
March 11, 2022, the last reported sale price of our common share was $2.24 per share and there were 21 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.

No dividends have been declared by our Board on our common shares since 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  subject  to  specified  legal,  regulatory,  financial  and  other  restrictions.  Please  see  "Notes  to  Consolidated  Financial  Statements  -  Note  15  —  Statutory  Requirements  and
Dividend Restrictions" 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 years ended December 31, 2021 and 2020,
the Company did not repurchase any common shares under its share repurchase authorization. At December 31, 2021, we have a remaining authorization of $74.2 million for share repurchases. No
repurchases of common shares were made subsequent to December 31, 2021 and through the period ended March 14, 2022 under its share repurchase authorization.

During the year ended December 31, 2021, we repurchased a total of 834,851 (2020 - 834) common shares at an average price of $2.97 per share (2020 - $1.13) from employees, which represent
tax withholding in respect of tax obligations on the vesting of both non-performance-based and discretionary performance-based restricted shares. Subsequent to the year ended December 31, 2021
and through the period ended March 14, 2022, the Company repurchased 3,662 additional common shares at an average price of $2.96 per share which represent tax withholding in respect of tax
obligations on the vesting of performance based shares.

On March 3, 2021, our Board approved the repurchase, including the repurchase by Maiden Reinsurance in accordance with its investment guidelines, of up to $100.0 million of our Preference
Shares from time to time at market prices in open market purchases or as may be privately negotiated. On May 6, 2021, our Board approved the additional repurchase, including the repurchase by
Maiden Reinsurance in accordance with its investment guidelines (as may be amended), of up to $50.0 million of our Preference Shares from time to time at market prices in open market purchases
or as may be privately negotiated. The authorizations that were approved on March 3, 2021 and May 6, 2021 as described above are collectively referred to as the "2021 Preference Share Repurchase
Program". We had a remaining authorization of $13.8 million for Preference Share repurchases at December 31, 2021.

The following table shows the summary of our Preference Shares repurchases made during the years ended December 31, 2021 and 2020, respectively:

Series A
Series C
Series D

Total

Total price paid

Gain on purchase

Number of shares purchased

Average price of shares
purchased

Number of shares purchased

Average price of shares
purchased

2021

2020

3,519,093  $
3,026,764 
2,858,155 
9,404,012 

14.74
14.36
14.27

14.48 

545,218  $

1,203,466 
1,078,911 
2,827,595 

10.50 
10.50 
10.50 

10.50 

$

$

136,155 

90,998 

$

$

29,690 

38,195 

For further information, please see "Notes to Consolidated Financial Statements - Note 6. Shareholders' Equity" included under Item 8 "Financial Statements and Supplementary Data" of this
Annual Report on Form 10-K. Please see "Note 16 - Subsequent Events" included under Item 8. "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for details of
Preference Share repurchases made subsequent to the year ended December 31, 2021 and through the period ended March 14, 2022.

Please also 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.

35

 
 
 
 
 
 
 
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". Except as explicitly described as discontinued operations, and unless otherwise noted, all discussions and
amounts presented herein relate to the Company's continuing operations except for net income (loss) and net income (loss) available 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. We create shareholder value by actively managing and allocating our assets and capital, including through ownership and management of
businesses and assets mostly in the insurance and related financial services industries where we can leverage our deep knowledge of those markets. We also provide a full range of legacy services to
small insurance companies, particularly those in run-off or with blocks of reserves that are no longer core, working with clients to develop and implement finality solutions including acquiring entire
companies that enable our clients to meet their capital and risk management objectives. We expect our legacy solutions business to contribute to our active asset and capital management strategies.

Short-term income protection business is written on a primary basis by our wholly owned subsidiaries Maiden LF and Maiden GF in the Scandinavian and Northern European markets. Insurance
support services are provided to Maiden LF and Maiden GF through our wholly owned subsidiary, Maiden Global which is also a licensed intermediary in the United Kingdom. Maiden Global had
previously operated internationally by providing branded auto and credit life insurance products through insurer partners, particularly those in Europe and other global markets. These products also
produced reinsurance programs which were underwritten by our wholly owned subsidiary Maiden Reinsurance.

We  are  not  actively  underwriting  reinsurance  business  on  new  prospective  risks  but  are  now  actively  underwriting  risks  on  a  retroactive  basis  through  GLS.  We  also  have  various  historic
reinsurance  programs  underwritten  by  Maiden  Reinsurance  which  are  in  run-off,  including  the  liabilities  associated  with  AmTrust  which  we  terminated  in  early  2019  as  discussed  in  "Note
10 — Related Party Transactions" of the Notes to Consolidated Financial Statements included in Part II Item 8. "Financial Statements and Supplementary Data". In addition, we have a LPT/ADC
Agreement with Cavello and a commutation agreement that further reduces our exposure to and limits the potential volatility related to these AmTrust liabilities in run-off, as discussed in "Note
8 — Reinsurance" of the Notes to Consolidated Financial Statements included in Part II Item 8. "Financial Statements and Supplementary Data".

Our business currently 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. This segment also includes transactions entered
into by GLS which was formed in November 2020. Our AmTrust Reinsurance segment includes all business ceded to Maiden Reinsurance by AmTrust, 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 transactions that dramatically reduced the regulatory capital required to operate our business, materially strengthened our solvency
ratios, and ceased active reinsurance underwriting. During that time, we significantly increased our estimate of ultimate loss and loss expense reserves while purchasing reinsurance protection against
further loss reserve volatility and as a result, have improved the ultimate economic value of the Company. This resulted in a series of transactions that transformed our operations and materially
reduced the risk on our balance sheet. These transactions can be found in Part II of our Annual Report on Form 10-K for the year ended December 31, 2020 that was filed with the SEC on March 15,
2021.

Effective March 16, 2020, we re-domesticated our principal operating subsidiary, Maiden Reinsurance, from Bermuda to the State of Vermont in the U.S., having 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 United States, resulting in a more efficient structure. Maiden
Reinsurance  is  now  subject  to  the  statutes  and  regulations  of  Vermont  in  the  ordinary  course  of  business.  The  re-domestication  has  continued  to  strengthen  the  Company’s  capital  position  and
solvency ratios.

While the Vermont DFR is currently the group supervisor for the Company, the re-domestication did not apply to the parent holding company which remains a Bermuda-based holding company.
Securities issued by Maiden Holdings were not affected by the re-domestication of Maiden Reinsurance to Vermont. Concurrent with the re-domestication, Maiden Holdings contributed as capital the
remaining 65% of its ownership in Maiden Reinsurance to our wholly owned subsidiary Maiden NA. Maiden NA now owns 100% of Maiden Reinsurance in the aggregate.

36

Maiden NA maintains a portfolio of cash and fixed maturity investments, along with other strategic investments, of $16.0 million at December 31, 2021. We believe Maiden NA’s investments,
including its ownership of Maiden Reinsurance and its active asset management strategy, will create opportunities to utilize net operating loss ("NOL") carryforwards which were $230.2 million as at
December 31, 2021. These NOL carryforwards, in combination with additional net deferred tax assets ("DTA") primarily related to our insurance liabilities result in a net U.S. DTA (before valuation
allowance) of $90.1 million or $1.04 per common share as of December 31, 2021.

These net DTA are not presently recognized on the Company's consolidated balance sheet as a full valuation allowance is carried against them. At this time, while positive evidence supporting a
reduction of the valuation allowance is accumulating, the Company believes it is necessary to maintain its full valuation allowance against the net U.S. DTA due to an insufficient accumulation of
positive evidence at this time regarding the utilization of these losses. As our profitability continues to improve, we will continuously evaluate the amount of the valuation allowance held against the
net U.S. DTA.

For further details please see "Note 13 — Income Taxes" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10–K. Taken together, we believe
these 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 as described above.

Business Strategy

We continued to deploy our revised operating strategy during 2021, which leverages the significant assets and capital we retain. In addition to restoring operating profitability, our strategic focus
centers on creating the greatest risk-adjusted shareholder returns in order to increase book value for our common shareholders, both near and long-term. This strategy has three principal areas of
focus:

•Asset management - investing in assets and asset classes in a prudent but expansive manner in order to maximize investment returns and is principally enabled by limiting the amount of
insurance risk we assume in relation to the assets we hold and maintaining required regulatory capital at very strong levels to manage our aggregate risk profile;

•Legacy underwriting - judiciously building a portfolio of legacy run-off acquisitions and retroactive reinsurance transactions which we believe will produce attractive underwriting returns;
and

•Capital management  -  effectively  managing  the  capital  we  hold  on  our  balance  sheet  and  when  appropriate,  repurchasing  securities  or  returning  capital  to  enhance  common  shareholder
returns.

The returns expected to be produced by each pillar of our strategy are evaluated in relation to our cost of debt capital, which carries a weighted average effective interest rate of 7.6%. To the extent
our experience or belief indicates we cannot exceed the cost of debt capital, we expect to refrain from activities in those areas. As an example, our present assessment of the reinsurance marketplace
along with our current operating profile continues to be that the risk-adjusted returns that may be produced via active reinsurance underwriting of new prospective risks are likely to be lower over the
long-term than our cost of capital.

The measures implemented in recent years have allowed us to more flexibly allocate capital to those activities most likely to produce the greatest returns for shareholders, and we are actively
engaged in evaluating and deploying funds in all pillars of the strategies as discussed herein. We also believe that these areas of strategic focus will enhance our profitability through increased returns,
which we believe also increase the likelihood of fully utilizing the significant NOL carryforwards described above which would create additional common shareholder value.

As part of our expanded asset management activities, we have evaluated and continue to consider investing in various initiatives in the insurance industry across a variety of segments which we
believe will produce appropriate risk-adjusted returns while maintaining the option to consider underwriting activities in the future. We believe these expanded activities will produce a broad range of
positive impacts on our financial condition, including current income, longer-term gains and in certain instances, fee income.

In recent years, we have invested approximately $225.5 million into alternative investments which include other investments and equity method investments in a wide variety of asset classes and

we believe these activities will exceed that benchmark cost of capital with adjustments as necessary if those returns do not emerge.

In November 2020, we formed GLS which specializes in providing a full range of legacy services to small insurance entities, particularly those in run-off or with blocks of reserves that are no
longer core, working with clients to develop and implement finality solutions including acquiring entire companies that enable our clients to meet their capital and risk management objectives. We
acquire legacy liabilities and (re)insurance reserves from companies and provide retroactive reinsurance coverage for portfolios of (re)insurance business, primarily via loss portfolio transfer contracts
(“LPT”). Additionally, we provide reinsurance contracts to other (re)insurers to mitigate some of their risk of future adverse development (an adverse development cover, or “ADC”) on insurance
risks relating to prior accident years.

We believe the formation of GLS is highly complementary to our overall longer-term strategy and will produce risk-adjusted returns in excess of our debt cost of capital. In addition, while we
anticipate profitable growth from the GLS portfolio as it develops, we expect our required capital to continue to decline as insurance risk incurred by GLS will be more than offset by the run-off of
insurance  liabilities  from  our  prior  reinsurance  strategies.  GLS,  along  with  other  recent  insurance  industry  investments,  enables  us  to  leverage  our  knowledge  base  while  not  re-entering  active
underwriting of new prospective risks and maintaining an efficient operating profile. We believe GLS not only enhances our profitability through both fee income and effective claims management
services, but it will also increase our asset base through the addition of blocks of reserves or companies that can be successfully wound down.

37

Effective October 1, 2021, GLS completed its first transaction, a loss portfolio transfer transaction which includes an adverse development cover. As of December 31, 2021, GLS had losses and
LAE reserves that it assumed through retroactive reinsurance contracts of $14.8 million. GLS continues to write additional retroactive reinsurance transactions consistent with its business plan. In
addition to producing returns that exceed the target cost of capital, we expect the business produced through GLS should further enhance our ability to pursue the asset and capital management pillars
of our business strategy.

Our capital management strategy is significantly informed by the required capital needed to operate our business in a prudent manner and our ongoing analysis of our loss development trends.
Recent trends continue to increase our confidence in our recorded ultimate losses for our insurance liabilities in run-off, however a prudent assessment dictates that the run-off portfolio still requires
additional maturity to fully emerge. While there is no guarantee that these recent loss development trends will persist, as our confidence has increased it has enabled us to pursue continued capital
management initiatives, primarily the repurchase of our Preference Shares, which we believe provide the greatest risk-adjusted returns to our common shareholders. Our current assessment is that
losses have continued to stabilize sufficiently to continue the capital management initiatives we initiated in 2020, although we have approached these strategies in a deliberate fashion.

On March 3, 2021, the Company's Board of Directors approved the repurchase, including the repurchase by Maiden Reinsurance in accordance with its investment guidelines, of up to $100.0
million of the Company's Preference Shares from time to time at market prices in open market purchases or as may be privately negotiated. On  May  6,  2021,  the  Company's  Board  of  Directors
approved the additional repurchase, including the repurchase by Maiden Reinsurance in accordance with its investment guidelines, of up to $50.0 million of the Company's preference shares from
time  to  time  at  market  prices  in  open  market  purchases  or  as  may  be  privately  negotiated.  The  authorizations  that  were  approved  on  March  3,  2021  and  May  6,  2021  as  described  above  are
collectively referred to as the "2021 Preference Share Repurchase Program". The Company has a remaining authorization of $13.8 million for Preference Share repurchases at December 31, 2021.
Please refer to "Notes to Consolidated Financial Statements - Note 6 — Shareholders' Equity" and "Note 16 - Subsequent Events" under Item 8 "Financial Statements and Supplementary Data" of
this Annual Report on Form 10-K for recent repurchases and further detail on our Preference Shares.

Our ability to execute our asset and capital management initiatives is dependent on maintaining adequate levels of unrestricted liquidity and cash flows. Further, there can be no assurance that our
insurance  liabilities  will  run-off  at  levels  that  will  permit  further  capital  management  activities,  which  we  continually  review  as  part  of  our  strategy.  Please  refer  to  the  "Liquidity  and  Capital
Resources" section for further information on our asset and capital management activities, in particular our various Preference Share repurchase measures.

COVID-19 Pandemic

The continuing COVID-19 global pandemic has caused significant disruption to the economy and financial markets globally, and the full extent of the potential impacts of COVID-19 are not yet
known. Circumstances caused by the COVID-19 pandemic are complex, uncertain and rapidly evolving. Our results of operations, financial condition, and liquidity and capital resources have been
adversely impacted by the COVID-19 pandemic, and the future impact of the pandemic on our financial condition or results of operations is difficult to predict.

As  described  herein,  we  are  not  currently  engaged  in  active  reinsurance  underwriting  on  prospective  risks  and  continue  to  run  off  the  remaining  unearned  exposures  we  have  reinsured.  Our
Swedish  and  UK  insurance  operations  do  write  limited  primary  insurance  coverage  that  could  be  exposed  to  COVID-19  claims.    While  we  assess  our  exposure  to  COVID-19  insurance  and
reinsurance claims on our existing insurance exposures and remaining reinsurance exposures as limited and immaterial, given the uncertainty surrounding the COVID-19 pandemic and its impact on
the insurance industry, our preliminary estimates of loss and LAE and estimates of reinsurance recoverable arising from the COVID-19 pandemic may materially change. Maiden Reinsurance has not
received any COVID-19 claims to date but companies within our IIS unit have received a limited number of claims related to those coverages which it deems as immaterial. Unanticipated issues
relating to claims and coverage may emerge, which could adversely affect our business by increasing the scope of coverage beyond our intent and/or increasing the frequency and severity of claims.

The  Company's  investment  portfolio  may  be  adversely  impacted  by  unfavorable  market  conditions  caused  by  the  COVID-19  pandemic  and  we  and  our  reinsurance  subsidiaries  may  need
additional  capital  to  maintain  compliance  with  regulatory  capital  requirements  and/or  be  required  to  post  additional  collateral  under  existing  reinsurance  arrangements,  which  could  reduce  our
liquidity. In addition, the Company may experience continued volatility in our results of operations which could negatively impact our financial condition and create a reduction in the amount of
available distribution or dividend capacity from our regulated reinsurance subsidiaries, which would also reduce liquidity.

Please refer to the "Liquidity and Capital Resources" section for a further discussion of the impact of the COVID-19 pandemic on our liquidity and investment portfolio.

38

2021 and 2020 Financial Highlights

For the Year Ended December 31,
Summary Consolidated Statement of Income Data:
Net income
Gain from repurchase of preference shares
Net income attributable to Maiden common shareholders
Basic and diluted earnings per common share:
Net income attributable to Maiden common shareholders
Gain from repurchase of preference shares per common share
Gross premiums written
Net premiums earned
Underwriting income
Net investment income
Combined ratio
Non-GAAP measures:
Non-GAAP operating earnings
Non-GAAP diluted operating earnings per common share
Non-GAAP operating return on average common shareholders' equity

(1)

(4)

(2)

(1)

(3)

(1)

(5)

At December 31,
Consolidated Financial Condition
Total investments and cash and cash equivalents
Total assets
Reserve for loss and LAE
Senior notes - principal amount
Common shareholders' equity
Shareholders' equity
Total capital resources
Ratio of debt to total capital resources
Book Value calculations:
Book value per common share
Accumulated dividends per common share

(13)

(11)

(6)

(7)

Book value per common share plus accumulated dividends
Change in book value per common share plus accumulated dividends
Diluted book value per common share
Non-GAAP measures:
Adjusted book value per common share
(10)
Adjusted Maiden shareholders' equity
Adjusted total capital resources
Ratio of debt to adjusted total capital resources

(12)

(10)

(9)

(8)

$

$

$

$

$

$

$

2021

2020

Change

($ in thousands except per share data)

$

26,645 
90,998 
117,643 

1.35 
1.06 
10,938 
52,993 
11,572 
32,013 

126.1 %

$

60,481 
0.70 
25.0 %

41,762 
38,195 
79,957 

0.93 
0.45 
31,389 
106,081 
17,274 
54,761 

111.4 %

47,076 
0.55 
25.9 %

2021

2020

($ in thousands except per share data)

$

$

$

$

$

888,699 
2,322,610 
1,489,373 
262,500 
225,047 
384,257 
646,757 

40.6 %

2.60 
4.27 
6.87 

17.6 %
2.59 

3.18 
434,200 
696,700 

37.7 %

1,456,133 
2,948,455 
1,893,299 
262,500 
133,506 
527,816 
790,316 

33.2 %

1.57 
4.27 
5.84 

1.55 

2.46 
602,757 
865,257 

30.3 %

$

$

$

$

$

$

$

(15,117)
52,803 
37,686 

0.42 
0.61 
(20,451)
(53,088)
(5,702)
(22,748)
14.7 

13,405 
0.15 
(0.9)

Change

(567,434)
(625,845)
(403,926)
— 
91,541 
(143,559)
(143,559)
7.4 

1.03 
— 
1.03 

1.04 

0.72 
(168,557)
(168,557)
7.4 

(1) Non-GAAP operating earnings, non-GAAP operating earnings per common share and non-GAAP operating return on average common equity are non-GAAP financial measures. See "Key Financial Measures" for additional information.
(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 earnings per common share.

39

(3) Underwriting income 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, divided by the number of outstanding common shares plus dilutive options and

restricted shares (assuming exercise of all dilutive share based awards).

(9) Adjusted book value per common share is a non-GAAP measure that is calculated using common shareholders' equity, adjusted by adding the following items to shareholders' equity: 1) the unamortized deferred gain on retroactive reinsurance
arising from the LPT/ADC Agreement; and 2) an adjustment which reflects the equity method accounting related to the fair value of certain hedged liabilities within an equity method investment in a limited partnership investment held by the
Company wherein the ultimate realizable value of the asset supporting the hedged liabilities cannot currently be recognized at fair value, divided by the number of common shares outstanding. See "Key Financial Measures" for additional
information.

(10) Adjusted shareholders' equity and adjusted total capital resources are calculated by adding the following items to shareholders' equity: 1) the unamortized deferred gain on retroactive reinsurance arising from the LPT/ADC Agreement; and 2)
an adjustment which reflects the equity accounting related to the fair value of certain hedged liabilities within an equity method investment held by the Company wherein the ultimate realizable value of the asset supporting the hedged liabilities
cannot currently be recognized at fair value. The deferred gain arises from the LPT/ADC Agreement with Cavello 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.

(11) Ratio of debt to total capital resources is calculated using the total principal amount of debt divided by the sum of total capital resources.
(12) 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.
(13) Accumulated dividends per common share includes the cumulative sum of dividends declared and paid in the past on the Company's issued common shares since inception.

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 since 2018, our gross and net premiums written continue to be materially lower and therefore 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 earned from both our GLS business and IIS business as well as income generated from our investment portfolio. The Company's investment
portfolio  is  comprised  of  AFS  fixed  maturity  investments  and  other  investments  including  equities,  private  equity  and  credit  funds,  privately  held  investments,  hedge  funds,  equity  method
investments and other non-fixed income investments. In accordance with U.S. GAAP, our fixed maturity investments are carried at fair market value and any unrealized gains and losses are included
in 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. Equity and other investments include limited partnerships, hedge funds and start-up insurance entities which 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 immediately within net 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.

40

General and administrative expenses include personnel expenses (including share-based compensation expense), audit fees, 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  our  key  financial  measures  presented  in  accordance  with  GAAP  in  the  Consolidated  Balance  Sheets  and  Consolidated  Statements  of  Income  and  Comprehensive  Income,
management  uses  certain  non-GAAP  financial  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  and  calculated  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 financial 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 financial 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". These non-GAAP financial measures are:

Non-GAAP  operating  earnings  and  non-GAAP  diluted  operating  earnings  per  common  share:  Management  believes  that  the  use  of  non-GAAP  operating  earnings  and  non-GAAP  diluted
operating  earnings  per  common  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 therefore allowing 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 earnings should not be viewed as a substitute for U.S. GAAP net income.

Non-GAAP operating earnings is an internal performance measure used by management as these measures focus 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  and  other  gains  or  losses;  (4)  the  portion  of  favorable  or
unfavorable prior year reserve development for which we have ceded the risk under the LPT/ADC Agreement and related changes in amortization of the deferred gain liability; and (5) interest in
income of equity method investments. We have excluded net realized gains (losses) on investment, other-than-temporary impairment losses, interest in income of equity method investments and
foreign  exchange  and  other  gains  or  losses  as  we  believe  these  are  influenced  by  market  opportunities  and  other  factors.  We  do  not  believe  that  ceded  risks  under  the  LPT/ADC  Agreement  are
representative of our ongoing and future business which are different to retroactive reinsurance risks written by GLS that are representative of our ongoing and future business. We believe all of these
amounts are substantially independent of our business and any potential future underwriting process, therefore, including them would distort the analysis of underlying trends in our operations.

Underwriting income  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 in the "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.

Combined  ratio  is  commonly  used  in  the  insurance  and  reinsurance  industry  in  conjunction  with  underwriting  income  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. While the Company has continued to utilize this non-GAAP measure in this
Annual Report on Form 10-K for the year ended December 31, 2021, it is important to note that as the run-off of our reinsurance portfolios progresses, such ratios may increasingly be of less value to
readers as they evaluate the financial results of the Company, particularly compared to historical data. 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 income 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

41

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 Adjusted Common Equity ("Non-GAAP Operating ROACE"): Management uses non-GAAP operating return on average adjusted common shareholders'
equity as a measure of profitability that focuses on the return to common shareholders. It is calculated using non-GAAP operating earnings available to common shareholders (as defined above)
divided by average adjusted 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, because 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 income and external factors, such as interest rates, which can drive changes in unrealized gains or losses on
our fixed income investment portfolio, as well as common or preference 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 earnings and LAE ratio, and Non-GAAP combined ratio: Management has further adjusted underwriting income, as defined above, as well as
the  reported  loss  and  LAE  ratios  and  reported  combined  ratios  by  excluding  the  portion  of  favorable  or  unfavorable  prior  year  reserve  development  for  which  we  have  ceded  the  risk  under  the
LPT/ADC Agreement. The losses are estimated to be fully recoverable from Cavello and management believes adjusting for this development shows the ultimate economic benefit of the LPT/ADC
Agreement on our underwriting results. We believe reflecting the economic benefit of this retroactive reinsurance agreement is helpful for understanding future trends in our operations.

Adjusted Total 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  shareholders'  equity  by  adding  the  following  items  to  shareholders'  equity:  1)  unamortized  deferred  gain  on  ceded  retroactive  reinsurance  under  the  LPT/ADC  Agreement;  and  2)  an
adjustment which reflects the equity accounting related to the fair value of certain hedged liabilities within an equity method investment held by the Company wherein the ultimate realizable value of
the asset supporting the hedged liabilities cannot currently be recognized at fair value ("LP Investment Adjustment").

The unamortized deferred gain on retroactive reinsurance under the LPT/ADC Agreement includes the aggregate impact of: 1) cumulative increases to losses incurred prior to December 31, 2018
for  which  we  have  ceded  the  risk  under  the  LPT/ADC  Agreement  with  Cavello;  and  2)  changes  in  estimated  ultimate  losses  for  certain  workers'  compensation  reserves  previously  commuted  to
AmTrust which are subject to specific terms and conditions pursuant to the LPT/ADC Agreement. 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  liability  on  retroactive  reinsurance  under  the  LPT/ADC  Agreement
represents loss reserves estimated to be 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 non-recurring retroactive reinsurance agreement is helpful to understand future trends in our operations, which will improve our shareholders' equity over the
settlement or contract periods, respectively.

Alternative investments is the total of the Company's other investments and equity method investments as reported on the Company's Consolidated Balance Sheets.

42

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 LAE

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 composition of the reserve for loss and LAE at December 31, 2021 and 2020 was as follows:

December 31,

Reserve for reported loss and LAE
Reserve for losses incurred but not reported

Reserve for loss and LAE

2021

2020

($ in thousands)

$

$

851,950  $
637,423 
1,489,373  $

998,691 
894,608 
1,893,299 

43

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  covered  by  the  ADC  portion  of  the  LPT/ADC
Agreement  are  recorded  as  part  of  the  deferred  gain  on  retroactive  reinsurance  shown  on  the  Consolidated  Balance  Sheets  which  represents  the  cumulative  adverse  loss  development  under  the
AmTrust Quota Share covered by the LPT/ADC Agreement at December 31, 2021. 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 on 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 hold 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. 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, 2021 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 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. While there can be no assurance that any of the above assumptions will

44

prove to be correct, we believe that this process represents a realistic and appropriate 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 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;

• 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; and

• changes in internal company operations such as alterations in claims handling procedures.

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, 2021, 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,  2021,  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 LAE: 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

• assessment of changes in ceding company case reserving and reporting patterns.

The change in loss reserve estimates from the prior year is referred to as Prior Year Development ("PPD"). We experienced favorable PPD of $27.6 million for the year ended December 31, 2021
compared to favorable PPD of $16.5 million for the year ended December 31, 2020, 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.

45

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 Company, in the analysis of
reserves for loss and LAE, in addition to selecting a best point estimate, makes a selection of a range of reasonable reserves. This range is based on a combination of objective and subjective data,
including the underlying characteristics of the exposure, the volatility in historical emergence, the credibility of the information available to estimate the reserve for loss and LAE, and professional
actuarial judgement. The size of the range is related to the level of confidence associated with the point estimate, as well as the amount of uncertainty inherent in the characteristics of the exposure
being evaluated.

Based on this range of reasonable reserves, our required reserves after reinsurance recoverable could increase by approximately $152.1 million, or 10.7%, 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, our required reserves could increase by approximately $72.1 million, or 7.8% of our
consolidated net loss and LAE reserves.

For the range of reasonable reserves, we have assumed what we believe is an appropriate confidence level. However, the range is not intended to be a measurement of all possible future outcomes,

and there can be no assurance that our claim obligation will not vary outside of this range.

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

46

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.

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 LAE, unamortized acquisition expenses and anticipated investment income exceed unearned premium.

Retroactive Reinsurance

Retroactive reinsurance policies provide indemnification for losses and LAE with respect to past loss events. For our GLS run-off business in our Diversified Reinsurance segment, we use the

balance sheet accounting approach for assumed loss portfolio transfers, whereby at the inception of the contract there are no premiums or losses recorded in earnings.

At the inception of a run-off retroactive reinsurance contract, if the estimated undiscounted ultimate losses payable are in excess of the premiums received, a deferred charge asset is recorded for
the excess; whereas, if the premiums received are in excess of the estimated undiscounted ultimate losses payable, a deferred gain liability is recorded for the excess, such that we do not record any
gain or loss at the inception of these retroactive reinsurance contracts. The premium consideration that we charge the ceding companies under retroactive reinsurance contracts may be lower than the
undiscounted estimated ultimate losses payable due to the time value of money. After receiving the premium consideration in full from our cedents at the inception of the contract, we invest the
premium received over an extended period of time, thereby generating investment income. We expect to generate profits from these retroactive reinsurance contracts when taking into account the
premium received and expected investment income, less contractual obligations and expenses.

Deferred charge assets will be recorded in other assets (if and when applicable), and deferred gain liabilities are recorded in other liabilities, and amortized over the estimated claim payment
period of the related contract with the periodic amortization reflected in earnings as a component of losses and LAE. The amortization of deferred charge assets and deferred gain liabilities is adjusted
at each reporting period to reflect new estimates of the amount and timing of remaining loss and LAE payments. Changes in the estimated amount and timing of payments of unpaid losses may have
an effect on the unamortized deferred charge assets and deferred gain liabilities and the amount of periodic amortization.

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 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, 2021
and 2020.

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 for a discussion on the impairment evaluation performed by the Company on its investment portfolio. For the year ended December 31, 2021, the Company did not recognize
any OTTI impairment losses in its results of operation compared to $2.5 million of OTTI recognized for fixed maturity investments held at December 31, 2020. 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 details.

47

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,

Gross premiums written

(1)

(2)

Net premiums written
Net premiums earned
Other insurance revenue
Net loss and LAE
Commission and other acquisition expenses
General and administrative expenses
Underwriting income
Other general and administrative expenses
Net investment income
Net realized and unrealized gains on investment
Total other-than-temporary impairment losses
Foreign exchange and other gains (losses)
Interest and amortization expenses
Income tax (expense) benefit
Interest in income of equity method investments
Net income

(1)

Gain from repurchase of preference shares

Net income available to Maiden common shareholders

(3)

Ratios
Net loss and LAE ratio
Commission and other acquisition expense ratio
General and administrative expense ratio
Expense ratio

(5)

(6)

(4)

Combined ratio

(7)

$

$

$

$

2021

2020

($ in thousands)

$

$

$

$

10,938 

10,403 

52,993 
1,067 
(7,307)
(24,840)
(10,341)
11,572 
(25,679)
32,013 
12,648 
— 
7,685 
(19,327)
(15)
7,748 
26,645 
90,998 
117,643 

13.5 %
46.0 %
66.6 %
112.6 %
126.1 %

31,389 

28,432 

106,081 
1,276 
(41,799)
(38,796)
(9,488)
17,274 
(29,630)
54,761 
24,473 
(2,468)
(8,526)
(19,324)
104 
5,098 
41,762 
38,195 
79,957 

38.9 %
36.1 %
36.4 %
72.5 %
111.4 %

(1) 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.

(2) Underwriting income 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.

(3) Calculated by dividing net loss and LAE by the sum of net premiums earned and other insurance revenue.
(4) Calculated by dividing commission and other acquisition expenses by the sum of net premiums earned and other insurance revenue.
(5) Calculated by dividing all general and administrative expenses by the sum of net premiums earned and other insurance revenue.
(6) Calculated by adding together commission and other acquisition expense ratio and general and administrative expense ratio.
(7) Calculated by adding together net loss and LAE ratio and the expense ratio.

