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Maiden Holdings, Ltd.

mhld · NASDAQ Financial Services
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Exchange NASDAQ
Sector Financial Services
Industry Insurance - Specialty
Employees 51-200
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FY2023 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

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

For the Fiscal Year Ended December 31, 2023

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, 1st Floor
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

Trading symbol(s)

Name of Each Exchange on Which Registered

Common Shares, par value $0.01 per share

MHLD

NASDAQ Capital Market

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. ☒
If securities are registered pursuant to Section 12(b) of the Act, indicate by check mark whether the financial statements of the registrant included in the filing reflect the correction
of an error to previously issued financial statements. ☐
Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation received by any of the registrant’s
executive officers during the relevant recovery period pursuant to §240.10D-1(b). ☐
Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). Yes ☐ No ☒
The aggregate market value of the voting and non-voting common shares held by non-affiliates of the registrant as of June 30, 2023 (the last business day of the registrant’s most
recently completed second fiscal quarter) was approximately $175.1 million based on the closing sale price of the registrant’s common shares on the NASDAQ Capital Market on
that date.
As of March 7, 2024, 100,472,120 common shares were outstanding. 143,351,043 common shares, par value $0.01 per share, were outstanding when the ownership by our affiliate
Maiden Reinsurance Ltd. of 42,878,923 common shares were included. These affiliated shares are treated as treasury shares and are not included in the computation of consolidated
book value and earnings per common share.

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 6, 2024 are incorporated by reference into Part III of this Annual Report on Form 10-K.

 
 
Business
Risk Factors
Unresolved Staff Comments
Cybersecurity
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 1C.
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

Page

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E-1
F-1

i

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

• we do not anticipate paying any cash dividends on our common shares for the foreseeable future;

• 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 Senior Notes;
• Maiden Reinsurance owns 29.9% of our total outstanding common shares and thus has a significant ownership and voting stake in our common

shares;

•

•

•

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 common 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 business strategy;

•

•

•

•

•

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;

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;

the property and casualty insurance and reinsurance industry are cyclical in nature, which may affect our overall financial performance; and

net operating losses (and certain other tax attributes or tax benefits of the Maiden Holdings North America, Ltd. ("Maiden NA") tax group) may
be subject to limitation under Section 382 of the Tax Code.

2

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 are not currently underwriting reinsurance business on new prospective risks but have recently underwritten risks on a retroactive basis through Genesis
Legacy  Solutions,  LLC  ("GLS").  For  updated  information  regarding  GLS,  please  refer  to  the  “Legacy  Underwriting  –  Update”  included  in  Item  7.
"Management’s Discussion and Analysis of Financial Condition and Results of Operations - Overview" of this Annual Report on Form 10–K.

We have various historic reinsurance programs underwritten by our wholly owned subsidiary Maiden Reinsurance Ltd. ("Maiden Reinsurance") which are in
run-off, including the liabilities associated with AmTrust which we terminated in 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 Loss Portfolio Transfer and
Adverse  Development  Cover  Agreement  ("LPT/ADC  Agreement")  with  Cavello  Bay  Reinsurance  Limited  ("Cavello")  a  subsidiary  of  Enstar  Group  Limited
("Enstar"),  and  a  commutation  agreement  that  further  reduces  our  exposure  to  and  limits  the  potential  volatility  related  to  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".

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, each with branches in the United Kingdom ("U.K."). Our wholly
owned subsidiary, Maiden Global Holdings Ltd. (“Maiden Global”), is a licensed intermediary in the U.K. 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  Maiden  Reinsurance.  In  2023  and  through  the  date  of  this  report,  we  have  been  evaluating  the
strategic value of Maiden LF and Maiden GF in relation to their ongoing growth and profitability prospects, regulatory capital requirements and ability to create
shareholder value in excess of our target return on capital levels. The Company expects to conclude this review during 2024 and take appropriate actions based on
the findings of that review.

Business Strategy

We  continued  to  deploy  our  revised  operating  strategy  during  2023  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. In that respect, management’s focus is to increase the non-GAAP book value of the Company, which fully reflects the steps
we have taken to protect our balance sheet, primarily through our LPT/ADC Agreement with Cavello, as this represents the ultimate economic value of Maiden.

We also believe that these areas of strategic focus will enhance our profitability through increased returns, which should also increase the likelihood of fully
utilizing the significant net operating loss ("NOL") carryforwards as described further below which would increase both GAAP and non-GAAP book value and
create additional common shareholder value. This strategy presently has two 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; 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.

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.

Strategic Developments in 2023

Our non-GAAP book value, which we believe represents our true economic value, declined by 1.8% during 2023 to $3.19 per common share at December 31,
2023 as strong investment gains were offset by continuing adverse loss development. While our GAAP book value decreased by 11.4% to $2.48 per common
share at December 31, 2023 primarily due to adverse prior year reserve development in our AmTrust Reinsurance segment, approximately 75.6% of the AmTrust
adverse development was related to claims expected to be covered by the LPT/ADC Agreement with Cavello and which we expect will be recognized as future
GAAP income when recovered from Cavello pursuant to both the LPT/ADC Agreement and GAAP accounting requirements.

Our investment activities produced significantly higher returns of $53.1 million during 2023 compared to $24.7 million in 2022, a 114.6% increase, through a
combination of higher yields on certain fixed income assets along with strengthening returns on our alternative investment portfolio, which increased by 13.4%
during 2023 and produced a positive net return of 8.0% during 2023 compared to 2.0% in 2022. These returns are now above our cost of capital despite numerous
investments  continuing  to  be  carried  at  cost  or  net  asset  values  that  have  yet  to  realize  positive  marks  due  to  their  only  recent  deployment.  We  believe  our
alternative investment portfolio remains well positioned to achieve its targeted longer-term returns. As interest rates have risen, we are increasingly focusing our
investing activities on opportunities that will produce current income.

3

The run-off of our historic reinsurance programs significantly underperformed during 2023, and we experienced adverse prior year reserve development of
$38.2  million  which  offset  much  of  the  positive  progress  made  in  our  capital  and  asset  management  strategies.  Of  this  adverse  prior  year  development,  $25.5
million or 66.8% of total adverse development for the year ended December 31, 2023 was related to claims expected to be covered by the LPT/ADC Agreement
with Cavello which will be recognized as future GAAP income when recovered from Cavello pursuant to both the agreement and GAAP accounting requirements.

We also made progress in the capital management pillar of our business strategy, repurchasing 1,439,575 common shares during 2023. As of December 31,
2023, Maiden Reinsurance owns 29.9% of the Company's total outstanding common shares which is eliminated for accounting and financial reporting purposes on
our consolidated financial statements. The voting power of Maiden Reinsurance, with respect to its investment in Maiden Holdings common shares, is capped at
9.5% pursuant to the bye-laws of the Company. The ownership of the common shares by Maiden Reinsurance was made in compliance with Maiden Reinsurance's
investment policy as approved by the Vermont Department of Financial Regulation ("Vermont DFR").

Details of our recent capital transactions are discussed in our Notes to the Consolidated Financial Statements in "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.

Our Principal Operating Subsidiaries

Maiden Reinsurance, a 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 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. As of December 31,
2023, Maiden Reinsurance owns 29.9% of the total outstanding common shares of Maiden Holdings and subject to our bye-laws, has the ability to vote up to 9.5%
of these shares.

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.

GLS is a wholly owned subsidiary of Maiden Reinsurance domiciled in the State of Delaware. GLS Services Company (“GLS Services”) is a wholly owned
subsidiary of GLS. 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 to those companies' operations, 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. Genesis Legacy Insurance Company (Vermont) Limited, is a wholly owned subsidiary of
GLS Services licensed in Vermont, and is the operating entity utilized by GLS to assume portfolios of legacy liabilities. For further information regarding GLS,
please  refer  to  the  “Legacy  Underwriting  –  Update”  included  in  Item  7.  "Management’s  Discussion  and  Analysis  of  Financial  Condition  and  Results  of
Operations - Overview" of this Annual Report on Form 10–K.

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 which was formed in November 2020. 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"), both of which are 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, 2023 and 2022:

For the Year Ended December 31,

($ in thousands)
Diversified Reinsurance
AmTrust Reinsurance

Total

2023

2022

Net Premiums 
Earned

% of Total

Net Premiums 
Earned

% of Total

29,039 
14,930 
43,969 

66.0 % $
34.0 %
100.0  % $

27,983 
9,749 
37,732 

74.2 %
25.8 %
100.0 %

$

$

4

 
 
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 previously 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.

Net premiums written by our Diversified Reinsurance segment operating subsidiaries, excluding intercompany reinsurance, for the years ended December 31,

2023 and 2022 included:

For the Year Ended December 31,

($ in thousands)
Maiden Reinsurance
Maiden LF
Maiden GF

Total

2023

2022

Net Premiums 
Written

% of Total

Net Premiums 
Written

% of Total

$

$

(26)
16,786 
10,344 
27,104 

(0.1)% $
61.9 %
38.2 %
100.0 % $

(332)
14,531 
9,421 
23,620 

(1.4)%
61.5 %
39.9 %
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, 2023 and 2022.

Maiden Global’s business development teams historically 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"). All of these programs are in run-off and no new programs are being sought. With no new written premium, the only remaining earned premium is from
the Australian program that continued through 2023. The table below shows IIS net premiums by line of business for the years ended December 31, 2023 and
2022:

For the Year Ended December 31,

2023

2022

($ in thousands)
Personal Auto - Quota Share Reinsurance
Credit Life - Insurance

Total

Net 
Premiums 
Written

$

$

(7)
27,110 
27,103 

% of Total

— % $

100.0 %
100.0 % $

Net 
Premiums 
Written

(320)
23,944 
23,624 

% of Total

(1.4)%
101.4 %
100.0 %

For the years ended December 31, 2023 and 2022, the Company's net premiums written for Personal Auto on a quota share reinsurance basis were negative. In

2022, negative premiums in Personal Auto were due to the refund of overpaid premium in a U.K. Auto quota share reinsurance program.

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 2023 and 2022.

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.

5

 
 
 
 
 
 
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 (comprised of our Chief Executive Officer and Chief Financial Officer, Group President and most other senior members of management)
monitors and oversees the risk environment and provides direction to mitigate, to an acceptable level, the most significant and material risks that may adversely
affect our ability to achieve our goals. The ERM Committee continually reviews factors that may impact our organizational risk and develops and implements
strategies and action plans to mitigate key risks.

Our ERM program is designed to achieve the following:

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

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

•

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

• Manage risks within our risk appetite; and

• Effective review and reporting of major loss events.

The  first  line  of  defense  assists  with  the  identification  of  risks,  creation  of  appropriate  responses  to  risks,  and  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 have recently underwritten risks on a retroactive basis through GLS. 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;

6

• 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 (i.e. cyber), 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 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

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

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.

7

Our Employees

On March 7, 2024, we had approximately 45 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

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  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 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 (or
group). 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.

As of December 31, 2023, Maiden Reinsurance owns 29.9% of the Company's total outstanding common shares as described above, which is eliminated for
accounting and financial reporting purposes on the Company’s consolidated financial statements. The voting power of Maiden Reinsurance, with respect to its
common shares, will be capped at 9.5% pursuant to

8

the  bye-laws  of  the  Company.  The  ownership  of  our  common  shares  by  Maiden  Reinsurance  was  made  in  compliance  with  Maiden  Reinsurance's  investment
policy which has been approved by the Vermont DFR. The Vermont DFR additionally specifically approved the ownership of the Company's common shares by
Maiden Reinsurance related to the exchange of preference shares that occurred on December 27, 2022 ("Exchange").

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 addition, under the NAIC Model Holding Company Act, as adopted in
Vermont, any person divesting control (10% or more ownership) over an insurer must provide 30 days’ notice to the regulator and the insurer. After receipt of the
notice, the Vermont Insurance Commissioner must determine whether the parties seeking to divest or to acquire a controlling interest will be required to file for or
obtain approval of the transaction. That law may discourage potential acquisition proposals and may delay, deter or prevent an acquisition of control of a direct or
indirect parent of the Company (including Maiden Holdings) (in particular through an unsolicited transaction), even if the shareholders of such parent consider
that transaction to be desirable.

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, because the Company’s and its group’s annual direct written and unaffiliated assumed premium are less than the applicable threshold.

Vermont also adopted the NAIC’s Corporate Governance Annual Disclosure Model Act ("CGAD"). CGAD requires an annual filing by an insurer or insurance
group  that  provides  detailed  information  regarding  their  governance  practices  as  well  as  sample  documentation  on  their  corporate  governance  structure  and
policies.

In  May  of  2022,  Vermont  adopted  the  NAIC  Insurance  Data  Security  Model  Law  (the  “Cybersecurity  Model  Law”),  which  applies  to  those  licensed,
authorized to operate, or registered under Vermont’s insurance law, with limited exceptions. Vermont’s implementation of the Cybersecurity Model Law requires
licensees to, among other things, conduct risk assessments based on detailed requirements; develop, implement, and maintain a comprehensive written information
security  program  that  includes  a  cybersecurity  incident  response  plan,  monitor  emerging  threats  or  vulnerabilities  and  use  reasonable  and  appropriate  security
measures when sharing information; include cybersecurity risks in its ERM process; provide cybersecurity awareness training to personnel and update the training
as necessary; and respond to cybersecurity events by conducting a prompt investigation and taking reasonable corrective action.

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 latest RBC reports on February 29, 2024 for the 2023 calendar
year, and the reported RBC levels exceed Vermont's RBC requirements. Maiden Reinsurance continues to invest excess capital pursuant to our current 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.

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

9

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. Maiden Reinsurance only completed its re-domestication to Vermont in 2020, and it is therefore 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 five 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 U.K. Bermuda is not covered under this agreement.

Sweden Insurance Regulation

Maiden LF and Maiden GF are subject to regulation and supervision by Finansinpektionen, the Swedish financial supervisory authority (“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

10

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

The  U.K  left  the  EU  on  January  31,  2020  ("Brexit").  Maiden  LF  and  Maiden  GF  subsequently  established  branches  in  the  U.K.  to  enable  us  to  continue
underwriting  in  the  U.K.  post-Brexit.  The  branches  were  initially  accepted  into  the  U.K.'s  Temporary  Permissions  Regime  which  allowed  them  to  continue  to
write  insurance  in  the  U.K.  In  May  2022,  both  branches  were  authorized  by  the  Prudential  Regulation  Authority  (“PRA”)  and  Financial  Conduct  Authority
(“FCA”).  Both  branches  are  now  authorized  and  regulated  by  the  PRA  and  FCA.  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”) 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 ("Registrar") on that basis. Any entity that must satisfy economic substance requirements but fails to do so
could face automatic disclosure to competent authorities in the EU of the information filed by the entity with the Registrar, face financial penalties, restriction or
regulation of its business activities and/or may be struck off as a registered entity in Bermuda.