48

Net Income

Net income available to Maiden common shareholders for the year ended December 31, 2021 was $117.6 million compared to net income available to Maiden common shareholders of $80.0
million in 2020. The net improvement in our results for the year ended December 31, 2021 compared to 2020 was primarily due to the gain from the repurchase of our Preference Shares of $91.0
million for the year ended December 31, 2021 compared to the gain of $38.2 million for Preference Share repurchases during 2020.

Excluding the gain on the repurchase of our Preference Shares, net income for the year ended December 31, 2021 was $26.6 million compared to net income of $41.8 million in 2020. The most

significant items affecting our financial performance during the year ended December 31, 2021 on a comparative basis to 2020 included:

• underwriting income of $11.6 million in the year ended December 31, 2021 compared to $17.3 million in the same period in 2020 largely due to:

• favorable prior year loss development of $27.6 million for the year ended December 31, 2021 compared to $16.5 million during the same period in 2020 primarily related to the

quota share reinsurance agreements with AmTrust, or the AmTrust Reinsurance segment, and partly offset by:

• an underwriting loss of $16.0 million for the year ended December 31, 2021 on a current accident year basis compared to an underwriting income of $0.8 million for the same

period in 2020 on a current accident year basis, due to higher expense ratios caused by a significant decrease in earned premium.

• no investment impairment losses for the year ended December 31, 2021 compared to $2.5 million in 2020;

• total income from investment activities were $52.4 million for the year ended December 31, 2021 compared to $84.3 million for the same period in 2020 which was comprised of:

• net investment income decreased to $32.0 million for the year ended December 31, 2021 compared to $54.8 million for the same period in 2020, primarily due to the decline in

average fixed income assets of 28.8%;

• realized and unrealized gains on investment decreased to $12.6 million for the year ended December 31, 2021 compared to $24.5 million for the same period in 2020;

• interest in income of equity method investments of $7.7 million for the year ended December 31, 2021 compared to an interest in income of equity method investments of $5.1

million for the same period in 2020.

• corporate general and administrative expenses decreased to $25.7 million for the year ended December 31, 2021 compared to $29.6 million for the same period in 2020; and

• foreign exchange and other gains increased to $7.7 million for the year ended December 31, 2021 compared to foreign exchange and other losses of $8.5 million for the same period in 2020.

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, 2021 and 2020:

For the Year Ended December 31,
($ in thousands)
Diversified Reinsurance
AmTrust Reinsurance

Total

2021

2020

Change in

Total

% of Total

Total

% of Total

$

%

$

$

16,098 
(5,695)
10,403 

154.7 % $
(54.7)%
100.0 % $

37,258 
(8,826)
28,432 

131.1 % $
(31.1)%
100.0 % $

(21,160)
3,131 
(18,029)

(56.8)%
(35.5)%

(63.4)%

Net premiums written for the year ended December 31, 2021 were $10,403 compared to net premiums written of $28,432 during 2020 due to the following:

• Net premiums written in the Diversified Reinsurance segment decreased by $21.2 million or 56.8% for the year ended December 31, 2021 compared to 2020 largely due to the return of

unearned premiums after the non-renewal of the German Auto Programs reinsurance contract in our IIS business on January 1, 2021.

• There were negligible premiums written in AmTrust Reinsurance segment due to the termination of both the AmTrust Quota Share and the European Hospital Liability Quota Share effective
January 1, 2019. Negative premiums written in the AmTrust Reinsurance segment for the years ended December 31, 2021 and 2020 were mainly due to premium adjustments on Small
Commercial Business policies subsequent to their termination.

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

49

Net Premiums Earned

Net premiums earned decreased by $53.1 million or 50.0% for the year ended December 31, 2021 compared to the same period in 2020. 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, 2021 and 2020:

For the Year Ended December 31,
($ in thousands)
Diversified Reinsurance
AmTrust Reinsurance

Total

2021

2020

Change in

Total

% of Total

Total

% of Total

$

%

$

$

27,681 
25,312 
52,993 

52.2 % $
47.8 %
100.0 % $

47,847 
58,234 
106,081 

45.1 % $
54.9 %
100.0 % $

(20,166)
(32,922)
(53,088)

(42.1)%
(56.5)%

(50.0)%

Net premiums earned in the AmTrust Reinsurance segment for the year ended December 31, 2021 decreased by $32.9 million or 56.5% compared to 2020 due to the termination 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 for further discussion.

Net premiums earned in the Diversified Reinsurance segment for the year ended December 31, 2021 decreased by $20.2 million or 42.1% compared to 2020 driven by lower quota share cessions

for German Auto Programs which went into run-off on January 1, 2021 in the IIS business. Please refer to the analysis of our Diversified Reinsurance segment 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 below for further discussion.

Net Investment Income

Net investment income decreased by $22.7 million or 41.5% for the year ended December 31, 2021 compared to 2020, primarily due to the decline in average aggregate fixed income assets of
28.8%. The  decline  in  fixed  income  assets  is  driven  by  the  cessation  of  active  reinsurance  underwriting  on  prospective  risks  which  has  materially  reduced  our  revenues,  resulting  in  significant
negative operating cash flows as we run-off our existing reinsurance liabilities.

Net investment income also decreased due to the decline in average book yields to 1.9% for the year ended December 31, 2021 compared to 2.3% in 2020, which was the result of both lower

interest rates and shorter duration of assets in our fixed income portfolios.

The following table details our average aggregate fixed income assets (at cost) and investment book yield for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,

Average aggregate fixed income assets, at cost 
Annualized investment book yield

(1)

2021

2020

($ in thousands)

$

1,794,173

$

1.9 %

2,521,380

2.3 %

(1) Fixed income assets include available-for-sale ("AFS") securities, cash and restricted cash, funds held receivable, and loan to related party. These amounts are an average of the amounts disclosed in our quarterly U.S. GAAP consolidated

financial statements.

Net Realized and Unrealized Gains on Investment

Net realized and unrealized gains on investment were $12.6 million for the year ended December 31, 2021, compared to net realized gains on investment of $24.5 million for 2020. Net realized

gains for the years ended December 31, 2021 and 2020 primarily reflect sales of corporate bonds for the settlement of claim payments to AmTrust.

Net realized and unrealized gains for the year ended December 31, 2021 included the recognition of $0.2 million into in unrealized gains related to an investment in an insurtech start-up company

that was acquired by a special purpose acquisition company.

Net Impairment Losses Recognized in Earnings

No OTTI losses were recognized on our fixed maturity portfolio for the year ended December 31, 2021 compared to $2.5 million of OTTI losses recorded on four fixed maturity securities for the

year ended December 31, 2020.

Interest in Income of Equity Method Investments

We recognized an interest in income of equity method investments of $7.7 million for the year ended December 31, 2021 compared to $5.1 million for the year ended December 31, 2020. Our

equity method investments include hedge fund investments of $32.9 million, real estate investments of $44.1 million and other investments of $6.8 million as of December 31, 2021.

50

This table shows our interest in income of equity method investments for the years ended December 31, 2021 and 2020:

($ in thousands)

Hedge fund investments
Other investments

Interest in income of equity method investments

Net Loss and Loss Adjustment Expenses

For the Year Ended December 31,

2021

2020

$

$

3,494  $
4,254 
7,748  $

4,435 
663 
5,098 

Net  loss  and  LAE  decreased  by  $34.5  million,  or  82.5%,  during  the  year  ended  December  31,  2021  compared  to  the  same  period  in  2020  largely  due  to  the  cessation  of  active  reinsurance

underwriting on prospective risks, including the termination of the AmTrust Quota Share and European Hospital Liability Quota Share effective January 1, 2019.

The  loss  ratio  for  2021  was  impacted  by  net  favorable  prior  year  reserve  development  of  $27.6  million  or  51.1  percentage  points  during  2021  compared  to  net  favorable  prior  year  reserve
development of $16.5 million or 15.4 percentage points during 2020. The prior year development was primarily within the AmTrust Reinsurance segment and is discussed in greater detail in the
individual segment discussion and analysis.

The net loss and LAE ratio decreased to 13.5% for the year ended December 31, 2021 compared to 38.9% for 2020 largely due to significant favorable prior year loss experience in the AmTrust

Reinsurance segment.

Commission and Other Acquisition Expenses

Commission and other acquisition expenses decreased by $14.0 million or 36.0% for the year ended December 31, 2021 compared to 2020 due to significantly lower earned premiums in both of
our reportable segments. The commission and other acquisition expense ratio increased to 46.0% for the year ended December 31, 2021 compared to 36.1% for 2020 largely due to a change in the
mix of premiums written in our Diversified Reinsurance segment.

General and Administrative Expenses

General and administrative expenses include both segment and corporate expenses segregated for analytical purposes as a component of underwriting income. Total general and administrative

expenses decreased by $3.1 million or 7.9% for the year ended December 31, 2021, compared to 2020.

Corporate general and administrative expenses for the year ended December 31, 2021 decreased by $4.0 million or 13.3% compared to 2020 due to lower payroll costs and cash incentive staff

compensation compared to the prior year.

General and administrative expenses for the years ended December 31, 2021 and 2020 are comprised of:    

For the Year Ended December 31,

General and administrative expenses – segments
General and administrative expenses – corporate

Total general and administrative expenses

Interest and Amortization Expenses

2021

2020

($ in thousands)

10,341  $
25,679 
36,020  $

9,488 
29,630 
39,118 

$

$

The interest and amortization expenses related to the outstanding senior notes issued by Maiden Holdings in 2016 and Maiden NA in 2013 were $19.3 million for the years ended December 31,
2021 and 2020, 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, 2021 and 2020, respectively.

Foreign Exchange and Other (Gains) Losses

Net foreign exchange and other gains amounted to $7.7 million during the year ended December 31, 2021 compared to net foreign exchange and other losses of $8.5 million in 2020. Net foreign
exchange gains of $7.5 million were realized during the year ended December 31, 2021 due to the strengthening of the U.S. dollar on the re-measurement of net loss reserves and insurance related
liabilities denominated in British pound and euro. Net foreign exchange losses of $8.1 million were realized in 2020 due to the weakening of the U.S. dollar on the re-measurement of net loss reserves
and insurance related liabilities denominated in British pound and euro.

Income Tax Expense (Benefit)

The Company recorded income tax expense of $15.0 thousand for the year ended December 31, 2021 compared to an income tax benefit of $0.1 million recorded for 2020. The income tax benefit
for 2020 was largely generated on the operating losses of our international subsidiaries. The effective rate of income tax was 0.1% for the year ended December 31, 2021 compared to a tax rate of
(0.3)% for the year ended December 31, 2020.

51

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, 2021 and 2020 were as follows:

For the Year Ended December 31,

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 income (loss)

Ratios
Net loss and LAE ratio
Commission and other acquisition expense ratio
General and administrative expense ratio
Expense ratio

Combined ratio

$
$
$

$

2021

2020

($ in thousands)

16,633 
16,098 
27,681 
1,067 
(4,286)
(15,093)
(7,827)
1,542 

$
$
$

$

14.9 %
52.5 %
27.2 %
79.7 %
94.6 %

40,457 
37,258 
47,847 
1,276 
(24,909)
(18,475)
(6,936)
(1,197)

50.7 %
37.6 %
14.1 %
51.7 %
102.4 %

The combined ratio for the year ended December 31, 2021 decreased to 94.6% compared to 102.4% in 2020 largely due to favorable loss development partly offset by higher non-recurring general
and administrative expenses in our IIS business, which increased the expense ratio. Please see the respective sections on net loss and LAE, commissions and other acquisition expenses and general
and administrative expenses for further details on these elements that have impacted the combined ratios.

Premiums - Direct premiums written by Maiden LF and Maiden GF increased by $2.3 million or 11.8% during the year ended December 31, 2021 compared to 2020. Gross premiums written in
the Diversified Reinsurance segment decreased by $23.8 million, or 58.9% for the year ended December 31, 2021 compared to 2020 primarily due to the return of unearned premiums written in a
German Auto quota share reinsurance contract in our IIS business which went into run-off on January 1, 2021.

Net premiums written for the year ended December 31, 2021 decreased by $21.2 million or 56.8% compared to 2020 due to the return of unearned premiums in our German Auto quota share

reinsurance contract which went into run-off on January 1, 2021. The table below shows net premiums written by line of business for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,
($ in thousands)
Net Premiums Written
International
Other

Total Diversified Reinsurance

2021
Total

2020
Total

Change in

$

%

$

$

16,098  $
— 
16,098  $

37,294  $
(36)
37,258  $

(21,196)
36 
(21,160)

(56.8)%
(100.0)%

(56.8)%

Net premiums earned decreased by $20.2 million or 42.1% during the year ended December 31, 2021 compared to 2020 primarily due to lower earned premiums from German Auto programs

which went into run-off on January 1, 2021. The table below shows net premiums earned by line of business for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,
($ in thousands)
Net Premiums Earned
International
Other

Total Diversified Reinsurance

2021
Total

2020
Total

Change in

$

%

27,681  $
— 
27,681  $

47,883  $
(36)
47,847  $

(20,202)
36 
(20,166)

(42.2)%
(100.0)%

(42.1)%

$

$

52

Other Insurance Revenue - Other insurance revenue includes $0.3 million of fee income earned from our GLS business for the year ended December 31, 2021, as well as fee income derived from
our IIS business not directly associated with premium revenue assumed by the Company for the years ended December 31, 2021 and 2020 as specified in the table below. Other income of $0.1
million for the year ended December 31, 2020 was generated from transitional services provided relating to the sale of our U.S. operations.

Other insurance revenue decreased by $0.2 million or 16.4% to $1.1 million for the year ended December 31, 2021 compared to 2020. The decline of $0.4 million in International was primarily
due to the loss of fee income from an auto customer program that went into run-off on July 31, 2021. The table below shows other insurance revenue by source for the years ended December 31, 2021
and 2020:

For the Year Ended December 31,

International
Other income

Total Diversified Reinsurance

2021

2020
($ in thousands)

Change

$

$

765 
302 
1,067 

$

$

1,145 
131 
1,276 

$

$

(380)
171 
(209)

Change
%
(33.2) %
130.5  %

(16.4) %

Net Loss and LAE -  Net  loss  and  LAE  decreased  by  $20.6  million  or  82.8%  for  the  year  ended  December  31,  2021  compared  to  2020  due  primarily  to  the  run-off  of  reinsurance  liabilities

associated with our German Auto programs. Net loss and LAE ratio decreased to 14.9% for the year ended December 31, 2021 compared with 50.7% for 2020.

The loss ratio decreased by 35.8 percentage points for the year ended December 31, 2021 compared to 2020. The 2021 loss ratio was impacted by favorable prior year loss reserve development of

$3.6 million or 12.4 percentage points during 2021, compared to the impact of favorable development of $1.3 million or 2.6 percentage points on the loss ratio in 2020.

The 2021 development was due to favorable development in German Auto programs, European Capital Solutions and facultative reinsurance run-off lines. The 2020 development was driven by

favorable experience in facultative reinsurance run-off lines and partly offset by adverse development experienced in European Capital Solutions.

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 changes in the
mix of business and the impact of increases 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 7.8 percentage points for the year ended December 31, 2021 compared to 2020.

Commission  and  Other  Acquisition  Expenses -  Commission  and  other  acquisition  expenses  decreased  by  $3.4  million  or  18.3%,  for  the  year  ended  December  31,  2021  compared  to  2020

primarily due to lower net premiums earned which similarly decreased in this segment.

The commission and other acquisition expense ratio increased 14.9 percentage points to 52.5% for the year ended December 31, 2021 compared to 37.6% for 2020 largely reflecting the late
accrual of contingent commission on run-off business with no earned premiums during 2021. Also, it is due to the change in the mix of pro rata versus excess of loss premiums written during the
year. Please refer to the preceding paragraph for other factors that can impact the combined ratio.

General and Administrative Expenses -  General  and  administrative  expenses  increased  by  $0.9  million  or  12.8%  for  the  year  ended  December  31,  2021  compared  to  2020.  The  general  and
administrative  expense  ratio  increased  to  27.2%  for  the  year  ended  December  31,  2021  compared  to  14.1%  for  2020  due  to  lower  net  premiums  earned  which  decreased  significantly  as  noted
previously, combined with higher non-recurring expenses. This included severance costs and certain regulatory costs of approximately $1.0 million incurred in our IIS business unit which increased
the expense ratio for the year ended December 31, 2021 compared to the same period in 2020.

The overall expense ratio (including commission and other acquisition expenses) increased to 79.7% for the year ended December 31, 2021 compared to 51.7% for 2020 largely due to higher non-

recurring expenses and commissions combined with net premiums earned which decreased as discussed above.

53

    
AmTrust Reinsurance Segment

The AmTrust Reinsurance segment reported underwriting income of $10.0 million for the year ended December 31, 2021 compared to underwriting income of $18.5 million for the year ended

December 31, 2020. The underwriting results and associated ratios for the AmTrust Reinsurance segment for the years ended December 31, 2021 and 2020 were as follows:

For the Year Ended December 31,

Gross premiums written
Net premiums written
Net premiums earned
Net loss and LAE
Commission and other acquisition expenses
General and administrative expenses

Underwriting income

Ratios
Net loss and LAE ratio
Commission and other acquisition expense ratio
General and administrative expense ratio
Expense ratio

Combined ratio

$
$
$

$

2021

2020

($ in thousands)

(5,695)
(5,695)
25,312 
(3,021)
(9,747)
(2,514)
10,030 

$
$
$

$

11.9 %
38.5 %
9.9 %
48.4 %
60.3 %

(9,068)
(8,826)
58,234 
(16,890)
(20,321)
(2,552)
18,471 

29.0 %
34.9 %
4.4 %
39.3 %
68.3 %

The combined ratio decreased by 8.0 percentage points to 60.3% for the year ended December 31, 2021 compared to 68.3% for 2020 primarily due to favorable prior year development of $24.0
million or 95.0 percentage points during 2021 compared to favorable development of $15.2 million or 26.2 percentage points during 2020. The favorable loss development was partially offset by a
higher underwriting loss for the current accident year during the year ended December 31, 2021 of $14.0 million compared to an underwriting income of $3.3 million for the current accident year in
the same period in 2020. These results were due primarily to higher loss ratios on the run-off of unearned premium for terminated AmTrust reinsurance contracts.

Premiums -  The table below shows net premiums written by category for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,
($ in thousands)
Net Premiums Written
Small Commercial Business
Specialty Program
Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

2021

2020

Total

% of Total

Total

% of Total

$

$

(6,445)
(876)
1,626 
(5,695)

113.2 % $
15.4 %
(28.6)%
100.0 % $

(11,515)
(19)
2,708 
(8,826)

130.5 %
0.2 %
(30.7)%
100.0 %

The gross and net premiums written for the year ended December 31, 2021 reflect premium adjustments on Small Commercial Business policies in the AmTrust Quota Share. There were negative
gross  and  net  premiums  written  for  the  year  ended  December  31,  2020  reflecting  premium  adjustments  under  the  AmTrust  Quota  Share  from  April  1,  2020.  Furthermore,  the  termination  of  the
AmTrust Quota Share and the European Hospital Liability Quota Share as of January 1, 2019 resulted in no new business written under these contracts since 2018.

Net premiums earned decreased by $32.9 million, or 56.5% for the year ended December 31, 2021 compared to 2020 due to termination of the AmTrust Quota Share and European Hospital
Liability Quota Share as of January 1, 2019. The negative premiums earned for the year ended December 31, 2021 in Small Commercial Business were due to premium adjustments on such policies
in the AmTrust Quota Share.

Negative net premiums earned on Small Commercial Business for the year ended December 31, 2020 were due to premium adjustments and earned premium returns for the commutation of

certain home warranty business in the AmTrust Quota Share as of April 1, 2020.

54

The table below details net premiums earned by category for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,
($ in thousands)
Net Premiums Earned
Small Commercial Business
Specialty Program
Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

2021

2020

Total

% of Total

Total

% of Total

$

$

(6,095)
(853)
32,260 
25,312 

(24.1)% $
(3.4)%
127.5 %
100.0 % $

(10,938)
33 
69,139 
58,234 

(18.8)%
0.1 %
118.7 %
100.0 %

Net Loss and Loss Adjustment Expenses - Net loss and LAE decreased by $13.9 million or 82.1%, for the year ended December 31, 2021 compared to 2020 largely due to the impact of net

favorable prior year loss development of $24.0 million combined with lower net earned premiums.

Net loss and LAE ratios decreased to 11.9% for the year ended December 31, 2021 compared to 29.0% for 2020. During the year ended December 31, 2021, the net loss and LAE ratio decreased
by  17.1  points  compared  to  2020  due  to  the  impact  of  net  favorable  prior  year  loss  development  which  was  $24.0  million  or  95.0  points  during  2021,  compared  to  net  favorable  prior  year
development of $15.2 million or 26.2 points during 2020.

The table below details prior year loss development by lines of business for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,
($ in thousands)
Prior Year Loss Development (favorable) adverse
Workers Compensation
Commercial Auto Liability
General Liability
European Hospital Liability
Other

Total AmTrust Reinsurance Prior Year Adverse Development

2021
Total

2020
Total

$

$

(22,242)
(29,918)
20,868 
7,885 
(637)
(24,044)

$

$

(39,016)
17,650 
18,334 
683 
(12,889)
(15,238)

The current year loss ratio was 106.9% for the year ended December 31, 2021 compared to 55.2% in 2020 due to higher loss ratios on the run-off of unearned premium for terminated reinsurance

contracts.

Commission and Other Acquisition Expenses - Commission and other acquisition expenses decreased by $10.6 million, or 52.0%, for the year ended December 31, 2021 compared to 2020 due
to lower net earned premiums as a result of terminating both quota share agreements with AmTrust effective as of January 1, 2019. The commission and other acquisition expense ratio increased 3.6
points to 38.5% for the year ended December 31, 2021 compared to 34.9% in 2020.

General and Administrative Expenses - General and administrative expenses decreased by $38.0 thousand or 1.5% for the year ended December 31, 2021 compared to 2020. The general and
administrative  expense  ratio  increased  to  9.9%  for  the  year  ended  December  31,  2021  compared  to  4.4%  in  2020  as  a  result  of  lower  net  earned  premiums  due  to  terminating  both  quota  share
agreements with AmTrust as of January 1, 2019.

The overall expense ratio (including commission and other acquisition expenses) increased to 48.4% for the year ended December 31, 2021 compared to 39.3% in 2020 primarily due to relatively

stable administrative segment expenses combined with significantly lower earned premiums as discussed above.

55

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
subsidiary companies 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 distributions.

As of December 31, 2021, the Company had investable assets of $1.7 billion compared to $2.3 billion as of December 31, 2020. Investable assets are the combined total of our investments, cash
and cash equivalents (including restricted cash), loan to a related party and funds withheld receivable. The decline in our investable assets is primarily the result of our cessation of active reinsurance
underwriting of new prospective risks in 2018 and 2019 which subsequently results in negative operating cash flows to settle claim payments from the run-off of the liabilities from that reinsurance
portfolio in 2021.

As previously indicated, Maiden Reinsurance re-domesticated from Bermuda to Vermont on March 16, 2020. We continue to be actively engaged with the Vermont DFR regarding the formulation
of Maiden Reinsurance's longer term business plan, including its investment policy, changes to which require prior regulatory approval as stipulated by Vermont law or the Vermont DFR for any
active underwriting, capital management or other strategic initiatives. Maiden Reinsurance has received all necessary approvals required to date by the Vermont DFR, including its activities via GLS
and its investment policy, which includes: 1) the expansion of approved asset classes for investment reflecting not only Maiden Reinsurance’s solvency position but the material reduction in required
capital necessary to operate its business as discussed further in Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations – Liquidity & Capital Resources –
Cash and Investments; and 2) the purchase of affiliated securities as demonstrated in the recent preference share tender offers. The Investment Policy, as approved and as amended, maintains our
established investment management and governance practices.

Maiden Reinsurance is regulated by the Vermont DFR and is the principal operating subsidiary of Maiden Holdings. At December 31, 2021, Maiden Reinsurance had statutory capital and surplus
of $999.8 million, exceeding the amounts required to be maintained of $132.8 million at December 31, 2021. Under its license as an affiliated reinsurer under the captive licensing laws in the State of
Vermont, Maiden Reinsurance requires the approval of the Vermont DFR for the payment of any dividends. During the years ended December 31, 2021 and 2020, Maiden Reinsurance did not pay
any dividends to Maiden NA and likewise, Maiden NA did not pay any dividends to Maiden Holdings during both periods..

Maiden Holdings has two Swedish domiciled operating subsidiaries, Maiden LF and Maiden GF, which are both regulated by the Swedish FSA. At December 31, 2021, Maiden LF and Maiden
GF  each  had  a  statutory  capital  and  surplus  of  $8.3  million  and  $10.0  million,  respectively,  exceeding  the  amounts  required  to  be  maintained  of  $4.2  million  and  $5.1  million,  respectively,  at
December 31, 2021. 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, 2021, Maiden LF and Maiden GF are not allowed to pay dividends or distributions without the permission of the Swedish FSA.
During the years ended December 31, 2021 and 2020, 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, 2021, Maiden Global is allowed to pay dividends or distributions not exceeding $5.1 million. Maiden Global did not pay any dividends to Maiden Holdings
during the years ended December 31, 2021 and 2020.

We may experience continued volatility in our results of operations which could negatively impact our financial condition and create a reduction in the amount of available distribution or dividend
capacity from our regulated reinsurance subsidiaries, which would also reduce liquidity. Further, we and our insurance subsidiaries may need additional capital to maintain compliance with regulatory
capital requirements and/or be required to post additional collateral under existing reinsurance arrangements, which could reduce our liquidity. Finally, while we have had limited impacts from the
effects of COVID-19 on our financial condition to date, the Company's investment portfolio could be adversely impacted by unfavorable market conditions caused by the pandemic should it continue
longer than anticipated.

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 currently used primarily to pay loss and LAE, ceded reinsurance premium, general and administrative expenses, and interest expense,
with  the  remainder  of  cash  in  excess  of  our  operating  requirements  made  available  to  our  investment  managers  for  investment  in  accordance  with  our  investment  policy,  as  well  as  for  capital
management such as repurchasing our shares.

Our business has undergone significant changes since 2018. As previously noted, we have engaged in a series of transactions that have materially reduced our balance sheet risk and transformed
our operations. As a result of these transactions, we are not engaged in any active underwriting of new prospective reinsurance business thus our net premiums written will continue to be materially
lower and investment income will become a significantly larger portion of our total revenues. We are writing new retroactive risks through GLS, however this will be smaller in relation to the run-off
of our prior reinsurance business. Despite the initial inflow of new business from GLS, this has continued to cause significant negative operating cash flows as we run off the AmTrust Reinsurance
segment reserves as shown in the cash flows table further below.

56

While the development of the GLS platform over time should further enhance our ability to pursue the asset and capital management pillars of our business strategy, we still expect the trend of

negative overall cash flows to continue to reduce our asset base going forward into 2022 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. Claim payments will be principally from the run-off of existing reserves for losses and LAE. 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.

The Company’s management believes its current sources of liquidity are adequate to meet its cash requirements for the next twelve months as we generally expect negative operating cash flows to
be sufficiently offset by positive investing cash flows. While we continue to expect our cash flows to be sufficient to meet our cash requirements and to operate our business, our ability to execute our
asset  and  capital  management  initiatives  are  dependent  on  maintaining  adequate  levels  of  unrestricted  liquidity  and  cash  flows.  At  December  31,  2021  and  2020,  unrestricted  cash  and  cash
equivalents and unrestricted fixed maturity investments were $81.1 million and $269.2 million, respectively.

The  decrease  of  $188.1  million  in  unrestricted  cash  and  fixed  maturity  investments  during  2021  was  primarily  the  result  of  $136.3  million  utilized  for  the  2021  Preference  Share  Repurchase
Program, $74.4 million utilized for net purchases of other investments and $37.3 million utilized for net purchases of equity method investments, and $19.1 million for interest payments on the Senior
Notes, partly offset by receipts of $80.0 million from restricted assets as collateral is released by ceding companies upon satisfaction of liabilities, including AmTrust. Please see the related discussion
on cash flows from investing and financing activities below.

The table below summarizes our operating, investing and financing cash flows for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,

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

Cash Flows from Operating Activities

2021

2020

($ in thousands)

$

$

(394,430) $
464,064 
(138,903)
(470)
(69,739) $

(541,775)
596,044 
(30,130)
4,409 
28,548 

Cash  flows  used  in  operating  activities  for  the  year  ended  December  31,  2021  were  $394.4  million  compared  to  cash  flows  used  in  operating  activities  of  $541.8  million  for  the  year
ended December 31, 2020, a decrease of $147.3 million. The operating cash flows used in operations for the years ended December 31, 2021 and 2020 were primarily the result of claims payments
for the terminated AmTrust Quota Share and the European Hospital Liability Quota Share reinsurance agreements, which produced negligible gross premiums written that were more than offset by
claim payments from the run-off of existing reserves for loss and LAE under those agreements.

Cash Flows from Investing Activities

Cash flows from investing activities consist primarily of proceeds from sales and maturities of investments net of payments for investments acquired. Net cash provided by investing activities
was $464.1 million for the year ended December 31, 2021 compared to $596.0 million for 2020 due to proceeds from sales of fixed maturity investments which were made primarily to settle claim
payments as well as repurchase Preference Shares during the year ended December 31, 2021.

For the year ended December 31, 2021, the proceeds from the sales, maturities and calls exceeded the purchases of fixed maturity securities by $575.4 million compared to net proceeds of $666.3
million during 2020. This was partly offset by $74.4 million utilized for net purchases of other investments and $37.3 million utilized for net purchases of equity method investments during the year
ended December 31, 2021.

Cash Flows from Financing Activities

Cash  flows  used  in  financing  activities  were  $138.9  million  for  the  year  ended  December  31,  2021  compared  to  $30.1  million  during  2020  primarily  due  to  the  repurchase  of  the  Company's
Preference  Shares.  The  Company  paid  $136.3  million  for  the  repurchase  of  9,404,012  Preference  Shares  pursuant  to  the  2021  Preference  Share  Repurchase  Program  as  part  of  its  recent  capital
management strategy during the year ended December 31, 2021. This compared to 2,827,595 Preference Shares repurchased by the Company during 2020 for aggregate total consideration of $30.1
million pursuant to the 2020 Tender Offer (as defined below).

No dividends on common or preference shares were paid during 2021 and 2020. Our Board of Directors has not declared any common or preference share dividends since the third quarter of

2018.

57

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, 2021, the Company had letters of credit outstanding of $53.6 million for collateral purposes which are secured by cash and fixed maturities with a fair value of $72.8 million.

At December 31, 2021 and 2020, restricted cash and cash equivalents and fixed maturity investments used as collateral were $0.6 billion and $1.1 billion, respectively. This collateral represents
87.8% and 80.0% of the fair value of our total fixed maturity investments and cash, restricted cash and cash equivalents at December 31, 2021 and 2020, respectively. The following table provides
additional information on those assets used as collateral at December 31, 2021 and 2020:

December 31,

($ in thousands)
Diversified Reinsurance
AmTrust Reinsurance

Total

As a % of Consolidated Balance Sheet captions

Restricted Cash & 
Equivalents

2021
Fixed 
Maturities

Total

Restricted Cash & 
Equivalents

2020
Fixed 
Maturities

$

$

$

$

34,298
5,121
39,419

100.0%

$

$

48,845
493,883
542,728

90.9%

$

$

83,143
499,004
582,147

91.5%

$

$

22,064
39,722
61,786

100.0%

65,355
952,914
1,018,269

83.9%

$

$

Total

87,419
992,636
1,080,055

84.7%

Maiden Reinsurance loaned funds of $168.0 million to AmTrust at December 31, 2021 and 2020, respectively, to partially satisfy its collateral requirements with AII. Advances under the loan are
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, the Company and AmTrust amended the Loan
Agreement between Maiden Reinsurance, AmTrust and AII, originally entered into on November 16, 2007, to extend the maturity date to January 1, 2025 and 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 $575.0
million to AmTrust as a funds withheld receivable which currently bears an annual interest rate of 1.8%, subject to annual adjustment. The annual interest rate was 2.65% for the duration of 2020. On
January 24, 2019, Maiden Reinsurance transferred cash of €45.1 million ($51.2 million) to AIU DAC as a funds withheld receivable to serve 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 which is subject to annual adjustment. At December 31, 2021, the amount
of funds withheld under this agreement was $26.5 million (December 31, 2020 - $28.1 million).