The Terrorism Risk Insurance Program Reauthorization Act of 2019

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. TRIPRA has impacted
some of 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  for  TRIA  and  TRIPRA,  including  U.S.  Treasury  Department  issued  interpretive  letters,  are
found 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.  Our  U.S.  subsidiaries  are  subject  to  federal,  state  and  local  corporate  income  taxes  and  other  taxes  applicable  to  U.S.  corporations.  The
Company has subsidiary operations in various other locations around the world, including Canada, Ireland, Sweden and the U.K., that are subject to relevant taxes
in those jurisdictions. 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.

Bermuda  recently  enacted  the  Corporate  Income  Tax  Act  2023  on  December  27,  2023  (the  “CIT  Act”).  Entities  subject  to  tax  under  the  CIT  Act  are  the
Bermuda constituent entities of multi-national groups. A multi-national group is defined under the CIT Act as a group with entities in more than one jurisdiction
with consolidated revenues of at least €750 million for two of the four previous fiscal years. If Bermuda constituent entities of a multi-national group are subject to
tax under the CIT Act, such tax is charged at a rate of 15% of the net income of such constituent entities (as determined in accordance with the CIT Act, including
after adjusting for any relevant foreign tax credits applicable to the Bermuda constituent entities). No tax is

11

chargeable  under  the  CIT  Act  until  tax  years  starting  on  or  after  January  1,  2025.  The  Company's  consolidated  revenues  do  not  presently  meet  the  minimum
amounts for taxation under the CIT Act.

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 25%. 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

The Tax Cuts and Jobs Act (the "2017 Act") reduced the corporate U.S. tax rate to 21%, eliminated the alternative minimum tax and limited the deductibility of
interest  expense,  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"). 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. The U.S. Treasury Department recently
issued final and proposed regulations intended to clarify the application of the insurance income exception to the classification of a non-U.S. insurer as a PFIC and
provide guidance on a range of issues relating to PFICs, and recently issued proposed regulations that would expand the scope of the RPII rules. New regulations
or pronouncements interpreting or clarifying such rules may be forthcoming as well. 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. 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. ("U.S. person") 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.

12

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 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,  1   Floor,  Pembroke  HM  08,  Bermuda,  Attention:  Secretary.
Reports and other information we file with the SEC may also be viewed at the SEC’s website at www.sec.gov or viewed or obtained at the SEC Public Reference
Room at 100 F Street, N.E., Washington, DC 20549.

st

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, 1  Floor, 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.

st

13

Item 1A. Risk Factors.
Introduction

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

Business

We  have  incurred  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 a net loss of $38.6 million in 2023, compared to net loss of $60.0 million during 2022, largely the result of adverse reserve development from the
run-off of our legacy reinsurance obligations. While we have taken significant actions in recent years to strengthen our loss reserve and capital position, these
older  liabilities  are  dependent  on  the  reporting  by  our  ceding  companies  and  can  be  subject  to  volatility.  While  we  have  purchased  additional  reinsurance
protection to eliminate potential volatility of loss reserves from this legacy business, the accounting for this reinsurance protection precludes us from recognizing
recoveries until paid losses reach certain contractual retention limits in the agreement and thus our GAAP results reported herein will not reflect this reinsurance
until those limits are exceeded, which we presently expect to occur before the end of 2024. 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.

We  have  taken  steps  to  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. While we believe these actions along with our revised strategy will produce 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 have written 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. Since 2020,
our revised strategy includes 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. We now expect to extend our strategy by expanding our activities in insurance
distribution, particularly managing general agencies, which may selectively be supported by active reinsurance underwriting of new prospective risks. As part of
its re-domestication to the State of Vermont in the U.S., Maiden Reinsurance is required 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.

For example, in 2020 we formed GLS which specialized 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  to  those  companies'  operations,  working  with  clients  to  develop  and  implement  finality  solutions  including
acquiring entire companies. We believed the formation of GLS was highly complementary to our overall longer-term strategy. However, a combination of factors,
including market conditions in the sector GLS focuses on, resulted in an inability for GLS to gain sufficient scale to achieve its objectives or earn a profit, and its
results did not reach the objectives we expected it to over time. Having completed the capital commitment we made to GLS in 2020, we have determined to not
commit any additional capital to new opportunities and to run-off the existing accounts GLS underwrote.

14

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.

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, the 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, 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, including in 2023. 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 claims 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

15

extent  of  liability  under  our  reinsurance  contracts  may  not  be  known  for  many  years  after  a  contract  is  issued.  Our  exposure  to  these  uncertainties  could  be
exacerbated by an increase in insurance and reinsurance contract disputes, arbitration and litigation.

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

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

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

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

year.

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

At  December  31,  2023,  we  had  $558.6  million  due  to  us  from  one  reinsurer,  Cavello,  consisting  of  losses  recoverable  from  Cavello  under  the  retrocession
agreement  of  $43.2  million  and  reinsurance  recoverable  on  unpaid  losses  under  the  retroactive  reinsurance  agreement  of  $515.5  million.  Cavello  provided
collateral in the form of a letter of credit in the amount of $445.0 million to AmTrust under the 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, 2023, the amount of collateral required was $490.1 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 premiums 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 is 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  and  Maiden  GF.  As  we  write  these  risks,  we  similarly  seek  to
manage our loss exposure by maintaining a disciplined

16

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  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.

Additionally, some of our subsidiaries collect, use, store, transmit, retrieve, retain and otherwise process confidential and personally identifiable information in
their  information  systems  in  and  across  multiple  jurisdictions,  and  they  are  subject  to  a  variety  of  confidentiality  obligations  and  privacy,  data  protection  and
information  security  laws,  regulations,  orders  and  industry  standards  in  the  jurisdictions  in  which  they  do  business.  The  regulatory  environment  surrounding
information security, data privacy and cybersecurity is evolving and increasingly demanding. A number of our subsidiaries are subject to numerous U.S. federal
and state laws and non-U.S. regulations governing the protection of personally identifiable and confidential

17

information of their customers and employees. On October 24, 2017, the NAIC adopted an Insurance Data Security Model Law, which requires licensed insurance
entities to comply with detailed information security requirements. The NAIC model law has been adopted by certain states, including Vermont, which may raise
compliance  costs  or  increase  the  risk  of  noncompliance,  and  noncompliance  could  subject  our  insurance  subsidiaries  to  regulatory  enforcement  actions  and
penalties, as well as reputational harm. Any such events could potentially have an adverse impact on our insurance subsidiaries’ business, results of operations,
financial condition and cash flows.

Because the interpretation and application of many privacy and data protection laws along with contractually imposed industry standards are uncertain, it is
possible that these laws may be interpreted and applied in a manner that is inconsistent with our insurance subsidiaries’ existing data management practices or the
features of their services and platform capabilities. Any failure or perceived failure by our insurance subsidiaries, or any third parties with which they do business,
to comply with their posted privacy policies, changing consumer expectations, evolving laws, rules and regulations, industry standards, or contractual obligations
to which they or such third parties are or may become subject, may result in actions or other claims against our insurance subsidiaries by governmental entities or
private actors, the expenditure of substantial costs, time and other resources or the incurrence of significant fines, penalties or other liabilities. In addition, any
such  action,  particularly  to  the  extent  our  insurance  subsidiaries  were  found  to  be  guilty  of  violations  or  otherwise  liable  for  damages,  would  damage  their
reputation and adversely affect their business, financial condition and results of operations.

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.  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 10.6% of fixed maturity investments at December 31, 2023.  As with other fixed income
investments, the fair value of these securities fluctuates depending on market and other general economic conditions and the interest rate environment. Changes in
interest rates can expose us to changes in the prepayment rate on these investments. In periods of declining interest rates, mortgage prepayments generally increase
and mortgage-backed securities ("MBS") are prepaid more quickly, requiring us to reinvest the proceeds at lower market rates. Conversely, in periods of rising
rates,  mortgage  prepayments  generally  fall,  preventing  us  from  taking  full  advantage  of  the  higher  level  of  rates.  However,  economic  conditions  may  curtail
prepayment activity on the underlying mortgages if refinancing is difficult, thus limiting prepayments on the MBS portfolio. In the event that these conditions
persist  and  result  in  a  prolonged  period  of  economic  uncertainty,  our  results  of  operations,  our  financial  condition  and/or  liquidity,  and  our  prospects  could  be
materially and adversely affected.

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

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

Liquidity, Capital Resources and Investments

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

Maiden Holdings is a holding company. As a result, we do not have, and will not have, any significant operations or assets other than our ownership of the
shares of our subsidiaries. Dividends and other permitted payments from our operating subsidiaries are expected to be our sole source of funds to meet ongoing
cash requirements at Maiden Holdings, including debt service payments and other expenses. As of December 31, 2023 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, 2023, restricted cash and cash equivalents and fixed maturity investments used as collateral were $219.9 million and represents 75.0% 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, 2023,
Maiden Reinsurance had $40.6 million in unrestricted cash and cash equivalents and fixed maturity investments. On a consolidated basis, the Company had $73.4
million in unrestricted cash and cash equivalents and fixed maturity investments at December 31, 2023.

Based on our current estimate of 2024 financial projections, we believe we will have sufficient liquidity to meet and fulfill our obligations including payments
due under our outstanding publicly-traded senior notes which were issued in 2013 (the "2013 Senior Notes") by Maiden NA in the principal amount of $152.4
million, all of which is currently outstanding and is

18

subject to a guarantee by Maiden Holdings, and our outstanding publicly-traded senior notes which were issued in 2016 (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").

The Company also has total unfunded commitments on alternative investments of $100.8 million at December 31, 2023 which included commitments for other

investments, private equity securities and equity method investments.

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, 2023, total investments of $559.6 million represented 92.9%
of  our  total  cash  and  investments.  Total  investments  included  other  investments  of  $182.8  million,  or  32.7%  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 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, the duration of
our  liability  for  loss  reserves  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, 2023 and 2022, 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

2023

2022

1.2
5.8
1.6

1.3
5.3
1.1

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

19

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 2023, we increased the amount allocated to such investments, and at December 31, 2023, 51.3% of our total cash and investments
were categorized as equity securities, other investments and equity method investments on our consolidated balance sheets compared to 43.0% as of December 31,
2022.

We expect to continue to increase this allocation over future periods and have committed $100.8 million to future alternative investments as of December 31,
2023. 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  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. 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 or secured 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 financial markets due to higher interest
rates along with tighter credit underwriting may limit our ability to access the credit or equity markets. If we are able to raise capital through equity financings, the
interest of shareholders in our Company would be diluted, and the securities we issue may have rights, preferences and privileges that are senior to those of our
common shares.

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

20

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.

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  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.

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

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

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

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.

Climate change may adversely impact our results of operations and/or our financial position.

Global  climate  change  has  been  linked  to  a  number  of  factors  that  contribute  to  the  increased  unpredictability,  frequency,  duration  and  severity  of  weather
events, including changing weather patterns, a rise in ocean temperatures, and sea level rise. Global climate change and global climate change transitions could
lead to new or enhanced regulation, which may be difficult or costly to comply with, or impact assets that we invest in, which may result in realized and unrealized
losses in future periods that could have a material adverse impact on our results of operations and/or financial position. It is not possible to foresee the impacts of
potential future climate regulation, or which, if any, assets, industries or markets may be materially and adversely affected by global climate change and global
climate change transitions, nor is it possible to foresee the magnitude of such effects.

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

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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) 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 accident and sickness (Classes 1 and 2), other
property damage (Class 9) and 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
capital, surplus, or other aspects of 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.

Our risk management policies and procedures may prove to be ineffective and leave us exposed to unidentified or unanticipated risk.

We have developed and continue to develop enterprise-wide risk management policies and procedures to mitigate risk and loss to which we are exposed. There
are inherent limitations to risk management strategies because there may exist, or develop in the future, risks that we have not anticipated, identified or accurately
assessed.  If  our  risk  management  policies  and  procedures  are  ineffective,  we  may  suffer  unexpected  losses  and  could  be  materially  adversely  affected.  As  our
business changes and the markets in which we operate evolve, our risk management framework may not adapt at the same pace as those changes. As a result, there
is  a  risk  that  new  products  or  new  business  strategies  may  present  risks  that  are  not  adequately  identified,  monitored  or  managed.  In  times  of  market  stress,
unanticipated market movements or unanticipated claims experience, the effectiveness of our risk management strategies may be insufficient, resulting in losses to
us. In addition, we may be unable to effectively review and monitor all risks and our employees may not follow our risk management policies and procedures.

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In  addition,  the  NAIC  and  state  legislatures  and  regulators  have  increased  their  focus  on  risks  within  an  insurer’s  holding  company  system  that  may  pose
enterprise  risk  to  insurers.  Our  insurance  company  subsidiaries  are  subject  to  regulation  in  Vermont.  Vermont  has  adopted  regulations  for  insurance  holding
companies to adopt a formal ERM function and to file an annual enterprise risk report. The regulations also require most domestic insurers to conduct an ORSA
and to submit an ORSA summary report prepared in accordance with the NAIC’s ORSA Guidance Manual. While we operate within an ERM framework designed
to assess and monitor our risks, we may not be able to effectively review and monitor all risks, our employees may not all operate within the ERM framework and
our ERM framework may not result in our accurately identifying all risks and limiting our exposures based on our assessments.

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.

Moreover, our insurance subsidiaries are required to comply with statutory accounting principles ("SAP"). SAP and various components of SAP are subject to
constant review by the NAIC and its task forces and committees, as well as state insurance departments, in an effort to address emerging issues and otherwise
improve financial reporting. Various proposals are pending before committees and task forces of the NAIC, some of which, if enacted and adopted on a state level,
could have negative effects on insurance industry participants. The NAIC continuously examines existing laws and regulations. We cannot predict whether or in
what form such reforms will be enacted and, if so, whether the enacted reforms will positively or negatively affect us.

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” and therefore would apply to Maiden Holdings. However, because Maiden Holdings’ primary function is to acquire and hold
shares or equitable interests in other entities and it does not perform any commercial activities, we believe we are only subject to the ESA’s minimum economic
substance requirements, and we file an annual declaration with the Registrar on that basis.

Even  as  a  pure  equity  holding  entity,  Maiden  Holdings  will  still  be  required  to  demonstrate  compliance  with  the  ESA  that  we  have  “adequate”  economic

substance in Bermuda, and therefore should have adequate people for holding and managing equity participation, and adequate premises in Bermuda.

Given that the legislation is new and remains subject to further clarification and interpretation, the meaning of "adequate" in this context remains unclear. It is
not currently possible to ascertain the steps required to ensure our continued compliance with the ESA, which 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.

Legislation enacted in Bermuda as to Corporate Income Tax may affect our operations.

Bermuda recently enacted the CIT Act. Entities subject to tax under the CIT Act are the Bermuda constituent entities of multi-national groups. A multi-national
group is defined under the CIT Act as a group with entities in more than one jurisdiction with consolidated revenues of at least €750 million for two of the four
previous fiscal years. If Bermuda constituent entities of a multi-national group are subject to tax under the CIT Act, such tax is charged at a rate of 15% of the net
income of such constituent entities (as determined in accordance with the CIT Act, including after adjusting for any relevant foreign tax credits applicable to the
Bermuda constituent entities). No tax is chargeable under the CIT Act until tax years starting on or after January 1, 2025. The Company's consolidated revenues
do not presently meet the minimum amounts for taxation under the CIT Act, however it is possible that the CIT Act may have an adverse effect on our results of
operations going forward. We  are  considering  the  CIT  Act  and  will  evaluate  the  impact  of  the  CIT  Act  on  our  operations  as  further  information  and  guidance
becomes available.

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

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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 shareholders and meet ongoing cash requirements, including debt service payments, if any, and other expenses. 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. The inability of our subsidiaries to pay dividends in an amount sufficient to
enable  us  to  meet  our  cash  requirements  at  the  holding  company  level  could  have  a  material  adverse  effect  on  our  business,  financial  condition  and  results  of
operations. Any capital distribution of any kind out of Maiden Reinsurance requires the prior approval of the Vermont DFR.

The timing and amount of any cash dividends on our common shares are at the discretion of our 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.

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, which required regulatory approval, 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 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.

Maiden  Reinsurance  owns  approximately  29.9%  of  our  total  outstanding  common  shares  and  thus  has  a  significant  ownership  and  voting  stake  in  our
common shares.

As  a  result  of  the  common  shares  issued  as  part  of  the  Exchange  on  December  27,  2022,  Maiden  Reinsurance  owns  approximately  29.9%  of  our  total
outstanding common shares and subject to our bye-laws, has the ability to vote up to 9.5% of these shares. As our wholly owned subsidiary, Maiden Reinsurance’s
economic and voting interests in our common shares may not be aligned with other shareholders and it could take positions that may differ from, and which could
adversely affect the interests of, other shareholders.

Our common shares owned by Maiden Reinsurance are not retired and could be sold to other shareholders, which could dilute the ownership interests  of
other shareholders and reduce our book value and earnings per common share.

For the purposes of our consolidated financial statements, our common shares owned by Maiden Reinsurance are treated similar to treasury shares and not
included in the computation of consolidated book value and earnings per common share. However, these shares are not retired and Maiden Reinsurance retains
both economic and voting interests in our shares (subject to limitations in our bye-laws, Maiden Reinsurance has a 9.5% voting interest in our common shares).
Maiden Reinsurance thus retains the ability to sell those shares in the open market or through privately negotiated transactions, subject to applicable securities
laws  and  regulations.  If  Maiden  Reinsurance  were  to  engage  in  such  transactions,  then  the  number  of  outstanding  shares  for  consolidated  financial  reporting
purposes would increase and thus reduce our book value and earnings per common share.

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.

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

24

do so for the foreseeable future. This has resulted in a significant reduction in our revenues. Our profitability can also be affected significantly by:

•

•

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 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 shares.

The market price for our 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 7, 2024, 100,472,120 common shares were outstanding when the
ownership  by  our  affiliate  Maiden  Reinsurance  of  42,878,923  common  shares  were  excluded,  which  consists  of  41,439,348  common  shares  issued  to  Maiden
Reinsurance  in  the  Exchange  and  1,439,575  shares  directly  purchased  on  the  open  market.  These  shares  are  reflected  as  treasury  shares  on  the  Consolidated
Balance Sheet and not treated as outstanding shares in the computation of consolidated book value and earnings per common share on December 31, 2023. A
significant percentage of our outstanding common shares are held by affiliates, including Maiden Reinsurance, and as a result, your common shares may not have
sufficient liquidity in the trading markets.

In addition, we have reserved 5,668,408 common shares remaining for issuance under our 2019 Omnibus Incentive Plan. As of March 7, 2024, there were
121,500 stock options outstanding and 975,027 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 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. Subject to limitations in our bye-laws, Maiden Reinsurance will be limited to a 9.5% voting interest in our common shares. 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.

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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 affect
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:

•

•

•

•

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

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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.

Employee Issues

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

Our success depends largely on our senior management, which includes, among others, Patrick J. Haveron, our Chief Executive Officer and Chief Financial

Officer, and Lawrence F. Metz, our Executive Vice Chairman and Group President. 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, it may be difficult for us to retain staff and recruit competent new executives and staff. Our inability to
attract  and  retain  additional  personnel  or  the  loss  of  the  services  of  any  of  our  senior  executives  or  key  employees  could  delay  or  prevent  us  from  fully
implementing our business strategy and could significantly and negatively affect our business.

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

Currently, Maiden Holdings employs six non-Bermudians who are work permit holders in our Bermuda office including Messrs. Haveron and Metz. 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. A waiver from advertising is
automatically granted in respect of any chief executive officer position and other chief officer positions. 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

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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 exit from the EU could adversely affect us.

The UK left the EU on January 31, 2020. Maiden LF and Maiden GF have subsequently established UK branches to enable us to continue underwriting in the
UK post-Brexit. Maiden LF, UK Branch and Maiden GF, UK Branch were authorized by the Prudential Regulatory Authority and Financial Conduct Authority on
May 30, 2022 and May 12, 2022 respectively. As a result, our regulatory compliance oversight and reporting requirements have increased.

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.

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, 2023, 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  Terminations,  the  AmTrust  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 the Company 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.  Due  to  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.

Effective July 1, 2007, we entered into a quota share agreement with AII, which reinsures AmTrust’s insurance company subsidiaries, and a master agreement
with  AmTrust,  as  amended  ("Master  Agreement"),  pursuant  to  which  Maiden  Reinsurance  and  AII  entered  into  the  AmTrust  Quota  Share.  Because  Leah
Karfunkel  (wife  of  the  late  Michael  Karfunkel),  George  Karfunkel  and  Barry  Zyskind  (the  Company's  non-executive  chairman)  collectively  own  or  control
approximately 55.2% of the outstanding common shares of Evergreen Parent, L.P., the ultimate parent of AmTrust, and our Founding Shareholders sponsored our
formation, we may be deemed to be an affiliate of AmTrust.

Leah Karfunkel (wife of the late Michael Karfunkel), George Karfunkel and Barry Zyskind (the Company's non-executive chairman) each own or control less
than 5.0% of the outstanding shares of the Company based on their most recent individual public filings. Due to our close business relationship with AmTrust, we
may be presented with situations involving conflicts of interest with respect to the agreements and other arrangements we will enter into with AmTrust and its
subsidiaries,  exposing  us  to  possible  claims  that  we  have  not  acted  in  the  best  interest  of  our  shareholders.  The  arrangements  between  us  and  AmTrust  were
modified after they were originally entered into and there could be future modifications.

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

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

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

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

At December 31, 2023, we provided $449.1 million of collateral to AmTrust, AII and AEL in the form of trusts, letters of credit, funds withheld and a loan.
This collateral includes $128.5 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 3.5%, subject to annual adjustment. The annual interest rate was 2.1% for the duration
of 2022.

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

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 40.2% of our AmTrust Reinsurance segment's reserve for loss and LAE at December 31, 2023 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.

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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.

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 required EU member states to transpose the rules into their national laws by December 31, 2023 with certain measures initially
coming into effect from January 1, 2024. In 2023, a number of jurisdictions (including Sweden and the UK) passed legislation to implement the OECD/G20's
model rules into domestic law with effect from January 1, 2024.

The proposals, in particular in relation to Pillar Two, are broad in scope and include a number of exemptions which may be available to us, however we are

unable to determine at this time the extent to which the proposals will impact our operations and results.

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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 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, there is considerable uncertainty as to which activities constitute being engaged in a trade or business within the U.S., so we cannot be certain that

the IRS will not contend successfully that Maiden Holdings and/or any of its non-U.S. subsidiaries 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,  2023.  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.

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 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 number 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.

Further, recently proposed regulations could, if finalized in their current form, substantially expand the definition of RPII to include insurance income of our
non-U.S. subsidiaries with respect to certain affiliate reinsurance transactions. If these proposed regulations are finalized in their current form, it could limit the
Company’s ability to execute affiliate reinsurance transactions that would otherwise be undertaken for non-tax business reasons in the future and could increase
the risk that potential exceptions to the RPII rules would not be available in a particular taxable year, which could result in RPII being taxable to certain U.S.
persons holding our shares. 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. Prospective
investors are urged to consult their tax advisors with respect to these rules.

31

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 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.

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

32

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.

Impact of U.S. Tax Reform

We  are  unable  to  predict  all  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 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 25% 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 31% 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.

33

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 have recently underwritten 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.

None.

34

Item 1C. Cybersecurity.

Cybersecurity Risk Management and Strategy

The  Company  employs  a  comprehensive,  cross-departmental  approach  to  continuously  assess,  identify,  and  manage  potential  cybersecurity  risks.  Our
cybersecurity risk management program involves collaboration between our employees, the information technology (“IT”) team, our Chief Information Security
Officer  (“CISO”),  and  our  Enterprise  Risk  Management  Committee,  as  overseen  by  the  Board  of  Directors,  primarily  through  its  Audit  Committee.  The
Company’s  cybersecurity  policies,  standards,  processes,  and  practices  are  integrated  into  the  Company’s  overall  risk  management  program  and  we  regularly
consider cybersecurity risks in the context of material risks to the Company.

Our cybersecurity risk management program categorizes cybersecurity risks into five areas: identify, protect, detect, respond, and recover. We regularly assess
the cybersecurity threat landscape, employing a layered cybersecurity strategy that emphasizes prevention, detection, and mitigation through a variety of technical
and operational measures. As a part of our cybersecurity risk management program, our information security program is tailored to address identified risks, while
aligning with pertinent business requirements.

We foster a shared responsibility for the Company’s cybersecurity with all our employees, conducting periodic phishing simulation campaigns and providing
regular, mandatory security awareness training to enhance awareness and readiness against cyber threats. Certain roles require additional role-based, specialized
cybersecurity  training.  To  protect  our  data  and  information  systems,  we  maintain  Company-wide  cybersecurity  policies  and  procedures  regarding  encryption
standards, malware protection, remote access, multifactor authentication, confidential information, and internet, social media, email, and wireless device usage.
The CISO and IT team review and update such policies and procedures to adapt to evolving cybersecurity landscapes, industry best practices, and regulatory and
statutory updates. Our CISO conducts thorough reviews of these updates at least annually to ensure their continued relevance and effectiveness in safeguarding the
Company’s assets and business interests.

We  continually  seek  to  improve  our  cybersecurity  posture,  encompassing  end-user  training,  layered  defenses,  critical  asset  identification  and  protection,
enhanced monitoring and alerting, and engagement with third-party experts as needed to evaluate the efficacy of our security measures. We engage reputable third-
party  tools  and  products  to  assist  in  the  monitoring,  protection,  detection,  and  potential  remediation  of  cybersecurity  threats  and  incidents.  We  also  regularly
evaluate  cybersecurity  risks  associated  with  our  use  of  third-party  service  providers,  conducting  an  annual  review  of  hosted  applications  and  assessing  their
cybersecurity preparedness.

Cybersecurity Governance and Oversight

Our  CISO  is  primarily  responsible  for  the  assessment  and  management  of  the  Company’s  material  cybersecurity  risks  and  the  related  cybersecurity  risk
management  policies  and  procedures.  Our  CISO  oversees  our  cybersecurity  risk  management  and  information  security  programs  and  provides  quarterly  status
reports  to  the  Audit  Committee.  Our  CISO  possesses  over  25  years  of  experience  in  various  technology  and  cybersecurity  operations,  holds  the  following
certifications  from  ISC2,  Information  Systems  Security  Management  Professional  (ISSMP),  Certified  Information  Systems  Security  Professional  (CISSP),
Certified Cloud Security Professional (CCSP), Certified in Governance, Risk and Compliance (CGRC) as well as ISACA certifications of Certified Information
Security Manager (CISM) and Certified in Risk and Information Systems Control (CRISC). Other key members of management assist our CISO in the oversight
of cybersecurity risk management.

We have established an incident response team which is composed of individuals from our various IT and managerial functions and consults with members of

internal departments, as needed to perform an impact analysis of security incidents which may have a material affect on the Company,

The  Audit  Committee  has  responsibility  for  oversight  of  information  and  cybersecurity  risks  and  assessment  of  cyber  threats  and  defenses,  and  it  oversees
management  to  ensure  that  the  processes  designed,  implemented,  and  maintained  with  respect  to  such  risks  are  functioning  as  intended  and  adapted  when
necessary to respond to changes in our strategy, as well as emerging risks. Given the importance of information security and cybersecurity to our stakeholders, our
Enterprise Risk Management Committee and our Audit Committee review quarterly reports from our CISO regarding the Company’s cybersecurity strategies for
mitigating known risks, newly identified risks, existing projects, and key performance insights and engage in discussions with management based on such reports
and other recent developments.

Cybersecurity Incident Reporting and Management

We  have  not  identified  any  cybersecurity  incidents  that  have  materially  affected  or  vulnerabilities  to  cybersecurity  threats  that  are  reasonably  likely  to
materially affect us, including our business strategy, results of operations, or financial condition. However, we remain vigilant and prepared to respond effectively
to any incidents, should they arise.

35

Item 2. Properties.

We  currently  lease  office  space  in  Pembroke,  Bermuda  (our  corporate  headquarters),  New  York,  the  U.K.,  Sweden  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.

36

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. On June 29, 2023, the Administrative Review Board issued a decision and order which summarily
affirmed the September 2, 2021 decision and order of the Administrative Law Judge. The decision and order of the Administrative Review Board became the final
order of the Secretary of Labor on July 27, 2023. On July 28, 2023, Mr. Turin filed a petition for review of the final order of the Secretary of Labor in the United
States Court of Appeals for the Second Circuit. The Secretary of Labor is the respondent before the Second Circuit and the Court granted the Company's petition
to intervene in order to present its position to the Court. The parties are awaiting a briefing order.

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. On February 7, 2023, the District Court
denied  Plaintiffs’  motion  for  reconsideration  of  the  District  Court’s  decision  denying  Plaintiffs’  objection  to  the  Magistrate  Judge’s  December  2021  ruling  on
discovery. On May 26, 2023, the Company filed a Renewed Motion to Dismiss the Second Amended Complaint or, in the Alternative, for Summary Judgment,
which has been fully briefed. On December 19, 2023, the U.S. District Court for the District of New Jersey granted summary judgment on plaintiffs’ claim for
securities fraud under Section 10(b) of the Securities Exchange Act to Maiden Holdings, Ltd. and individual defendants Arturo Raschbaum, Karen Schmitt, and
John Marshalek. The Court held that the factual record failed to support, as a matter of law, plaintiffs’ allegations that the defendants had made false statements
regarding the Company’s loss reserves. The Court also dismissed plaintiffs’ claims that the individual defendants were liable as control persons under Section
20(a) of the Securities Exchange Act for any such alleged false statements. Plaintiffs have appealed to the United States Court of Appeals for the Third Circuit.

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.

37

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 7, 2024, the closing sale price of our common share was $1.41 per share and there were 20 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
common  shareholders  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 year
ended  December  31,  2023,  Maiden  Reinsurance  repurchased  1,439,575  common  shares  at  an  average  price  per  share  of  $1.83  under  our  authorized  share
repurchase plan (2022 - none). The Company's remaining authorization for common share repurchases was $71.6 million at December 31, 2023 (December 31,
2022 - $74.2 million). No repurchases of common shares were made subsequent to December 31, 2023 and through the period ended March 12, 2024 under the
Company's share repurchase authorization plan.