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 the Company 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.

58

Cash and Investments

The  investment  of  our  funds  has  generally  been  designed  to  ensure  safety  of  principal  while  generating  current  income.  Accordingly,  the  majority  of  our  funds  have  been  invested  in  liquid,

investment-grade fixed income securities which are all designated as AFS at December 31, 2021. As of December 31, 2021 and 2020, our cash and investments consisted of:

At December 31,

Fixed maturities, available-for-sale, at fair value
Equity method investments
Other investments
Total investments
Cash and cash equivalents
Restricted cash and cash equivalents

Total Investments and Cash (including cash equivalents)

2021

2020

($ in thousands)

597,145  $
83,742 
141,725 
822,612 
26,668 
39,419 
888,699  $

1,213,411 
43,136 
63,760 
1,320,307 
74,040 
61,786 
1,456,133 

$

$

In addition to the discussion on Cash and Cash Equivalents and Fixed Maturities that follows herein, please see "Notes to Consolidated Financial Statements - Note 4 — Investments" included

under Part II Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for further discussion on our AFS fixed income securities.

As  our  insurance  liabilities  continue  to  run-off  and  the  required  capital  to  operate  our  business  for  regulatory  purposes  decreases,  we  have  modified  Maiden  Reinsurance’s  investment  policy
(which  has  been  approved  by  the  Vermont  DFR  as  noted)  and  have  expanded  the  range  of  asset  classes  we  invest  in  to  enhance  the  income  and  returns  our  investment  portfolio  produces.  We
categorize these investments as alternative investments which include "Other Investments" and "Equity Method Investments" on our consolidated balance sheets as discussed in "Note 2 — Significant
Accounting Policies" included under Part II Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.

Under this revised investment policy, we have increased the amount of alternative investments during 2021 and 2020, and we expect to continue to increase the amounts invested therein. Under
our investment policy, alternative investments could include, but are not limited to, privately held investments, private equities, private credit lending funds, fixed-income funds, hedge funds, equity
funds, real estate (including joint ventures and limited partnerships) and other non-fixed-income investments.

For further details on our alternative investments, in addition to the discussion of the investments herein, please see "Notes to Consolidated Financial Statements Note 4(b). Other Investments and

Equity Method Investments" included under Part II Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.

Our investment performance is subject to a variety of risks, including risks related to general economic conditions, market volatility, interest rate fluctuations, foreign exchange risk, liquidity risk
and  credit  and  default  risk.  Interest  rates  are  highly  sensitive  to  many  factors,  including  governmental  monetary  policies,  domestic  and  international  economic  and  political  conditions  and  other
factors  beyond  our  control.  An  increase  in  interest  rates  could  result  in  significant  losses,  realized  or  unrealized,  in  the  value  of  our  investment  portfolio.  A  portion  of  our  portfolio  consists  of
alternative investments that subject us to restrictions on redemption, which may limit our ability to withdraw funds for some period of time after the initial investment. The values of, and returns on,
such investments may also be more volatile.

We believe our other investments and equity method investments portfolio provides diversification against our fixed-income investments and an opportunity for improved risk-adjusted return,
however, the returns of these investments may be more volatile and we may experience significant unrealized gains or losses in a particular quarter or year. While we believe the returns produced by
these investments will exceed our cost of capital, in particular our cost of debt capital, it is too soon to determine if the actual returns will achieve this objective and it may be an extended period of
time before that determination can be made.

We may utilize and pay fees to various companies to provide investment advisory and/or management services related to these investments. These fees, which would be predominantly based upon
the  amount  of  assets  under  management,  would  be  included  in  net  investment  income.  In  addition,  costs  associated  with  evaluating,  analyzing  and  monitoring  these  investments  may  require
additional expenditures than traditional marketable securities. During 2021, our investment expenses associated with our alternative investments decreased compared to 2020.

The substantial majority of our current and future investments are held by Maiden Reinsurance, whose investment policy has been approved by the Vermont DFR. We may utilize a portion of
Maiden Reinsurance's unrestricted assets to purchase affiliated securities and, during the year ended December 31, 2021, we utilized $136.3 million in conjunction with the 2021 Preference Share
Repurchase Program. Maiden Reinsurance has received all necessary approvals for its investment policy. As of December 31, 2021, we have cumulatively invested $165.8 million in the Preference
Shares of Maiden Holdings.

Cash & Cash Equivalents

At December 31, 2021, 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 equivalents to better assess current market conditions and opportunities within our defined risk appetite, and may do so in future periods.

59

 
Fixed Maturity Investments

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, 2021
AFS Fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Asset-backed securities
Corporate bonds
Total fixed maturities
Cash and cash equivalents

Total

December 31, 2020
AFS fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Asset-backed securities
Corporate bonds
Total AFS fixed maturities
Cash and cash equivalents

Total

Original or 
Amortized 
Cost

Gross 
Unrealized 
Gains

Gross 
Unrealized 
Losses

Fair 
Value

Average yield

(1)

Average
(2)
duration

59,989  $
96,554 
3,163 
198,946 
236,692 
595,344 
66,087 
661,431  $

($ in thousands)
—  $

2,429 
113 
705 
10,094 
13,341 
— 
13,341  $

(110) $
(193)
— 
(5,093)
(6,144)
(11,540)
— 
(11,540) $

59,879 
98,790 
3,276 
194,558 
240,642 
597,145 
66,087 
663,232 

0.2 %
2.7 %
0.3 %
1.5 %
2.5 %
1.9 %
— %

1.7 %

Original or 
Amortized 
Cost

Gross 
Unrealized 
Gains

Gross 
Unrealized 
Losses

Fair 
Value

Average yield

(1)

Average
(2)
duration

94,468  $
272,124 
8,641 
184,227 
604,463 
1,163,923 
135,826 
1,299,749  $

($ in thousands)
34  $

9,439 
1,067 
1,611 
40,904 
53,055 
— 
53,055  $

—  $

(126)
— 
(406)
(3,035)
(3,567)
— 
(3,567) $

94,502 
281,437 
9,708 
185,432 
642,332 
1,213,411 
135,826 
1,349,237 

0.1 %
2.5 %
1.1 %
2.2 %
2.3 %
2.2 %
0.1 %

2.0 %

0.9 
2.1 
7.3 
0.5 
2.7 
1.7 
0.0 

1.5 

1.4 
1.9 
6.2 
0.7 
3.1 
2.3 
0.0 

2.1 

$

$

$

$

(1)    Average yield is calculated by dividing annualized investment income for each sub-component of fixed maturity securities and cash and cash equivalents (including amortization of premium or discount) by amortized cost.
(2)    Average duration in years.

During the year ended December 31, 2021, the yield on the 10-year U.S. Treasury bond increased by 59 basis points to 1.52%. The 10-year U.S. Treasury rate is the key risk-free determinant in
the fair value of many of the fixed income securities in our portfolio. The U.S. Treasury yield curve experienced a material upward shift during the year ended December 31, 2021, reflecting concerns
about potential inflation emanating from the combination of: 1) growing confidence in the U.S. economic outlook as the economic effects of the COVID-19 pandemic continue to abate; 2) enactment
of additional significant fiscal stimulus legislation in the U.S.; and 3) continued accommodative monetary policy pursued by central banks globally.

The movement in the market values of our fixed maturity portfolio during the year ended December 31, 2021 generated net unrealized losses of $47.7 million which reduced our book value per
common share by $0.55 during that period. Our investment portfolios may be adversely impacted by unfavorable market conditions caused by the COVID-19 pandemic, which could cause continued
volatility in our results of operations and negatively impact our financial condition.

Interest rate risk is the price sensitivity of a security to changes in interest rates. Credit spread risk is the price sensitivity of a security to changes in credit spreads. As noted, the fair value of our
fixed  maturity  investments  will  fluctuate  with  changes  in  interest  rates  and  credit  spreads.  We  attempt  to  maintain  adequate  liquidity  in  our  fixed  maturity  investments  portfolio  with  a  strategy
designed to emphasize the preservation of our invested assets and provide sufficient liquidity for the prompt payment of claims and contract liabilities. Because we collateralize a significant portion
of  our  insurance  liabilities,  unanticipated  or  large  increases  in  interest  rates  could  require  us  to  utilize  significant  amounts  of  unrestricted  cash  and  fixed  maturity  securities  to  provide  additional
collateral, which could impact our asset and capital management strategy described herein.

We also monitor the duration and structure of our investment portfolio as discussed below. As of December 31, 2021, the aggregate hypothetical change in fair value from an immediate 100 basis
points increase in interest rates, assuming credit spreads remain constant, in our fixed maturity investments portfolio would decrease the fair value of that portfolio by $19.1 million. Actual shifts in
interest rates may not change by the same magnitude across the maturity spectrum or on an individual security and, as a result, the impact on the fair value of our fixed maturity securities may be
materially different from the resulting change in value described above.

60

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,
2021 and 2020, these respective durations in years were as follows:

December 31,
Fixed maturities and cash and cash equivalents
Reserve for loss and LAE - gross of LPT/ADC Agreement reserves
Reserve for loss and LAE - net of LPT/ADC Agreement reserves

2021

2020

1.5
4.4
1.4

2.1
3.9
0.9

During the year ended December 31, 2021, the weighted average duration of our fixed maturity investment portfolio decreased by 0.6 years to 1.5 years while the duration for reserve for loss and
LAE increased by 0.5 years to 4.4 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, 2021, the duration
of our fixed maturity investment portfolio decreased compared to December 31, 2020 due to continued sales of fixed maturity investments primarily made to settle claim payments with AmTrust. The
duration of our loss reserves net of the LPT/ADC Agreement was lower than the duration of our fixed maturity investment portfolio at December 31, 2021.

At December 31, 2021, 100.0% of the Company’s U.S. agency bond holdings are mortgage-backed. Additional details on the Agency MBS holdings at December 31, 2021 and 2020 were as

follows:

December 31,
($ in thousands)

FNMA – fixed rate
FHLMC – fixed rate
GNMA - variable rate
GNMA – fixed rate

Total U.S. agency bonds

2021

2020

Fair Value

% of Total

Fair Value

% of Total

$

$

47,419 
47,758 
3,613 
— 
98,790 

48.0 % $
48.3 %
3.7 %
— %
100.0 % $

119,910 
138,733 
5,409 
17,385 
281,437 

42.6 %
49.3 %
1.9 %
6.2 %
100.0 %

Agency MBS bonds comprises 16.5% of our fixed maturity investments at December 31, 2021. Given their relative size 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 reduce the total amount of investment income we earn.

At December 31, 2021 and 2020, 97.8% and 96.1%, 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. Please see "Part II, Item 8 - Notes to Consolidated Financial Statements Note 4. Investments" for additional information on the credit rating
of our fixed income portfolio.

61

The security holdings by sector and financial strength rating of our corporate bond holdings at December 31, 2021 and 2020 were as follows:

Ratings

(1)

December 31, 2021
Corporate bonds
Basic Materials
Communications
Consumer
Energy
Financial Institutions
Industrials
Technology

Total Corporate bonds

December 31, 2020
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

— %
— %
— %
— %
0.6 %
— %
— %
0.6 %

2.4 %
2.4 %
2.4 %
9.4 %
18.8 %
1.0 %
3.7 %
40.1 %

Ratings

(1)

1.7 %
3.2 %
31.3 %
4.8 %
12.9 %
— %
— %
53.9 %

— % $
— %
2.8 %
— %
2.6 %
— %
— %
5.4 % $

($ in thousands)

9,995 
13,480 
87,753 
34,068 
84,025 
2,393 
8,928 
240,642 

4.1 %
5.6 %
36.5 %
14.2 %
34.9 %
1.0 %
3.7 %
100.0 %

AAA, AA+, AA, AA-

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

Fair Value

% of Corporate bonds

— %
— %
— %
2.5 %
7.2 %
— %
— %
9.7 %

1.0 %
1.0 %
2.0 %
6.3 %
23.8 %
0.9 %
2.4 %
37.4 %

1.4 %
4.6 %
21.7 %
3.0 %
13.0 %
1.2 %
0.6 %
45.5 %

— % $
1.6 %
1.8 %
2.2 %
1.0 %
0.8 %
— %
7.4 % $

($ in thousands)

15,637 
46,167 
164,033 
89,984 
288,649 
18,494 
19,368 
642,332 

2.4 %
7.2 %
25.5 %
14.0 %
45.0 %
2.9 %
3.0 %
100.0 %

The table below includes the Company’s ten largest corporate holdings at fair value and as a percentage of all fixed income securities held as at December 31, 2021. As of December 31, 2021,

38.5% are U.S. dollar denominated and 61.5% are Euro denominated, with 41.5% in the Consumer Sector and 33.1% in the Financial Institutions sector:

December 31, 2021

Electricite de France, 4.625%, Due 9/11/2024
Brookfield Asset Management Inc., 4.00% Due 1/15/2025
Anheuser-Busch INBEV NV, 2.875% Due 9/25/2024
Carlsberg Breweries A/S, 2.5%, Due 5/28/2024
Thompson Reuters Corp, 4.3% Due 11/23/23
International Business Machines Corp., 7.0%, Due 10/30/2025
Chubb Ina Holdings Inc., 1.55%, Due 3/15/2028
Kraft Heinz Food Co., 1.5%, Due 5/24/2024
WEA Finance LLC, 3.75%, Due 9/17/2024
FBD Insurance PLC, 5% Due 10/9/2028

Total

(1)    Ratings as assigned by S&P, or equivalent

Fair Value
($ in thousands)

% of Total Fixed Income
Holdings

Rating

(1)

$

$

16,473 
12,830 
12,278 
11,983 
10,467 
8,928 
7,823 
6,825 
6,295 
6,225 
100,127 

2.8 %
2.1 %
2.1 %
2.0 %
1.8 %
1.5 %
1.3 %
1.1 %
1.1 %
1.0 %
16.8 %

A-
A-
BBB+
BBB
BBB
A-
A
BB+
BBB+
NA

62

At December 31, 2021 and 2020, respectively, we held the following non-U.S. dollar denominated securities:

December 31,
($ in thousands)
Non-U.S. dollar denominated corporate bonds
Non-U.S. dollar denominated asset-backed securities
Non-U.S. government bonds

Total non-U.S. dollar denominated securities

2021

2020

Fair Value

% of Total

Fair Value

% of Total

$

$

147,740 
113,399 
3,275 
264,414 

55.9 % $
42.9 %
1.2 %
100.0 % $

349,231 
— 
9,708 
358,939 

At December 31, 2021 and 2020, respectively, our non-U.S. dollar denominated securities were invested in the following currencies:

December 31,
($ in thousands)
Euro
British Pound
Canadian Dollar
All other

Total non-U.S. dollar denominated securities

2021

2020

Fair Value

% of Total

Fair Value

% of Total

$

$

264,414 
— 
— 
— 
264,414 

100.0 % $
— %
— %
— %
100.0 % $

329,447 
22,861 
5,110 
1,521 
358,939 

97.3 %
— %
2.7 %
100.0 %

91.8 %
6.4 %
1.4 %
0.4 %
100.0 %

The net decrease in non-U.S. dollar denominated fixed maturities is primarily due to the sale of Euro denominated corporate bonds during the year ended December 31, 2021. At December 31,

2021 and 2020, all of the Company's non-U.S. government issuers have a rating of AA- or higher by S&P.

For our non-U.S. dollar denominated corporate bonds, the following table summarizes the composition of the fair value of our fixed maturity investments by ratings at December 31, 2021 and

2020:

(1)

Ratings  at December 31,
($ in thousands)
AAA
AA+, AA, AA-
A+, A, A-
BBB+, BBB, BBB-
BB+ or lower

Total non-U.S. dollar denominated corporate bonds

(1)     Ratings as assigned by S&P, or equivalent

2021

2020

Fair Value

% of Total

Fair Value

% of Total

$

$

— 
— 
56,669 
78,021 
13,050 
147,740 

— % $
— %
38.4 %
52.8 %
8.8 %
100.0 % $

1,277 
31,102 
165,585 
137,297 
13,970 
349,231 

0.4 %
8.9 %
47.4 %
39.3 %
4.0 %
100.0 %

The  Company  does  not  employ  any  credit  default  protection  against  any  of  the  fixed  maturity  investments  held  in  non-U.S.  dollar  denominated  currencies  at  December  31,  2021  and  2020,

respectively.

Other Investments and Equity Method Investments

Our alternative investments are categorized as other investments and equity method investments as reported on our consolidated balance sheets. These include private equity, private credit and
hedge  funds  investments,  investments  in  limited  partnerships,  as  well  as  investments  in  direct  lending  entities  and  investments  in  technology-oriented  insurance  related  businesses  known  as
insurtechs. Private equity investments consist of direct investments in privately held entities, investments in private equity funds and private equity co-investments with sponsoring entities. Private
credit investments consist of loans and other debt securities of privately held entities or investment sponsors.

Our allocation to alternative investments increased to 25.4% of our total cash and investments as of December 31, 2021 compared to 7.3% as of December 31, 2020; and increased to 58.7% of our

total shareholders' equity as of December 31, 2021 compared to 20.3% as of December 31, 2020.

63

Our alternative investments as of December 31, 2021 and 2020 consist of the following asset classes:

December 31,

Privately held equity investments
Real estate investments
Investments in direct lending entities
Private credit funds
Hedge fund investments
Private equity funds
Other investments
Publicly traded equity investments

Total alternative investments

2021

2020

Carrying Value

% of Total

Carrying Value

% of Total

$

$

52,013 
44,050 
42,976 
38,656 
32,929 
6,906 
6,763 
1,174 
225,467   

23.1 % $
19.5 %
19.1 %
17.1 %
14.6 %
3.1 %
3.0 %
0.5 %
100.0 % $

22,844 
— 
36,571 
1,301 
29,435 
3,044 
13,701 
— 
106,896 

21.4 %
— %
34.2 %
1.2 %
27.5 %
2.9 %
12.8 %
— %
100.0 %

For further details on these other investments, please see "Notes to Consolidated Financial Statements: Note 4(b) Other Investments and Equity Method Investments" included under Part II Item 8

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

Certain of the Company's investments in limited partnerships are related to real estate joint ventures with interests in multi-property projects with varying strategies ranging from the development
of properties to the ownership of income-producing properties. In certain of these joint ventures, the Company has provided certain indemnities, guarantees and commitments to certain parties such
that it may be required to make payments now or in the future. For further details on these financial guarantees, please see "Notes to Consolidated Financial Statements: Note 11 - Commitments,
Contingencies and Guarantees" included under Part II Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.

64

Investment Results

The following table summarizes our investment results for the years ended December 31, 2021 and 2020, respectively:

Net investment income
(1)
Fixed income assets
Cash and restricted cash
Other investments, including equities
Investment expenses
Total net investment income

Net realized gains:
Fixed income assets
Other investments, including equities
Total net realized gains

(1)

Net unrealized gains:
Other investments, including equities
Total net unrealized gains

Interest in income of equity method investments:
Interest in income of equity method investments
Total interest in income of equity method investments

Total investment return included in earnings (A)

(4)

Other comprehensive income (loss):
Unrealized losses on AFS and Equity Method Investments excluding foreign exchange (B)

Total investment return = (A) + (B)

Annualized income from fixed income assets and cash
Average aggregate fixed income assets and cash, at cost
Annualized investment book yield

(2)

(2)

Average aggregate invested assets, at fair value
Investment return included in net earnings
Total investment return

(3)

$

$

$
$

$

$

For the Year Ended December 31,

2021

2020

$

$

$
$

$

33,261 
(3)
1,103 
(2,348)
32,013 

9,097 
3,377 
12,474 

174 
174 

7,748 
7,748 

52,409 

(32,880)
19,529 

33,258 
1,794,173 

1.9 %

56,196 
781 
621 
(2,837)
54,761 

24,100 
373 
24,473 

— 
— 

5,098 
5,098 

84,332 

(3,434)
80,898 

56,977 
2,521,380 

2.3 %

1,986,000 

$

2,552,937 

2.6 %
1.0 %

3.3 %
3.2 %

1. Includes AFS securities as well as funds withheld receivable, and loan to related party.
2. Fixed income securities includes AFS portfolio, cash and restricted cash, funds withheld receivable, and loan to related party.
3. Average aggregate invested assets include all investments (AFS and alternative investments), cash and restricted cash, loan to related party and funds withheld receivable and is computed as an average of the amounts disclosed in our

quarterly U.S. GAAP consolidated financial statements.

4. Total investment return included in earnings excludes OTTI for the year ended December 31, 2020 which are entirely due to foreign exchange losses.

65

 
Other Balance Sheet Changes

The following table summarizes the Company's other material balance sheet changes at December 31, 2021 and 2020:

December 31,

Reinsurance balances receivable, net
Reinsurance recoverable on unpaid losses
Deferred commission and other acquisition expenses
Funds withheld receivable
Reserve for loss and LAE
Unearned premiums
Deferred gain on retroactive reinsurance

2021

2020
($ in thousands)

Change

Change
%

$

19,507  $
562,845 
36,703 
636,412 
1,489,373 
100,131 
48,960 

5,777  $

592,571 
51,903 
654,805 
1,893,299 
144,271 
74,941 

13,730 
(29,726)
(15,200)
(18,393)
(403,926)
(44,140)
(25,981)

237.7 %
(5.0)%
(29.3)%
(2.8)%
(21.3)%
(30.6)%
(34.7)%

The Company's deferred commission and other acquisition expenses decreased by 29.3% and unearned premiums decreased by 30.6% 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. Reinsurance balances receivable increased by 237.7% primarily due to $17.5 million of premiums receivable not yet due from the European Hospital Liability Quota Share that was recognized
during the third quarter of 2021.

Funds withheld receivable decreased by 2.8% primarily due to lower funds withheld to be utilized as collateral for IIS reinsurance agreements in the Diversified Reinsurance segment.

The Company's reserve for loss and LAE decreased by 21.3% primarily due to the payment of prior year loss claims as well as favorable loss development recognized mainly for the AmTrust

Reinsurance segment.

The decrease in the deferred gain on retroactive reinsurance by 34.7% for the year ended December 31, 2021 is largely attributable to $29.1 million of favorable prior year loss development under
the AmTrust Quota Share which is fully recoverable from Cavello under the LPT/ADC Agreement. This favorable development also impacted the reinsurance recoverable on unpaid losses which
decreased by 5.0% or $29.7 million as at December 31, 2021 compared to December 31, 2020.

Capital Resources

Capital resources consist of funds deployed in support of our operations. In the year ended December 31, 2021, our total capital resources decreased by $143.6 million, or 18.2% compared to
December  31,  2020  primarily  due  to  repurchases  of  our  Preference  Shares  and  unrealized  losses  on  our  fixed  maturity  investment  portfolio,  partially  offset  by  net  income  available  to  common
shareholders.

During the year ended December 31, 2021, book value per common share increased by 65.6% to $2.60 and diluted book value per common share increased by 67.1% to $2.59, compared to
December 31, 2020. This was primarily due to the gain of $91.0 million on the 2021 Preference Share Repurchase Program which increased book value by $1.05 per common share. Book value also
increased  due  to  net  income  of  $26.6  million  during  the  year  ended  December  31,  2021.  Book  value  growth  was  partly  offset  by  a  net  decrease  in  AOCI  of  $36.1  million  for  the  year  ended
December 31, 2021.

The following table shows the movement in total capital resources at December 31, 2021 and 2020:

December 31,

Preference shares
Common shareholders' equity
Total Maiden shareholders' equity
Senior Notes - principal amount

Total capital resources

2021

2020
($ in thousands)

Change

Change
%

$

$

159,210  $
225,047 
384,257 
262,500 
646,757  $

394,310  $
133,506 
527,816 
262,500 
790,316  $

(235,100)
91,541 
(143,559)
— 
(143,559)

(59.6)%
68.6 %
(27.2)%
— %

(18.2)%

The net decrease in total capital resources was due to the decline in total shareholders' equity at December 31, 2021 which decreased by $143.6 million, or 27.2% compared to December 31, 2020

due to the following factors:

• net decrease of $136.3 million from the 2021 Preference Share Repurchase Program which consisted of the par value of Preference Shares repurchased of $235.1 million partly offset by: (1)
gains recognized on the repurchase of Preference Shares at market values of $91.0 million for the year ended December 31, 2021 which increased retained earnings; and (2) a net increase in
additional paid-in capital of $7.8 million relating to proportionate share in issuance costs of Preference Shares repurchased, which was previously recognized as a reduction in additional
paid-in capital;

66

• net decrease in AOCI of $36.1 million which arose due to: (1) net unrealized losses on investment of $52.1 million resulting largely from the net decrease in the fair value of $47.7 million
for our fixed income investment portfolio relating to market price movements due to rising interest rates during the year ended December 31, 2021 and $4.4 million related to declines in the
value  of  equity  method  investments;  less  (2)  an  increase  in  cumulative  translation  adjustments  of  $16.0  million  due  to  the  strengthening  of  the  U.S.  dollar  on  the  remeasurement  of  net
insurance-related liabilities denominated in euro during the year ended December 31, 2021; partly offset by:

• net income attributable to Maiden of $26.6 million for the year ended December 31, 2021; and

• net increase due to share-based compensation of $2.1 million.

Please refer to "Notes to Consolidated Financial Statements - Note 6 — 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, 2021 and 2020.

Book value and diluted book value per common share at December 31, 2021 and 2020 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

Common Shares

2021

2020

($ in thousands except share and per share data)

225,047  $
10 
225,057  $

86,467,242 
494,926 
86,962,168 

2.60  $
2.59 

133,506 
10 
133,516 

84,801,161 
1,489,064 
86,290,225 

1.57 
1.55 

$

$

$

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, 2021, the Company did not repurchase any common shares under its share repurchase authorization as it is precluded from repurchasing its common shares due to its failure to
pay  dividends  on  its  Preference  Shares.  Until  such  time  as  dividends  on  Preference  Shares  are  paid,  the  Company  will  not  be  able  to  repurchase  or  pay  dividends  on  its  common  shares.  At
December 31, 2021, the Company had a remaining authorization of $74.2 million for share repurchases.

Preference Shares

As part of the capital management pillar of our strategy, pursuant to the cash tender offer on December 24, 2020, Maiden Reinsurance accepted for purchase 2,827,595 Preference Shares referred
to  as  the  "2020  Tender  Offer".  The  acquisition  by  Maiden  Reinsurance  of  the  Company's  Preference  Shares  pursuant  to  the  tender  offer  was  made  in  compliance  with  Maiden  Reinsurance's
investment policy previously approved by the Vermont DFR. Maiden Reinsurance used unrestricted cash of $29.7 million to repurchase the Preference Shares pursuant to the 2020 Tender Offer.

On March 3, 2021, the Company's Board approved the repurchase, including the repurchase by Maiden Reinsurance within its investment guidelines, of up to $100.0 million of the Company's
Preference  Shares.  On  May  6,  2021,  the  Company's  Board  of  Directors  approved  the  additional  repurchase,  including  the  repurchase  by  Maiden  Reinsurance  in  accordance  with  its  investment
guidelines (as may be amended), of up to $50.0 million of the Company's Preference Shares from time to time at market prices in open market purchases or as may be privately negotiated.

The principal purpose of the 2020 Tender Offer and 2021 Preference Share Repurchase Program is to adjust our capital structure to reflect current operations and the amount of capital required to
operate Maiden Reinsurance. The Board has not declared or paid a dividend on the Preference Shares since 2018 and there can be no assurance that it will declare and pay dividends on the Preference
Shares in the future. The Preference Shares are perpetual and there is no fixed date on which we are required to redeem or otherwise repurchase them.

As part of the capital management pillar of our strategy during 2021, Maiden Reinsurance accepted 9,404,012 Preference Shares for purchase via private negotiation with certain security holders
at an average price of $14.48 per Preference Share. The Company has continued to repurchase Preference Shares subsequent to December 31, 2021 pursuant to a Rule 10b5-1 plan. Please see "Note
16 - Subsequent Events" included under Item 8. "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for details.

67

Please refer to "Notes to Consolidated Financial Statements - 'Note 6 — Shareholders' Equity" under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K

for further information on our Preference Shares. At December 31, 2021, the Company has a remaining authorization of $13.8 million for Preference Share repurchases.

Senior Notes

There were no changes in the Company’s Senior Notes at December 31, 2021 compared to December 31, 2020 and the Company did not enter into any short-term borrowing arrangements during
the year ended December 31, 2021. Please refer to "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 for a discussion of the Senior Notes issued by the Company.

 The ratio of Debt to Total Capital Resources at December 31, 2021 and 2020 was computed as follows:

December 31,

Senior notes - principal amount
Maiden shareholders’ equity
Total capital resources

Ratio of debt to total capital resources

Off-Balance Sheet Arrangements

$

$

2021

2020

($ in thousands)

262,500 
384,257 
646,757 

$

$

40.6 %

262,500 
527,816 
790,316 

33.2 %

Certain of the Company's investments in limited partnerships are related to real estate joint ventures with interests in multi-property projects with varying strategies ranging from the development
of properties to the ownership of income-producing properties. In certain of these joint ventures, the Company has provided certain indemnities, guarantees and commitments to certain parties such
that it may be required to make payments now or in the future as further described in the "Notes to Consolidated Financial Statements - Note 11 — Commitments, Contingencies and Guarantees "
included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.

Any loss for which the Company could be liable would be contingent on the default of a loan by the real estate joint venture entity for which the Company provided a financial guarantee to a
lender.  While  the  Company  has  committed  to  aggregate  limits  as  to  the  amount  of  guarantees  it  will  provide  as  part  of  its  limited  partnerships,  guarantees  are  only  provided  on  an  individual
transaction  basis  and  are  subject  to  the  terms  and  conditions  of  each  transaction  mutually  agreed  by  the  parties  involved.  The  Company  is  not  bound  to  such  guarantees  without  its  express
authorization.

As  discussed  above,  at  December  31,  2021,  guarantees  of  $33.3  million  have  been  provided  to  lenders  by  the  Company  on  behalf  of  real  estate  joint  ventures,  however,  the  likelihood  of  the

Company incurring any losses pertaining to project level financing guarantees was determined to be remote. Therefore, no liability has been accrued under ASC 450-20.

68

Non-GAAP Financial Measures

As defined and described in the Key Financial Measures section, management uses certain key financial measures, some of which are non-GAAP financial 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 financial measures, which may be defined and calculated
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
calculation, reconciliation to nearest GAAP measure and discussion of relevant non-GAAP financial measures used by management are discussed below.

Non-GAAP operating earnings were $60.5 million for the year ended December 31, 2021, compared to $47.1 million in 2020. The improvement in non-GAAP operating earnings was largely due

to:

• gains of $91.0 million from the repurchase of Preference Shares at market values for the year ended December 31, 2021 compared to gains of $38.2 million for Preference Share repurchases
during 2020; partly offset by:

• underwriting loss of $16.0 million for the year ended December 31, 2021 on a current accident year basis compared to underwriting income of $0.8 million for 2020 on a current accident
year basis caused by higher loss ratios along with higher expense ratios caused by a significant decrease in earned premium on the run-off of unearned premium for terminated reinsurance
contracts in our AmTrust Reinsurance segment; and

• lower net investment income which decreased by $22.7 million compared to 2020.