During the year ended December 31, 2023, we repurchased a total of 128,731 (2022 - 403,716) common shares at an average price of $2.25 per share (2022 -
$2.50)  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.

Exchange of Preference Shares

On December 27, 2022, the Company completed the Exchange with record holders of the Series A, C and D Preference Shares. The Company offered three
common shares as consideration for each share of the Series A, C and D Preference Shares tendered. A total of 1,500,050 shares of Series A Preference Shares,
1,744,028  shares  of  Series  C  Preference  Shares,  and  1,542,806  shares  of  Series  D  Preference  Shares  were  accepted,  resulting  in  the  issuance  of  14,360,652
common shares to non-affiliates at a fair value of $28.4 million. The Exchange was accounted for as an extinguishment resulting in derecognition of the $119.7
million carrying amount of Series A, C and D Preference Shares tendered, elimination of $4.0 million of original issuance costs, recognition of the $25.9 million
excess of the fair value of the common shares issued over par value, net of $2.4 million issuance costs, as additional paid in capital, and recognition of the $87.2
million excess of the carrying amount of the Preference Shares redeemed over the fair value of the common shares issued as an increase to retained earnings.

The number of the Company's Series A, C and D Preference Shares held by Maiden Reinsurance pursuant to the tender offer in 2020 to repurchase Preference
Shares and the Board authorizations to repurchase Preference Shares approved on March 3, 2021 and May 6, 2021 ("2021 Preference Share Repurchase Program")
was 13,813,116 as at December 27, 2022. Therefore, 41,439,348 common shares were issued to Maiden Reinsurance in exchange for the Preference Shares held
which are reflected as treasury shares on the Consolidated Balance Sheet and are not treated as outstanding shares on December 31, 2023.

As a result of the Exchange, the Preference Shares were delisted and no longer trade on the New York Stock Exchange, and there are no remaining issued and
outstanding Preference Shares as at December 31, 2023. All rights of the former holders related to ownership of the Preference Shares terminated upon completion
of the Exchange.

Equity Compensation Plans

Please see "Notes to Consolidated Financial Statements - Note 14. Share Compensation and Pension Plans" included under Item 8 "Financial Statements and

Supplementary Data" of this Annual Report on Form 10-K for a discussion about the Company's equity compensation plans.

38

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  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.

As discussed in the “Legacy Underwriting – Update” below,  we  have  fulfilled  our  capital  commitment  to  GLS  and  determined  not  to  commit  any  further
capital to GLS for new accounts. Further, we presently do not anticipate any further contracts in the legacy management segment, as we no longer consider it part
of our strategy to produce acceptable shareholder returns.

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

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.  Our  wholly  owned  subsidiary,  Maiden  Global,  is  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. In 2023 and through
the date of this report, we have been evaluating the strategic value of Maiden LF and Maiden GF in relation to their ongoing growth and profitability prospects,
regulatory  capital  requirements  and  ability  to  create  shareholder  value  in  excess  of  our  target  return  on  capital  levels.  The  Company  expects  to  conclude  this
review during 2024 and take appropriate actions based on the findings of that review.

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, both of
which are in run-off effective as of January 1, 2019. Please refer to Item 1. "Business - Our Reportable Segments" section for further discussion on our reportable
segments.

Business Strategy

We  continued  to  deploy  our  revised  operating  strategy  during  2023  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. In that respect, management’s focus is to increase the non-GAAP book value of the Company, which fully reflects the steps
we have taken to protect our balance sheet, primarily through our LPT/ADC Agreement with Cavello, as this represents the ultimate economic value of Maiden.

We also believe that these areas of strategic focus will enhance our profitability through increased returns, which should also increase the likelihood of fully
utilizing  the  significant  NOL  carryforwards  as  described  further  below  which  would  increase  both  GAAP  and  non-GAAP  book  value  and  create  additional
common shareholder value. This strategy now presently has two 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; and

39

•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.

As our insurance liabilities run-off and these strategies potentially develop along timelines longer than initially anticipated, we may allocate capital to other

insurance activities that produce more consistent levels of revenue and profit as we seek to create longer-term shareholder value.

As  part  of  our  ongoing  strategic  evaluation  of  both  the  insurance  and  reinsurance  marketplace  and  the  ability  of  both  the  fee-based,  distribution  and  the
reinsurance markets to increase our current income and improve our ability to utilize and recognize our deferred tax assets, we increasingly believe expansion of
those strategies may be appropriate. We are exploring fee-based and distribution opportunities which are non-risk bearing and capital efficient and given ongoing
changes in reinsurance markets, can be potentially complemented by limited and selective deployment of reinsurance capacity to supplement those activities and
enhance returns to shareholders.

To date, we invested $13.9 million in MGA platforms and these investments have achieved an internal rate of return of 29.2% and a multiple of capital of

1.65x on those investments.

Further, we have not engaged or pursued active reinsurance underwriting of new prospective risks as our assessment of the reinsurance marketplace along with
our current operating profile has been that the risk-adjusted returns that may be produced via such underwriting are likely to be lower over the long-term than our
cost of capital. However, as interest rates have increased and moved towards historically observed levels, risk-adjusted returns for active reinsurance underwriting
of  new  prospective  risks  may  become  more  attractive  and  while  we  have  no  immediate  plans  to  resume  such  underwriting,  we  continue  to  evaluate  if  such  a
strategy, even on a limited basis, would produce suitable value for shareholders. While we do not expect to pursue such a strategy independently, such an approach
could complement and enhance an approach to investing in and acquiring fee-based and distribution properties and strengthen those entities.

While our returns to date have not as yet achieved our objectives, we continue to believe 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 and adjusting our strategies as discussed herein.

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 evidenced in our decisions regarding legacy management.

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.

Asset Management

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  $309.0  million  into  alternative  investments  which  include  equity  securities,  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.  Please  refer  to  the  "Liquidity  and  Capital  Resources"  section  on  "Other  Investments,  Equity  Investments  and  Equity  Method
Investments" for further information on our alternative asset classes and a detailed discussion of their investment returns.

Recent development and trends in financial markets, particularly the rapid rise in interest rates and heightened risk of economic recession, indicate that it may
take longer than expected to achieve those returns and we expect that to factor into future capital allocation decisions. In particular, as interest rates have risen to
more historically observed levels, we have focused on investing in assets that produce higher levels of current income as opposed to longer-term gains, in order to
increase returns to shareholders and increase the opportunity to recognize our deferred tax assets discussed below.

Capital Management

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.  Trends  in  recent  years  have  increased  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, as evidenced by the adverse loss development we
experienced in 2022 and 2023. While there is no assurance that prior positive long-term loss development trends will resume, as our insurance liabilities further
mature we remain confident that we can continue the prudent and disciplined repurchase of both our common shares and senior notes which are authorized for
repurchase, which we believe provided the greatest risk-adjusted returns to our common shareholders.

40

Please refer to "Notes to Consolidated Financial Statements - Note 6 — Shareholders' Equity" under Item 8 "Financial Statements and Supplementary Data" of
the  Annual  Report  on  Form  10-K  for  the  year  ended  December  31,  2022  for  further  information  on  the  common  shares  issued  as  part  of  the  Exchange  that
occurred on December 27, 2022.

Completion of the Exchange represented a significant milestone in our capital management plan and we continue to evaluate other capital management options
that may be available to us, including repurchase of the Company's common shares and senior notes from time to time at market prices or as may be privately
negotiated  as  approved  by  our  Board  in  its  respective  authorizations.  The  Company  expects  to  deploy  its  capital  management  strategy  on  a  long-term  and
disciplined basis, balanced along with its other strategic initiatives.

We note that recognition of the deferred tax asset on our balance sheet is a leading priority for the Company to increase its GAAP and non-GAAP book value
and we will balance these considerations against opportunities to repurchase shares at what we believe are appropriate prices as we pursue our capital management
initiatives.

Please refer to "Notes to Consolidated Financial Statements: Note 6 — Shareholders' Equity and Note 7 — Long-Term Debt" included under Item 8 "Financial
Statements and Supplementary Data" of this Annual Report on Form 10–K for further information on the recent equity and debt repurchases made by Maiden
Reinsurance during 2023. There can be no assurance that we will continue to pursue such capital management initiatives, or that they will provide appropriate
risk-adjusted returns.

As we revised our strategy in recent years, we continuously evaluate the effectiveness of those strategies in achieving its goals and have been and continue to

be prepared to adjust those strategies as our performance dictates.

Legacy Underwriting - Update

In November 2020, the Company formed GLS to specialize 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  to  those  companies'  operations,  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.The  goal  of  GLS  was  to  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, GLS provided 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 believed the formation of GLS was highly complementary to our overall longer-term strategy and would produce risk-adjusted returns in excess of our debt
cost of capital. However, GLS did not achieve either the volume or profitability expected and we concluded that the outlook would not change materially. At the
time we formed GLS, we committed a certain level of capital to support this business which we have since fulfilled. After carefully evaluating the performance of
this platform, ongoing market conditions, the competitive landscape and a variety of other factors, we have concluded that we will not commit additional capital to
new accounts in this segment and will be running off the small number of accounts we underwrote since the formation of GLS. We presently do not anticipate any
further contracts in the legacy management segment, and we no longer consider it part of our strategy to produce acceptable shareholder returns.

At  December  31,  2023,  GLS  and  its  subsidiaries  hold  insurance  related  liabilities  of  $27.6  million  which  included  total  reserves  of  $17.7  million,  an
underwriting-related  derivative  liability  of  $4.0  million,  reinsurance  losses  payable  of  $3.6  million  and  net  deferred  gains  on  retroactive  reinsurance  of  $2.3
million.

2023 Developments

During 2023, while our book value decreased by 11.4% to $2.48 per common share at December 31, 2023, our non-GAAP book value only declined by 1.8%

to $3.19 per common share at December 31, 2023.

We also increased our alternative investment portfolio by 13.4% and produced a positive net return of 8.0% on that portfolio during 2023 compared to 2.0% in
2022. This return in 2023 is now above of our cost of capital despite numerous investments continuing to be carried at cost or net asset values that have yet to
realize positive marks due to their only recent deployment. We believe our alternative investment portfolio remains well positioned to achieve its targeted longer-
term returns. As interest rates have risen, we are increasingly focusing our investing activities on opportunities that will produce current income.

We made progress in the capital management pillar of our business strategy, repurchasing 1,439,575 common shares during 2023.

The run-off of our historic reinsurance programs significantly underperformed during 2023, and we experienced adverse prior year reserve development of
$38.2  million  which  offset  much  of  the  positive  progress  made  in  our  capital  and  asset  management  strategies.  Of  this  adverse  prior  year  development,  $25.5
million  or  66.8%  of  the  total  adverse  development  for  the  year  ended  December  31,  2023  was  related  to  claims  we  expect  to  be  covered  by  the  LPT/ADC
Agreement  with  Cavello  and  which  will  be  recognized  as  future  GAAP  income  when  recovered  from  Cavello  pursuant  to  both  the  agreement  and  GAAP
accounting  requirements.  During  2023,  adverse  underwriting  results  and  foreign  exchange  losses  resulted  in  downward  pressure  on  both  our  book  value  and
operating earnings.

Maiden NA

We believe Maiden NA’s investments, including its ownership of Maiden Reinsurance and its active asset management strategy, will create opportunities to
utilize NOL carryforwards of $337.4 million at December 31, 2023. Approximately $186.2 million of these NOL carryforwards expire in various years beginning
in 2029. As of December 31, 2023, $151.2 million or 44.8% of the Company's NOL carryforwards have no expiry date under the relevant U.S. tax law.

41

For further details on the NOL carryforwards, please see "Note 13 — Income Taxes" included under Item 8 "Financial Statements and Supplementary Data" of
this Annual Report on Form 10–K. The NOL carryforwards combined with additional net deferred tax assets ("DTA") primarily related to our insurance liabilities
result  in  U.S.  DTA  (before  valuation  allowance)  of  $119.4  million  or  $1.19  per  common  share  at  December  31,  2023.  Net U.S. DTA of $119.4 million  is  not
presently  recognized  on  the  Company's  consolidated  balance  sheet  as  a  full  valuation  allowance  is  carried  against  it.  At  this  time,  while  positive  evidence  in
support of reducing the valuation allowance is growing, the Company believes it is necessary to maintain a full valuation allowance against the net U.S. DTA as
more evidence is needed regarding the utilization of these losses.

As circumstances further develop, we will continuously evaluate the amount of the valuation allowance held against the net U.S. DTA. 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.

2023 and 2022 Financial Highlights

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

(13)

(2)

(1)

(3)

(1)

(1)

$

42

2023

2022

Change

($ in thousands except per share data)
$

$

(60,041)
115,473 
55,432 

(38,569)
— 
(38,569)

(0.38)
— 
23,466 
43,969 
(49,482)
53,072 

(23,014)
(0.23)
(7.1)%

0.63 
1.33 
5,479 
37,732 
(54,934)
24,725 

52,070 
0.60 
17.2 %

21,472 
(115,473)
(94,001)

(1.01)
(1.33)
17,987 
6,237 
5,452 
28,347 

(75,084)
(0.83)
(24.3)

(4)

At December 31,
Consolidated Financial Condition
Total investments and cash and cash equivalents
Total assets
Reserve for loss and LAE
Senior notes - principal amount
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

(10)

(12)

(6)

(5)

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
(9)
Adjusted Maiden shareholders' equity
Adjusted total capital resources
Ratio of debt to adjusted total capital resources

(11)

(9)

(7)

(8)

$

$

$

$

2023

2022

Change

($ in thousands except per share data)
$

$

602,318 
1,518,934 
867,433 
262,361 
249,160 
511,521 

633,684 
1,846,866 
1,131,408 
262,500 
284,579 
547,079 

51.3 %

2.48 
4.27 
6.75 

(4.5)%
2.46 

$

$

$

48.0 %

2.80 
4.27 
7.07 

2.79 

$

$

$

3.19 
320,076 
582,437 

45.0 %

3.25 
329,987 
592,487 

44.3 %

(31,366)
(327,932)
(263,975)
(139)
(35,419)
(35,558)
3.3 

(0.32)
— 
(0.32)

(0.33)

(0.06)
(9,911)
(10,050)
0.7 

(1) Non-GAAP  operating  earnings,  non-GAAP  diluted  operating  earnings  per  common  share  and  non-GAAP  operating  return  on  average  common  shareholders'  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.

(3) Underwriting  (loss)  income  is  a  non-GAAP  measure  and  is  calculated  as  net  premiums  earned  plus  other  insurance  (expense)  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) Total investments and cash and cash equivalents includes both restricted and unrestricted.
(5) 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.
(6) Book value per common share is calculated using common shareholders’ equity divided by the number of common shares outstanding. See "Key Financial Measures" for additional information.
(7) 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).

(8) Adjusted book value per common share is a non-GAAP measure that is calculated using common shareholders' equity adjusted by adding the unamortized deferred gain on retroactive reinsurance

arising from the LPT/ADC Agreement to shareholders' equity, divided by the number of common shares outstanding. See "Key Financial Measures" for additional information.

(9) Adjusted  shareholders'  equity  and  adjusted  total  capital  resources  are  calculated  by  adding  the  unamortized  deferred  gain  on  retroactive  reinsurance  arising  from  the  LPT/ADC  Agreement  to
shareholders' equity. 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.

(10) Ratio of debt to total capital resources is calculated using the total principal amount of debt divided by the sum of total capital resources.
(11) 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.
(12) 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.
(13) Net investment results include the sum of net investment income, net realized and unrealized gains (losses), and interest in income (loss) of equity method investments.

43

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  significant
strategic transactions, our gross and net premiums written continue to be materially lower and our net investment income will increasingly become a significantly
larger portion of our total revenues compared to prior periods.

The  Company's  revenues  also  include  fee  income  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.

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 and
unrealized investment gains (losses); (2) foreign exchange and other gains (losses); (3) 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 (4) interest in income (loss) of
equity method investments. We excluded net realized and

44

unrealized gains (losses) on investment, interest in income (loss) of equity method investments and foreign exchange and other gains (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 (loss) is a non-GAAP measure and is calculated as net premiums earned plus other insurance revenue (expense), net 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. The fair value changes in underwriting-related derivative instruments is also included within other insurance (expense) revenue as the
Company considers these contracts to be part of its underwriting operations. 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.

The Company no longer presents certain non-GAAP measures such as combined ratio and its related components in this Annual Report on Form 10-K for the
year ended December 31, 2023, as it believes that as the run-off of our reinsurance portfolios progresses, such ratios are increasingly not meaningful and of less
value to readers as they evaluate the financial results of the Company, particularly compared to historical data.

While  an  important  metric  of  success,  underwriting  income  (loss)  does  not  reflect  all  components  of  profitability,  as  it  does  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.

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  loss,  Non-GAAP  earnings,  and  Non-GAAP  net  loss  and  LAE:  Management  has  further  adjusted  underwriting  income,  as  defined
above, as well as reported loss and LAE by excluding the portion of favorable or unfavorable prior year reserve development for which we ceded the risk under
retroactive reinsurance agreements such as 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 to understand 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  unamortized  deferred  gain  on  ceded  retroactive  reinsurance  under  the
LPT/ADC  Agreement  to  shareholders'  equity.  The  unamortized  deferred  gain  on  ceded  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  holdings  of  equity  securities,  other  investments  and  equity  method  investments  as  reported  on  the

Company's Consolidated Balance Sheets.

45

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, 2023 and 2022 was as follows:

December 31,

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

Reserve for loss and LAE

2023

2022

($ in thousands)

$

$

543,818  $
323,615 
867,433  $

702,691 
428,717 
1,131,408 

46

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, 2023. Amortization of the deferred
gain will not occur until paid losses have exceeded the minimum retention under the LPT/ADC Agreement, which is presently estimated to be before the end of
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 Maiden Reinsurance and AII agreed to terminate the remaining business
subject  to  the  AmTrust  Quota  Share  and  European  Hospital  Liability  Quota  Share,  both  on  a  run-off  basis,  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 the BF method for exposures with more limited or volatile historical data. 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 LAE: The most significant assumptions used at December 31, 2023 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,  claims  settlement  rates,  and  the  impact  of  claims  inflation  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

47

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 LAE: 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, 2023,
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, 2023, 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 adverse PPD of $38.2 million for
the year ended December 31, 2023 compared to adverse PPD of $32.6 million for the year ended December 31, 2022, primarily within the AmTrust Reinsurance
segment for both respective years.

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.

48

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 could increase by approximately $187.3 million, or 21.6%, of our consolidated gross 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 $107.2 million, or 35.4% 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

49

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.

Reinsurance Recoverable on Unpaid Losses and Loss Expenses

Reinsurance recoverable balances are reviewed for impairment on a quarterly basis and are presented net of an allowance for expected credit losses. A case-
specific allowance for expected credit losses against reinsurance recoverables that the Company deems unlikely to be collected in full, is estimated based on the
Company's analysis of amounts due, historical delinquencies and write-offs. In addition, a default analysis is used to estimate an allowance for expected credit
losses on the remainder of the reinsurance recoverable balance. The principal components of the default analysis are reinsurance recoverable balances by reinsurer
and default factors applied to estimate uncollectible amounts based on reinsurers’ credit ratings and the length of collection periods. The default factors are based
on a model developed by a major rating agency. The default analysis considers both current and forecasted economic conditions in the determination of the credit
loss allowance.

The  Company  records  credit  loss  expenses  related  to  reinsurance  recoverable  in  net  incurred  losses  and  LAE  in  the  Company’s  consolidated  statements  of
income. Any adjustment to the allowance for expected credit losses is recognized in the period in which it is determined. Write-offs of reinsurance recoverable
balances, together with associated allowances for expected credit losses, are recognized in the period in which balances are deemed uncollectible. The Company
does  not  have  a  history  of  significant  write-offs.  As  of  December  31,  2023,  the  total  allowance  for  expected  credit  losses  on  the  Company's  reinsurance
recoverable on unpaid losses was $3.2 million which is discussed in "Notes to Consolidated Financial Statements - Note 8. Reinsurance" under Item 8 "Financial
Statements and Supplementary Data" of this Annual Report on Form 10-K.

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, 2023 and 2022.

Allowance for expected credit losses associated with AFS fixed maturities and other 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 years ended December 31, 2023 and 2022, the Company did not recognize any impairment or allowance for expected credit losses on its AFS securities in
its results of operation. There was $1.0 million recognized in opening retained earnings on the Company's other investments on January 1, 2023. 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.

50

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

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

(1)

(1)

(2)

Net loss
Gain from repurchase and exchange of preference shares

Net (loss) income (attributable) available to Maiden common shareholders

2023

2022

($ in thousands)

23,466  $

23,168  $

43,969  $
39 
(61,228)
(19,462)
(12,800)
(49,482)
(17,996)
37,378 
7,848 
(5,741)
(18,226)
(196)
7,846 
(38,569)
— 
(38,569) $

5,479 

5,082 

37,732 
(4,530)
(57,991)
(18,511)
(11,634)
(54,934)
(19,313)
30,070 
(5,140)
8,255 
(19,331)
557 
(205)
(60,041)
115,473 
55,432 

$

$

$

$

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

general and administrative expenses directly related to underwriting activities.

(3) The  Company  no  longer  presents  certain  non-GAAP  measures  such  as  combined  ratio  and  its  related  components  in  its  results  of  operation,  as  it  believes  that  as  the  run-off  of  its  reinsurance

portfolios progresses, such ratios are increasingly not meaningful and of less value to readers as they evaluate our financial results.

Net (loss) income (attributable) available to Maiden common shareholders

Net loss attributable to Maiden common shareholders for the year ended December 31, 2023 was $38.6 million compared to net income available to Maiden
common  shareholders  of  $55.4  million  in  2022.  Net  income  for  the  year  ended  December  31,  2022  included  $115.5  million  of  gains  from  the  repurchase  and
exchange of our preference shares.

Excluding gains from the exchange and repurchase of preference shares in 2022, net loss for the year ended December 31, 2023 was $38.6 million compared to

a net loss of $60.0 million in 2022. The net increase in our financial results for the year ended December 31, 2023 compared to 2022 was primarily due to:

• underwriting loss of $49.5 million in the year ended December 31, 2023 compared to an underwriting loss of $54.9 million in 2022 largely due to:

• adverse PPD of $38.2 million for the year ended December 31, 2023 compared to adverse PPD of $32.6 million in 2022 detailed as follows:

• Our AmTrust Reinsurance segment had adverse PPD of $33.7 million in 2023, compared to adverse PPD of $28.1 million in 2022. Of
the  total  adverse  PPD  experienced  in  this  segment  for  2023,  $25.5  million  is  recoverable  under  the  LPT/ADC  Agreement  and  is
expected to be recognized as future GAAP income over time as recoveries are received under provisions of the LPT/ADC Agreement
and the applicable GAAP accounting rules; and

• Our Diversified Reinsurance segment had adverse PPD of $4.4 million in 2023, compared to adverse PPD of $4.6 million in 2022.

• on a current accident year basis, an underwriting loss of $11.3 million for the year ended December 31, 2023 compared to an underwriting loss

of $22.3 million in 2022, primarily due to results in AmTrust Reinsurance segment as discussed further below in the segment analysis;

51

• negative earned premium adjustments of $15.8 million in the AmTrust Reinsurance segment related to adjustments for surcharges on Workers'
Compensation policies and inuring AmTrust reinsurance for certain programs in Specialty Risk and Extended Warranty cessions (collectively
the "AmTrust Cession Adjustments" which are discussed in greater detail in the AmTrust Reinsurance segment). Net of commission and loss
adjustments, this adjustment contributed an underwriting loss of $5.1 million to our reported results for the year ended December 31, 2022; and

• effective July 1, 2022, Maiden Reinsurance and AIU DAC entered into an agreement which provided for AIU DAC to assume all reserves ceded
by AIU DAC to Maiden Reinsurance with respect to AIU DAC’s French Medical Malpractice exposures for underwriting years 2012 through
2018  reinsured  by  Maiden  Reinsurance  under  the  European  Hospital  Liability  Quota  Share  ("Commutation  Agreement").  The  Commutation
Agreement incurred an exit cost of $3.7 million for the year ended December 31, 2022.

• total  income  from  investment  activities  was  $53.1  million  for  the  year  ended  December  31,  2023  compared  to  $24.7  million  in  2022  which  was

comprised of:

• net investment income increased to $37.4 million for the year ended December 31, 2023 compared to $30.1 million that was earned in 2022;

• realized and unrealized investment gains of $7.8 million for the year ended December 31, 2023 compared to realized and unrealized investment

losses of $5.1 million in 2022; and

• interest in income of equity method investments of $7.8 million for the year ended December 31, 2023 compared to an interest in loss of equity

method investments of $0.2 million in 2022.

• corporate general and administrative expenses decreased to $18.0 million for the year ended December 31, 2023 compared to $19.3 million in 2022.

The increase in our financial results as discussed above were partially offset by:

• foreign exchange and other losses of $5.7 million for the year ended December 31, 2023 compared to foreign exchange and other gains of $8.3 million

earned in 2022.

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, 2023 and 2022:

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

Total

2023
Total

2022
Total

Change in

$

%

$

$

27,104  $
(3,936)
23,168  $

23,620  $
(18,538)

5,082  $

3,484 
14,602 
18,086 

14.8 %
(78.8)%

355.9 %

Net premiums written for the year ended December 31, 2023 were $23.2 million compared to net premiums written of $5.1 million during 2022 due to the

following:

• Net premiums written in the Diversified Reinsurance segment increased by $3.5 million or 14.8% for the year ended December 31, 2023 compared to

2022 primarily due to growth in direct premiums for Credit Life programs written by Maiden LF and Maiden GF; and

• Premiums  written  in  the  AmTrust  Reinsurance  segment  increased  by  $14.6  million  for  the  year  ended  December  31,  2023  compared  to  2022.  The

significant negative premiums written in the prior period were primarily related to $15.8 million of AmTrust Cession Adjustments.

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

Net Premiums Earned

Net premiums earned increased by $6.2 million or 16.5% for the year ended December 31, 2023 compared to 2022. 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, 2023 and 2022:

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

Total

2023
Total

2022
Total

Change in

$

%

$

$

29,039  $
14,930 
43,969  $

27,983  $
9,749 
37,732  $

1,056 
5,181 
6,237 

3.8 %
53.1 %

16.5 %

52

Net  premiums  earned  in  the  AmTrust  Reinsurance  segment  for  the  year  ended  December  31,  2023  increased  by  $5.2  million  or  53.1%  compared  to  2022
primarily  due  to  negative  earned  premiums  of  $15.8  million  from  AmTrust  Cession  Adjustments  for  the  year  ended  December  31,  2022.  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,  2023  increased  by  $1.1  million  or  3.8%  compared  to  2022
mainly  due  to  growth  in  Credit  Life  programs  written  by  Maiden  LF  and  Maiden  GF.  Please  refer  to  the  analysis  of  our  Diversified  Reinsurance  segment  for
further discussion.

Other Insurance Revenue (Expense), Net

All other insurance revenue (expense), net is produced by our Diversified Reinsurance segment. Please refer to the analysis of our Diversified Reinsurance

segment for further discussion regarding the sources of other insurance revenue (expense), net.

Net Investment Income

Net  investment  income  increased  by  $7.3  million  or  24.3%  to  $37.4  million  for  the  year  ended  December  31,  2023  compared  to  $30.1  million  of  net
investment income for 2022. Our average book yields increased to 4.1% for the year ended December 31, 2023 compared to 2.2% in 2022 due to the following
factors:

Floating rate investments comprise 40.8% of our fixed income investments at December 31, 2023 which enabled the portfolio to respond to the higher

•
interest rate environment more quickly;
•
balance of $279.4 million during the year ended December 31, 2023; and
•
December 31, 2023 compared to 3.7% in 2022.

Funds withheld balance with AmTrust had a higher crediting interest rate which increased to 3.5% in 2023 from 2.1% in 2022, on an average ending

Loan  to  related  party  carried  a  higher  weighted  average  interest  rate  on  a  balance  of  $168.0  million  which  increased  to  7.0%  during  the  year  ended

Average aggregate fixed income assets at December 31, 2023 decreased by 34.8% compared to December 31, 2022 due to the continued run-off of reinsurance
liabilities previously written on prospective risks, resulting in negative operating cash flows as we run-off our existing reinsurance liabilities primarily through the
funds withheld receivable.

The following table details our average aggregate fixed income assets (at cost) and investment book yield for the years ended December 31, 2023 and 2022:

For the Year Ended December 31,

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

(1)

2023

2022

($ in thousands)

$

799,812

$

1,226,134

4.1 %

2.2 %

(1) Fixed income assets include 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 Investment Gains (Losses)

Net realized and unrealized investment gains of $7.8 million were recognized for the year ended December 31, 2023, compared to net realized and unrealized
investment losses of $5.1 million recognized for 2022. Total net realized and unrealized investment gains (losses) for the years ended December 31, 2023 and
2022 are summarized in the table below by investment category:

(1)

For the Year Ended December 31,
Net realized gains (losses):
Fixed income assets
Other investments, including equity securities
Total net realized gains (losses)
Net unrealized gains (losses):
Other investments, including equity securities
Total net unrealized gains (losses)

Total net realized and unrealized investment gains (losses)

Interest in Income (Loss) of Equity Method Investments

2023

2022

($ in thousands)

(2,971) $
4,957 
1,986 

5,862 
5,862 

(2,983)
190 
(2,793)

(2,347)
(2,347)

7,848  $

(5,140)

$

$

The interest in income of equity method investments was $7.8 million for the year ended December 31, 2023 compared to an interest in loss of equity method
investments of $0.2 million for the year ended December 31, 2022. The income from equity method investments increased by $8.1 million compared to the prior
year primarily due to a $5.1 million loss from hedge fund

53

investments realized during 2022. The Company's equity method investments consisted of real estate investments of $49.9 million and other investments of $31.0
million as of December 31, 2023.