The Company's non-GAAP operating results included a non-GAAP underwriting loss of $17.5 million for the year ended December 31, 2021, compared to non-GAAP underwriting income of
$3.0 million in 2020, due to underwriting results in the AmTrust segment not covered by the LPT/ADC Agreement, specifically the run-off of the AmTrust Quota Share with losses occurring after
December 31, 2018 (including the additional ceding commission paid under the Partial Termination Amendment) and claims related to the European Hospital Liability Quota Share. The decrease in
underwriting results was driven by higher loss ratios on the run-off of unearned premium for terminated reinsurance contracts in the AmTrust Reinsurance segment for the year ended December 31,
2021 as well as higher expense ratios caused by a significant decrease in earned premium.

Non-GAAP operating earnings and Non-GAAP diluted operating earnings per share attributable to common shareholders

Non-GAAP operating earnings and Non-GAAP diluted operating earnings per share attributable to common shareholders can be reconciled to the nearest U.S. GAAP financial measure as follows:

For the Year Ended December 31,

Net income
Add (subtract):
Net realized and unrealized gains on investment
Total other-than-temporary impairment losses
Foreign exchange and other (gains) losses
Decrease in deferred gain on retroactive reinsurance
Interest in income of equity method investments

Non-GAAP operating earnings

Diluted earnings per share attributable to common shareholders
Add (subtract):
Net realized and unrealized gains on investment
Total other-than-temporary impairment losses
Foreign exchange and other (gains) losses
Decrease in deferred gain on retroactive reinsurance
Interest in income of equity method investments

Non-GAAP diluted operating earnings per common share attributable to common shareholders

69

2020
2021
($ in thousands except per share data)

$

$

$

$

117,643  $

(12,648)
— 
(7,685)
(29,081)
(7,748)
60,481  $

1.35  $

(0.14)
— 
(0.09)
(0.33)
(0.09)
0.70  $

79,957 

(24,473)
2,468 
8,526 
(14,304)
(5,098)
47,076 

0.93 

(0.29)
0.03 
0.11 
(0.17)
(0.06)
0.55 

Non-GAAP Operating ROACE

Non-GAAP Operating ROACE for the years ended December 31, 2021 and 2020 was computed as follows:

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

Non-GAAP operating earnings
Opening adjusted common shareholders’ equity
Ending adjusted common shareholders’ equity
Average adjusted common shareholders’ equity
Non-GAAP Operating ROACE

Non-GAAP Underwriting Results and Combined Ratio

The following summarizes our non-GAAP underwriting results for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,

Gross premiums written
Net premiums written
Net premiums earned
Other insurance revenue
Non-GAAP net loss and LAE
Commission and other acquisition expenses
General and administrative expenses
Non-GAAP underwriting (loss) income

(1)

(1)

Ratios:
Non-GAAP net loss and LAE ratio
Commission and other acquisition expense ratio
General and administrative expense ratio
Expense ratio
Non-GAAP combined ratio

(1)

(1)

$

$
$
$

$

2021

2020

($ in thousands)

$

60,481 
208,447 
274,990 
241,719 

25.0 %

2021

2020

($ in thousands)

10,938 
10,403 
52,993 
1,067 
(36,388)
(24,840)
(10,341)
(17,509)

$
$
$

$

67.3 %
46.0 %
66.6 %
112.6 %
179.9 %

47,076 
155,668 
208,447 
182,058 

25.9 %

31,389 
28,432 
106,081 
1,276 
(56,103)
(38,796)
(9,488)
2,970 

52.3 %
36.1 %
36.4 %
72.5 %
124.8 %

(1) Non-GAAP underwriting (loss) income, non-GAAP net loss and LAE, non-GAAP net loss and LAE ratio, and non-GAAP combined ratio for the years ended December 31, 2021 and 2020 include the impact of prior year reserve development
subject to the LPT/ADC Agreement in the respective periods. Please see the "Key Financial Measures" section for definitions of non-GAAP underwriting (loss) income, non-GAAP 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 include the impact of favorable prior year loss reserve development under

the AmTrust Quota Share which is fully recoverable from Cavello and subject to the LPT/ADC Agreement with Cavello to show the ultimate economic benefit to the Company.

As  shown  in  the  table  above,  adjusted  for  the  decrease  in  the  deferred  gain  under  the  LPT/ADC  Agreement  of  $29.1  million  during  the  year  ended  December  31,  2021,  the  non-GAAP
underwriting loss was $17.5 million. This compared to non-GAAP underwriting income of $3.0 million for 2020 when adjusted for the decrease in the deferred gain under the LPT/ADC Agreement
of $14.3 million during the year ended December 31, 2020.

The non-GAAP underwriting results above were due to underwriting results in the AmTrust segment not covered by the LPT/ADC Agreement, specifically the run-off of the AmTrust Quota Share
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. Underwriting results in the Diversified segment during the years ended December 31, 2021 and 2020, respectively, were relatively stable.

70

The non-GAAP combined ratio during the year ended December 31, 2021 was 179.9% compared to 124.8% during 2020.

For the Year Ended December 31,
Combined ratio
Less: decrease in the deferred gain on the LPT/ADC Agreement

Non-GAAP combined ratio

Non-GAAP Net Loss and LAE

2021

2020

126.1 %
(53.8)%
179.9 %

111.4 %
(13.4)%
124.8 %

Adjusted  for  the  decrease  in  the  deferred  gain  under  the  LPT/ADC  Agreement,  the  non-GAAP  net  loss  and  LAE  for  the  year  ended  December  31,  2021  increased  by  $29.1  million  as  these
amounts include favorable loss experience for AmTrust reserves subject to the LPT/ADC Agreement which are ultimately recoverable from Cavello. In comparison, adjusted for the decrease in the
deferred gain under the LPT/ADC Agreement during the year ended December 31, 2020, the non-GAAP net loss and LAE increased by $14.3 million since the favorable loss experience on AmTrust
reserves subject to the LPT/ADC Agreement are ultimately recoverable from Cavello.

These adjustments have been reflected in the calculation of non-GAAP Loss and LAE as shown in the table below:

For the Year Ended December 31,

Net loss and LAE
Less: decrease in the deferred gain on the LPT/ADC Agreement

Non-GAAP net loss and LAE

2021

2020

($ in thousands)
7,307  $

(29,081)
36,388  $

41,799 
(14,304)
56,103 

$

$

Adjusted  for  the  decrease  in  the  deferred  gain  under  the  LPT/ADC  Agreement  of  $29.1  million  during  the  year  ended  December  31,  2021,  non-GAAP  net  loss  and  LAE  was  $36.4  million.
Adjusted for decrease in the deferred gain under the LPT/ADC Agreement of $14.3 million during the year ended December 31, 2020, non-GAAP net loss and LAE was $56.1 million. The non-
GAAP net loss and LAE ratio was 67.3% for the year ended December 31, 2021 compared to 52.3% for 2020.

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

The  Adjusted  Shareholders'  Equity,  Adjusted  Total  Capital  Resources  and  Adjusted  Book  Value  per  Common  Share  at  December  31,  2021  and  2020  reflects  the  addition  of  the  unamortized
deferred  gain  under  the  LPT/ADC  Agreement  to  the  GAAP  shareholders'  equity  as  depicted  in  the  computations  below.  The  deferred  gain  under  the  LPT/ADC  Agreement  was  $45.9  million  at
December 31, 2021 compared to $74.9 million at December 31, 2020, and relates to loss reserves subject to that agreement that are fully recoverable from Cavello.

The decrease in the unamortized deferred gain under the LPT/ADC Agreement of $29.1 million for the year ended December 31, 2021 is attributable to $29.1 million in loss and LAE recognized
as favorable loss development in the Company's GAAP income statement subject to the LPT/ADC Agreement. We believe the inclusion of this unamortized deferred gain in these metrics better
reflects the ultimate economic benefit of the LPT/ADC Agreement, which will improve the Company's shareholders' equity over the settlement period under the terms of the agreement.

The  Adjusted  Shareholders'  Equity,  Adjusted  Total  Capital  Resources  and  Adjusted  Book  Value  per  Common  Share  at  December  31,  2021  also  reflects  the  addition  of  the  LP  Investment
Adjustment of $4.1 million, which pertains to the equity accounting related to the fair value of certain hedged liabilities within an equity method investment held by the Company wherein the ultimate
realizable value of the asset supporting the hedged liabilities cannot currently be recognized at fair value. We believe that this adjustment recognizes future realizable value and reflects the ultimate
economic benefit of this investment which will improve the Company's shareholders' equity over the hedged contract period within the investment.

71

Reconciliation of shareholders' equity to Adjusted shareholders' equity and Adjusted Total Capital Resources

The following table computes adjusted shareholders' equity and adjusted total capital resources by recognizing the unamortized deferred gain under the LPT/ADC Agreement as well as the LP

Investment Adjustment for realizable value of intangible asset in an limited partnership investment at December 31, 2021 and 2020:

December 31,

Preference shares
Common shareholders' equity
Total shareholders' equity
LP Investment Adjustment
Unamortized deferred gain on LPT/ADC Agreement
Adjusted shareholders' equity
Senior Notes - principal amount

Adjusted total capital resources

NM - non meaningful

2021

2020
($ in thousands)

Change

Change
%

$

$

159,210  $
225,047 
384,257 
4,083 
45,860 
434,200 
262,500 
696,700  $

394,310  $
133,506 
527,816 
— 
74,941 
602,757 
262,500 
865,257  $

(235,100)
91,541 
(143,559)
4,083 
(29,081)
(168,557)
— 
(168,557)

(59.6)%
68.6 %
(27.2)%
NM
(38.8)%
(28.0)%
— %

(19.5)%

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  under  the  LPT/ADC  Agreement  as  well  as  the  LP  Investment  Adjustment  for

realizable value of intangible asset in limited partnership investment at December 31, 2021 and 2020 was computed as follows:

December 31,
Book value per common share
LP Investment Adjustment
Unamortized deferred gain on LPT/ADC Agreement

Adjusted book value per common share

Ratio of Debt to Adjusted Total Capital Resources

2021

2020

$

$

2.60  $
0.05 
0.53 
3.18  $

1.57 
— 
0.89 
2.46 

 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, 2021 and 2020 was computed as follows:

December 31,

Senior notes - principal amount
Adjusted shareholders’ equity

Adjusted total capital resources
Ratio of debt to adjusted total capital resources

Currency and Foreign Exchange

$

$

2021

2020

($ in thousands)

262,500 
434,200 
696,700 

$

$

37.7 %

262,500 
602,757 
865,257 

30.3 %

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, 2021, 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.

72

Net foreign exchange gains were $7.5 million during the year ended December 31, 2021 compared to net foreign exchange losses of $8.1 million during the year ended December 31, 2020.

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.

We continue to monitor inflationary impacts resulting from government stimulus, sharp increases in demand, labor force and supply chain disruptions, among other factors, on our loss cost trends.
For  example,  Governmental  policy  responses  to  inflation  may  increase  interest  rates  which,  in  the  short  term,  will  have  a  significant  impact  on  our  investments,  in  particular  our  fixed  maturity
securities.  We  will  continue  to  monitor  our  liquidity,  capital  and  potential  earnings  impact  of  these  changes  but  remain  focused  on  our  asset  allocation  decisions  as  described  in  our  "Business
Strategy" section of Item 7 "Management’s Discussion and Analysis of Financial Condition and Results  of  Operations  -  Overview".  Inflation  may  also  result  in  increased  wage  pressures  for  our
operating expenses, as we remain focused on being a competitive employer in our market.

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.

73

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.

74

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,  2021.  Based  on  their  evaluation,  our  Principal
Executive Officer and Principal Financial Officer concluded that, at December 31, 2021, 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, 2021 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,
2021 based on those criteria.

The Company's independent auditors have issued an audit opinion on the Company's internal control over financial reporting as of December 31, 2021. This report appears below in the Report of

Independent Registered Public Accounting Firm.

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,

2021 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

75

To the Shareholders and Board of Directors of Maiden Holdings, Ltd.

Opinion on Internal Control Over Financial Reporting

Report of Independent Registered Public Accounting Firm

We have audited Maiden Holdings, Ltd.’s internal control over financial reporting as of December 31, 2021, based on criteria established in Internal Control—Integrated Framework issued by the
Committee  of  Sponsoring  Organizations  of  the  Treadway  Commission  (2013  framework)  (the  COSO  criteria).  In  our  opinion,  Maiden  Holdings,  Ltd.  (the  Company)  maintained,  in  all  material
respects, effective internal control over financial reporting as of December 31, 2021, based on the COSO criteria.

We  also  have  audited,  in  accordance  with  the  standards  of  the  Public  Company  Accounting  Oversight  Board  (United  States)  (PCAOB),  the  consolidated  balance  sheet  of  the  Company  as  of
December 31, 2021 and 2020 and the related consolidated statements of income, comprehensive income, changes in shareholders’ equity and cash flows for each of the years then ended, and the
related notes and our report dated March 14, 2022 expressed an unqualified opinion thereon.

Basis for Opinion

The Company’s management is responsible for maintaining effective internal control over financial reporting and for its assessment of the effectiveness of internal control over financial reporting
included  in  the  accompanying  “Management’s  Annual  Report  on  Internal  Control  over  Financial  Reporting”.  Our  responsibility  is  to  express  an  opinion  on  the  Company’s  internal  control  over
financial reporting based on our audit. We are a public accounting firm registered with the 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  audit  in  accordance  with  the  standards  of  the  PCAOB.  Those  standards  require  that  we  plan  and  perform  the  audit  to  obtain  reasonable  assurance  about  whether  effective

internal control over financial reporting was maintained in all material respects.

Our  audit  included  obtaining  an  understanding  of  internal  control  over  financial  reporting,  assessing  the  risk  that  a  material  weakness  exists,  testing  and  evaluating  the  design  and  operating
effectiveness of internal control based on the assessed risk, and performing such other procedures as we considered necessary in the circumstances. We believe that our audit provides a reasonable
basis for our opinion.

Definition and Limitations of Internal Control Over Financial Reporting

A  company’s  internal  control  over  financial  reporting  is  a  process  designed  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. A company’s 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  the  transactions  and  dispositions  of  the  assets  of  the  company;  (2)  provide  reasonable  assurance  that
transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are
being  made  only  in  accordance  with  authorizations  of  management  and  directors  of  the  company;  and  (3)  provide  reasonable  assurance  regarding  prevention  or  timely  detection  of  unauthorized
acquisition, use, or disposition of the company’s assets that could have a material effect on the 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.

/s/ Ernst & Young LLP

New York, NY
March 14, 2022

76

Item 9B. Other Information.

None.

PART III

Item 10. Directors, Executive Officers and Corporate Governance.

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  on  May  4,  2022  (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 2021", "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.

77

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 14, 2022.

SIGNATURES

MAIDEN HOLDINGS, LTD.
By:

/s/ Lawrence F. Metz
Name: Lawrence F. Metz
Title: President and Co-Chief Executive Officer

/s/ Patrick J. Haveron
Name: Patrick J. Haveron
Title: Co-Chief Executive Officer and Chief Financial 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

Title

Date

/s/ Lawrence F. Metz
Lawrence F. Metz
/s/ Patrick J. Haveron
Patrick J. Haveron
/s/ Barry D. Zyskind
Barry D. Zyskind
/s/ Raymond M. Neff
Raymond M. Neff
/s/ Simcha G. Lyons
Simcha G. Lyons
/s/ Yehuda L. Neuberger
Yehuda L. Neuberger
/s/ Steven H. Nigro
Steven H. Nigro
/s/ Holly L. Blanchard
Holly L. Blanchard
/s/ Keith A. Thomas
Keith A. Thomas

President and Co-Chief Executive Officer
(Principal Executive Officer)
Co-Chief Executive Officer and Chief Financial Officer
(Principal Financial Officer)
Chairman

Director

Director

Director

Director

Director

Director

78

March 14, 2022

March 14, 2022

March 14, 2022

March 14, 2022

March 14, 2022

March 14, 2022

March 14, 2022

March 14, 2022

March 14, 2022

EXHIBIT INDEX

Description

Memorandum of Association (as amended)
Bye-Laws
Form of Common Share Certificate
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
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 4.4)
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 4.6)
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 4.8)
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 4.12)
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 under 2019 Omnibus Incentive Plan
Form of Restricted Share under 2019 Omnibus Incentive Plan
Form of Employment Agreement by and between Maiden and Patrick J. Haveron and Lawrence F. Metz, dated as of November 1, 2011
Master Agreement by and between Maiden Holdings, Ltd. and AmTrust Financial Services, Inc., dated as of July 3, 2007
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
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 Maiden Reinsurance Ltd. and AmTrust Financial Services, Inc., dated as of December 18, 2017

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
10.1*
10.2*
10.3*
10.4*
10.5
10.6
10.7

10.8

10.9

10.10

10.11

Reference
(1)
(2)
(3)

(4)

(5)
(5)

(6)

(6)
(7)
(7)
(8)

(8)

(9)
(9)
(10)
(11)
(10)
(10)
(12)
(3)
(3)
(13)

(14)

(15)

(15)

(16)

E-1

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

10.30

10.31

10.32

2019 Amendment 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 Reinsurance Ltd. dated as of January 1, 2018
Novation Agreement between AII Insurance Management Limited, AmTrust Financial Services, Inc and Maiden Reinsurance Ltd. dated as of September 9,
2020
Asset Management Agreement by and between AII Insurance Management Limited and Maiden Life Forsakrings, AB dated as of January 1, 2018
Novation Agreement between AII Insurance Management Limited, AmTrust Financial Services, Inc. and Maiden Life Forsakrings, AB dated as of September
9, 2020
Asset Management Agreement by and between AII Insurance Management Limited and Maiden General Forsakrings, AB dated as of January 1, 2018
Novation Agreement between AII Insurance Management Limited, AmTrust Financial Services, Inc. and Maiden General Forsakrings, AB dated as of
September 9, 2020
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 Agreement by and between Maiden Reinsurance Ltd. and AmTrust International
Insurance, Ltd. dated as of March 1, 2015
Endorsement  No.  4  to  the  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
Form of Indemnification Agreement between Maiden Holdings, Ltd. and its officers and directors
Partial Termination Endorsement to the Amended and Restated Quota Share Reinsurance Agreement by and between Maiden Reinsurance Ltd. and AmTrust
International Insurance, Ltd. dated January 1, 2019
Termination  Endorsement  to  the  Amended  and  Restated  Quota  Share  Reinsurance  Agreement  by  and  between  Maiden  Reinsurance  Ltd.  and  AmTrust
International Insurance, Ltd. dated January 30, 2019

(13)
(16)

(16)

(16)

(16)

(16)

(16)

(3)

(17)

(18)

(19)

(20)

(21)

(17)

(17)

(22)

(23)

(24)

†

(25)

(13)

E-2

10.33

10.34
10.35
10.36

10.37

10.38

10.39

10.40

10.41

10.42
14.1
21.1
23.1
31.1
31.2
32.1
32.2

101.1

Termination Endorsement to the Quota Share Reinsurance Contract by and between Maiden Reinsurance Ltd. and AmTrust Europe Limited and AmTrust
International Underwriters DAC dated January 30, 2019
Master Agreement by and among Maiden Holdings, Ltd., Maiden Reinsurance Ltd. and Enstar Group Limited dated as of March 1, 2019
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
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 International Insurance, Ltd. to the Amended and Restated Quota Share
Reinsurance Agreement, 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
Post-Termination Endorsement No. 2 between Maiden Reinsurance Ltd. and AmTrust Europe Limited and AmTrust International Underwriters DAC to the
Quota Share Reinsurance Contract, dated May 12, 2020
Commutation Agreement and Release by and between AmTrust International Insurance, Ltd. and Maiden Reinsurance Ltd., dated May 20, 2020
Code of Business Conduct and Ethics
Subsidiaries of the registrant
Consent of Ernst & Young LLP
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,  2021,  formatted  in  XBRL  (eXtensive
Business  Reporting  Language):  (i)  the  Consolidated  Balance  Sheets  at  December  31,  2021  and  2020;  (ii)  the  Consolidated  Statements  of  Income  for  the  years  ended
December 31, 2021 and 2020; (iii) the Consolidated Statements of Comprehensive Income for the years ended December 31, 2021 and 2020; (iv) the Consolidated Statements
of Changes in Shareholders' Equity for the years ended December 31, 2021 and 2020; (v) the Consolidated Statements of Cash Flows for the years ended December 31, 2021
and 2020; and (vi) Notes to Consolidated Financial Statements.

(13)

(26)
(27)
(27)

(27)

(27)

(11)

(11)

(16)

(16)
(16)
 †
†
 †
 †
 †
 †

 †

1.
2.
3.

4.
5.
6.

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).
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).
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 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).

E-3

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).
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).
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).
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, 2019 filed with the SEC on March 18, 2020 (File No. 001-34042).
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.
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).
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).
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).
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).

7.
8.
9.
10.
11.
12.
13.
14.
15.
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, 2020 filed with the SEC on March 15, 2021 (No. 001-34042).
17.
18.
19.
20.
21.
22.
23.
24.
25.
26.
27.

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).
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).
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).
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).
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).
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).
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).
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).
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).
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).
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 (PCAOB ID No. 42)
Consolidated Balance Sheets as of December 31, 2021 and 2020
Consolidated Statements of Income for the Years Ended December 31, 2021 and 2020
Consolidated Statements of Comprehensive Income for the Years Ended December 31, 2021 and 2020
Consolidated Statements of Changes in Shareholders’ Equity for the Years Ended December 31, 2021 and 2020
Consolidated Statements of Cash Flows for the Years Ended December 31, 2021 and 2020
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 — Shareholders' Equity
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 Guarantees
Note 12 — Earnings Per Common Share
Note 13 — Income Taxes
Note 14 — Share Compensation and Pension Plans
Note 15 — Statutory Requirements and Dividend Restrictions
Note 16 - Subsequent Events

F-1

Page

F-2
F-4
F-5
F-6
F-7
F-8

F-9
F-11
F-16
F-20
F-25
F-28
F-31
F-32
F-33
F-48
F-52
F-54
F-55
F-57
F-59
F-60

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.  (the  Company)  as  of  December  31,  2021  and  2020,  the  related  consolidated  statements  of  income,
comprehensive income, changes in shareholders' equity and cash flows for each of the years then ended, and the related notes (collectively referred to as the “consolidated financial statements”). In
our opinion, the consolidated financial statements present fairly, in all material respects, the financial position of the Company at December 31, 2021 and 2020, and the results of its operations and its
cash flows for each of the years then ended, in conformity with U.S. generally accepted accounting principles.

We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the Company’s internal control over financial reporting as
of  December  31,  2021,  based  on  criteria  established  in  the  Internal  Control-Integrated  Framework  issued  by  the  Committee  of  Sponsoring  Organizations  of  the  Treadway  Commission  (2013
framework) and our report dated March 14, 2022 expressed an unqualified opinion thereon.

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 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. 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.

Critical Audit Matters

The critical audit matter communicated below is a matter arising from the current period audit of the financial statements that was communicated or required to be communicated to the audit
committee  and  that:  (1)  relates  to  accounts  or  disclosures  that  are  material  to  the  financial  statements  and  (2)  involved  our  especially  challenging,  subjective  or  complex  judgments.  The
communication of the critical audit matter does not alter in any way our opinion on the consolidated financial statements, taken as a whole, and we are not, by communicating the critical audit matter
below, providing a separate opinion on the critical audit matter or on the account or disclosures to which it relates.

F-2

Description of the Matter

Valuation of Incurred but not Reported Reserves

At December 31, 2021, the Company’s reserve for loss and loss adjustment expenses was $1,489 million of which a significant portion is incurred but not
reported  reserves.  As  explained  in  Notes  2  and  9  of  the  consolidated  financial  statements,  the  reserve  for  loss  and  loss  adjustment  expenses  represents
management’s  estimate  of  the  ultimate  costs  of  all  reported  and  unreported  losses  incurred.  There  is  significant  uncertainty  inherent  in  determining
management’s estimate of the ultimate cost of all claims that have occurred which is used to determine the incurred but not reported reserves. In particular, the
estimate  is  sensitive  to  the  selection  and  weighting  of  actuarial  methodologies  used  to  project  the  ultimate  costs  and  the  selection  of  assumptions  such  as
payment and reporting patterns used to determine loss development factors and expected loss ratios.

Auditing management’s estimate of incurred but not reported reserves was complex due to the highly judgmental nature of the significant assumptions used in
the valuation of the estimate. The significant judgment was primarily due to the sensitivity of management’s estimate to the actuarial methods selected and the
assumptions used in the determination of the loss development factors and ultimate claim costs.

How We Addressed the Mater in our
Audit

We obtained an understanding, evaluated the design and tested the operating effectiveness of controls over the Company’s incurred but not reported reserving
process. This included, among others, controls over the review and approval processes that management has in place for the selection of actuarial methods and
assumptions used in estimating the incurred but not reported reserves.

To test the Company’s estimate of incurred but not reported reserves, our audit procedures included among others, the assistance of our actuarial specialists to
evaluate the assumptions used by comparing the significant assumptions, including payment patterns and expected loss ratios, to the Company’s historical
experience. In addition, we evaluated the selection and the weighting of actuarial methods used by management against the maturity of the accident periods,
changes in case reserve levels and claims settlement patterns. We developed a range of reasonable reserve estimates, which included performing independent
projections for a sample of lines of business and compared the Company’s recorded reserves to the range of reasonable reserve estimates. We also performed a
review of the subsequent development of prior year loss and loss adjustment expense reserves.

/s/ Ernst & Young LLP

We have served as the Company’s auditor since 2020.

New York, NY
March 14, 2022

F-3

MAIDEN HOLDINGS, LTD.
CONSOLIDATED BALANCE SHEETS
As of December 31, 2021 and 2020
(In thousands of U.S. dollars, except share and per share data)

2021

2020

ASSETS

Investments:
Fixed maturities, available-for-sale, at fair value (amortized cost 2021 - $595,344; 2020 - $1,163,923)
Equity method investments
Other investments
Total investments
Cash and cash equivalents
Restricted cash and cash equivalents
Accrued investment income
Reinsurance balances receivable, net (includes $17,471 from related parties in 2021)
Reinsurance recoverable on unpaid losses
Loan to related party
Deferred commission and other acquisition expenses (includes $34,170 and $45,732 from related parties in 2021 and 2020, respectively)
Funds withheld receivable (includes $601,460 and $603,093 from related parties in 2021 and 2020, respectively)
Other assets

Total assets

LIABILITIES

Reserve for loss and loss adjustment expenses (includes $1,338,269 and $1,727,193 from related parties in 2021 and 2020, respectively)
Unearned premiums (includes $91,730 and $122,737 from related parties in 2021 and 2020, respectively)
Deferred gain on retroactive reinsurance
Accrued expenses and other liabilities (includes $29,408 and $35,719 from related parties in 2021 and 2020, respectively)
Senior notes - principal amount
Less unamortized issuance costs
Senior notes, net
Total liabilities
Commitments and Contingencies

EQUITY

Preference shares
Common shares ($0.01 par value; 92,316,107 and 89,815,175 shares issued in 2021 and 2020, respectively; 86,467,242 and 84,801,161 shares outstanding in
2021 and 2020, respectively)
Additional paid-in capital
Accumulated other comprehensive (loss) income
Accumulated deficit
Treasury shares, at cost (5,848,865 and 5,014,014 shares in 2021 and 2020, respectively)
Total Maiden shareholders’ equity

Total liabilities and equity

$

$

$

$

See accompanying notes to Consolidated Financial Statements

F-4

597,145  $
83,742 
141,725 
822,612 
26,668 
39,419 
5,695 
19,507 
562,845 
167,975 
36,703 
636,412 
4,774 
2,322,610  $

1,489,373  $
100,131 
48,960 
44,542 
262,500 
7,153 
255,347 
1,938,353 

159,210 

923 
768,650 
(12,215)
(498,295)
(34,016)
384,257 
2,322,610  $

1,213,411 
43,136 
63,760 
1,320,307 
74,040 
61,786 
11,240 
5,777 
592,571 
167,975 
51,903 
654,805 
8,051 
2,948,455 

1,893,299 
144,271 
74,941 
53,002 
262,500 
7,374 
255,126 
2,420,639 

394,310 

898 
756,122 
23,857 
(615,837)
(31,534)
527,816 
2,948,455 

MAIDEN HOLDINGS, LTD.
CONSOLIDATED STATEMENTS OF INCOME
(In thousands of U.S. dollars, except share and per share data)

2021

2020

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 and unrealized gains 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) losses, net

Total expenses

Income before income taxes and interest in income of equity method investments

 Less: income tax expense (benefit)
Interest in income in equity method investments

Net income

Gain from repurchase of preference shares

Net income available to Maiden common shareholders

Basic and diluted earnings per share available to common shareholders
Weighted average number of common shares - basic
Adjusted weighted average number of common shares and assumed conversions - diluted

See accompanying notes to Consolidated Financial Statements.

F-5

$

$

$

$

10,938  $

10,403  $
42,590 
52,993 
1,067 
32,013 
12,648 
— 
98,721 

7,307 
24,840 
36,020 
19,327 
(7,685)
79,809 
18,912 
15 
7,748 
26,645 
90,998 
117,643  $

31,389 

28,432 
77,649 
106,081 
1,276 
54,761 
24,473 
(2,468)
184,123 

41,799 
38,796 
39,118 
19,324 
8,526 
147,563 
36,560 
(104)
5,098 
41,762 
38,195 
79,957 

1.35  $

86,068,278 
86,072,667 

0.93 
84,333,514 
84,333,655 

MAIDEN HOLDINGS, LTD.
CONSOLIDATED STATEMENTS OF COMPREHENSIVE INCOME
(In thousands of U.S. dollars)

For the Year Ended December 31,
Net income
Other comprehensive (loss) income
Net unrealized holdings (losses) gains on fixed maturity investments arising during the year
Net unrealized holdings losses on equity method investments arising during the year
Adjustment for reclassification of net realized gains recognized in net income
Foreign currency translation adjustment
Other comprehensive (loss) income, before tax
Income tax benefit (expense) related to components of other comprehensive income
Other comprehensive (loss) income, after tax

Comprehensive (loss) income

2021

2020

$

$

26,645  $

(28,900)
(4,414)
(18,787)
15,978 
(36,123)
51 
(36,072)
(9,427) $

41,762 

40,043 
— 
(12,647)
(21,340)
6,056 
(35)
6,021 
47,783 

See accompanying notes to Consolidated Financial Statements.

F-6

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
Repurchase of Preference Shares – Series A
Repurchase of Preference Shares – Series C
Repurchase of Preference Shares – Series D
Ending balance
Common shares
Beginning balance
Issuance of common shares from vesting of stock based compensation
Ending balance
Additional paid-in capital
Beginning balance
Issuance of common shares from vesting of stock based compensation
Share-based compensation expense
Repurchase of preference shares
Cash settlement of restricted shares granted
Ending balance
Accumulated other comprehensive (loss) income
Beginning balance
Change in net unrealized (losses) gains on investment
Foreign currency translation adjustment
Ending balance
Accumulated deficit
Beginning balance
Cash settlement of restricted shares granted
Net income
Gain on repurchase of preference shares
Ending balance
Treasury shares
Beginning balance
Shares repurchased
Ending balance

Total equity

See accompanying notes to Consolidated Financial Statements.