The following table details our interest in the income (loss) of equity method investments for the years ended December 31, 2023 and 2022, respectively:

For the Year Ended December 31,

Hedge fund investments
Real estate investments
Other equity method investments

Interest in income (loss) of equity method investments

Net Loss and LAE

2023

2022

($ in thousands)
83  $

(448)
8,211 
7,846  $

(5,053)
29 
4,819 
(205)

$

$

Net loss and LAE increased by $3.2 million or 5.6% during the year ended December 31, 2023 compared to 2022 driven by higher net adverse PPD in the
AmTrust Reinsurance Segment. Net loss and LAE was impacted by net adverse PPD of $38.2 million in 2023 compared to net adverse PPD of $32.6 million
during  2022.  Of  the  total  adverse  development  experienced  in  the  AmTrust  Reinsurance  segment  in  2023,  $25.5  million  is  recoverable  under  the  LPT/ADC
Agreement and is expected to be recognized as future GAAP income over time as recoveries are received under the provisions of the LPT/ADC Agreement and
the applicable GAAP accounting rules.

The cessation of active reinsurance underwriting on prospective risks included the termination of the AmTrust Quota Share and European Hospital Liability
Quota Share effective January 1, 2019. The segment net loss development is discussed in greater detail in the individual segment discussion and analysis and is
primarily associated with the run-off of terminated reinsurance contracts in the AmTrust Reinsurance and Diversified Reinsurance segments.

Commission and Other Acquisition Expenses

Commission  and  other  acquisition  expenses  increased  by  $1.0  million  or  5.1%  for  the  year  ended  December  31,  2023  compared  to  2022  driven  by  higher
earned premiums in 2023 compared to 2022 which resulted in a corresponding increase in commission costs and brokerage fees. Please see further discussion in
the individual segment analysis below.

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 $0.2 million or 0.5% for the year ended December 31, 2023, compared to 2022 primarily due to lower
corporate-related administrative expenses.

Corporate general and administrative expenses for the year ended December 31, 2023 decreased by $1.3 million or 6.8% compared to 2022 due to lower stock-

based incentive compensation costs of $1.7 million compared to $2.7 million in 2022.

General and administrative expenses for the years ended December 31, 2023 and 2022 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

2023

2022

($ in thousands)

$

$

12,800  $
17,996 
30,796  $

11,634 
19,313 
30,947 

Total interest and amortization expenses for the outstanding Senior Notes issued by Maiden Holdings in 2016 and Maiden NA in 2013 were $18.3 million for
the  year  ended  December  31,  2023  compared  to  $19.3  million  in  2022.  This  included  interest  expense  incurred  on  the  Senior  Notes  for  the  year  ended
December 31, 2023 and 2022 of $19.1 million.

The issuance costs related to the Senior Notes were capitalized and are amortized over their effective life using the effective interest method of amortization.
Due to changes in the amortization method for the 2013 Senior Notes in 2023, the amortization expenses were $(0.8) million for the year ended December 31,
2023 compared to $0.2 million in 2022.

During the year ended December 31, 2023, the Company realized a gain of $39.9 thousand due to the partial repurchase of the 2013 Senior Notes which was
offset  against  total  interest  and  amortization  expenses.  Net  interest  and  amortization  expenses  for  the  Senior  Notes  were  $18.2  million  for  year  ended
December 31, 2023.

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, 2023 and 2022, respectively.

54

Foreign Exchange and Other (Losses) Gains

Net foreign exchange and other losses amounted to $5.7 million during the year ended December 31, 2023 compared to net foreign exchange and other gains

of $8.3 million in 2022.

At  December  31,  2023,  net  foreign  exchange  losses  were  primarily  driven  by  exposures  to  euro,  British  pound  and  other  non-USD  denominated  net  loss
reserves  and  insurance  related  liabilities  in  excess  of  foreign  currency  assets.  Our  non-USD  denominated  liabilities  at  December  31,  2023  included  net  loss
reserves  of  $287.0  million.  Our  foreign  currency  asset  exposures  at  December  31,  2023  included  $166.4  million  of  fixed  maturity  securities  managed  by  our
investment managers who have the discretion to hold foreign currency exposures as part of their total return strategy, $27.4 million of equity method real estate
investments denominated in Canadian dollars, and $15.5 million of funds withheld receivable.

Net  foreign  exchange  losses  of  $5.7  million  for  the  year  ended  December  31,  2023  were  attributable  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. Net foreign exchange gains of $8.9 million during 2022
were attributable 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.

Income Tax Expense (Benefit)

The Company recognized an income tax expense of $0.2 million for the year ended December 31, 2023 compared to an income tax benefit of $0.6 million
recognized for 2022. The income tax expense (benefit) for 2023 and 2022 was largely generated on the operating results of our international subsidiaries. The
effective rate of income tax was (0.5)% for the year ended December 31, 2023 compared to an income tax rate of 0.9% for the year ended December 31, 2022.
The effective tax rate on the Company's net loss differs from the statutory rate of zero percent under Bermuda law due to tax on foreign operations, primarily the
U.S. and Sweden.

Underwriting Results by Reportable Segment

Diversified Reinsurance Segment

The underwriting results for our Diversified Reinsurance segment for the years ended December 31, 2023 and 2022 were as follows:

For the Year Ended December 31,

Gross premiums written
Net premiums written
Net premiums earned
Other insurance revenue (expense), net
Net loss and LAE
Commission and other acquisition expenses
General and administrative expenses

Underwriting loss

2023

2022

($ in thousands)

$
$
$

$

27,402  $
27,104  $
29,039  $
39 
(14,230)
(13,879)
(10,110)
(9,141) $

24,017 
23,620 
27,983 
(4,530)
(12,483)
(14,164)
(8,857)
(12,051)

Underwriting loss by business unit is detailed in the table below for the Diversified Reinsurance segment for the years ended December 31, 2023 and 2022:

For the Year Ended December 31,

International
GLS
Other run-off lines

Underwriting loss

2023

2022

($ in thousands)

(4,880) $
(4,625)
364 
(9,141) $

(1,103)
(8,923)
(2,025)
(12,051)

$

$

The underwriting loss in International deteriorated for the year ended December 31, 2023 due to adverse prior period loss development of $2.5 million in 2023
compared to favorable development of $1.7 million in 2022. The GLS underwriting loss in 2023 was primarily due to higher allocated overhead expenses of $3.6
million in 2023 as adverse prior period loss development was lower during 2023 compared to 2022. Finally, other run-off lines for the year ended December 31,
2023 benefited from appreciably lower adverse prior period development compared to 2022.

Premiums - Gross premiums written increased by $3.4 million, or 14.1% for the year ended December 31, 2023 compared to 2022 primarily due to growth in

new Credit Life programs written by Maiden LF and Maiden GF.

55

Net premiums written for the year ended December 31, 2023 increased by $3.5 million or 14.8% compared to 2022 due to growth in new Credit Life programs

written by Maiden LF and Maiden GF.

Net premiums earned increased by $1.1 million or 3.8% during the year ended December 31, 2023 compared to 2022.

Other Insurance Revenue, Net - Total other insurance revenue (expense), net includes fee related income generated from our GLS business, fair value changes
in underwriting-related derivatives related to certain coverages on retroactive reinsurance contracts written by GLS, and fee income derived from our IIS business
not directly associated with premium revenue assumed by the Company as specified in the table below.

Total  other  insurance  revenue  (expense),  net  increased  by  $4.6  million  for  the  year  ended  December  31,  2023  compared  to  2022  largely  due  to  fair  value
changes on non-hedged underwriting-related derivatives in GLS. The decrease in the fair value of underwriting-related derivatives of $4.8 million in 2022 was due
to the acceleration of covered payments which triggered coverage in excess of the contracts risk margin.

Total other insurance revenue (expense), net by source for the years ended December 31, 2023 and 2022 is detailed in the table below:

For the Year Ended December 31,

Change in fair value of non-hedged underwriting-related derivatives
Other service fee income
International fee income

Total other insurance revenue (expense), net

2023

2022
($ in thousands)

Change in $

(230) $
169 
100 
39  $

(4,825) $
194 
101 
(4,530) $

4,595 
(25)
(1)
4,569 

$

$

Net Loss and LAE - Net loss and LAE increased by $1.7 million for the year ended December 31, 2023 compared to 2022. Net Loss and LAE was impacted
by adverse PPD of $4.4 million in 2023 compared to adverse PPD of $4.6 million experienced for 2022. The adverse PPD in 2023 was primarily due to German
auto programs in run-off, along with development in European Capital Solutions and other runoff business lines. It also included the recognition of expected credit
losses on reinsurance recoverable on unpaid losses recognized during 2023. The adverse PPD in 2022 was due to GLS contracts and other reinsurance run-off
lines partly offset by favorable development in German Auto Programs.

The table below details prior year loss development by line of business for the years ended December 31, 2023 and 2022:

For the Year Ended December 31,
Prior Year Loss Development adverse (favorable)
IIS business
GLS
Other run-off lines

Total Diversified Reinsurance Prior Year Development

2023

2022

($ in thousands)
2,504  $
954 
982 
4,440  $

(1,683)
1,825 
4,410 
4,552 

$

$

Commission  and  Other  Acquisition  Expenses  -  Commission  and  other  acquisition  expenses  decreased  by  $0.3  million  or  2.0%  for  the  year  ended

December 31, 2023 compared to 2022.

General  and  Administrative  Expenses -  General  and  administrative  expenses  increased  by  $1.3  million  or  14.1%  for  the  year  ended  December  31,  2023

compared to 2022.

56

 
 
 
 
 
AmTrust Reinsurance Segment

The AmTrust Reinsurance segment reported an underwriting loss of $40.3 million for the year ended December 31, 2023 compared to an underwriting loss of
$42.9 million for the year ended December 31, 2022. The underwriting results for the AmTrust Reinsurance segment for the years ended December 31, 2023 and
2022 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 loss

2023

2022

($ in thousands)

$
$
$

$

(3,936) $
(3,936) $
14,930  $
(46,998)
(5,583)
(2,690)
(40,341) $

(18,538)
(18,538)
9,749 
(45,508)
(4,347)
(2,777)
(42,883)

Premiums -  The table below shows net premiums written by category for the years ended December 31, 2023 and 2022:

For the Year Ended December 31,

Net Premiums Written
Small Commercial Business
Specialty Program
Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

2023

2022
($ in thousands)

Change in $

$

$

(465) $
156 
(3,627)
(3,936) $

(15,143) $
747 
(4,142)
(18,538) $

14,678 
(591)
515 
14,602 

The  negative  premiums  for  the  year  ended  December  31,  2023  and  2022  reflect  the  termination  of  the  AmTrust  Quota  Share  and  the  European  Hospital

Liability Quota Share as of January 1, 2019 which has resulted in no new business written under these contracts since 2018.

The negative gross and net premiums written for the year ended December 31, 2023 reflect cession adjustments of $6.1 million due to the cancellation of cases

in one specific program within Specialty Risk and Extended Warranty.

The negative gross and net premiums written for the year ended December 31, 2022 reflect the AmTrust Cession Adjustments which consist of higher than

expected adjustments related to the following items:

•$11.0 million of premium reductions on Workers Compensation policy surcharges in Small Commercial Business subsequent to the termination of the
AmTrust Quota Share; and
•$4.8 million of premium reductions to AmTrust's inuring reinsurance for certain programs in Specialty Risk and Extended Warranty which reduced the
amount of premium ceded to Maiden.

Net premiums earned increased by $5.2 million for the year ended December 31, 2023 compared to 2022 primarily due to AmTrust Cession Adjustments in
2022.  Negative  premiums  earned  in  the  years  ended  December  31,  2023  and  2022  in  Small  Commercial  Business  were  due  to  premium  adjustments  on  such
policies in the AmTrust Quota Share. The table below details net premiums earned by category for the years ended December 31, 2023 and 2022:

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

Total AmTrust Reinsurance

2023

2022

Total

% of Total

Total

% of Total

$

$

(465)
156 
15,239 
14,930 

(3.1)% $
1.0 %
102.1 %
100.0 % $

(15,131)
748 
24,132 
9,749 

(155.2)%
7.7 %
247.5 %
100.0 %

Net Loss and Loss Adjustment Expenses - Net loss and LAE increased by $1.5 million for the year ended December 31, 2023 compared to 2022 driven by
higher net adverse PPD experienced in 2023. The table below shows adverse PPD for the AmTrust Reinsurance segment for the years ended December 31, 2023
and 2022:

57

 
For the Year Ended December 31,

Prior Year Loss Development adverse (favorable)
AmTrust Quota Share
AmTrust other runoff
European Hospital Liability Quota Share

Total AmTrust Reinsurance Prior Year Development

2023

2022

($ in thousands)

24,098  $
(618)
10,268 
33,748  $

14,837 
— 
13,247 
28,084 

$

$

The table below details prior year loss development by lines of business for the years ended December 31, 2023 and 2022:

For the Year Ended December 31,
PPD adverse (favorable) before the impact of the LPT/ADC Agreement
Workers Compensation
Commercial Auto Liability
General Liability
European Hospital Liability
Other Lines
Other Specialty Risk & Extended Warranty

Total AmTrust Reinsurance Prior Year Development

2023

2022

($ in thousands)

$

$

(17,956) $
9,747 
31,703 
10,268 
(14)
— 
33,748  $

(38,131)
19,088 
18,452 
13,247 
(1,685)
17,113 
28,084 

Net adverse PPD was $33.7 million for the year ended December 31, 2023 compared to net adverse PPD of $28.1 million in 2022. Net adverse PPD for the
year ended December 31, 2022 included $5.3 million of favorable reserve adjustments for estimated surcharges on Workers' Compensation policies and inuring
AmTrust  reinsurance  for  programs  in  Specialty  Risk  and  Extended  Warranty  cessions  related  to  the  AmTrust  Cession  Adjustments  discussed  in  the  premium
section above. Excluding these adjustments, there was adverse PPD of $33.4 million for the year ended December 31, 2022.

Overall,  for  the  year  ended  December  31,  2023,  there  was  higher  adverse  development  in  General  Liability  business,  and  lower  favorable  development  in
Workers  Compensation  business,  offset  by  lower  adverse  development  in  Commercial  Auto  Liability  and  other  Specialty  Risk  &  Extended  Warranty  business
compared  to  the  year  ended  December  31,  2022.  Recent  adverse  trends  in  program  related  General  Liability  coverages  continued  to  deteriorate  in  2023.
Depending on future data received from AmTrust on this business, additional deterioration is possible in light of recent trends.