F-7

2021

2020

$

$

394,310  $
(87,977)
(75,669)
(71,454)
159,210 

898 
25 
923 

756,122 
(25)
4,771 
7,847 
(65)
768,650 

23,857 
(52,050)
15,978 
(12,215)

(615,837)
(101)
26,645 
90,998 
(498,295)

(31,534)
(2,482)
(34,016)
384,257  $

465,000 
(13,630)
(30,087)
(26,973)
394,310 

882 
16 
898 

751,327 
(16)
2,445 
2,366 
— 
756,122 

17,836 
27,361 
(21,340)
23,857 

(695,794)
— 
41,762 
38,195 
(615,837)

(31,533)
(1)
(31,534)
527,816 

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 income
Adjustments to reconcile net income to net cash flows from operating activities:
Depreciation, amortization and share-based compensation
Interest in income of equity method investments
Net realized and unrealized gains on investment
Total other-than-temporary impairment losses
Foreign exchange and other (gains) losses, 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 operating activities
Cash flows from investing activities:
Purchases of fixed maturities
Purchases of other investments
Purchases of equity method investments
Proceeds from sales of fixed maturities
Proceeds from maturities, paydowns and calls of fixed maturities
Proceeds from sale and redemption of other investments
Proceeds from sale and redemption of equity method investments
Other, net
Net cash provided by investing activities
Cash flows from financing activities:
Repurchase of preference shares
Cash settlement of restricted shares granted
Repurchase of common shares
Net cash used in financing activities
Effect of exchange rate changes on foreign currency cash
Net (decrease) increase in cash, cash equivalents and restricted cash
Cash, cash equivalents and restricted cash - beginning of year
Cash, cash equivalents and restricted cash - 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

Supplemental information on cash flows
Interest paid
Taxes paid

See accompanying notes to Consolidated Financial Statements.

F-8

2021

2020

$

26,645  $

8,224 
(7,748)
(12,648)
— 
(7,685)

(11,577)
3,694 
5,390 
15,013 
15,749 
(1,834)

(377,706)
(43,416)
(6,531)
(394,430)

(247,553)
(75,688)
(44,050)
477,920 
344,989 
1,273 
6,777 
396 
464,064 

(136,255)
(166)
(2,482)
(138,903)
(470)
(69,739)
135,826 
66,087  $

26,668  $
39,419 
66,087  $

19,106  $
109 

$

$

$

$

41,762 

8,689 
(5,098)
(24,473)
2,468 
8,526 

23,406 
(7,063)
7,312 
25,955 
55,802 
(3,912)

(581,867)
(77,783)
(15,499)
(541,775)

(458,892)
(33,571)
(39,608)
505,396 
619,824 
1,932 
1,571 
(608)
596,044 

(30,129)
— 
(1)
(30,130)
4,409 
28,548 
107,278 
135,826 

74,040 
61,786 
135,826 

19,106 
106 

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 creates shareholder value by actively managing and allocating our assets and capital, including through ownership and management of businesses and assets
primarily in the insurance and related financial services industries where we can leverage our deep knowledge of those markets. We also provide a full range of legacy services to small insurance
companies, particularly those in run-off or with blocks of reserves that are no longer core, working with clients to develop and implement finality solutions including acquiring entire companies that
enable our clients to meet their capital and risk management objectives. We expect our legacy solutions business to contribute to our active asset and capital management strategies.

Short-term income protection business is written on a primary basis by our wholly owned subsidiaries Maiden Life Försäkrings AB ("Maiden LF") and Maiden General Försäkrings AB ("Maiden
GF")  in  the  Scandinavian  and  Northern  European  markets.  Insurance  support  services  are  provided  to  Maiden  LF  and  Maiden  GF  by  our  UK  services  company,  Maiden  Global  Holdings  Ltd.
(“Maiden Global”) which is also a licensed intermediary in the United Kingdom. Maiden Global had previously operated internationally by providing branded auto and credit life insurance products
through  insurer  partners,  particularly  those  in  the  European  Union  ("EU")  and  other  global  markets.  These  products  also  produced  reinsurance  programs  which  were  underwritten  by  our  wholly
owned subsidiary Maiden Reinsurance Ltd. (“Maiden Reinsurance”).

The Company is not actively underwriting reinsurance business on new prospective risks but is now actively underwriting risks on a retroactive basis through our indirect wholly owned subsidiary
Genesis Legacy Solutions ("GLS"). We also have various historic reinsurance programs underwritten by Maiden Reinsurance which are in run-off, including the liabilities associated with AmTrust
Financial Services, Inc. ("AmTrust") reinsurance agreements which were terminated in 2019 as discussed in "Note 10 — Related Party Transactions". In addition, we have a retroactive reinsurance
agreement and a commutation agreement that further reduces our exposure and limits the potential volatility related to AmTrust liabilities, which are discussed in "Note 8 — Reinsurance" of the
Notes to Consolidated Financial Statements.

Since 2018, the Company has engaged in a series of strategic measures that have dramatically reduced the regulatory capital required to operate our business, materially strengthened our solvency
ratios, re-domiciled Maiden Reinsurance from Bermuda to the State of Vermont in the U.S. and ceased active reinsurance underwriting on prospective risks. These transactions can be found in Part II
of our Annual Report on Form 10-K for the year ended December 31, 2020 that was filed with the SEC on March 15, 2021 and are more fully described (as applicable) in "Note 8 — Reinsurance"
and "Note 10 — Related Party Transactions" in these financial statements.

Re-domestication of Maiden Reinsurance

Effective March 16, 2020, we re-domesticated our principal operating subsidiary, Maiden Reinsurance, from Bermuda to the State of Vermont in the U.S., having 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. Maiden Reinsurance
is now subject to the statutes and regulations of Vermont in the ordinary course of business. The re-domestication, in combination with other strategic measures described above that were completed
in 2019, have continued to strengthen the Company’s capital position and solvency ratios.

While the Vermont Department of Financial Regulation ("Vermont DFR") is now the group supervisor for the Company, the re-domestication did not apply to the Parent Company which remains
a  Bermuda-based  holding  company.  Securities  issued  by  Maiden  Holdings  were  not  affected  by  the  re-domestication  of  Maiden  Reinsurance  to  Vermont.  Concurrent  with  its  re-domestication  to
Vermont on March 16, 2020, Maiden Holdings contributed as capital the remaining 65% of its ownership in Maiden Reinsurance to our wholly-owned subsidiary Maiden Holdings North America,
Ltd. ("Maiden NA"). Maiden NA now owns 100% of Maiden Reinsurance in the aggregate.

Genesis Legacy Solutions

In November 2020, we formed GLS which specializes in providing a full range of legacy services to small insurance entities, particularly those in run-off or with blocks of reserves that are no
longer core, working with clients to develop and implement finality solutions including acquiring entire companies that enable our clients to meet their capital and risk management objectives. We
believe the formation of GLS is highly complementary to our overall longer-term strategy. GLS, along with other recent insurance industry investments, enables us to leverage our knowledge base
while not re-entering active underwriting of new risks and maintaining an efficient operating profile. We believe GLS not only enhances our profitability through both fee income and effective claims
management services, but it will also increase our asset base through the addition of blocks of reserves or companies that can be successfully wound down.

Effective  October  1,  2021,  GLS  completed  its  first  transaction,  a  loss  portfolio  transfer  transaction  which  includes  an  adverse  development  cover  and  GLS  continues  to  develop  additional
opportunities  consistent  with  its  business  plan.  The  accounting  for  this  transaction  is  described  in  "Note  2  —  Significant  Accounting  Policies"  under  retroactive  reinsurance.  This  should  further
enhance our ability to pursue the asset and capital management pillars of our business strategy. As of December 31, 2021, GLS and its subsidiaries had insurance related liabilities including loss
reserves and risk premiums totaling $17,925 and has completed an additional transaction in the first quarter of 2022 with an effective date of December 31, 2021.

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)

COVID-19 Pandemic

The continuing COVID-19 global pandemic has caused significant disruption to the economy and financial markets globally, and the full extent of the potential impacts of COVID-19 are not yet
known. Circumstances caused by the COVID-19 pandemic are complex, uncertain and rapidly evolving. Our results of operations, financial condition, and liquidity and capital resources may have
been adversely impacted by the COVID-19 pandemic, and the future impact of the pandemic on our financial condition or results of operations is difficult to predict.

As  described  herein,  the  Company  has  not  been  engaged  in  active  reinsurance  underwriting  of  prospective  risks  since  early  2019  and  is  running  off  the  remaining  unearned  exposures  it  has
reinsured. The Company's Swedish and UK insurance operations ("IIS unit") do write limited primary insurance coverages that could be exposed to COVID-19 claims.  While we assess our exposure
to COVID-19 insurance and reinsurance claims on our existing insurance exposures and remaining reinsurance exposures as limited and immaterial, given the uncertainty surrounding the COVID-19
pandemic and its impact on the insurance industry, our preliminary estimates of loss and loss adjustment expenses ("loss and LAE") and estimates of reinsurance recoverable arising from the COVID-
19 pandemic may materially change. Maiden Reinsurance has not received any COVID-19 claims to date but our companies within our IIS unit have received a limited number of claims related to
those  coverages  which  it  deems  as  immaterial.  Unanticipated  issues  relating  to  claims  and  coverage  may  emerge,  which  could  adversely  affect  our  business  by  increasing  the  scope  of  coverage
beyond our intent and/or increasing the frequency and severity of claims.

The Company's investment portfolio may be adversely impacted by unfavorable market conditions caused by the COVID-19 pandemic, and the Company and its reinsurance subsidiaries may
need additional capital to maintain compliance with regulatory capital requirements and/or be required to post additional collateral under existing reinsurance arrangements, which could reduce our
liquidity.  In  addition,  the  Company  may  experience  continued  volatility  in  its  results  of  operations  which  could  negatively  impact  its  financial  condition  and  create  a  reduction  in  the  amount  of
available distribution or dividend capacity from its regulated reinsurance subsidiaries, which would also reduce liquidity.

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 income.

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"), deferred gain on
retroactive reinsurance; recoverability of reinsurance balances receivable, reinsurance recoverable on unpaid losses, funds withheld 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.

Fixed Maturity Investments — The Company classifies its fixed maturity investments as available-for-sale ("AFS"). 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") in shareholders' equity. 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 - These investments are comprised of securities due to mature within one year of the date of purchase. The Company held no short-term investments as at December 31,

2021 and 2020.

Other investments  —  The  Company  accounts  for  its  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"). Other investments are comprised of the following types of investments:

•Privately held investments: These are direct equity investments in common and preferred stock of privately held entities. The fair values are estimated using quarterly financial statements
and/or recent private market transactions. These investments are also comprised of investments in insurtech and other insurance focused companies. The fair value of these start-up insurance
entities are determined using recent private market transactions where applicable. Any changes in fair value are reported in realized gains (losses) and recognized in net earnings.

•Private credit funds: These are privately held equity investments in common stock of entities that lend money valued using the most recently available or quarterly net asset value ("NAV")
statements as provided by the external fund manager or third-party administrator. Any changes in fair value are reported in realized gains (losses) and recognized in net earnings.

•Private  equity  funds:  These  are  comprised  of  private  equity  funds,  private  equity  co-investments  with  sponsoring  entities  and  investments  in  real  estate  limited  partnerships  and  joint
ventures. The fair value is estimated based on the most recently available NAV as advised by the external fund manager or third-party administrator. Any changes in fair value are reported in
realized gains (losses) and recognized in net earnings.

•Investments in direct lending entities: These investments are carried at cost less impairment, if any, with any indication of impairment recognized in income when determined.

•Publicly traded equity investments: These investments are in the common stock of publicly traded entities. The fair value is primarily priced by pricing services, reflecting the closing price
quoted for the final trading day of the period. The common stock is carried at fair value using observable market pricing data and any unrealized gains or losses on the investment is recorded
in net income in the period in which they occur.

The valuation of other investments is further described in Note 5 — Fair Value Measurements. Due to a lag in the valuations of certain funds reported by the investment managers, the Company
may  record  changes  in  valuation  with  up  to  a  three-month  lag.  The  Company  regularly  reviews  and  discusses  fund  performance  with  the  investment  managers  or  sponsors  to  corroborate  the
reasonableness of the reported NAV and to assess whether any events have occurred within the lag period that would affect the valuation of the investments.

Equity Method Investments — Investments in which the Company has significant influence over the operating and financial policies of the investee are classified as equity method investments and
accounted for using the equity method of accounting. In applying the equity method of accounting, investments are initially recorded at cost and are subsequently adjusted based on the Company’s
proportionate share of the investee's net income or loss, net of any distributions received.

Adjustments are based on the most recent available financial information from the investee. Changes in the carrying value of these investments are recorded in net income as interest in income
(loss) of equity method investments. The Company records its share of the investee’s OCI activity based on its proportionate share of the investee's common stock or capital, and books any OCI
activity directly to the equity method investments account, with the offset recorded to the Company's AOCI.

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)

Purchases and sales of investments are recorded on a trade date basis. Realized gains or losses on investment sales 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 changes required due to movements in effective yields and maturities are recognized on a prospective basis through yield adjustments.

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 OCI. 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:

• Level 1  — Valuations  based  on  unadjusted  quoted  market  prices  for  identical  assets  or  liabilities  that  we  have  the  ability  to  access.  Because  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 severity, 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
developed on the basis of the best information available in the particular circumstances. 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 hierarchy levels.

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)

For investments that have quoted market prices in active markets, the Company uses the quoted market prices as fair value and includes these in the Level 1 hierarchy. The Company receives
quoted market prices from a third party nationally recognized Pricing Service. 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 hierarchy. The Company will challenge any prices for its investments which are considered not to be representative of fair value. If quoted
market prices and an estimate 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. 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 the fair value. The Company bases its estimates of fair values for assets on the bid price as it represents what a third party market participant would be willing to pay in an
orderly transaction.

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 further 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, 2021 and 2020.

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 loss and LAE, unamortized acquisition expenses less anticipated investment income exceed unearned premiums.

Loss and LAE — 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.

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)

Retroactive Reinsurance - Retroactive reinsurance agreements are those in which a reinsurer agrees to reimburse the ceding company for liabilities incurred as a result of past insurable loss events.
We do not record any income or expense on recognition of the reinsurance contract's assets and liabilities at inception. Any subsequent remeasurement of the value of liabilities is recorded to net loss
and LAE within the Consolidated Statements of Income.

For ceded retroactive agreement, 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.

At the inception of a run-off retroactive reinsurance contract, if the estimated undiscounted ultimate losses payable are in excess of the premiums received, a deferred charge asset is recorded for
the excess; whereas, if the premiums received are in excess of the estimated undiscounted ultimate losses payable, a deferred gain liability is recorded for the excess, such that we do not record any
gain or loss at the inception of these retroactive reinsurance contracts. The premium consideration that we charge the ceding companies under retroactive reinsurance contracts may be lower than the
undiscounted estimated ultimate losses payable due to the time value of money. After receiving the premium consideration in full from cedents at the inception of the contract, we invest the premium
received over an extended period of time, thereby generating investment income. We expect to generate profits from these retroactive reinsurance contracts when taking into account the premium
received and expected investment income, less contractual obligations and expenses.

Deferred charge assets will be recorded in other assets (if and when applicable), and deferred gain liabilities are recorded in other liabilities, and amortized over the estimated claim payment
period  of  the  related  contract  with  the  periodic  amortization  reflected  in  income  as  a  component  of  net  loss  and  LAE.  The  amortization  of  deferred  charge  assets  and  deferred  gain  liabilities  is
adjusted at each reporting period to reflect new estimates of the amount and timing of remaining loss and LAE payments. Changes in the estimated amount and timing of payments of unpaid losses
may have an effect on the unamortized deferred charge assets and deferred gain liabilities and the amount of periodic amortization.

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 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.

Non-controlling  Interests  —  The  Company  accounts  for  non-controlling  interests  in  subsidiaries  in  accordance  with  ASC  Topic  810  "Consolidations",  and  presents  any  non-controlling
shareholders' interest in the equity section of the Consolidated Balance Sheets. Net income attributable to non-controlling interests is presented separately in the Consolidated Statements of Income.
There are no remaining non-controlling interests in subsidiaries as at December 31, 2021 and 2020.

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, 2021 and 2020.

Share-Based Compensation Expense — Pursuant to the 2019 Omnibus Incentive Plan, the Company is authorized to issue restricted share awards and performance-based restricted shares, share
options and other equity-based awards to its employees and directors. The Company recognizes the compensation expense for share options and restricted share grants based on the fair value of the
award on the date of grant, over the requisite service vesting period. Forfeitures are accounted for if and when they occur. The estimated fair value of the grant is amortized ratably over its vesting
period as a charge to compensation expense (as a component of general and administrative expenses) and an increase to additional paid-in capital in the Consolidated Shareholders’ Equity.

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)

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  share  options,  and
unvested restricted shares units. 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. 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 employees and directors 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.

Net  income  available  to  Maiden  common  shareholders  per  common  share  –  basic  and  diluted  is  also  adjusted  for  any  gain  or  loss  from  redemption  or  induced  conversion  of  the  Company's

preference shares. The gain on repurchase of preference shares had an impact of $1.06 per common share for the year ended December 31, 2021.

Treasury  Shares  —  Treasury  shares  include  common  shares  repurchased  by  the  Company  and  not  subsequently  cancelled  as  well  as  share  repurchases  from  employees,  which  represent
withholding  in  respect  of  tax  obligations  on  the  vesting  of  restricted  shares  and  performance  based  shares.  Treasury  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, 2021 was $(9,522) (2020 - $(25,500)).

Recently Adopted Accounting Standards Updates

No new accounting standards have been recently adopted for the year ended December 31, 2021.

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 recoverable on unpaid losses is currently the most significant financial asset 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, 2021, the Company qualified for SRC status, as determined on the last business day of its most recent second quarter, and thus remains
eligible to follow the reporting deadlines and effective dates applicable to SRCs. Therefore, Topic 326 will not be effective until fiscal year 2023. The Company continues to evaluate the impact of
this guidance on its results of operations, financial condition and liquidity.

F-15

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. This segment also includes transactions entered into by
GLS which was formed in November 2020 as described in "Note 1 — Organization". Our AmTrust Reinsurance segment includes all business ceded to Maiden Reinsurance by AmTrust, primarily
the  quota  share  reinsurance  agreement  (“AmTrust  Quota  Share”)  between  Maiden  Reinsurance  and  AmTrust’s  wholly  owned  subsidiary,  AmTrust  International  Insurance,  Ltd.  (“AII”),  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"), which are both in run-off effective January 1, 2019. Please refer to "Note 10 — Related Party Transactions" for additional information regarding the
AmTrust Reinsurance segment.

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, funds withheld receivable, loan to related party, and restricted cash and investments. All remaining assets are allocated to Corporate.

The following tables summarize the underwriting results of our reportable segments and the reconciliation of our reportable segments' underwriting results to consolidated net income:

For the Year Ended December 31, 2021
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 income
Reconciliation to net income
Net investment income and net realized and unrealized gains on investment
Interest and amortization expenses
Foreign exchange and other gains, net
Other general and administrative expenses
Income tax expense
Interest in income from equity method investments

Net income

(1)

Net loss and LAE ratio
Commission and other acquisition expense ratio
General and administrative expense ratio
Expense ratio

(3)

(4)

(2)

Combined ratio

(5)

F-16

Diversified Reinsurance
16,633 
16,098 
27,681 
1,067 
(4,286)
(15,093)
(7,827)
1,542 

$
$
$

$

$
$
$

$

AmTrust Reinsurance

Total

(5,695)
(5,695)
25,312 
— 
(3,021)
(9,747)
(2,514)
10,030 

$
$
$

$

14.9 %
52.5 %
27.2 %
79.7 %
94.6 %

11.9 %
38.5 %
9.9 %
48.4 %
60.3 %

10,938 
10,403 
52,993 
1,067 
(7,307)
(24,840)
(10,341)

11,572 

44,661 
(19,327)
7,685 
(25,679)
(15)
7,748 
26,645 

13.5 %
46.0 %
66.6 %
112.6 %
126.1 %

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, 2020
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) income

Reconciliation to net income
Net investment income and net realized and unrealized gains on investment
Total other-than-temporary impairment losses
Interest and amortization expenses
Foreign exchange and other losses, net
Other general and administrative expenses
Income tax benefit
Interest in income from equity method investments

Net income

(1)

Net loss and LAE ratio
Commission and other acquisition expense ratio
General and administrative expense ratio
Expense ratio

(3)

(4)

(2)

Combined ratio

(5)

(1)     Calculated by dividing the net loss and LAE by the sum of net premiums earned and other insurance revenue.
(2)    Calculated by dividing commission and other acquisition expenses by the sum of net premiums earned and other insurance revenue.
(3)    Calculated by dividing general and administrative expenses by the sum of net premiums earned and other insurance revenue.
(4)    Calculated by adding together the commission and other acquisition expense ratio and general and administrative expense ratio.
(5)    Calculated by adding together the net loss and LAE ratio and the expense ratio.

F-17

Diversified Reinsurance
40,457 
37,258 
47,847 
1,276 
(24,909)
(18,475)
(6,936)
(1,197)

$
$
$

$

$
$
$

$

AmTrust Reinsurance

Total

(9,068)
(8,826)
58,234 
— 
(16,890)
(20,321)
(2,552)
18,471 

$
$
$

$

50.7 %
37.6 %
14.1 %
51.7 %
102.4 %

29.0 %
34.9 %
4.4 %
39.3 %
68.3 %

31,389 
28,432 
106,081 
1,276 
(41,799)
(38,796)
(9,488)

17,274 

79,234 
(2,468)
(19,324)
(8,526)
(29,630)
104 
5,098 
41,762 

38.9 %
36.1 %
36.4 %
72.5 %
111.4 %

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, 2021 and 2020:

December 31, 2021

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, 2020

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

Diversified Reinsurance

AmTrust Reinsurance

Total

1,927  $
2,979 
2,533 
— 
83,143 
34,952 
582 
126,116 
— 
126,116  $

17,471  $
490,860 
34,170 
167,975 
499,004 
601,460 
— 
1,810,940 
— 

1,810,940  $

19,398 
493,839 
36,703 
167,975 
582,147 
636,412 
582 
1,937,056 
385,554 
2,322,610 

Diversified Reinsurance

AmTrust Reinsurance

Total

5,560  $
4,658 
6,171 
— 
87,419 
51,712 
860 
156,380 
— 
156,380  $

—  $

519,941 
45,732 
167,975 
992,636 
603,093 
— 
2,329,377 
— 

2,329,377  $

5,560 
524,599 
51,903 
167,975 
1,080,055 
654,805 
860 
2,485,757 
462,698 
2,948,455 

$

$

$

$

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,  2021  and  2020.  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-18

$

$

$

$

$

$

2021

2020

(7,649) $
18,587 
10,938  $

(7,320) $
17,723 
10,403  $

(6,948) $
59,941 
52,993  $

(10,979)
42,368 
31,389 

(10,836)
39,268 
28,432 

(10,207)
116,288 
106,081 

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 table sets forth financial information relating to net premiums written by major line of business and reportable segment for the years ended December 31, 2021 and 2020:

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

2021

2020

Total

% of Total

Total

% of Total

$

$

16,098 
— 
16,098 

(6,445)
(876)
1,626 
(5,695)
10,403 

154.7 % $
— %
154.7 %

(61.9)%
(8.4)%
15.6 %
(54.7)%
100.0 % $

37,294 
(36)
37,258 

(11,515)
(19)
2,708 
(8,826)
28,432 

131.2 %
(0.1)%
131.1 %

(40.5)%
(0.1)%
9.5 %
(31.1)%
100.0 %

The following table sets forth financial information relating to net premiums earned by major line of business and reportable segment for the years ended December 31, 2021 and 2020:

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

2021

2020

Total

% of Total

Total

% of Total

$

$

27,681 
— 
27,681 

(6,095)
(853)
32,260 
25,312 
52,993 

52.2 % $
— %
52.2 %

(11.5)%
(1.6)%
60.9 %
47.8 %
100.0 % $

47,883 
(36)
47,847 

(10,938)
33 
69,139 
58,234 
106,081 

45.1 %
— %
45.1 %

(10.3)%
— %
65.2 %
54.9 %
100.0 %

F-19

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

4. Investments

As  discussed  in  Note  2  —  Significant  Accounting  Policies,  the  Company  holds:  (i)  AFS  portfolios  of  fixed  maturity  securities,  carried  at  fair  value;  (ii)  other  investments,  of  which  certain

investments are carried at fair value and investments in direct lending entities are carried at cost less impairment; (iii) equity method investments; and (iv) funds held - directly managed.

a) Fixed Maturities

The amortized cost, gross unrealized gains and losses, and fair value of fixed maturities at December 31, 2021 and 2020 are as follows:

December 31, 2021
Fixed maturities:
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Asset-backed securities 
Corporate bonds

(1)

Total fixed maturity investments

December 31, 2020

Fixed maturities:
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Asset-backed securities 
Corporate bonds

(1)

Total fixed maturity investments

Original or 
amortized cost

Gross 
unrealized gains

Gross 
unrealized losses

Fair value

59,989  $
96,554 
3,163 
198,946 
236,692 
595,344  $

—  $

2,429 
113 
705 
10,094 
13,341  $

(110) $
(193)
— 
(5,093)
(6,144)
(11,540) $

59,879 
98,790 
3,276 
194,558 
240,642 
597,145 

Original or 
amortized cost

Gross 
unrealized gains

Gross 
unrealized losses

Fair value

94,468  $
272,124 
8,641 
184,227 
604,463 
1,163,923  $

34  $

9,439 
1,067 
1,611 
40,904 
53,055  $

—  $

(126)
— 
(406)
(3,035)
(3,567) $

94,502 
281,437 
9,708 
185,432 
642,332 
1,213,411 

$

$

$

$

(1) Asset-backed securities are comprised primarily of collateralized loan obligations.

The contractual maturities of our fixed maturities are shown 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, 2021

Maturity

Due in one year or less
Due after one year through five years
Due after five years through ten years
Due after ten years

U.S. agency bonds – mortgage-backed
Asset-backed securities

 (1)

Total fixed maturities

(1) Asset-backed securities are comprised primarily of collateralized loan obligations.

F-20

Fixed maturities

Amortized cost

Fair value

$

$

66,193  $
202,405 
30,634 
612 
299,844 
96,554 
198,946 
595,344  $

65,742 
206,028 
31,476 
551 
303,797 
98,790 
194,558 
597,145 

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

4. Investments (continued)

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, 2021
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Asset-backed securities 
Corporate bonds

(1)

Total temporarily impaired fixed maturity securities

(1) Asset-backed securities are comprised primarily of collateralized loan obligations.

Less than 12 Months

12 Months or More

Total

Fair 
value

Unrealized 
losses

Fair 
value

Unrealized 
losses

Fair 
value

Unrealized 
losses

$

$

59,879  $
4,415 
117,148 
38,537 
219,979  $

(110) $
(193)
(5,057)
(2,775)
(8,135) $

—  $
— 
5,064 
27,852 
32,916  $

—  $
— 
(36)
(3,369)
(3,405) $

59,879  $
4,415 
122,212 
66,389 
252,895  $

(110)
(193)
(5,093)
(6,144)
(11,540)

At December 31, 2021, there were 44 securities in an unrealized loss position with a fair value of $252,895 and unrealized losses of $11,540. Of these securities in an unrealized loss position,

there were 8 securities in our portfolio that have been in an unrealized loss position for twelve months or greater with a fair value of $32,916 and unrealized losses of $3,405.

December 31, 2020
U.S. agency bonds – mortgage-backed
Asset-backed securities 
Corporate bonds

(1)

Total temporarily impaired fixed maturity securities

Less than 12 Months

12 Months or More

Total

Fair 
value

Unrealized 
losses

Fair 
value

Unrealized 
losses

Fair 
value

Unrealized 
losses

$

$

19,360  $
13,371 
31,839 
64,570  $

(85) $
(217)
(890)
(1,192) $

5,646  $

31,052 
65,296 
101,994  $

(41) $
(189)
(2,145)
(2,375) $

25,006  $
44,423 
97,135 
166,564  $

(126)
(406)
(3,035)
(3,567)

(1) Asset-backed securities are comprised primarily of collateralized loan obligations.

At December 31, 2020, there were 53 securities in an unrealized loss position with a fair value of $166,564 and unrealized losses of $3,567. Of these securities in an unrealized loss position, there

were 35 securities in our portfolio that have been in an unrealized loss position for twelve months or greater with a fair value of $101,994 and unrealized losses of $2,375.

OTTI

The  Company  performs  quarterly  reviews  of  its  fixed  maturities  in  order  to  determine  whether  declines  in  fair  value  below  the  amortized  cost  basis  were  considered  other-than-temporary  in
accordance with applicable guidance. At December 31, 2021, we determined that unrealized losses on fixed maturities were primarily due to changes in interest rates 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 intend to sell or is not more likely than not that the Company will be
required to sell before its anticipated recovery of their amortized cost basis is recognized in net income, with the non-credit related impairment recognized in comprehensive income. Based on our
analysis, our fixed maturity portfolio is of high credit quality and we 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 it will receive the contractual or estimated cash flows in the form of principal and interest. For the year ended December 31,
2021, there was no impairment recognized on the Company's portfolio of fixed maturity securities, compared to $2,468 in OTTI charges recorded in earnings on four fixed maturity securities for the
year ended December 31, 2020.

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)

The following tables summarize the credit ratings of our fixed maturity securities as at December 31, 2021 and 2020:

December 31, 2021
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)

December 31, 2020
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)

Amortized cost

Fair value

% of Total 
fair value

59,989  $
96,554 
161,179 
38,999 
99,748 
126,770 
12,105 
595,344  $

59,879 
98,790 
156,706 
39,140 
99,962 
129,618 
13,050 
597,145 

Amortized cost

Fair value

% of Total 
fair value

94,468  $
272,124 
96,453 
114,751 
265,725 
274,406 
45,996 
1,163,923  $

94,502 
281,437 
97,515 
118,534 
281,364 
292,493 
47,566 
1,213,411 

10.0 %
16.6 %
26.2 %
6.6 %
16.7 %
21.7 %
2.2 %
100.0 %

7.8 %
23.2 %
8.0 %
9.8 %
23.2 %
24.1 %
3.9 %
100.0 %

$

$

$

$

(1)    

Based on Standard & Poor’s ("S&P"), or equivalent, ratings

b) Other Investments and Equity Method Investments

Certain of the Company's other investments and equity method investments are subject to restrictions on redemptions and sales that are determined by the governing documents, which could limit
our ability to liquidate those investments. These restrictions may include lock-ups, redemption gates, restricted share classes, restrictions on the frequency of redemption and notice periods. A gate is
the ability to deny or delay a redemption request. Certain other investments and equity method investments may not have any restrictions governing their sale, but there is no active market and no
guarantee that we will be able to execute a sale in a timely manner. In addition, even if certain other investments and equity method investments are not eligible for redemption or sales are restricted,
the Company may still receive income distributions from those investments.

Other investments

The table below shows the composition of the Company's other investments as at December 31, 2021 and 2020:

December 31,

Privately held equity investments
Private credit funds
Private equity funds
Publicly traded equity investments
Total other investments at fair value
Investments in direct lending entities (at cost)

Total other investments

2021

2020

Carrying Value

% of Total

Carrying Value

% of Total

$

$

52,013 
38,656 
6,906 
1,174 
98,749 
42,976 
141,725 

36.7 % $
27.3 %
4.9 %
0.8 %
69.7 %
30.3 %
100.0 % $

22,844 
1,301 
3,044 
— 
27,189 
36,571 
63,760 

35.8 %
2.0 %
4.8 %
— %
42.6 %
57.4 %
100.0 %

The Company's investments in direct lending entities of $42,976 at December 31, 2021 (2020 - $36,571) are carried at cost less impairment, if any, with any indication of impairment recognized

in net income when determined. Please see "Note 5(d) - Fair Value Measurements" for additional information regarding this investment.

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)

The Company's unfunded commitments on other investments held at December 31, 2021 and 2020 were as follows:

December 31,

Private equity funds
Private credit funds
Investments in direct lending entities
Privately held equity investments

Total unfunded commitments on other investments

Equity Method Investments

2021

2020

Amount

% of Total

Amount

% of Total

$

$

10,762 
22,236 
13,216 
14,463 
60,677 

17.7 % $
36.7 %
21.8 %
23.8 %
100.0 % $

326 
33,584 
19,823 
9,580 
63,313 

0.5 %
53.0 %
31.3 %
15.2 %
100.0 %

The  equity  method  investments  include  hedge  fund  investments,  real  estate  investments  and  other  investments.  The  table  below  shows  the  carrying  value  of  the  Company's  equity  method

investments as at December 31, 2021 and 2020:

December 31,

Real estate investments
Hedge fund investments
Other investments

Total equity method investments

Carrying Value

% of Total

Carrying Value

% of Total

2021

2020

$

$

44,050 
32,929 
6,763 
83,742 

52.6 % $
39.3 %
8.1 %
100.0 % $

— 
29,435 
13,701 
43,136 

— %
68.2 %
31.8 %
100.0 %

The equity method investments above include limited partnerships which are variable interests issued by variable interest entities ("VIEs"). The Company does not have the power to direct the
activities that are most significant to the economic performance of these VIEs, therefore, the Company is not the primary beneficiary of these VIEs. The Company is deemed to have limited influence
over the operating and financial policies of the investee and accordingly, these investments are reported under the equity method of accounting. In applying the equity method of accounting, the
investments are initially recorded at cost and are subsequently adjusted based on the Company’s proportionate share of the investee's net income or loss.

Generally, the maximum exposure to loss on these interests is limited to the amount of commitment made by the Company. However, certain of the Company's equity method investments are
related to real estate joint ventures with interests in multi-property projects with varying strategies ranging from the development of properties to the ownership of income-producing properties. In
certain of these joint ventures, the Company has provided certain indemnities, guarantees and commitments to certain parties such that it may be required to make payments now or in the future and
are more fully described (as applicable) in "Note 11 - Commitments, Contingencies and Guarantees" in these consolidated financial statements. The Company's remaining unfunded commitments on
equity method investments as at December 31, 2021 was $25,950.

c) Net Investment Income

Net investment income was derived from the following sources for the years ended December 31, 2021 and 2020:

For the Year Ended December 31,
Fixed maturities
Income on funds withheld
Interest income from loan to related party
Cash and cash equivalents and other investments

Investment expenses

Net investment income

2021

2020

$

$

19,146  $
10,623 
3,492 
1,100 
34,361 
(2,348)
32,013  $

36,258 
15,942 
3,996 
1,402 
57,598 
(2,837)
54,761 

d) Net Realized and Unrealized 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 show the net realized and unrealized gains (losses) on

investment included in the Consolidated Statements of Income for the years ended December 31, 2021 and 2020:

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)

For the Year Ended December 31, 2021

Fixed maturities
Other investments

Net realized and unrealized gains (losses) on investment

For the Year Ended December 31, 2020
Fixed maturities
Other investments

Net realized and unrealized gains (losses) on investment

Gross gains

Gross losses

Net

$

$

9,838 
8,074 
17,912 

$

$

(741)
(4,523)
(5,264)

$

$

1

Gross gains

Gross losses

Net

$

$

24,101  $
392 
24,493  $

(1) $

(19)
(20) $

24,100 
373 
24,473 

Realized  gains  and  losses  from  other  investments  detailed  in  the  tables  above  include  both  sales  of  securities  and  unrealized  gains  and  losses  from  fair  value  changes. The  unrealized  gains

recognized in net income for other investments still held at December 31, 2021 and 2020, respectively, were as follows:

For the Year Ended December 31,

Net gains recognized for other investments during the period
Less: Net gains recognized for other investments divested during the period

Net unrealized gains recognized for other investments still held at reporting date

2021

2020

$

$

3,551  $
(3,377)

174  $

— 
— 
— 

Proceeds from sales of fixed maturities were $477,920 and $505,396 for the years ended December 31, 2021, and 2020, respectively. Net unrealized gains on fixed maturity investments were as

follows at December 31, 2021 and 2020, respectively:

December 31,
Fixed maturities
Equity method investments
Total net unrealized (losses) gains
Deferred income tax

Net unrealized (losses) gains, net of deferred income tax
Change, net of deferred income tax

e) Restricted Cash and Cash Equivalents and Investments

2021

2020

$

$

$

1,801 
(4,414)
(2,613)
(80)
(2,693)

(52,050)

$

$

$

49,488 
— 
49,488 
(131)
49,357 

27,361 

The  Company  is  required  to  provide  collateral  for  its  reinsurance  liabilities  under  various  reinsurance  agreements  and  utilizes  trust  accounts  to  collateralize  business  with  reinsurance

counterparties. The assets in trust as collateral are mostly cash and highly rated fixed maturities. The fair values of these restricted assets were as follows at December 31, 2021 and 2020:

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: 2021 – $48,860; 2020 – $63,253)
Restricted investments – in trust for related party agreements at fair value (amortized cost: 2021 – $493,128; 2020 – $913,466)

Total restricted investments

Total restricted cash and investments

$

$

2021

2020

19,177  $
20,242 
39,419 
48,845 
493,883 
542,728 
582,147  $

20,547 
41,239 
61,786 
63,281 
954,988 
1,018,269 
1,080,055 

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 measured at fair value

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 measured at fair value held at December 31, 2021 and 2020.

U.S. government and U.S. agency — includes bonds issued by the U.S. Treasury, the Federal Home Loan Bank, the Federal Home Loan Mortgage Corporation, Government National Mortgage
Association, Federal National Mortgage Association and the Federal Farm Credit Banks Funding Corporation. 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. We believe 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 spread above the risk-free yield curve. As the yields for the risk-free yield curve and the 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  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. If no such trades are available, the Pricing Service typically uses analytical models which may incorporate spreads, interest rate data and market/sector news. As the significant
inputs used to price non-U.S. government bonds are observable market inputs, the fair values of non-U.S. government and bonds 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 and brokers. 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 —  are  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 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 significant inputs used to price corporate and municipal bonds are observable market inputs, fair values are
included in the Level 2 fair value hierarchy.

Other investments — These investments are comprised of the following types of investments:

•Privately  held  equity  investments:  These  are  direct  equity  investments  in  common  and  preferred  stock  of  privately  held  entities.  The  fair  values  are  estimated  using  quarterly  financial
statements and/or recent private market transactions and thus included under Level 3 of the fair value hierarchy due to unobservable market data used for valuation.

•Private  credit  funds:  These  are  privately  held  equity  investments  in  common  stock  of  entities  that  lend  money  valued  using  the  most  recently  available  or  quarterly  NAV  statements  as
provided by the external fund manager or third-party administrator and therefore measured using the NAV as a practical expedient.

•Private  equity  funds:  These  are  comprised  of  private  equity  funds,  private  equity  co-investments  with  sponsoring  entities  and  investments  in  real  estate  limited  partnerships  and  joint
ventures. The fair value is estimated based on the most recently available NAV as advised by the external fund manager or third-party administrator. The fair values are therefore measured
using the NAV as a practical expedient.

•Publicly traded equity investments - The fair value of publicly traded equity securities is priced by pricing services, reflecting the closing price quoted for the final trading day of the period.
The  common  stock  is  carried  at  fair  value  using  observable  market  pricing  data  and  is  included  in  the  Level  1  fair  value  hierarchy.  Any  unrealized  gains  or  losses  on  the  investment  is
recorded in net income in the period in which they occur.

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 valuation
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, 2021 and 2020, the Company classified its financial instruments measured at fair value on a recurring basis in the following valuation hierarchy:

December 31, 2021
Fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Asset-backed securities 
Corporate bonds
Other investments

(1)

Total
As a percentage of total assets

December 31, 2020
Fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Asset-backed securities 
Corporate bonds
Other investments

(1)

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

$

$

$

$

59,879 
— 
— 
— 
— 
1,174 
61,053 

2.6 %

Quoted Prices 
in Active 
Markets for 
Identical Assets 
(Level 1)

94,502 
— 
— 
— 
— 
— 
94,502 

$

$

$

$

— 
98,790 
3,276 
194,558 
240,642 
— 
537,266 

23.1 %

Significant 
Other 
Observable 
Inputs 
(Level 2)

— 
281,437 
9,708 
185,432 
642,332 
— 
1,118,909 

$

$

$

$

— 
— 
— 
— 
— 
27,094 
27,094 

$

$

— 
— 
— 
— 
— 
70,481 
70,481 

1.2 %

3.0 %

Significant 
Unobservable 
Inputs 
(Level 3)

Fair Value Based on NAV
Practical Expedient

— 
— 
— 
— 
— 
22,844 
22,844 

$

$

— 
— 
— 
— 
— 
4,345 
4,345 

$

$

$

$

59,879 
98,790 
3,276 
194,558 
240,642 
98,749 
695,894 

29.9 %

Total Fair 
Value

94,502 
281,437 
9,708 
185,432 
642,332 
27,189 
1,240,600 

3.2 %

37.9 %

0.8 %

0.1 %

42.0 %

(1) Asset-backed securities is comprised primarily of collateralized loan obligations.

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  99.0%  and  99.1%  of  our  fixed  maturities  at  December  31,  2021  and  2020,  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, 2021 and 2020, approximately 1.0% and 0.9%, respectively, of our fixed maturities were valued using the market approach. At December 31, 2021, one security or $6,225 (2020
- two securities or $10,809) of fixed maturities classified as Level 2 was 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, 2021 and 2020, the Company has not adjusted any pricing provided to it based on the review performed by its investment managers.

During the year ended December 31, 2021, the Company transferred its equity investment in an insurtech start-up company focused on technological advancement in the automobile insurance
industry out of Level 3 within the fair value hierarchy and into Level 1 due to the recent completion of its initial public offering. There were no transfers to or from Level 3 during the year ended
December 31, 2020.

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, 2021, the Company holds Level 3 financial instruments of $27,094 (2020 - $22,844) which includes privately held equity investments in common and preferred stocks. The fair
values  of  these  investments  are  estimated  using  quarterly  unaudited  financial  statements  or  recent  private  market  transactions,  where  applicable.  Due  to  significant  unobservable  inputs  in  these
valuations, the Company classifies their fair values as Level 3 within the fair value hierarchy.

The following table provides a summary of quantitative information regarding the significant unobservable inputs used in determining the fair value of other investments measured at fair value on

a recurring basis under the Level 3 classification at December 31, 2021:

Privately held equity investments
Privately held equity investments

Total Level 3 investments

Fair Value

25,294 
1,800 
27,094 

$

$

Valuation Technique
Quarterly financial statements
Recent market transactions

Unobservable Inputs
Estimated maturity dates
Liquidity discount rates

1.0 years

Range
to

3.0 years

The  following  table  shows  the  reconciliation  of  the  beginning  and  ending  balances  for  other  investments  measured  at  fair  value  on  a  recurring  basis  using  Level  3  inputs  for  the  year  ended

December 31, 2021 and 2020. The Company includes any related interest and dividend income in net investment income and thus, are excluded from the reconciliation in the table below:

Balance - beginning of period
Purchases
Transfers out of Level 3

Total Level 3 investments - end of period

For the Year Ended December 31,

2021

2020

$

$

22,844  $
5,250 
(1,000)
27,094  $

1,800 
21,044 
— 
22,844 

d) Financial Instruments Disclosed, But Not Carried, at Fair Value

The fair value of financial instruments accounting guidance also applies to financial instruments disclosed, but not carried at fair value, except for certain financial instruments related to insurance

contracts.

At December 31, 2021, the carrying values of cash and cash equivalents (including restricted amounts), accrued investment income, reinsurance balances receivable, loan to related party and
certain other assets and liabilities approximate their fair values due to their inherent short duration. As these financial instruments are not actively traded, the fair values of these financial instruments
are classified as Level 2.

The investments made by direct lending entities are carried at cost less impairment, if any, which approximates fair value. The fair value estimates of these investments are not based on observable

market data and, as a result, have been categorized as Level 3.

The fair values of the Senior Notes (as defined in "Note 7 - Long-Term Debt") are based on indicative market pricing obtained from a third-party pricing service which uses observable market
inputs, and therefore, the fair values of these liabilities are classified as Level 2. The following table presents the respective carrying value and fair value for the Senior Notes as at December 31, 2021
and 2020:

Senior Notes - MHLA – 6.625%
Senior Notes - MHNC – 7.75%

Total Senior Notes

December 31, 2021

December 31, 2020

Carrying Value

Fair Value

Carrying Value

Fair Value

$

$

110,000  $
152,500 
262,500  $

94,820  $
140,300 
235,120  $

110,000  $
152,500 
262,500  $

90,772 
132,126 
222,898 

F-27

 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

6. Shareholders’ Equity

At December 31, 2021, the aggregate authorized share capital of the Company is 150,000,000 shares from which 92,316,107 common shares were issued, of which 86,467,242 common shares are
outstanding, and 18,600,000 preference shares were issued, all of which are outstanding. The remaining 39,083,893 shares are undesignated at December 31, 2021. Excluding the preference shares
held by Maiden Reinsurance, a total of 6,368,393 preference shares are held by non-affiliates.

a) Common shares

The Company's common shares have a par value of $0.01 per share. Our common shareholders are entitled to receive dividends and allocated one vote per common share subject to downward

adjustment under certain circumstances. For the years ended December 31, 2021 and 2020, the Company's Board of Directors did not declare any dividends to common shareholders.

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

Outstanding shares – December 31

b) Preference shares

2021
84,801,161 
2,500,932 
(834,851)
86,467,242 

2020
83,148,458
1,653,537
(834
84,801,161

On March 3, 2021, the Company's Board of Directors approved the repurchase, including the repurchase by Maiden Reinsurance in accordance with its investment guidelines, of up to $100,000 of
the Company's preference shares from time to time at market prices in open market purchases or as may be privately negotiated. On May 6, 2021, the Company's Board of Directors approved the
additional repurchase, including the repurchase by Maiden Reinsurance in accordance with its investment guidelines (as may be amended), of up to $50,000 of the Company's preference shares from
time  to  time  at  market  prices  in  open  market  purchases  or  as  may  be  privately  negotiated.  The  authorizations  that  were  approved  on  March  3,  2021  and  May  6,  2021  as  described  above  are
collectively referred to as the "2021 Preference Share Repurchase Program".

The following table shows the summary of the Company's preference shares repurchases made during the years ended December 31, 2021 and 2020:

Series A
Series C
Series D

Total

Total price paid

Gain on purchase

Number of shares purchased

Average price of shares
purchased

Number of shares purchased

Average price of shares
purchased

2021

2020

3,519,093  $
3,026,764 
2,858,155 
9,404,012 

14.74 
14.36 
14.27 

14.48 

545,218  $

1,203,466 
1,078,911 
2,827,595 

10.50 
10.50 
10.50 

10.50 

$

$

136,155 

90,998 

$

$

29,690 

38,195 

The following table shows the summary of changes for the Company's preference shares outstanding (including the total of the Company's preference shares held by Maiden Reinsurance pursuant

to the 2020 Tender Offer and the 2021 Preference Share Repurchase Program) at December 31, 2021:

Outstanding shares issued by Maiden Holdings
Less: Total shares held by Maiden Reinsurance - December 31, 2021

Total shares held by non-affiliates December 31, 2021
Percentage held by Maiden Reinsurance - December 31, 2021

Series A

Series C

Series D

6,000,000 
4,064,311 
1,935,689 

6,600,000 
4,230,230 
2,369,770 

6,000,000 
3,937,066 
2,062,934 

Total
18,600,000 
12,231,607 
6,368,393 

67.7 %

64.1 %

65.6 %

65.8 %

The  Company  had  a  remaining  authorization  of  $13,845  for  preference  share  repurchases  at  December  31,  2021.  The  Company  has  continued  to  repurchase  preference  shares  subsequent  to

December 31, 2021 pursuant to a Rule 10b5-1 plan. Please see "Note 16 - Subsequent Events" for details.

F-28

 
 
 
 
 
 
 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

6. Shareholders’ Equity (continued)

Dividends on the Series A, Series C and Series D preference shares are non-cumulative. Consequently, in the event a dividend is not declared on the preference shares for any dividend period,
holders 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 A, Series C and Series D preference
shares 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 per the terms of the
certificates  of  designations.  During  any  dividend  period,  so  long  as  any  Series  A,  Series  C  and  Series  D  preference  shares  remain  outstanding,  unless  the  full  dividends  for  the  latest  completed
dividend period on all outstanding preference shares have been declared and paid, no dividend shall be paid or declared on the common shares.

The holders of the 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 years ended December 31, 2021 and 2020, the Company did not declare or pay dividends on any of the preference share series. The Company's Board of Directors has 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 were not declared and paid for six quarterly dividend periods, holders of record with at least 20% of voting power of any of the preference
shares Series A, C and D were collectively entitled to vote for the election of a total of two additional members of the Company's Board. On December 15, 2020, holders of the Company's preference
share Series A, C and D collectively elected two additional members to the Company's Board, though these directors were not renominated for re-election at the 2021 Annual General Meeting of
Shareholders by qualifying preference shareholders.

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.

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 shares 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.

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.

c) 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. At December 31, 2021
and 2020, the Company has a remaining authorization of $74,245 for common share repurchases. No repurchases were made during the years ended December 31, 2021 and 2020 under the common
share repurchase plan.

During the year ended December 31, 2021, the Company repurchased a total of 834,851 (2020 - 834) common shares at an average price per share of $2.97 (2020 - $1.13) from employees, which

represent tax withholding in respect of tax obligations on the vesting of both non-performance-based and discretionary performance-based restricted shares.

F-29

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

6. Shareholders’ Equity (continued)

d) Accumulated Other Comprehensive (Loss) 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, 2021 and 2020:

For the Year Ended December 31, 2021
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, Maiden shareholders

For the Year Ended December 31, 2020
Beginning balance
Other comprehensive income (loss) before reclassifications
Amounts reclassified from AOCI to net income, net of tax
Net current period other comprehensive income (loss)

Ending balance, Maiden shareholders

Change in net unrealized
gains on investment

Foreign currency translation
adjustments

Total

49,357  $
(33,263)
(18,787)
(52,050)
(2,693) $

(25,500) $
15,978 
— 
15,978 
(9,522) $

Change in net unrealized
gains on investment

Foreign currency translation
adjustments

Total

21,996  $
40,008 
(12,647)
27,361 
49,357  $

(4,160) $
(21,340)
— 
(21,340)
(25,500) $

$

$

$

$

The table below presents details about amounts reclassified from AOCI for the years ended December 31, 2021 and 2020:

Consolidated Statements of Income Line Item that Includes Reclassification

Net realized gains on investment
Net impairment losses recognized in earnings
Total before tax
Income tax expense

Total after tax

For the Year Ended December 31,

2021

2020

$

$

18,787  $
— 
18,787 
— 
18,787  $

23,857 
(17,285)
(18,787)
(36,072)
(12,215)

17,836 
18,668 
(12,647)
6,021 
23,857 

15,115 
(2,468)
12,647 
— 
12,647 

F-30

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

7. Long-Term Debt

Senior Notes

At December 31, 2021 and 2020, both Maiden Holdings and its wholly owned subsidiary, Maiden NA, had outstanding publicly-traded senior notes which were issued in 2016 ("2016 Senior
Notes") and 2013 ("2013 Senior Notes"), respectively (collectively "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, 2021 and 2020:

December 31, 2021
Principal amount
Less: unamortized issuance costs

Carrying value

December 31, 2020
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

2013 Senior Notes

Total

$

$

$

$

$

$

$

$

$

$

110,000 
3,463 
106,537 

2016 Senior Notes

110,000 
3,516 
106,484 

3,715 

June 14, 2046
June 14, 2021
6.625 %
7.07 %

152,500 
3,690 
148,810 

2013 Senior Notes

152,500 
3,858 
148,642 

$

$

$

$

262,500 
7,153 
255,347 

262,500 
7,374 
255,126 

Total

5,054 

December 1, 2043
December 1, 2018
7.75 %
8.04 %

The interest expense incurred on the Senior Notes for the year ended December 31, 2021 was $19,106 (2020 - $19,106), of which $1,342 was accrued at both December 31, 2021 and 2020,
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 $221 for the year ended
December 31, 2021 (2020 - $218).

Under the terms of the 2013 Senior Notes, the 2013 Senior Notes can be redeemed, in whole or in part, 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 days and not more than sixty days' notice prior to the redemption date.

Under  the  terms  of  the  2016  Senior  Notes,  the  2016  Senior  Notes  can  be  redeemed,  in  whole  or  in  part,  at  Maiden  Holdings'  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 Holdings is required to give at least thirty days and not more than sixty days notice prior to the redemption date.

F-31

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.  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, 2021 and 2020 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

2021

2020

21,866  $
(10,928)
(535)
10,403  $

22,857  $
31,497 
(1,361)
52,993  $

9,344  $
(2,037)
7,307  $

19,550 
11,839 
(2,957)
28,432 

19,711 
89,461 
(3,091)
106,081 

57,146 
(15,347)
41,799 

$

$

$

$

$

$

The Company's reinsurance recoverable on unpaid losses balance as at December 31, 2021 was $562,845 (2020 - $592,571) presented in the Consolidated Balance Sheets. At December 31, 2021

and 2020, the Company had no valuation allowance against reinsurance recoverable on unpaid losses.

On December 27, 2018, Cavello Bay Reinsurance Limited ("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 100.0% retroceded to Cavello in exchange for a ceding commission. The reinsurance recoverable on unpaid losses due
from Cavello under this retrocession agreement was $69,006 at December 31, 2021 (2020 - $67,972).

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.  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.  As  of  December  31,  2021,  the  reinsurance  recoverable  on  unpaid  losses  under  the
retroactive  reinsurance  agreement  was  $490,860  while  the  deferred  gain  liability  under  the  LPT/ADC  Agreement  was  $45,860  (December  31,  2020  -  $519,941  and  $74,941,  respectively).
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  provided  collateral  in  the  form  of  a  letter  of  credit  in  the  amount  of  $445,000  to  AmTrust  under  the  LPT/ADC  Agreement  and  Cavello  is  subject  to  additional  collateral  funding
requirements as explained in "Note 10 — Related Party Transactions". As of December 31, 2021, the amount of collateral required was $401,642. 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 shall not exceed $312,786. Cavello's parent company, Enstar Group Limited ("Enstar"), has credit ratings of BBB from both Standard & Poor's and
Fitch Ratings at December 31, 2021.

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

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). In cases where the Company uses underwriting
year information, reserves are subsequently allocated to the respective accident year. 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

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 ceded reinsurance
Retroactive assumed reinsurance
Effect of foreign exchange rate movements
Net loss and LAE reserves, December 31
Reinsurance recoverable on unpaid losses, December 31

Gross loss and LAE reserves, December 31

Actuarial Methods Used to Estimate Loss and LAE Reserves

$

$

$

$

2021

2020

851,950  $
637,423 
1,489,373  $

998,691 
894,608 
1,893,299 

2021

2020

1,893,299  $
592,571 
1,300,728 

34,912 
(27,605)
7,307 

(10,026)
(389,231)
(399,257)
29,081 
14,825 
(26,156)
926,528 
562,845 
1,489,373  $

2,439,907 
623,422 
1,816,485 

58,332 
(16,533)
41,799 

(22,405)
(608,324)
(630,729)
38,009 
— 
35,164 
1,300,728 
592,571 
1,893,299 

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 is multiplicative and applies an expected loss ratio to premium earned to yield the estimated ultimate losses. The ELR assumption is
generally derived from pricing information and historical experience 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.

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 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 Reinsurance book of business for which claim count information is available. 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 prior period development experienced in each of our reportable segments for the years ended December 31, 2021 and 2020:

For the Year Ended
December 31, 2021
December 31, 2020

Diversified Reinsurance
$

3,561  $
1,295 

AmTrust Reinsurance

Total

24,044  $
15,238 

27,605 
16,533 

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)

During 2021, the Company's incurred losses decreased for 2020 and prior accident years by $27,605 or 2.1% of prior year net loss and LAE reserves. The Company had decreased incurred losses
for 2019 and prior accident years of $16,533 or 0.9% during 2020. The net favorable prior year loss development of $27,605 for the year ended December 31, 2021 was primarily driven by $24,044
of favorable loss development in the AmTrust Reinsurance segment combined with net favorable loss development of $3,561 in the Diversified Reinsurance segment.

In the Diversified Reinsurance segment, net favorable prior year loss development was $3,561 for the year ended December 31, 2021 (2020 - $1,295) primarily due to favorable development in
facultative reinsurance run-off business as well as auto programs in Australia, the U.K. and Germany. The favorable prior year development of $1,295 for the year ended December 31, 2020 was
primarily due to favorable development in facultative reinsurance run-off lines partly offset by adverse development in European Capital Solutions.

In the AmTrust Reinsurance segment, net favorable prior year development was $24,044 for the year ended December 31, 2021 (2020 - favorable $15,238). This was primarily due to favorable
development of $22,242 in Workers Compensation and favorable development of $29,918 in Commercial Auto Liability; partly offset by adverse development of $7,885 in Hospital Liability and
adverse development of $20,868 in General Liability.

Net favorable prior year development of $15,238 for the year ended December 31, 2020 included favorable development of $39,016 in Workers Compensation and favorable development of

$12,889 in Other lines, partly offset by adverse development of $17,650 in Commercial Auto Liability and adverse development of $18,334 in General Liability.

The  adjustment  for  retroactive  ceded  reinsurance  of  $29,081  represents  the  decrease  in  the  reinsurance  recoverable  on  unpaid  losses  under  the  LPT/ADC  Agreement  with  Cavello  that  was
recognized in the year ended December 31, 2021 (2020 - $38,009) in the reconciliation of our beginning and ending gross and net loss and LAE reserves presented above. It reflects the corresponding
decrease in the deferred gain on retroactive reinsurance for favorable development on reserves covered under the LPT/ADC Agreement with Cavello of $29,081 during the year ended December 31,
2021 (2020 - $14,304). This adjustment also includes the Workers Compensation commuted losses of $23,705 during the year ended December 31, 2020. The deferred gain on retroactive reinsurance
represents the cumulative adverse development under the AmTrust Quota Share covered under the LPT/ADC Agreement at December 31, 2021 and 2020. 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.

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 ten 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, 2021. Information prior to 2021 is included
as unaudited supplementary information. The incurred and paid amounts have been translated from the local currency to U.S. dollars using the December 31, 2021 spot rate for all years presented in
the table below in order to isolate changes in foreign exchange rates from loss development. 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.

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).

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 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
predominantly 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-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)

Diversified
Reinsurance -
International
For the
Year Ended
December 31,

Accident

Year:

2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
2021

Total

For the
Year Ended
December 31,

Accident

Year:

2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
2021
Total

2012

2013

2014

2015

2016

2017

2018

2019

2020

2021

Incurred loss and LAE, net of reinsurance

At

December 31,
2021

Total

IBNR

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

$

$

79,244 
48,414 
51,076 

79,144 
48,453 
49,319 
45,495 

$

78,894 
48,637 
49,594 
50,639 
42,607 

$

77,274 
48,594 
49,700 
51,958 
48,387 
42,814 

$

79,349 
48,424 
49,782 
51,460 
48,258 
44,230 
38,661 

Unaudited
$

81,349 
48,803 
50,043 
52,060 
48,153 
44,724 
40,668 
36,791 

Unaudited

Unaudited

Unaudited

$

81,042 
49,049 
49,763 
52,281 
47,926 
44,161 
40,006 
36,244 
45,031 

$

82,083 
49,007 
49,714 
52,670 
48,002 
44,177 
39,965 
35,170 
42,985 
36,470 

$

82,196 
48,967 
49,643 
52,599 
47,742 
44,017 
40,361 
34,050 
43,242 
37,563 
27,568 

$

82,515 
48,968 
49,749 
52,705 
47,624 
43,683 
39,881 
34,058 
43,297 
36,659 
26,766 
6,611 

$

512,516 

$

64
9
20
(93
1
(312
(338
7
(844
5
4,26
1,01
4,78

2012

2013

2014

2015

2016

2017

2018

2019

2020

2021

Cumulative paid loss and LAE, net of reinsurance

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

$

$

43,379 
45,469 
23,916 

48,282 
47,091 
40,857 
24,575 

$

50,016 
48,329 
43,240 
43,883 
23,766 

$

51,605 
48,748 
44,329 
46,367 
42,054 
21,787 

$

53,121 
48,980 
44,656 
47,711 
44,328 
39,379 
22,320 

Unaudited
$

54,600 
49,121 
45,238 
48,179 
45,552 
41,436 
36,443 
19,098 

Unaudited

Unaudited

Unaudited

$

56,295 
49,234 
45,354 
48,392 
45,810 
42,479 
38,292 
33,554 
20,879 

$

57,752 
49,300 
45,368 
48,472 
45,918 
42,900 
39,052 
35,322 
37,672 
17,295 

$

58,857 
49,385 
45,454 
48,794 
46,038 
43,183 
39,696 
36,158 
39,769 
31,204 
11,900 

$

$

60,008 
49,456 
45,562 
48,445 
46,213 
43,402 
40,270 
36,597 
41,898 
33,899 
21,905 
3,635 
471,290 
41,226 

Total net reserves

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)

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 six 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
For the Year Ended December 31,
Accident Year:
2016
2017
2018
2019
2020

Total

2016

Unaudited

2017

Unaudited

2018

Unaudited

2019

Unaudited

2020

Unaudited

Incurred loss and LAE, net of reinsurance

2021

At December 31, 2021
Total IBNR

$

4,899  $

4,973  $
8,824 

5,390  $

10,232 
23,891 

5,643  $
9,130 
25,772 
16,273 

5,981  $
8,811 
26,420 
16,677 
232 

$

5,865  $
9,188 
26,232 
16,598 
208 
58,091  $

182 
705 
2,979 
3,269 
43 
7,178 

For the Year Ended December 31,
Accident Year:
2016
2017
2018
2019
2020
Total

Total net reserves

2016

Unaudited

2017

Unaudited

2018

Unaudited

2019

Unaudited

2020

Unaudited

2021

Cumulative paid loss and LAE, net of reinsurance

$

791  $

2,340  $
1,952 

3,311  $
4,125 
3,231 

4,699  $
5,821 
5,944 
5,758 

4,832  $
6,552 
12,587 
6,031 
92 

$

5,017 
7,152 
18,134 
7,547 
90 
37,940 
20,151 

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  Reinsurance  segment  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. As of December 31, 2021, the projected amount subject to the Loss
Corridor is $42,710 which exceeds the maximum amount covered. Any further development above this 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 LPT/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 8 — Reinsurance" for additional information regarding the LPT/ADC Agreement.