Net adverse PPD for European Hospital Liability for the year ended December 31, 2023 was primarily driven by emergence of loss data on underwriting years
2011 to 2016. Net adverse PPD in 2022 for European Hospital Liability was due to higher than expected loss emergence in Italian Hospital Liability policies as
well  as  the  agreed  exit  cost  of  $3.7  million  (€3.4  million)  for  the  commutation  of  French  Hospital  Liability  policies  as  described  in  "Note  10.  Related  Party
Transactions".

As  of  December  31,  2023,  the  reinsurance  recoverable  on  unpaid  losses  under  the  LPT/ADC  Agreement  was  $515.5  million.  The  LPT/ADC  Agreement
provides Maiden Reinsurance with $155.0 million in adverse PPD cover over its carried AmTrust Quota Share loss reserves at December 31, 2018. All lines of
business  in  the  table  above  are  covered  by  the  LPT/ADC  Agreement,  except  for  European  Hospital  Liability  which  is  not  part  of  the  AmTrust  Quota  Share
therefore, adverse PPD in this line of business may result in significant losses. The reinsurance recoverable includes the deferred gain liability under the LPT/ADC
Agreement of $70.9 million. At December 31, 2023, there was $84.1 million remaining in available coverage under the LPT/ADC Agreement. Net adverse PPD
of $33.7 million for the year ended December 31, 2023 includes $25.5 million recoverable under the LPT/ADC Agreement that is expected to be recognized as
future GAAP income over time as recoveries are received subject to the provisions of the LPT/ADC Agreement and the applicable GAAP accounting rules.

Commission and Other Acquisition Expenses - Commission and other acquisition expenses increased by $1.2 million for the year ended December 31, 2023

compared to 2022 primarily due to higher earned premiums in 2023.

General  and  Administrative  Expenses -  General  and  administrative  expenses  decreased  by  $0.1  million  or  3.1%  for  the  year  ended  December  31,  2023

compared to 2022.

58

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 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, 2023, the Company had investable assets of $914.3 million compared to $1.2 billion as of December 31, 2022. Investable assets include
the combined total of our investments, cash and restricted cash (including cash equivalents), loan to a related party and funds withheld receivable. Our investable
assets decreased by $328.8 million during the year ended December 31, 2023 due to the continued run-off of our reinsurance portfolio liabilities. This resulted in
negative operating cash flows as claim payments are settled primarily from the funds withheld receivable, which decreased by $297.4 million in the year ended
December 31, 2023.

As discussed in "Item 1. Business", Maiden Reinsurance re-domesticated from Bermuda to Vermont on March 16, 2020. We continue to be actively engaged
with  the  Vermont  DFR  regarding  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;  and  2)  the  purchase  of  affiliated  securities  as  demonstrated  in  previous  preference  share  tender  offers  and  the  Exchange.  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,  2023,  Maiden
Reinsurance had statutory capital and surplus of $886.3 million, exceeding the amounts required to be maintained of $97.6 million at December 31, 2023. 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. In 2022 and 2023, the Vermont DFR approved an annual dividend program to be paid by Maiden Reinsurance to Maiden NA, with
notification to the Vermont DFR as dividends are paid. During the year ended December 31, 2023, Maiden Reinsurance paid dividends of $25.0 million to Maiden
NA (2022 - $18.8 million). During the years ended December 31, 2023 and 2022, Maiden NA did not pay any dividends to Maiden Holdings.

Maiden Holdings has two Swedish domiciled operating subsidiaries, Maiden LF and Maiden GF, which are both subject to regulation and supervision by the
Swedish FSA. At December 31, 2023, Maiden LF and Maiden GF had statutory capital and surplus of $7.8 million and $8.5 million, respectively, exceeding the
amounts required to be maintained of $4.5 million and $5.0 million, respectively, at December 31, 2023. 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,  2023,  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, 2023 and 2022, 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. FCA. At December 31, 2023, Maiden Global is allowed to pay dividends or distributions not exceeding $3.2 million. Maiden Global paid
dividends of $1.0 million to Maiden Holdings during the year ended December 31, 2023 (2022 - $1.1 million).

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.

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 presently 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 have not written any new retroactive risks through GLS since December 30, 2022, and this will be smaller in relation to the run-off of our prior
reinsurance business. The run-off of our prior reinsurance business 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 below. We continue to expect a trend of negative overall cash flows to reduce our asset base going
forward into 2024 and beyond.

59

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 our 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. Our expanded asset management strategy can be impacted by both investment specific and broader financial market
conditions and may not produce the expected liquidity and cash flows these investments are designed to achieve, or the timing thereof may also be impacted by
those factors.

At December 31, 2023, unrestricted cash, cash equivalents and fixed maturity investments were $73.4 million compared to $64.3 million held at December 31,
2022, an increase of $9.1 million during the year ended December 31, 2023. The increase was driven by $77.9 million of collateral released by AmTrust from the
funds withheld receivable, partly offset by $19.1 million utilized for interest payments on the Senior Notes, $18.4 million utilized for net purchases of alternative
investments  including  equity  method  investments,  $2.9  million  for  common  share  repurchases  made  under  the  Company's  authorized  repurchase  plan  and
employee tax obligations on vesting of restricted shares, as well as payments for general operating expenses.

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, 2023 and 2022:

For the Year Ended December 31,

Operating activities
Investing activities
Financing activities
Effect of exchange rate changes on foreign currency cash

Total decrease in cash, cash equivalents and restricted cash

Cash Flows from Operating Activities

2023

2022

($ in thousands)

(59,778) $
58,512 
(3,015)
335 
(3,946) $

(195,928)
188,790 
(10,983)
(1,342)
(19,463)

$

$

Cash flows used in operating activities for the year ended December 31, 2023 were $59.8 million compared to cash flows used in operating activities of $195.9
million  for  the  year  ended  December  31,  2022,  a  decrease  of  $136.2  million  primarily  due  to  the  settlement  of  claim  payments  to  AmTrust  using  the  funds
withheld receivable in the current year period whereas cash was primarily used in the prior year period.

Cash Flows from Investing Activities

Cash  flows  provided  by  investing  activities  consist  of  proceeds  from  sales  and  maturities  of  investments  net  of  payments  for  investments  acquired.  Net
cash provided by investing activities was $58.5 million for the year ended December 31, 2023 compared to $188.8 million for 2022 as the size of the fixed income
investment portfolio continues to decrease as claims payments are made for the runoff of existing loss reserves for contracts related to the terminated AmTrust
Quota Share and the European Hospital Liability Quota Share.

For the year ended December 31, 2023, the proceeds from the sales, maturities and calls exceeded the purchases of fixed maturity securities by $77.0 million
compared  to  net  proceeds  of  $233.4  million  during  2022.  These  net  proceeds  were  partly  offset  by  $18.4  million  utilized  for  net  purchases  of  alternative
investments, including equity method investments, during the year ended December 31, 2023.

Cash Flows from Financing Activities

Cash flows used in financing activities were $3.0 million for the year ended December 31, 2023 compared to $11.0 million during 2022. During the year ended
December  31,  2023,  the  Company  repurchased  1,439,575  common  shares  at  an  average  price  per  share  of  $1.83  for  a  total  cost  of  $2.6  million  under  the
Company's authorized common share repurchase plan. During the year ended December 31, 2022, the Company repurchased 1,581,509 preference shares for an
aggregate total consideration of $10.0 million pursuant to the 2021 Preference Share Repurchase Program.

No dividends on common shares were paid during the year ended December 31, 2023 and 2022. Our Board of Directors have not declared any common share

dividends since the third quarter of 2018.

60

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, 2023, the Company had letters of credit outstanding of $40.5 million for collateral purposes which are secured by cash and fixed maturities

with a fair value of $46.9 million.

At  December  31,  2023  and  2022,  restricted  cash  and  cash  equivalents  and  fixed  maturity  investments  used  as  collateral  were  $219.9  million  and  $296.8
million, respectively. This collateral represents 75.0% and 82.2% of the fair value of total fixed maturity investments and cash, restricted cash and cash equivalents
at December 31, 2023 and 2022, respectively.

The following table provides additional information on restricted cash and fixed maturities used as collateral at December 31, 2023 and 2022:

December 31,

($ in thousands)
Diversified Reinsurance
AmTrust Reinsurance

Total
As a % of Consolidated Balance
Sheet captions

Restricted Cash & 
Equivalents

2023

Fixed 
Maturities

Total

Restricted Cash & 
Equivalents

2022

Fixed 
Maturities

$

$

6,019
1,247
7,266

$

$

61,192
151,416
212,608

$

$

67,211
152,663
219,874

$

$

13,122
2,516
15,638

$

$

48,101
233,091
281,192

$

$

100.0%

84.8%

85.3%

100.0%

89.4%

Total

61,223
235,607
296,830

89.9%

Maiden Reinsurance loaned funds of $168.0 million to AmTrust at December 31, 2023 and 2022, 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
under which the Company transferred $575.0 million to AmTrust as a funds withheld receivable which bears an annual interest rate of 3.5%, subject to annual
adjustment. The annual interest rate was 2.1% during 2022. At December 31, 2023, the funds withheld balance was $128.5 million compared to $416.8 million at
December 31, 2022. We expect this asset balance to be exhausted during 2024.

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  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.

Cash and Investments

Historically, the investment of our funds had generally been designed to ensure safety of principal while generating current income to support our insurance
loss reserves. Accordingly, our fixed income investment portfolio is invested in liquid, investment-grade fixed maturity securities which are all designated as AFS
at December 31, 2023. Further, as our insurance liabilities continue to run-off and the required capital to operate our business for regulatory purposes decreases,
we expanded Maiden Reinsurance’s investment policy which has been approved by the Vermont DFR. Under this modified investment policy, we expanded the
range  of  asset  classes  we  invest  in  to  enhance  the  income  and  total  returns  our  investment  portfolio  produces.  We  categorize  these  investments  as  alternative
investments which include "Other Investments", "Equity Securities", 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.

61

 
 
 
 
As of December 31, 2023 and 2022, our cash and investments consisted of the following captions:

At December 31,

Fixed maturities, available-for-sale, at fair value
Equity investments, 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)

2023

2022

($ in thousands)

$

$

250,601  $
45,299 
80,929 
182,811 
559,640 
35,412 
7,266 
602,318  $

314,527 
43,621 
80,159 
148,753 
587,060 
30,986 
15,638 
633,684 

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.

Under our revised investment policy, we have increased the amount of alternative investments held, 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,  Equity  Securities  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, equity securities 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.

The substantial majority of our current and future investments are held by Maiden Reinsurance, whose investment policy was approved by the Vermont DFR.
Prior to the Exchange, the Company cumulatively invested $176.4 million in the preference shares of Maiden Holdings which have since been extinguished and
exchanged for 41,439,348 common shares of the Company pursuant to the Exchange. As a result of the Exchange on December 27, 2022, there are no preference
shares  outstanding.  Treasury  shares  include  42,878,923  common  shares  owned  by  Maiden  Reinsurance  consisting  of  41,439,348  shares  issued  as  part  of  the
Exchange and 1,439,575 shares directly purchased on the open market by Maiden Reinsurance under the Company's authorized repurchase plan. The market value
of our common shares held by Maiden Reinsurance due to the Exchange and common share repurchases was $98.2 million at December 31, 2023.

Cash & Cash Equivalents

At December 31, 2023, we consider the levels of cash and cash equivalents held to be within our targeted ranges. During periods when interest rates experience
greater volatility, we have periodically maintained more cash and cash equivalents to better assess current market conditions and opportunities within our defined
risk appetite, and may do so in future periods.

62

 
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 at December 31, 2023 and 2022, respectively :

December 31, 2023
AFS Fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Collateralized loan obligations
Corporate bonds
Total fixed maturities
Cash and cash equivalents

Total

December 31, 2022
AFS fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Collateralized mortgage-backed securities
Non-U.S. government bonds
Collateralized loan obligations
Corporate bonds
Total AFS fixed maturities
Cash and cash equivalents

Total

Original or 
Amortized 
Cost

Gross 
Unrealized 
Gains

Gross 
Unrealized 
Losses

Fair 
Value

Average
(1)
yield

Average
(2)
duration

55,046  $
29,918 
21,219 
80,591 
71,762 
258,536 
42,678 
301,214  $

($ in thousands)
8  $

— 
— 
— 
— 
8 
— 

8  $

(2) $

(3,267)
(468)
(1,788)
(2,418)
(7,943)
— 
(7,943) $

55,052 
26,651 
20,751 
78,803 
69,344 
250,601 
42,678 
293,279 

5.4 %
4.6 %
1.9 %
4.9 %
1.6 %
3.8 %
2.5 %

3.6 %

0.1 
6.1 
1.1 
0.3 
1.7 
1.3 
0.0 

1.2 

Original or 
Amortized 
Cost

Gross 
Unrealized 
Gains

Gross 
Unrealized 
Losses

Fair 
Value

Average
(1)
yield

Average
(2)
duration

55,647  $
38,767 
7,199 
12,643 
119,120 
97,063 
330,439 
46,624 
377,063  $

($ in thousands)
1  $

— 
— 
— 
— 
— 
1 
— 

1  $

(116) $

(4,402)
(432)
(825)
(5,028)
(5,110)
(15,913)
— 
(15,913) $

55,532 
34,365 
6,767 
11,818 
114,092 
91,953 
314,527 
46,624 
361,151 

4.0 %
2.7 %
5.3 %
0.3 %
3.1 %
1.5 %
2.7 %
1.2 %

2.5 %

0.7 
4.7 
2.7 
2.8 
0.3 
2.1 
1.5 
0.0 

1.3 

$

$

$

$

(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, 2023, the yield on the 10-year U.S. Treasury bond remained at 3.88% compared to December 31, 2022. 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 change in the market values of our fixed
maturity portfolio during the year ended December 31, 2023 generated net unrealized gains of $8.0 million which increased our book value per common share by
$0.08 during the period. Current outlooks for global monetary policy indicate that quantitative tightening by central banks in the U.S. and globally appear likely to
moderate in the near term, although central banks have indicated that they maintain the option to either adopt a neutral stance or apply further tightening should
data  dictate  such  actions,  particularly  inflation  and  labor  market  data.  Our  investment  portfolios,  in  particular  our  fixed  maturity  portfolio,  may  be  adversely
impacted by unfavorable market conditions caused by these measures, 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, 2023, 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 $5.6 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.

63

 
 
 
 
 
 
 
 
 
 
 
 
 
 
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, 2023 and 2022, 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

2023

2022

1.2
5.8
1.6

1.3
5.3
1.1

During the year ended December 31, 2023, the weighted average duration of our fixed maturity investment portfolio decreased by 0.1 years to 1.2 years while
the duration for reserve for loss and LAE increased by 0.5 years to 5.8 years. The differential in duration between these assets and liabilities may fluctuate over
time and, in the case of our fixed maturities, historically has been affected by factors such as market conditions, changes in asset mix and prepayment speeds in the
case of both Agency MBS and commercial mortgage-backed securities held. At December 31, 2023, the duration of loss reserves net of the LPT/ADC Agreement
was higher than the duration of our fixed maturity investment portfolio.