F-38

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-39

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

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 LPT/ADC Agreement)

At December 31, 2021

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021

Total IBNR

Impact of
LPT/ADC

$

81,493  $

82,438  $

81,240  $

82,301  $

83,039  $

102,245 
113,880 
125,549 
136,960 

103,864 
118,209 
130,712 
168,016 
237,019 

109,213 
120,243 
132,728 
173,946 
245,765 
379,589 

106,204 
125,020 
133,995 
171,040 
238,392 
365,515 
474,140 

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 

86,117  $

109,021 
126,621 
141,272 
192,263 
281,580 
449,374 
549,857 
579,849 
593,920 
575,765 
9,945 

$

86,292  $
110,207 
126,516 
137,355 
187,089 
277,365 
445,258 
547,439 
568,791 
591,122 
585,009 
10,871 
3,673,314  $

2,297  $
2,478 
6,691 
2,476 
6,063 
11,159 
27,950 
37,772 
55,180 
44,485 
40,214 
841 
237,606  $

2,498 
3,675 
5,091 
7,041 
11,801 
17,716 
33,599 
47,662 
56,733 
84,351 
105,018 

— 
375,185 

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

Cumulative paid loss and LAE, net of reinsurance

$

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 

82,709  $
102,877 
116,332 
125,843 
168,154 
234,342 
370,176 
417,736 
428,651 
448,551 
409,986 
3,907 

2021

82,676 
104,205 
115,508 
130,413 
174,436 
252,506 
392,101 
466,868 
471,382 
507,903 
499,349 
8,070 
3,205,417 
271 
468,168 
(375,185)
92,983 

82,286  $
103,771 
114,730 
129,408 
172,251 
248,103 
383,529 
448,867 
449,347 
485,611 
465,762 
5,821 

$

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-40

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,  or  the  FS  method  as  claim  counts  emerge,  for  the  first  several  years  following  the  earning  of  the
exposure, followed by a transition to the BF and the LD methods.

F-41

$

$

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 LPT/ADC Agreement)

At December 31, 2021

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021

Total IBNR

Impact of
LPT/ADC

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 

40,398  $
36,228 
45,490 
55,607 
63,704 
95,050 
119,367 
154,529 
147,858 
161,354 
148,817 
6,017 

$

40,381  $
35,733 
44,778 
54,683 
64,052 
96,342 
119,782 
154,939 
147,996 
162,856 
148,295 
5,981 
1,075,818  $

3,327  $
689 
669 
695 
4,471 
3,689 
10,123 
13,452 
19,131 
29,103 
39,473 
4,360 
129,182  $

161 
171 
443 
695 
1,302 
2,534 
5,734 
10,590 
14,049 
18,410 
21,760 
— 
75,849 

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021

Cumulative paid loss and LAE, net of reinsurance

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 

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 

37,253  $
34,984 
42,509 
51,492 
55,350 
83,571 
92,861 
112,542 
88,627 
79,531 
42,792 
314 

$

37,278 
34,999 
43,076 
52,592 
57,913 
87,178 
96,521 
120,546 
101,764 
97,356 
65,947 
717 
795,887 
8 
279,939 
(75,849)
204,090 

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-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: 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-43

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:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
Total

For the Year
Ended December
31,
Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
Total

Incurred loss and LAE, net of reinsurance (excluding impact of LPT/ADC Agreement)

At December 31, 2021

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021

Total IBNR

Impact of
LPT/ADC

$

32,769 

$

33,700 

$

34,522 

$

34,584 

$

35,975 

$

35,521 

$

35,382 

$

35,542 

$

37,746 

$

37,854 

$

2,052 

$

26,275 

33,457 

24,292 

20,863 

28,551 

37,154 

29,577 

32,691 

33,473 

30,812 

38,043 

32,578 

40,076 

44,771 

47,525 

31,024 

40,193 

33,839 

44,812 

50,647 

55,023 

66,967 

30,468 

40,523 

34,790 

48,116 

59,702 

73,966 

92,955 

121,828 

30,919 

42,146 

36,149 

46,150 

63,162 

82,427 

106,560 

118,210 

156,575 

31,033 

41,996 

36,065 

45,753 

62,163 

89,299 

119,141 

144,077 

189,257 

177,150 

31,064 

42,070 

34,643 

45,917 

63,620 

92,572 

127,560 

171,504 

220,457 

224,780 

79,172 

31,082 

40,637 

34,707 

45,902 

63,532 

94,238 

129,849 

170,275 

230,972 

230,200 

77,371 

31,019 

40,631 

34,690 

45,753 

63,589 

93,208 

129,082 

167,479 

220,471 

219,800 

73,023 

— 

$

1,156,599 

$

437 

218 

481 

(59)

388 

1,098 

1,607 

2,849 

14,751 

30,511 

22,415 

(7)
76,741 

$

60 

47 

29 

1 

— 

41 

289 

1,190 

2,291 

3,538 

6,870 

— 

— 
14,356 

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021

Cumulative paid loss and LAE, net of reinsurance

$

29,386 

$

30,975 

$

32,643 

$

33,536 

$

34,074 

$

34,803 

$

35,284 

$

36,968 

$

34,982 

$

18,736 

21,050 

12,333 

6,693 

22,959 

28,602 

18,813 

14,979 

8,267 

26,975 

34,855 

25,808 

26,508 

19,865 

8,450 

29,226 

37,734 

29,769 

35,460 

34,379 

22,858 

13,102 

29,829 

39,413 

32,362 

43,745 

48,122 

42,960 

39,179 

19,071 

29,842 

39,750 

33,130 

44,165 

57,349 

64,459 

62,945 

48,595 

26,863 

30,204 

40,282 

33,155 

45,555 

59,600 

79,766 

86,433 

76,635 

69,657 

30,018 

31,194 

40,395 

33,451 

45,751 

62,331 

87,458 

107,707 

113,174 

115,623 

67,080 

9,456 

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

30,337 

40,407 

33,872 

45,819 

62,562 

90,761 

118,753 

133,826 

154,600 

107,184 

22,799 

7 

$

35,013 

30,340 

40,411 

34,005 

45,812 

62,968 

91,000 

121,605 

145,727 

176,863 

138,770 

34,365 

7 

956,886 

57 

199,770 

(14,356)
185,414 

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  assumed  are  subject  to  deductibles  on  both  a  per  claim  and  aggregate  basis.  For  these  reasons,  the  LD  method  is  not  typically  employed  to
estimate aggregate losses, although development methodologies are used individually in estimating losses gross of per claim and policy deductibles and the impacts of each type of deductible.

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

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

Incurred loss and LAE, net of reinsurance

At December 31,
2021

2021

Total IBNR

$

23,340  $
80,228 

36,130  $
81,767 
49,292 

49,918  $
80,974 
61,927 
51,283 

47,483  $
103,830 
64,600 
54,001 
47,811 

65,382  $
92,881 
84,867 
57,842 
46,419 
44,764 

63,398  $
87,946 
77,599 
64,360 
60,438 
51,533 
41,210 

60,789  $
113,658 
99,463 
81,154 
66,451 
67,448 
52,506 
44,861 

Cumulative paid loss and LAE, net of reinsurance

63,077  $
118,559 
105,355 
86,454 
69,622 
69,999 
54,648 
31,818 
15,984 

63,362  $
119,502 
106,763 
87,509 
69,862 
68,467 
53,189 
32,759 
14,796 

$

64,135  $
120,978 
108,415 
88,875 
72,202 
69,830 
51,176 
32,112 
15,777 
623,500  $

(2,958)
2,673 
4,327 
6,729 
6,349 
8,557 
6,566 
796 
4,383 
37,422 

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021

$

4,370  $
4,836 

12,895  $
15,461 
3,005 

23,663  $
35,187 
15,114 
4,229 

28,946  $
45,830 
26,004 
11,913 
3,492 

35,966  $
58,922 
39,676 
24,762 
11,106 
3,604 

41,611  $
69,477 
49,876 
35,244 
22,928 
10,705 
1,286 

45,829  $
77,552 
55,895 
39,547 
29,262 
17,737 
4,441 
926 

49,634  $
83,713 
63,189 
46,649 
35,141 
23,593 
7,612 
2,280 
11,531 

54,217  $
93,821 
76,488 
58,632 
46,094 
35,019 
14,774 
5,432 
1,611 

$

57,204 
98,918 
82,089 
61,616 
45,598 
37,642 
20,363 
7,816 
3,043 
414,289 
209,211 

F-45

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  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 LPT/ADC Agreement)

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

$

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 

2018

2019

Unaudited
$

29,574 
15,653 
17,059 
23,506 
20,260 
21,669 
26,278 
49,463 
72,384 
96,812 
96,910 

Unaudited
$

29,519  $
14,617 
15,438 
21,469 
19,578 
21,735 
24,929 
47,882 
73,602 
92,904 
103,489 
37,945 

2020
Unaudited

24,045  $
15,750 
15,905 
21,515 
17,969 
20,644 
21,496 
44,939 
67,060 
96,196 
101,553 
43,146 

At December 31, 2021

2021

Total IBNR

Impact of
LPT/ADC

$

24,016 
15,373 
15,905 
21,500 
17,811 
20,639 
21,491 
44,749 
66,944 
96,104 
101,913 
43,554 
— 

(4,928)
373 
52 
151 
(275)
1,174 
(2)
678 
6,631 
1,636 
(1,607)
2,560 
(103)
6,340 

$

$

— 
— 
— 
— 
152 
247 
122 
50 
111 
247 
491 
— 
— 
1,420 

Cumulative paid loss and LAE, net of reinsurance

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

$

29,710 
8,084 
12,332 
16,424 
10,308 

$

29,900 
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 

2018

2019

Unaudited
$

Unaudited
$

30,683 
15,051 
16,786 
23,661 
18,685 
20,447 
26,194 
41,962 
65,452 
80,726 
56,539 

29,234  $
14,009 
15,285 
21,481 
17,559 
19,343 
21,405 
44,179 
63,234 
80,735 
86,455 
22,095 

$

489,999 

$

2020

Unaudited

2021

24,706  $
14,954 
15,853 
21,343 
18,071 
20,146 
21,497 
43,622 
63,450 
93,212 
98,386 
38,793 
4 

$

28,850 
14,986 
15,854 
21,339 
18,077 
19,465 
21,493 
43,895 
60,008 
93,541 
101,158 
40,427 
103 
66 
479,262 
(2)
10,735 
(1,420)
9,315 

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-46

$

$

All Other Lines

For the Year Ended
December 31,

Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020

Total

For the Year Ended
December 31,

Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
2021
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, 2021:

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

Other

Total reserves for loss and LAE

b) Claims duration disclosure

Total Net Reserves
(including impact of ADC)

December 31, 2021
Reinsurance Recoverables
on unpaid claims

Total Gross Reserves

$

41,226  $
20,151 
17,742 
79,119 

2,979  $
— 
— 
2,979 

92,983 
204,090 
185,414 
209,211 
9,315 
701,013 
146,396 
847,409 

— 

375,185 
75,849 
14,356 
— 
1,420 
466,810 
24,050 
490,860 

69,006 

44,205 
20,151 
17,742 
82,098 

468,168 
279,939 
199,770 
209,211 
10,735 
1,167,823 
170,446 
1,338,269 

69,006 

$

926,528  $

562,845  $

1,489,373 

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, 2021:

Year 1

Year 2

Year 3

Year 4

Year 5

Year 6

Year 7

Year 8

Year 9

Year 10

Average annual payout of incurred claims by age, net of reinsurance

Diversified Reinsurance

International

  European Capital Solutions
AmTrust Reinsurance
Workers' Compensation
General Liability
Commercial Auto Liability
European Hospital Liability
All other lines

49.7 %
5.4 %

18.7 %
6.1 %
12.2 %
3.6 %
56.9 %

38.2 %
15.1 %

31.7 %
10.8 %
18.1 %
7.9 %
32.3 %

5.3 %
15.6 %

17.9 %
13.6 %
19.3 %
11.7 %
2.8 %

2.8 %
20.6 %

8.6 %
16.4 %
18.7 %
11.6 %
5.3 %

0.8 %
8.2 %

5.2 %
13.9 %
13.4 %
11.3 %
3.1 %

(0.6)%
8.7 %

4.1 %
9.5 %
6.7 %
9.7 %
(4.1)%

(0.5)%
— %

3.2 %
6.4 %
3.0 %
7.4 %
0.7 %

(0.5)%
— %

2.6 %
5.7 %
0.3 %
6.9 %
(0.7)%

(0.7)%
— %

1.7 %
2.1 %
0.5 %
6.8 %
(3.9)%

1.6 %
— %

1.8 %
4.1 %
0.5 %
6.3 %
(0.3)%

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-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

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 7.8% of the Company's outstanding common shares and Barry Zyskind (the Company's non-executive chairman) owns or controls approximately
7.3% of the Company's outstanding common shares. George Karfunkel owns or controls less than 5.0% of the Company's outstanding common shares. Leah Karfunkel and George Karfunkel are
directors of AmTrust, and Barry Zyskind is the chief executive officer and chairman of AmTrust. Leah Karfunkel, George Karfunkel and Barry Zyskind own or control approximately 53.2% of the
ownership interests of Evergreen Parent LP, the ultimate parent of AmTrust.

The following describes transactions that have transpired 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  AII  to  enter  into  the
AmTrust Quota Share by which AII retroceded 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 written premiums. On June 11, 2008, Maiden Reinsurance and AII amended the
AmTrust  Quota  Share  to  add  Retail  Commercial  Package  Business  to  the  Covered  Business  (as  defined  in  the  AmTrust  Quota  Share).  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.

Effective January 1, 2019, Maiden Reinsurance and AII entered into a partial termination amendment ("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 $647,980 in unearned premium to AII, or $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 including: (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's 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 paid $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. The Commutation Payment was
settled 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.

AII and Maiden Reinsurance also agreed that as of July 31, 2019, the AmTrust Quota Share was deemed amended as applicable so that the Commuted Business is no longer included as part of

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.

F-48

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)

European Hospital Liability Quota Share

Effective April 1, 2011, Maiden Reinsurance entered into the European Hospital Liability Quota Share with AEL and AIU DAC. Pursuant to the terms of the European Hospital Liability Quota
Share,  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 European Hospital Liability Quota Share 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.

Effective July 1, 2016, the European Hospital Liability Quota Share 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. Thereafter, 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 Income Statements for the years ended December 31, 2021 and 2020,

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

$

2021

2020

(5,695) $
25,312 
(3,438)
(9,747)

(9,068)
57,992 
(17,031)
(20,321)

To provide AmTrust's U.S. insurance subsidiaries with credit for reinsurance on their statutory financial statements, AII, as the direct reinsurer of AmTrust's insurance subsidiaries, established
trust accounts ("Trust Accounts") for their benefit. Maiden Reinsurance has provided 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  which  can  include  (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,  or  (c)  a  letter  of  credit  obtained  by  Maiden  Reinsurance  and  delivered  to  an
AmTrust  subsidiary  on  AII's  behalf.  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:

•. by lending funds of $167,975 at December 31, 2021 and 2020 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. Interest is payable at a rate equivalent to the Federal Funds Effective Rate ("Fed Funds") plus
200 basis points per annum. The interest income on the loan was $3,492 for the year ended December 31, 2021 (2020 - $3,996) and the effective yield was 2.1% (2020 - 2.4%).

•. on  January  30,  2019,  in  connection  with  the  termination  of  the  reinsurance  agreements  described  above,  the  Company  and  AmTrust  amended  the  Loan  Agreement  between  Maiden
Reinsurance, AmTrust and AII, originally entered into on November 16, 2007, by extending the maturity date to January 1, 2025 and specifies that due to the termination of the AmTrust
Quota Share, no further loans or advances may be made pursuant to the Loan Agreement;

•. 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, 2021 was approximately $246,874 (2020 - $666,879) and the accrued interest was $1,171 (2020 - $3,048).
Please refer to "Note 4. (e) Investments" for additional information.

•. 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
$575,000 to AmTrust as a funds withheld receivable which currently has an annual interest rate of 1.8%, subject to annual adjustment. The annual interest rate was 2.65% for the year ended
December 31, 2020. At December 31, 2021, the balance of funds withheld was $575,000 (2020 - $575,000) and the accrued interest was $2,609 (2020 - $3,845). The interest income on the
funds withheld receivable was $10,350 for the year ended December 31, 2021 (2020 - $15,297).

F-49

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)

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 on behalf of Maiden Reinsurance to AmTrust in an amount
representing Cavello's obligations under the LPT/ADC Agreement. Because 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%.

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, the collateral provided under the respective agreements with AmTrust subsidiaries was strengthened 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 strengthened 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 strengthened 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.

b) European Hospital Liability Quota Share

Collateral has been provided to both AEL and AIU DAC under the European Hospital Liability Quota Share. For AEL, the amount of collateral held in reinsurance trust accounts at December 31,
2021 was $244,488 (2020 - $318,063) and the accrued interest was $1,273 (2020 - $2,283). For AIU DAC, the Company utilizes funds withheld to satisfy its collateral requirements. At December 31,
2021, the funds withheld balance was $26,460 (2020 - $28,093) and the accrued interest was $141 (2020 - $318). AIU DAC pays Maiden Reinsurance a fixed annual interest rate of 0.5% on the
average daily funds withheld balance which is subject to annual adjustment. The interest income on the funds withheld receivable was $147 for the year ended December 31, 2021 (2020 - $350).

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 $316 of reinsurance brokerage expense for the year ended December 31, 2021 (2020 - $725), and deferred reinsurance brokerage of $1,147 at December 31, 2021

(2020 - $1,534) 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. The agreement may be terminated upon 30 days written notice by either party. The Company recorded $846 of investment management fees for the year ended December 31,
2021 (2020 - $1,369) under this agreement.

F-50

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)

On September 9, 2020, Maiden Reinsurance, AmTrust and AIIM entered into a novation agreement, effective July 1, 2020, which provided for the novation of the asset management agreement,
dated January 1, 2018 between Maiden Reinsurance and AIIM, and the release by Maiden Reinsurance of AIIM's obligations under the asset management agreement. The novation mandates that
AmTrust is to be bound by the terms of the asset management agreement in place of AIIM and AmTrust agrees to perform any and all past, present and future obligations of AIIM under the asset
management agreement.

On  November  13,  2020,  Maiden  LF,  Maiden  GF,  AmTrust  and  AIIM  entered  into  a  novation  agreement,  effective  July  1,  2020,  which  provided  for  the  novation  of  the  asset  management
agreement,  dated  January  1,  2018  between  Maiden  LF,  Maiden  GF  and  AIIM,  and  the  release  by  Maiden  LF  and  Maiden  GF  of  AIIM's  obligations  under  the  asset  management  agreement.  The
novation mandates that AmTrust is to be bound by the terms of the asset management agreement in place of AIIM and AmTrust agrees to perform any and all past, present and future obligations of
AIIM under the asset management agreement.

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 was an initial $100 retainer for re-domestication services paid in 2019 and $100 annually with reimbursement for reasonable out-of-pocket expenses incurred by Risk

Services pursuant to the terms of the agreement. The Company recorded $100 of annual fees for the year ended December 31, 2021 (2020 - $100).

683 Capital Partners, LP (“683 Partners”)

At December 31, 2021, 683 Partners and its affiliates own or control approximately 6.8% of the outstanding common shares of the Company. 683 Partners and its affiliates are not related parties

as defined in ASC 850: Related Party Disclosures.

Limited Partnership Agreement with 683 Capital Management, LLC ("683 Capital")

In July 2020, the Company and 683 Capital entered into a limited partnership agreement (“683 LP Agreement”) whereby 683 Capital will separately manage certain funds of Maiden Reinsurance
at its discretion, subject to guidelines established by the parties. Under the 683 LP Agreement, Maiden Reinsurance will pay 683 Capital a management fee and subject to certain metrics agreed to by
the parties, an incentive fee upon attainment of those metrics. Maiden Reinsurance may periodically and in its discretion increase the amount invested under the 683 LP Agreement, and subject to
certain  conditions,  reduce  the  amount  invested  under  the  683  LP  Agreement.  Hedge  fund  investments  of  $32,929  were  managed  by  683  Capital  under  this  agreement  at  December  31,  2021
(December 31, 2020 - $29,435).

F-51

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

11. Commitments, Contingencies and Guarantees

a) Concentrations of Credit Risk

At December 31, 2021 and 2020, the Company’s assets where significant concentrations of credit risk may exist include investments, cash and cash equivalents, loan to related party, reinsurance
recoverable  on  unpaid  losses  and  funds  withheld  receivable.  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 in "Note 8 — Reinsurance".

The Company manages the concentration of credit risk in its 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 and funds withheld receivable, within which the largest balances are due from AmTrust. AmTrust has a financial
strength/credit rating of A- (Excellent) from A.M. Best at December 31, 2021. 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, 2021 will be fully collectible.

b) Concentrations of Revenue

During the year ended December 31, 2021, net premiums earned from AmTrust accounted for $25,312 or 47.8% of total net premiums earned (2020 – $57,992 or 54.7%).

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 our own efforts therefore there was no significant reliance on brokers for the years ended December 31, 2021 and 2020.

d) Letters of Credit

At December 31, 2021, the Company had letters of credit outstanding of $53,566 (2020 - $67,386) for collateral purposes which are secured by cash and fixed maturities with a fair value of

$72,823 at December 31, 2021 (2020 - $83,041).

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 2024. The Company entered into a new office
leasing arrangement and terminated its former office leasing arrangement in Bermuda during the year ended December 31, 2021. The Company's leases are currently classified as operating leases and
none  of  them  have  any  non-lease  components.  For  operating  leases  that  have  a  lease  term  of  more  than  twelve  months,  and  whose  lease  payments  are  above  a  certain  threshold,  the  Company
recognizes 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 amount of $473 is recorded as a lease liability within accrued expenses and other liabilities  with  an  equivalent  amount  for  the  right-of-use  asset  presented  as  part  of  other assets  at
December 31, 2021 (2020 - $1,638). The Company's weighted-average remaining lease term is approximately 2.8 years at December 31, 2021.

g) Investment Commitments and Related Financial Guarantees

The Company had total unfunded commitments on other investments of $95,677 at December 31, 2021 (2020 - $63,313). Please refer to "Note 4 (b) Other Investments" for details on unfunded
commitments for other investments held at December 31, 2021. The total unfunded commitments on other investments at December 31, 2021 also includes commitments for future investments for
which the Company had agreements to fund at December 31, 2021. The Company had unfunded commitments on equity method investments of $25,950 at December 31, 2021.

Certain of the Company's investments in limited partnerships are related to real estate joint ventures with interests in multi-property projects with varying strategies ranging from the development
of properties to the ownership of income-producing properties. In certain of these joint ventures, the Company has provided certain indemnities, guarantees and commitments to certain parties such
that it may be required to make payments now or in the future.

Any loss for which the Company could be liable would be contingent on the default of a loan by the real estate joint venture entity for which the Company provided a financial guarantee to a
lender.  While  the  Company  has  committed  to  aggregate  limits  as  to  the  amount  of  guarantees  it  will  provide  as  part  of  its  limited  partnerships,  guarantees  are  only  provided  on  an  individual
transaction  basis  and  are  subject  to  the  terms  and  conditions  of  each  transaction  mutually  agreed  by  the  parties  involved.  The  Company  is  not  bound  to  such  guarantees  without  its  express
authorization.

F-52

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

11. Commitments, Contingencies and Guarantees (continued)

As discussed above, at December 31, 2021, guarantees of $33,305 have been provided to lenders by the Company on behalf of real estate joint ventures, however, the likelihood of the Company

incurring any losses pertaining to project level financing guarantees was determined to be remote. Therefore, no liability has been accrued under ASC 450-20.

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 arbitration, 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. On September 2, 2021, Administrative Law Judge Theresa C. Timlin of the U.S. Department of Labor issued a decision and order which denied
Mr. Turin’s complaint in full. On September 16, 2021, 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. 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. On February 19, 2020, the Court appointed lead plaintiffs, and on May 1, 2020, lead plaintiffs filed an amended class action complaint (the “Amended Complaint”).The
Amended Complaint asserts violations of Section 10(b) of the Exchange Act and Rule 10b-5 (and Section 20(a) for control person liability) arising in large part from allegations that Maiden failed to
take adequate loss reserves in connection with reinsurance provided to AmTrust. Plaintiffs further claim that certain of Maiden Holdings’ representations concerning its business, underwriting and
financial statements were rendered false by the allegedly inadequate loss reserves, that these misrepresentations inflated the price of Maiden Holdings' common stock, and that when the truth about
the misrepresentations was revealed, the Company’s stock price fell, causing Plaintiffs to incur losses. On September 11, 2020, a motion to dismiss was filed on behalf of all Defendants. On August 6,
2021, the Court issued an order denying, in part, Defendants’ motion to dismiss, ordering Plaintiffs to file a shorter amended complaint no later than August 20, 2021, and permitting discovery to
proceed  on  a  limited  basis.  We  believe  the  claims  are  without  merit  and  we  intend  to  vigorously  defend  ourselves.  It  is  possible  that  additional  lawsuits  will  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 condition.

F-53

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 income
Gain from repurchase of preference shares – Series A, C and D
Amount allocated to participating common shareholders
Net income allocated to Maiden common shareholders
Denominator:
Weighted average number of common shares – basic
Potentially dilutive securities:
Share options and restricted share units
Adjusted weighted average common shares – diluted

(2)

(1)

Basic and diluted earnings per share attributable to Maiden common shareholders

2021

2020

26,645  $
90,998 
(1,021)
116,622  $

41,762 
38,195 
(1,386)
78,571 

86,068,278 

84,333,514 

4,389 
86,072,667 
1.35 

$

141 
84,333,655 
0.93 

$

$

$

(1) This represents the share in net income using the two-class method for holders of non-vested restricted shares issued to the Company's employees under the 2019 Omnibus Incentive Plan.
(2) Please refer to "Note 6 — Shareholders' Equity" and "Note 14 — Share Compensation and Pension Plans" in the Notes to Consolidated Financial Statements for the terms and conditions of securities that could potentially be dilutive in the

future. For the year ended December 31, 2021, there were 4,389 potentially dilutive securities.

F-54

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

13. Income Taxes

Under current Bermuda law, Maiden Holdings 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 believes 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 has not recorded any provision for U.S. taxation.

Maiden NA files a consolidated federal income tax return for the Company’s U.S. based subsidiaries, including Maiden Reinsurance, which re-domesticated to Vermont on March 16, 2020 and, as
a result, became subject to U.S. taxes. Maiden NA has Net Operating Loss carry-forwards ("NOLs") and other Deferred Tax Assets (“DTAs”) and Deferred Tax Liabilities (“DTLs”) that are not
presently recognized as a net DTA because a full valuation allowance is currently carried against them.

On March 27, 2020, the U.S. enacted the Coronavirus Aid, Relief and Economic Security Act (the “CARES” Act) to mitigate the economic impacts of COVID-19. The Company believes that the

provisions of the CARES Act will not have a material impact on its U.S. federal tax liabilities.

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 2018 to 2020 are subject to examination in the U.S by the Internal Revenue Service.

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 2018 through 2021. 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, 2021 and 2020. Income before taxes and income tax benefit for the years ended December 31, 2021 and 2020 are as follows:

For the Year Ended December 31,
Loss before income taxes – Domestic (Bermuda)
Income before income taxes – Foreign (U.S. and others)

Total income 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 expense (benefit)

F-55

2021

2020

$

$

$

$

$

$

$

(23,345) $
50,005 
26,660  $

—  $
244 
244  $

—  $

(229)
(229) $

15  $

(9,648)
51,306 
41,658 

— 
155 
155 

— 
(259)
(259)

(104)

MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

13. Income Taxes (continued)

The following table is a reconciliation of the actual income tax rate for the years ended December 31, 2021 and 2020 to the amount computed by applying the effective tax rate of 0.0% under

Bermuda law to the Company's income before income taxes:

For the Year Ended December 31,
Income before income taxes
Less: income tax expense (benefit)

Net income
Reconciliation of effective tax rate (% of income before income taxes)
Bermuda tax rate
U.S. taxes at statutory rates
Re-domestication of Maiden Reinsurance to the U.S.
Valuation allowance in respect of U.S. taxes
Other jurisdictions

Actual tax rate

2021

2020

$

$

26,660 
15 
26,645 

$

$

— %
24.3 %
— %
(22.3)%
(1.9)%
0.1 %

41,658 
(104)
41,762 

— %
19.2 %
(117.3)%
98.1 %
(0.3)%
(0.3)%

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, 2021 and 2020 were as follows:

December 31,
Deferred tax assets:
Net operating losses
Unearned premiums
Capital loss carry-forward
Net unrealized losses on investments
Discounting of net loss and LAE reserves
Interest limitation
Deferred gain on retroactive reinsurance
Others
Deferred tax assets before valuation allowance
Valuation allowance
Deferred tax assets, net
Deferred tax liabilities:
Deferred commission and other acquisition expenses
Net unrealized gains on investment
Others
Deferred tax liabilities

Net deferred tax asset

2021

2020

$

48,346  $
4,202 
2,831 
2,236 
30,423 
11 
10,282 
840 
99,171 
90,077 
9,094 

8,201 
— 
53 
8,254 

$

840  $

44,259 
6,017 
4,234 
— 
37,568 
— 
23,719 
776 
116,573 
96,414 
20,159 

11,327 
8,197 
3 
19,527 
632 

The net deferred tax asset at December 31, 2021 was $840 (2020 - $632). The Company recorded an increase in its deferred tax assets of $63,421 and an increase in its deferred tax liabilities of
$16,120  as  a  result  of  the  re-domestication  of  Maiden  Reinsurance  on  March  16,  2020.  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 due to insufficient
positive evidence regarding the utilization of these losses. During 2021, the Company recorded a decrease in the valuation allowance of $6,337 (2020 - increase of $40,845).

At December 31, 2021, the Company has available net operating loss carry-forwards of $230,220 (2020 - $210,756) for income tax purposes which expire beginning in 2029. At December 31,

2021, the Company also has a capital loss carry-forward of $13,483 (2020 - $20,161) which will expire in 2023.

F-56

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") provided for grants of options, restricted shares and restricted share units. New shares were 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 was 10,000,000. The 2007 Plan was administered by the
Compensation Committee of the Board of Directors (the "Committee").

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, assumed by and replaced with the 2019 Omnibus Incentive
Plan ("2019  Omnibus  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. 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.

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 2019 Omnibus 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.

This table shows all share option activity under the 2019 Omnibus Plan for the years ended December 31, 2021 and 2020:

Outstanding, December 31, 2019
Expired
Forfeited

Outstanding, December 31, 2020

Expired

Outstanding, December 31, 2021
Total exercisable at December 31, 2021

Number of 
Share 
Options

Weighted 
Average 
Exercise 
Price

484,129  $
(213,379)
(6,250)
264,500 

(49,500)
215,000 

211,250 

Weighted 
Average 
Remaining 
Contractual 
Term

3.63 years

4.72 years

4.28 years
4.23 years

8.44 
7.50 
7.20 

9.22 
10.57 

8.91 
9.05 

Aggregate 
Intrinsic 
Value

Range of Option Exercise Prices (Low to
High)

$

— 

$1.31

$13.98

— 

13.00 
7.00 

1.31

1.31
1.31

13.98

13.98
13.98

The weighted average grant date fair value is $2.13 (2020 - $2.23) for all options outstanding at December 31, 2021. There was $1 (2020 - $9) of total unrecognized compensation cost related to

non-vested options at December 31, 2021 which will be recognized during the next 1.04 years. There were no options exercised for the years ended December 31, 2021 and 2020.

Restricted Shares

The fair value of each restricted share 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 zero to three years for employees and one year for directors.

Non-Performance-Based ("NPB") Restricted Shares

The  Company  changed  its  practice  of  awarding  a  fixed  number  of  restricted  share  units  to  the  non-employee  directors  in  2019  and  currently  grants  each  non-employee  director  $65  worth  of

compensation in the form of either restricted shares, which vest on the first anniversary of the grant, share options or cash.

For the year ended December 31, 2021, the Company issued a total of 238,750 (2020 - 333,330) restricted shares to non-employee directors as well as employees for compensation related to their
services. The restricted shares for non-employee directors were issued on June 1, 2021 pursuant to the 2019 Omnibus Plan and vest in full on June 1, 2022. 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. The restricted
shares issued to other employees will vest after two years of service. The total fair value of NPB Restricted Shares that vested during the year ended December 31, 2021 was $1,442 (2020 - $1,136).

F-57

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)

Discretionary Performance-Based ("PB") Restricted Shares

During the year ended December 31, 2021, a total of 1,322,410 (2020 - 982,974) restricted shares were granted to senior management and employees pursuant to the 2019 Omnibus Plan, of which
1,322,410 (2020 - 744,680) restricted shares vested immediately. The remaining restricted shares issued to other senior employees will vest within two years of service. The total fair value of PB
Restricted Shares that vested during the year ended December 31, 2021 was $3,623 (2020 - $700).

The following table shows the summary of activity for the Company's restricted share awards:

Non-vested at December 31, 2019

Awards granted
Awards vested
Awards forfeited

Non-vested at December 31, 2020

Awards granted
Awards vested
Awards forfeited

Non-vested at December 31, 2021

Non-Performance-Based Restricted Shares

Number of 
Restricted Shares

Weighted Average Grant-
Date Fair Value

Discretionary Performance-Based Restricted Shares
Weighted Average Grant-
Date Fair Value

Number of 
Restricted Shares

$

1,818,797 
333,330 
(908,857)
— 
1,243,270 

238,750 
(1,178,522)
(54,166)
249,332 

1.24 
1.20 
1.25 
— 

1.22 
3.44 
1.22 
1.20 

3.35 

—  $

982,974 
(744,680)
— 
238,294 

1,322,410 
(1,322,410)
(200)
238,094 

— 
1.02 
0.94 
— 

1.26 
2.74 
2.74 
1.26 

1.26 

Total unrecognized compensation cost of $511 related to restricted shares at December 31, 2021, which will be recognized during the next 1.00 year. Total share-based expense for the year ended

December 31, 2021 was $4,771 (2020 - $2,445).

Pension Plans

The Company provides pension benefits to eligible employees principally through its sponsorship of various defined contribution plans which vary by subsidiary. The Company’s total expenses

for its defined contribution pension plans for the year ended December 31, 2021 was $764 (2020 - $782).

F-58

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, 2021
December 31, 2020

Statutory Net Income (Loss)
For the Year Ended December 31, 2021
For the Year Ended December 31, 2020

a) Bermuda

Maiden Reinsurance

Maiden LF

Maiden GF

$

(a)

$

(a)

999,843  $
972,350 

36,309  $
52,707 

8,250  $
9,944 

(899) $

(1,164)

9,972 
10,663 

(1,018)
32 

Effective March 16, 2020, the Company's principal operating subsidiary Maiden Reinsurance re-domesticated from Bermuda to the State of Vermont in the U.S. Maiden Reinsurance is therefore
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 other strategic measures as described in "Note
1 — Organization", has strengthened the Company’s capital position and solvency ratios. While the Vermont DFR is now the group supervisor for the Company, the re-domestication did not apply to
the Parent Company which remains a Bermuda-based holding company.

b) United States of America

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. Maiden Reinsurance did not pay any dividends during the years ended December 31, 2021 and
2020.

Maiden Reinsurance is also required to maintain minimum levels of solvency and liquidity as determined by Vermont law, and to comply with Risk-Based Capital ("RBC") requirements and
licensing rules as specified by the National Association of Insurance Commissioners ("NAIC"). RBC is used to evaluate the adequacy of capital and surplus maintained by Maiden Reinsurance in
relation to risks associated with: (i) asset risk; (ii) insurance risk; (iii) interest rate risk and (iv) business risk. At December 31, 2021, Maiden Reinsurance's statutory capital and surplus exceeded the
amount required to be maintained of $132,779 as of that date.

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 $4,207 at December 31, 2021 (2020 - $5,204). This requirement was met by Maiden LF throughout the respective years. LF's
statutory assets were $16,819 at December 31, 2021 (2020 - $19,705) and its statutory capital and surplus was $8,250 at December 31, 2021 (2020 - $9,944). 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, 2021 and 2020,
Maiden LF was not allowed to pay dividends or distributions without the permission of the Swedish FSA. No dividends were paid during the years ended December 31, 2021 and 2020.

Maiden GF was required to maintain a minimum level of statutory capital and surplus of $5,059 at December 31, 2021 (2020 - $6,905). This requirement was met by Maiden GF throughout the
respective years. GF's statutory assets were $15,297 at December 31, 2021 (2020 - $13,832) and its statutory capital and surplus was $9,972 at December 31, 2021 (2020 - $10,663). 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, 2021, Maiden GF was allowed to pay dividends or distributions not exceeding $0 (2020 - $311). No dividends were paid during the years ended December 31, 2021 and 2020.

F-59

 
MAIDEN HOLDINGS, LTD. 
  NOTES TO CONSOLIDATED FINANCIAL STATEMENTS 
(In thousands of U.S. dollars, except share and per share data)

16. Subsequent Events

In September 2021, the Company authorized the open market repurchase of its outstanding preference shares in accordance with a written plan adopted pursuant to Rule 10b5-1 of the Securities

Exchange Act of 1934. The plan expires on March 31, 2022. The Company intends to finance these repurchases using its available unrestricted cash.

Subsequent to December 31, 2021, under the Rule 10b5-1 plan, the Company repurchased via the open market (i) 170,633 shares of the Company's 7.125% Non-Cumulative Preference Shares
Series C at an average price of $11.67 per share, and (ii) 85,828 shares of the Company's 6.7% Non-Cumulative Preference Shares Series D at an average price of $10.97 per share for a total amount
of $2,933. The acquisition by Maiden Reinsurance of these preference shares were made in compliance with the Company's investment guidelines previously approved by the Vermont DFR. These
purchases will result in a gain on purchase of approximately $3,263 in the first quarter of 2022. The Company has a remaining authorization of $10,911 for preference share repurchases.

As of March 14, 2022, Maiden Reinsurance owns 67.7%, 66.7% and 67.0% of the outstanding shares of the Series A, Series C and Series D Preference Shares, respectively.

F-60

INDEMINFICATION AGREEMENT This Agreement, made and entered into as of the 10th day of December, 2019 (“Agreement”), among and between Maiden Holdings, Ltd., a Bermuda company (the “Company”), and the individual listed on the signature page hereof (the “Indemnitee”); WHEREAS, it is reasonable, prudent and necessary for the Company contractually to obligate itself to indemnify such persons to the fullest extent permitted by applicable law so that he or she will serve or continue to serve the Company free from undue concern that he will not be so indemnified; and WHEREAS, Indemnitee is willing to serve, for or on behalf of the Company, on the condition that he be so indemnified; NOW THEREFORE, in consideration of the premises and the covenants contained herein, the Company and Indemnitee to hereby covenant and agree as follows: SECTION 1. Service by Indemnitee. Indemnitee agrees to continue to serve as a director and/or officer of the Company. Indemnitee may at any time and for any reason resign from such position (subject to any other contractual obligation or any obligation imposed by operation of law). SECTION 2. Indemnification – General. The Company shall indemnify, and advance Expenses (as hereinafter defined) to Indemnitee as provided by applicable law in effect on the date hereof and to such greater extent as applicable law may thereafter from time to time permit. The rights of Indemnitee provided under the preceding sentence shall include, but shall not be limited to, the rights set forth in the other Sections of this Agreement. The indemnification provide under this Agreement is in addition to and not in lieu of any other indemnification provided to Indemnitee by any other agreement or by operation of law. SECTION 3. Proceedings Other Than Proceedings by or in the Right of the Company. Indemnitee shall be entitled to the rights of indemnification provided in this Section 3 if, by reason of his or
her Corporate Status (as hereinafter defined), he or she is, or is threatened to be made, a party to any threatened, pending, or completed Proceeding (as hereinafter defined), other than a Proceeding by or in the right of the Company. Pursuant to this Section 3, Indemnitee shall be indemnified against Expenses, judgments, penalties, fines and amounts paid in settlement actually and reasonably incurred by him or her or on his or her behalf in connection with such Proceeding or any claim, issue or matter therein, if he or she 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 Company, and, with respect to any criminal Proceeding, had no reasonable cause to believe his or her conduct was unlawful. SECTION 4. Proceedings by or in the Right of the Company. Indemnitee shall be entitled to the rights of indemnification provided in this Section 4 if, by reasons of his or her Corporate Status, he or she is, or is threated to be made, party to any threatened, pending or completed Proceeding brought by or in the right of the Company to procure a judgment in its favor. Pursuant to this Section, Indemnitee shall be indemnified against Expenses actually and reasonably incurred by him or her or on his or her behalf in connection with such Proceeding if he 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 Company. Notwithstanding the foregoing, no indemnification against such expenses shall be made in respect of any claim, issue or matter in such Proceeding as to which Indemnitee shall have been adjudged to be liable to the Company if applicable law prohibits such indemnification; provided, however, that if applicable law so permits, indemnification against Expenses shall nevertheless be made by the Company in such event if and only to the extent that the Court in which such Proceeding shall have been brought or is pending, shall
determine. SECTION 5. Indemnification for Expenses of a Party Who is Wholly or Partly Successful. Notwithstanding any other provision of this Agreement, to the extent that Indemnitee is, by reason of his or her Corporate Status, a party to and is successful, on the merits or otherwise, in any Proceeding, he or she shall be

2 indemnified against all Expenses actually and reasonably incurred by him or her or on his or her behalf in connection therewith. If Indemnitee is not wholly successful in such Proceeding, but is successful, on the merits or otherwise, as to one or more but less than all claims, issues or matters in such Proceeding, the Company shall indemnify Indemnitee against all Expenses actually and reasonably incurred by him or her or on his or her behalf in connection with each successfully resolved claim, issue or matter. For the purposes of this section and without limitation the termination of any claim, issue or matter in such a Proceeding by settlement or dismissal, with or without prejudice, shall be deemed to be a successful result as to such claim, issue or matter. SECTION 6. Indemnification for Expenses of a Witness. Notwithstanding any other provision of this Agreement, to the extent that Indemnitee is, by reason of his Corporate Status, a witness in any Proceeding, he shall be indemnified against all Expenses actually and reasonably incurred by him or her or on his or her behalf in connection therewith. SECTION 7. Advancement of Expenses. The Company shall advance all reasonable Expenses incurred by or on behalf of Indemnitee in connection with any Proceeding within twenty (20) days after the receipt by the Company of a statement of statements from Indemnitee requesting such advance or advances from time to time, whether prior to or after final disposition of such Proceeding. Such statement or statements shall reasonably evidence the Expenses incurred by Indemnitee and shall include or be preceded or accompanied by an undertaking by or on behalf of Indemnitee to repay any Expenses advanced if it shall ultimately be determined (pursuant to Section 8 below) that Indemnitee is not entitled to be indemnified against such Expenses. SECTION 8. Procedure for Determination of Entitlement to Indemnification. (a) To obtain indemnification under
this Agreement, Indemnitee shall submit to the Secretary of the Company a written request, including therein or therewith such documentation and information as is reasonably available to Indemnitee and is reasonably necessary to determine whether and to what extent Indemnitee is entitled to indemnification. The Secretary of the Company shall, promptly upon receipt of such a request for indemnification, advise the Board of Directors in writing that Indemnitee has requested indemnification. (b) Upon written request by Indemnitee for indemnification pursuant to the first sentence of Section 8(a) hereof, a determination, if required by applicable law, with respect to Indemnitee’s entitlement thereto shall be made in the specific case: (i) if a Change in Control (as hereinafter defined) shall have occurred, by Independent Counsel (as hereinafter defined) unless Indemnitee shall request that such determination be made by the board of Directors or the stockholders, in which case by the person or persons or in the manner provided for in clauses (ii) or (iii) of this Section 8(b) in a written opinion to the Board of Directors, a copy of which shall be delivered to Indemnitee; (ii) if a Change of Control shall not have occurred, (A) by the Board of Directors by a majority vote of a quorum consisting of Disinterested Directors (as hereinafter defined), or (B) if a quorum of the Board of Directors consisting of Disinterested Directors is not obtainable, or, even if obtainable, such quorum of Disinterested Directors so directs, by Independent Counsel in a written opinion to the Board of Directors, a copy of which shall be delivered to Indemnitee or (C) by the stockholders of the Company; or (iii) as provided in Section 9(bb) of this Agreement; and, if it is so determined that Indemnitee is entitled to indemnification, payment to Indemnitee shall be made within ten (10) days after such determination. Indemnitee shall cooperate with the person, persons or entity making such
determination with respect to Indemnitee’s entitlement to indemnification, including providing to such person, persons or entity upon reasonable advance request any documentation or information which he or she is not privileged or otherwise protected from disclosure and which is reasonably available to Indemnitee and reasonably necessary to such determination. Any costs or expenses (including attorney’s fees and disbursements) incurred by Indemnitee in so cooperating with the person, persons or entity making such determination shall be borne by the Company (irrespective of the determination as to Indemnitee’s entitlement to indemnification) and the Company hereby indemnifies and agrees to hold Indemnitee harmless therefrom.

 
3 (c) In the event the determination of entitlement to indemnification is to be made by Independent Counsel pursuant to Section 8(b) hereof, the Independent Counsel shall be selected as provided in this Section 8(c). If a Change of Control shall not have occurred, the Independent Counsel shall be selected by the Board of Directors, and the Company shall give written notice to the Indemnitee advising him or her of the identity of the Independent Counsel so selected. If a Change of Control shall have occurred, the Independent Counsel shall be selected by Indemnitee (unless Indemnitee shall request that such selection be made by the Board of Directors, in which event the preceding sentence shall apply), and Indemnitee shall give written notice to the Company advising it of the identity of the Independent Counsel so selected. In either event, Indemnitee or the Company, as the case may be, may within seven (7) days after such written notice of election shall have been given, delivered to the Company or the Indemnitee, as the case may be, a written objection to such election. Such objection may be asserted only on the ground that the Independent Counsel so selected does not meet the requirements of “Independent Counsel” as defined in Section 17 of this Agreement, and the objection shall set forth with particularity the factual basis of such assertion. If such written objection is made, the Independent Counsel so selected may not serve as Independent Counsel unless and until a court has determined that such objection is without merit. If, within twenty (20) days after submission by Indemnitee of a written request for indemnification pursuant to Section 8(a) hereof, no Independent Counsel shall have been selected and not objected to, either the Company or Indemnitee may petition the Supreme Court of the State of New York in New York County or other court of competent jurisdiction for resolution of any objection which shall been made by the Company or
Indemnitee to the other’s selection of Independent Counsel and/or for the appointment as Independent Counsel of a person selected by the Court or by such other person as the court shall designate, and the person with respect to whom an objection is so resolved or the person so appointed shall act as Independent Counsel under Section 8(b) hereof. The Company shall pay any and all reasonable fees and expenses of Independent Counsel incurred by such Independent Counsel in connection with acting pursuant to Section 8(b) hereof, and the Company shall pay all reasonable fees and expenses incident to the procedures of his Section 8(c), regardless of the manner in which such Independent Counsel was selected or appointed. Upon the due commencement of any judicial proceeding or arbitration pursuant to Section 19(a)(iii) of this Agreement, Independent Counsel shall be discharged and relieved of any further responsibility in such capacity (subject to the applicable standards of professional conduct then prevailing). SECTION 9. Presumptions and Effect of Certain Proceedings. (a) If a Change of Control shall have occurred, in making a determination with respect to entitlement to indemnification hereunder, the person, persons or entity making such determination shall presume that Indemnitee is entitled to indemnification under this Agreement, if Indemnitee has submitted a request for indemnification in accordance with Section 8(a) of this Agreement, and the Company shall have the burden of proof the overcome that presumption in connection with the making by any person or entity or any determination contrary to that presumption. (b) If the person or entity empowered or selected under Section 8 of this Agreement to determine whether Indemnitee is entitled to indemnification shall not have made a determination within sixty (60) days after receipt by the Company of the request therefor, the requisite determination of entitlement to indemnification shal
be deemed to have been made and Indemnitee shall be entitled to such indemnification, absent (i) misstatement by Indemnitee of a material fact, or an omission of a material fact necessary to make Indemnitee’s statement not materially misleading, in connection with the request for indemnification, or (ii) a prohibition of such indemnification under applicable law; provided, however, that such sixty (60) day period may be extended for a reasonable time, not to exceed an additional thirty (30) days, if the person or entity making the determination with respect to entitlement to indemnification in good faith requires such additional time for the obtaining or evaluation of documentation and/or information relating thereto; and provided further, that the foregoing provisions or this Section 9(b) shall not apply (i) if the

 
4 determination of entitlement to indemnification is to be made by the stockholders pursuant to Section 8(b) of this Agreement and (A) within fifteen (15) days after receipt by the Company of the request for such determination the Board of Directors has resolved to submit such determination to the stockholders for their consideration an at annual meeting thereof to be held within seventy (70) days after such receipt and such determination is made thereat, or (B) a special meeting of stockholders (i) is called within fifteen (15) days after such receipt for the purposes of making such determination, such meeting is held for such purpose within sixty (60) days after having been so called and such determination is made thereat, or (ii) if the determination of entitlement to indemnification is to be made by the Independent Counsel pursuant to Section 8(b) of this Agreement. (c) The termination of any Proceeding or of any claim, issue or matter therein, by judgment, order, settlement or conviction, or upon a plea of nolo contender or its equivalent, shall not (except as otherwise expressly provide in this Agreement) of itself adversely affect the right of Indemnitee to indemnification or create a presumption that Indemnitee did not act in good faith and in a manner which he reasonably believed to be in or not opposed to the best interests of the Company or, with respect to any Criminal Proceeding, that Indemnitee had reasonable cause to believe that his conduct was unlawful. SECTION 10. Remedies of Indemnitee (a) In the event that (i) a determination is made pursuant to Section 8 of this Agreement that Indemnitee is not entitled to indemnification under this Agreement, (ii) advancement of Expenses is not timely made pursuant to Section 7 of this Agreement, (iii) the determination of entitlement of indemnification is to be made by Independent Counsel pursuant to Section 8(b) of this Agreement and such determination shall not have been made and delivered in a
written opinion within ninety (90) days after receipt by the Company of the request for indemnification, or (iv) payment of indemnification is not made pursuant to Section 6 of this Agreement within ten (10) days after receipt by the Company of a written request therefore, or (v) payment of indemnification is not made within ten (10) days after a determination has been made that Indemnitee is entitled to indemnification or such determination is deemed to have been made pursuant to Section 8 or 9 of this Agreement, Indemnitee shall be entitled to an adjudication in an appropriate court of the State of New York, or in any other court of competent jurisdiction, of his or her entitlement to such indemnification or advancement of Expenses. Alternatively, Indemnitee, at his or her option, may seek an award in arbitration to be conducted by a single arbitrator pursuant to the rules of the American Arbitration Association. Indemnitee shall commence such proceeding seeking an adjudication or an award in arbitration within 180 days following the date on which Indemnitee first has the right to commence with proceeding pursuant to this Section 10(a). The Company shall not oppose Indemnitee’s right to see any such adjudication or award in arbitration. (b) In the event that a determination shall have been made pursuant to Section 8 of this Agreement that Indemnitee is not entitled to indemnification, any judicial proceeding or arbitration, commenced pursuant to this Section 10 shall be conducted in all respects as a de novo trial, or arbitration, on the merits and Indemnitee shall not be prejudiced by reason of that adverse determination. If a Change of Control shall have occurred, in a judicial proceeding or arbitration commenced pursuant to this Section 10 the Company shall have the burden of proving that Indemnitee is not entitled to indemnification or advancement of Expenses, as the case may be. (c) If a determination shall have been made or deemed to have been
made pursuant to Section 8 or 9 of his Agreement that Indemnitee is entitled to indemnification, the Company shall be bound by such determination in any judicial proceeding or arbitration commenced pursuant to this Section 10, absent (i) a misstatement by Indemnitee of a material fact, or an omission of a material fact necessary to make

 
5 Indemnitee’s statement not materially misleading, in connection with the request for indemnification, or (ii) a prohibition of such indemnification under applicable law. (d) The Company shall be precluded from asserting in any judicial proceeding or arbitration commenced pursuant to this Section 10 that the procedures and presumptions of this Agreement are not valid, binding and enforceable and shall stipulate in any such court or before such arbitrator that the Company is bound by all the provision of this Agreement. (e) In the vent that the Indemnitee, pursuant to this Section 10, seeks a judicial adjudication of or an award in arbitration to enforce his or her rights under, or to recover damages for breach of, this Agreement, Indemnitee shall be entitled to recover from the Company, and shall be indemnified by the Company against, any and all expenses (of the types described in the definition of Expense in Section 17 of this Agreement) actually and reasonably incurred by him or her, but only if he prevails therein. If it shall be determined in said judicial adjudication or arbitration that Indemnitee is entitled to receive part but not all of the indemnification or advancement of expenses sought, the expenses incurred by Indemnitee in connection with such judicial adjudication or arbitration shall be appropriately prorated. SECTION 11. Non-Exclusivity; Survival of Rights; Insurance; Subrogation (a) The rights of indemnification and to receive advancement of Expenses as provided by the Agreement shall not be deemed exclusive of any other rights to which Indemnitee may at any time be entitled under applicable law, the certificate of Incorporation, the Bylaws, any agreement, a vote of stockholders or a resolution of directors, or otherwise. No amendment, alteration or termination of this Agreement or any provision hereof shall be effective as to any Indemnitee with respect to any action taken or omitted by such Indemnitee in his Corporate Status prior to such
amendment, alteration or termination. (b) To the extent that the Company maintains an insurance policy or policies providing liability insurance for directors, officers, employees, agents or fiduciaries of the Company or of any other corporation, partnership, joint venture, trust, employee benefit plan or other enterprise which such person serves at the request of the Company Indemnitee shall be covered by such policy or policies in accordance with its or their terms to the maximum extent of the coverage available for any such director, officer, employee or agent under such policy or policies. (c) In the event of any payment under this Agreement, the Company shall be subrogated to the extent of such payment to all of the rights of recovery of Indemnitee, who shall execute all papers required and take all action necessary to secure such rights, including execution of such documents as are necessary to enable the Company to bring suite to enforce such rights. (d) The Company shall not be liable under this Agreement to make any payment of amounts otherwise indemnifiable hereunder if and to the extent that Indemnitee has otherwise actually received such payment under any insurance policy, contract, agreement or otherwise. SECTION 12. Duration of Agreement. This Agreement shall continue until and terminate upon the later of: (a) 10 years after the date that Indemnitee shall have ceased to serve as a director and/or office, or (b) the final termination of all pending Proceedings in respect of which Indemnitee is granted rights of indemnification or advancement of Expenses hereunder and of any proceeding commenced by Indemnitee pursuant to Section 10 of this Agreement relating thereto. This Agreement shall be binding upon the Company and its successors and assigns and shall inure to the benefit of Indemnitee and his heirs, executors and administrators. SECTION 13. Severability. If any provision or provisions of this Agreement shall be held to be
invalid, illegal or unenforceable for any reasons whatsoever: (a) the validity, legality and enforceability of the remaining provisions of this Agreement (including without limitation, each portion of any Section of this Agreement containing

 
6 any such provisions held to be invalid, illegal or unenforceable, that is not itself invalid, illegal or unenforceable) shall not in any way be affected or impaired thereby; and (b) to the fullest extent possible, the provisions of this Agreement ((including, without limitation, each portion of any Section of this Agreement containing any such provision held to be invalid, illegal or unenforceable, that is not itself invalid, illegal or unenforceable) shall be construed so as to give effect to the intent manifested by the provision held invalid, illegal or unenforceable. SECTION 14. Exception to Right of Indemnification or Advancement of Expenses. Notwithstanding any other provision of this Agreement, Indemnitee shall not be entitled to indemnification or advancement of Expenses under this Agreement with respect to any Proceeding, or any claim therein, brought or made by him against the Company. SECTION 15. Identical Counterparts. This Agreement may be executed in one or more counterparts, each of which shall for all purposes be deemed to be an original but all of which together shall constitute one and the same Agreement. Only one such counterpart signed by the party against whom enforceability is sought needs to be produced to evidence the existence of this Agreement. SECTION 16. Heading. The headings of the paragraphs of this Agreement are inserted for convenience only and shall not be deemed to constitute part of this Agreement or to affect the construction thereof. SECTION 17. Definitions. For purposes of this Agreement: (a) “Change in Control” means a change in control of the Company shall be deemed to have occurred if after the Effective Date (i) any “person” other than principal shareholders or an affiliate thereof as of the Effective Date is or becomes the “beneficial owner” directly or indirectly, of securities of the Company representing 50% or more of the combined voting power of the Company’s then outstanding securities; or (ii) th
Company is a party to a merger, consolidation, sale of assets or other reorganized, as a consequence of which members of the Board of Directors in office immediately prior to such a transaction or event constitute less than a majority of the Board of Directors thereafter. Company in this section 17(a) shall mean Maiden Holdings, Ltd. and any related or affiliated company in which the Indemnitee is an officer, director or employee. (b) “Corporate Status” describes the status of a person who is or was a director, officer, employee, agent or fiduciary of the Company or any other corporation, partnership, joint venture, trust, employee benefit plan or other enterprise which such person is or was serving at the request of the Company. (c) “Disinterested Director” means a director of the Company who is not and was not a party to the Proceeding in respect of which indemnification is sought by Indemnitee. (d) “Effective Date” means December 10th, 2019. (e) “Expenses” shall include all reasonable attorney’s fees, retainers, court costs, transcript costs, fees of experts, witness fees, travel expenses, duplicating costs, printing and binding costs, telephone charges, postage, delivery service fees, and all other disbursements or expenses of the types customarily incurred in connection with prosecuting, defending, preparing to prosecute or defend, investigating, or being or preparing to be a witness in a Proceeding. (f) “Independent Counsel” means a law firm, or member of a law firm, which is experienced in matters of corporation law and neither currently is, nor in the past five years has been retained to represent: (i) the Company in any material matter, or (ii) any other party to the Proceeding giving rise to a claim for indemnification hereunder. Notwithstanding the forgoing, the term “Independent Counsel” shall not include any person who, under the applicable standards of professional conduct then prevailing, would

 
7 have a conflict of interest in representing either the Company or Indemnitee in an action to determine Indemnitee’s rights under this agreement. (g) “Proceeding” includes any action, suit, arbitration, alternative dispute resolution mechanism, investigation, administrative hearing or any other proceeding whether civil, criminal, administrative or investigative, except one initiated by an Indemnitee pursuant to Section 10 of this Agreement to enforce his rights under this Agreement. SECTION 18. Modification and Waiver. No supplement, modification or amendment of this Agreement shall be binding unless executed in writing by both of the parties hereto. No waiver of any of the provisions of this Agreement shall be deemed or shall constitute a waiver of any other provisions hereof (whether or not similar) nor shall such waiver constitute a continuing waiver. SECTION 19. Notice by Indemnitee. Indemnitee agrees as promptly as practicable to notify the Company in writing upon being served with any summons, citation, subpoena, complaint, indictment, information or other document relating to any Proceeding or matter which may be subject to indemnification or advancement of Expenses covered hereunder. SECTION 20. Notices. All notices, requests, demands and other communications hereunder shall be in writing and shall be deemed to have been duly given if (i) delivered by hand and receipt for by the party to whom said notice or other communication shall have been directed, or (ii) mailed by certified or registered mail with postage prepaid, on the third business day after the date on which it is so mailed: (a) If to the Indemnitee, to: The address of the respective Indemnitee located on the signature page at the end of this Agreement. (b) If the Company, to: Ideation House, 1st floor 94 Pitts Bay Road Hamilton HM 08, Bermuda

 
8 SECTION 21. Governing Law. The parties agree that this Agreement shall be governed by, and construed and enforced in accordance with, the laws of the State of New York. IN WITNESS WHEREOF, the parties hereto have executed this Agreement on the day and year first above written. ATTEST Maiden Holdings, Ltd. By: Secretary [title] INDEMNITEE Address:

 
 
SUBSIDIARIES OF THE REGISTRANT

Subsidiary
Maiden Holdings, Ltd.

Maiden Holdings North America, Ltd.

Maiden Global Servicing Company, LLC

     Maiden Reinsurance Ltd.

       Genesis Legacy Solutions, LLC ("GLS")

   GLS Services Company

         Genesis Legacy Insurance Company (Vermont) Limited
         Cypress – Genesis Incorporated Cell Company
         AMS – Genesis Incorporated Cell Company

NEKO 2018 A, LLC
NEKO 2018 D, LLC
NEKO 2018 E, LLC
94 Pembroke GP Corp.
94 Pembroke LP Corp.
Maiden Life Försäkrings AB
Maiden General Försäkrings AB
Regulatory Capital Limited
Maiden Global Holdings Ltd.

Note
(1)

(2)
(3)
(4)
(5)
(6)
(7)
(8)
(9)
(9)
(9)
(9)
(9)

Exhibit 21.1

Jurisdiction

Delaware
Delaware
Vermont
Delaware
Delaware
Vermont
Vermont
Vermont
Texas
Texas
Texas
British Columbia
British Columbia
Sweden
Sweden
Ireland
England & Wales

100% wholly owned subsidiary of Maiden Holdings North America, Ltd.

(1) All subsidiaries are 100% wholly owned by Maiden Holdings, Ltd. unless otherwise noted.
(2)
(3) Effective March 16, 2020, Maiden Reinsurance Ltd. is domiciled in Vermont, United States and became 100% wholly owned subsidiary by Maiden Holdings North America, Ltd.
(4) GLS was acquired by Maiden Reinsurance Ltd. on November 24, 2020.
(5)
(6)
(7)
(8)
(9)

100% wholly owned subsidiary of GLS.
100% wholly owned subsidiary of GLS Services Company incorporated on July 19, 2021
100% wholly owned subsidiary of GLS Services Company incorporated on July 21, 2021.
100% wholly owned subsidiary of GLS Services Company incorporated on December 29, 2021.
100% wholly owned subsidiary of Maiden Reinsurance Ltd.

 
 
 
 
 
 
 
 
Consent of Independent Registered Public Accounting Firm

We consent to the incorporation by reference in the Registration Statement (Form S-8 No. 333-235948) of our reports dated March 14, 2022, with respect to the
consolidated financial statements of Maiden Holdings, Ltd. and the effectiveness of internal control over financial reporting of Maiden Holdings, Ltd. included in this
Annual Report (Form 10-K) for the year ended December 31, 2021.

Exhibit 23.1

/s/ Ernst & Young LLP

New York, NY

March 14, 2022

 
CERTIFICATION

EXHIBIT 31.1

I, Lawrence F. Metz, certify that:

1. 

I have reviewed this annual report on Form 10-K of Maiden Holdings, Ltd.;

2. 

3. 

4. 

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;

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;

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 14, 2022

/s/ Lawrence F. Metz
Lawrence F. Metz 
President and Co-Chief Executive Officer

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
CERTIFICATION

EXHIBIT 31.2

I, Patrick J. Haveron, certify that:

1. 

I have reviewed this annual report on Form 10-K of Maiden Holdings, Ltd.;

2. 

3. 

4. 

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;

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;

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 14, 2022

/s/ Patrick J. Haveron
Patrick J. Haveron
Co-Chief Executive Officer and Chief Financial Officer

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
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, 2021 (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.

CERTIFICATION

Exhibit 32.1

March 14, 2022

By:  

/s/ Lawrence F. Metz
Lawrence F. Metz 

President and Co-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, 2021 (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 14, 2022

By:  

/s/ Patrick J. Haveron
Patrick J. Haveron

Co-Chief Executive Officer and 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.