To limit our exposure to unexpected interest rate increases that could reduce the value of our fixed maturity securities and reduce our shareholders' equity, the
Company holds floating rate securities whose fair values are less sensitive to interest rates. At December 31, 2023 and December 31, 2022, 40.8% and 29.6%,
respectively, of our fixed income investments were comprised of floating rate securities which are detailed in the table below:

December 31,
($ in thousands)
Floating rate securities
Collateralized loan obligations
Collateralized mortgage-backed securities
Total floating rate AFS fixed maturities at fair value
Loan to related party

Total floating rate securities

Total fixed income investments at fair value 

(1)

2023

2022

Fair Value

% of Total

Fair Value

% of Total

$

$

$

78,803 
— 
78,803 
167,975 
246,778 

605,239 

13.0 % $
— %
13.0 %
27.8 %
40.8 % $

114,092 
4,773 
118,865 
167,975 
286,840 

$

970,538 

11.8 %
0.5 %
12.3 %
17.3 %
29.6 %

(1) Total fixed income investments at fair value include AFS fixed maturities, cash and restricted cash, funds withheld receivable, and loan to related party.

At December 31, 2023 and 2022, 100.0% of the Company’s U.S. agency bond holdings are mortgage-backed. Total U.S. agency MBS comprise 10.6% of our
fixed maturity investment portfolio at December 31, 2023. 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. Additional details on our U.S. Agency MBS holdings at December 31, 2023 and 2022 were as follows:

December 31,
($ in thousands)
FNMA – fixed rate
FHLMC – fixed rate
GNMA - variable rate

Total U.S. agency bonds

2023

2022

Fair Value

% of Total

Fair Value

% of Total

$

$

15,164 
9,099 
2,388 
26,651 

56.9 % $
34.1 %
9.0 %
100.0 % $

18,750 
13,034 
2,581 
34,365 

54.6 %
37.9 %
7.5 %
100.0 %

At  December  31,  2023  and  2022,  97.8%  and  98.5%,  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.

64

 
The security holdings by sector and financial strength rating of our corporate bond holdings at December 31, 2023 and 2022 were as follows:

December 31, 2023
Corporate bonds
Basic Materials
Communications
Consumer
Energy
Financial Institutions

Total Corporate bonds

December 31, 2022
Corporate bonds
Basic Materials
Communications
Consumer
Energy
Financial Institutions
Industrials

Total Corporate bonds

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

Ratings

(1)

AAA

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

Fair Value

— %
— %
— %
— %
2.2 %
2.2 %

— %
7.9 %
15.8 %
1.2 %
20.9 %
45.8 %

Ratings

(1)

7.6 %
4.2 %
29.2 %
2.6 %
0.6 %
44.2 %

— % $
— %
— %
— %
7.8 %
7.8 % $

($ in thousands)

5,273 
8,392 
31,186 
2,639 
21,854 
69,344 

% of Corporate
bonds

7.6 %
12.1 %
45.0 %
3.8 %
31.5 %
100.0 %

AAA

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

Fair Value

% of Corporate
bonds

— %
— %
— %
— %
1.6 %
— %
1.6 %

— %
5.7 %
6.3 %
0.9 %
20.3 %
2.3 %
35.5 %

5.3 %
5.2 %
39.1 %
7.7 %
0.4 %
— %
57.7 %

— % $
— %
— %
— %
5.2 %
— %
5.2 % $

($ in thousands)

4,912 
10,004 
41,767 
7,860 
25,272 
2,138 
91,953 

5.3 %
10.9 %
45.4 %
8.6 %
27.5 %
2.3 %
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,
2023. The Company's ten largest corporate holdings are 100.0% euro denominated, with 47.1% in the Consumer Sector and 28.3% in the Financial Institutions
sector:

December 31, 2023

Anheuser-Busch INBEV SA, 2.875%, Due 9/25/2024
Chubb Ina Holdings Inc., 1.55%, Due 3/15/2028
America Movil SAB DE CV, 1.5%, Due 3/10/2024
Molson Coors Beverage Co., 1.25%, Due 7/15/2024
Utah Acquisition Sub Inc., 2.25%, Due 11/22/2024
FBD Insurance PLC, 5.0%, Due 10/9/2028
PPG Industries Inc., 0.875%, Due 11/3/2025
Kellanova, 1.25%, Due 3/10/2025
BNP Paribas SA, 1.25%, Due 3/19/2025
Vodafone Group PLC, 1.875%, Due 9/11/2025

Total

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

Fair Value
($ in thousands)

% of Total Fixed Income
Holdings

Rating

(1)

$

$

10,957 
6,764 
5,490 
5,433 
5,423 
5,382 
5,273 
4,302 
3,523 
2,903 
55,450 

4.4 %
2.7 %
2.2 %
2.2 %
2.2 %
2.1 %
2.1 %
1.7 %
1.4 %
1.1 %
22.1 %

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

At December 31, 2023 and December 31, 2022, respectively, 100.0% of our non-U.S. dollar denominated securities were invested in euro denominated bonds.
The  net  decrease  in  non-USD  denominated  fixed  maturities  is  largely  due  to  sales  and  maturities  of  euro  denominated  corporate  bonds  during  the  year  ended
December 31, 2023.

65

At  December  31,  2023  and  December  31,  2022,  all  of  the  Company's  non-U.S.  government  issuers  have  a  rating  of  AA-  or  higher  by  Fitch  Ratings.  The
Company  does  not  employ  any  credit  default  protection  against  any  of  the  fixed  maturities  held  in  non-U.S.  dollar  ("non-USD")  denominated  currencies  at
December 31, 2023 and 2022, respectively. At December 31, 2023 and 2022, respectively, we held the following non-USD denominated securities:

December 31,
($ in thousands)
Non-USD denominated collateralized loan obligations
Non-USD denominated corporate bonds
Non-USD government bonds

Total non-USD denominated securities

2023

2022

Fair Value

% of Total

Fair Value

% of Total

$

$

77,816 
67,822 
20,751 
166,389 

46.8 % $
40.7 %
12.5 %
100.0 % $

102,812 
90,491 
11,818 
205,121 

50.1 %
44.1 %
5.8 %
100.0 %

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, 2023 and 2022:

(1)

Ratings  at December 31,
($ in thousands)
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

Other Investments, Equity Investments and Equity Method Investments

2023

2022

Fair Value

% of Total

Fair Value

% of Total

$

$

31,810 
30,630 
5,382 
67,822 

46.9 % $
45.2 %
7.9 %
100.0 % $

32,633 
53,094 
4,764 
90,491 

36.0 %
58.7 %
5.3 %
100.0 %

Our  alternative  investments  are  categorized  as  other  investments,  equity  securities  and  equity  method  investments  as  reported  on  our  consolidated  balance
sheets. These include private equity funds, private credit funds 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  alternative  investments  as  of  December  31,  2023  and  2022  consisted  of  the
following asset categories:

December 31,
($ in thousands)

2023

2022

Carrying Value

% of Total

Carrying Value

% of Total

Privately held common stocks
Privately held preferred stocks
Publicly traded equity investments in common stocks
Total equity securities

$

Real estate investments
Hedge fund investments
Other equity method investments
Total equity method investments

Private equity funds
Private credit funds
Privately held equity investments
Investment in direct lending funds (at cost)
Total other investments

35,272 
9,946 
81 
45,299 

49,897 
— 
31,032 
80,929 

47,383 
27,806 
38,617 
69,005 
182,811 

11.4  % $
3.2  %
—  %
14.6 %

16.1  %
—  %
10.1  %
26.2 %

15.4  %
9.0  %
12.5  %
22.3  %
59.2 %

32,290 
10,945 
386 
43,621 

40,944 
5,376 
33,839 
80,159 

32,298 
26,354 
34,014 
56,087 
148,753 

11.9  %
4.0  %
0.1  %
16.0 %

15.0  %
2.0  %
12.4  %
29.4 %

11.8  %
9.7  %
12.5  %
20.6  %
54.6 %

Total alternative investments

$

309,039 

100.0 % $

272,533 

100.0 %

66

 
 
 
   
 
Our allocation to alternative investments increased to 51.3% of total cash and investments as of December 31, 2023 compared to 43.0% as of December 31,

2022; and increased to 124.0% of our total shareholders' equity as of December 31, 2023 compared to 95.8% as of December 31, 2022.

In addition to the categories described above, we also evaluate our alternative investments by the following asset classes:

December 31,
($ in thousands)
Private Equity
Private Credit
Hedge Funds
Alternatives
Venture Capital
Real Estate

Total alternative investments

2023

2022

Carrying Value

% of Total

Carrying Value

% of Total

$

$

82,230 
53,673 
— 
95,258 
21,220 
56,658 
309,039 

26.6  % $
17.4  %
—  %
30.8  %
6.9  %
18.3  %
100.0 % $

60,227 
51,783 
5,376 
85,866 
21,126 
48,155 
272,533 

22.1  %
19.0  %
2.0  %
31.5  %
7.7  %
17.7  %
100.0 %

For further details on these alternative investments, please see "Notes to Consolidated Financial Statements: Note 4(b) Other Investments, Equity Securities
and Equity Method Investments" included under Part II Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K. Within these
asset classes, our portfolio broadly consists of the following types of investments:

•

Private Equity – this asset class consists of both fund investments with leading private equity sponsors and direct equity investments in private
companies, sometimes in conjunction with our private equity fund sponsors. As of December 31, 2023, $20.5 million or 25.0% of investments in the
private equity asset class consisted of investments in private equity funds and $61.7 million or 75.0% consisted of direct equity investments in private
companies.

•

Private Credit - this asset class consists of both fund investments with leading private credit sponsors and direct credit investments in private
companies, sometimes in conjunction with our private credit fund sponsors. Private credit investments in both funds and on a direct basis will typically be
secured lending arrangements with non-rated entities, often with additional protective provisions to enhance the security and returns of these investments.
As of December 31, 2023, $50.0 million or 93.2% of investments in the private credit asset class consisted of investments in private credit funds and $3.7
million or 6.8% consisted of direct investments in debt securities of private companies.

•

Hedge Funds – this asset class consisted of one hedge fund investment by the Company with 683 Capital, which was discussed further in Note
10 — Related Party Transactions included in Part II Item 8. "Financial Statements and Supplementary Data" in the Annual Report on Form 10-K for the
year ended December 31, 2022, filed with the SEC on March 15, 2023. The Company exited this asset class in 2022 after the investment produced an
inception to date return of 5.1%.

•

Alternatives – this asset class consists of structured financing arrangements which typically have incentive features to enhance the Company’s
returns. As part of these arrangements, the Company requires collateral or bankruptcy-remote structures to protect its investments. As of December 31,
2023, all investments in this asset class were direct investments except for investments in funds totaling $1.4 million or 1.5% of the alternatives asset
class.  One  investment  in  a  collateralized  direct  lending  entity  of  $69.0  million  represents  72.4%  of  this  asset  class  and  is  discussed  further  in  "Note
4 — Investments" included in Part II Item 8. "Financial Statements and Supplementary Data" in this Annual Report on Form 10-K for the year ended
December 31, 2023.

•

Venture  Capital  –  this  asset  class  consists  of  both  fund  investments  with  venture  capital  firms  focused  primarily  on  “insurtech”  or  “fintech”
early-stage investments as well as direct investments in start-up companies in this sector, including equity investments in individual companies made in
conjunction with our venture capital fund sponsors. As of December 31, 2023, $7.7 million or 36.1% of investments in the venture capital asset class
consisted of investments in funds and $13.5 million or 63.9% consisted of direct equity investments in start-up companies. 60.8% of these investments
were with funds or companies that would be considered “insurtech” investments.

•

Real Estate – this asset class consists of long-term equity investments in three real estate projects. Two are multi-family residential development
projects near major urban centers where workforce housing demand continues to be strong. One investment is a minority stake as a limited partner with a
leading developer with a highly successful track record, where the Company will earn returns from both operating income from rentals and future sales of
properties. To date, the Company has invested $22.5 million in this project and expects investment returns to commence in earnest in 2026 and beyond.
The second multi-family residential investment is a majority stake with general partner rights wherein the Company is providing the capital backing to an
experience  and  successful  developer  in  the  subject  market,  while  also  taking  minority  equity  stakes  in  individual  projects.  To  date,  this  development
project has secured five properties in attractive locations and is currently in the zoning and planning stages. To date, the Company has invested $29.5
million this project in the aggregate and has commenced earning limited amounts of fee income from this project. As part of its investment, the Company
has also provided certain loan guarantees which are discussed in more detail in Note 11 — Commitments, Contingencies and Guarantees included in Part
II Item 8. "Financial

67

Statements and Supplementary Data". We expect fee and operating income and gains from future sales of properties to commence in earnest in 2027 and
beyond. Finally, the Company has a minority equity stake in an iconic office building in a major city in the U.S., with an attractive and growing tenant
roll.  The  Company  has  invested  $7.5  million  in  this  project  and  to  date  has  earned  preferred  returns  and  received  certain  distributions.  In  addition  to
preferred returns, the Company expects to receive future distributions of operating income from this investment.

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.

68

Investment Results

Our investment portfolio produced significantly higher returns of $53.1 million included in earnings during 2023 compared to $24.7 million in 2022, a 114.6%
increase through a combination of higher yields on certain fixed income assets along with strengthening returns on our alternative investment portfolio, which
increased by 13.4% during 2023 and produced a positive net return of 8.0% during 2023 compared to 2.0% in 2022.

The following table summarizes our investment results for the years ended December 31, 2023 and 2022, respectively:

For the Year Ended December 31,
Net investment income
Fixed income investments
Cash and restricted cash
Other investments, including equities
Investment expenses
Total net investment income

(1)

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

(1)

Net unrealized gains (losses):
Other investments, including equities
Total net unrealized gains (losses)

Interest in income (loss) of equity method investments:
Interest in income (loss) of equity method investments
Total interest in income (loss) of equity method investments

Total investment return included in earnings (A)

Other comprehensive income (loss):
Unrealized gains (losses) on AFS fixed maturities and equity method investments excluding foreign exchange
(B)

Total investment return = (A) + (B)

Annualized income from fixed income assets
Average aggregate fixed income assets, 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)

$

$

$
$

$

$

2023

2022

($ in thousands)

$

32,300 
685 
4,957 
(564)
37,378 

(2,971)
4,957 
1,986 

5,862 
5,862 

7,846 
7,846 

27,055 
428 
2,987 
(400)
30,070 

(2,983)
190 
(2,793)

(2,347)
(2,347)

(205)
(205)

53,072 

$

24,725 

$
$

$

7,977 
61,049 

32,985
799,812

4.1 %

(24,247)
478 

27,483
1,226,134

2.2 %

1,078,675

$

1,468,077

4.9 %
5.7 %

1.7 %
— %

1. Fixed income investments include AFS securities as well as funds withheld receivable, and loan to related party.
2. Fixed income assets include 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.

69

The following table details total investment returns for our fixed income investments for the year ended December 31, 2023 and 2022, respectively:

(1)

Fixed Income Investments
($ in thousands)
Gross investment income
Net realized losses
 (3)
Change in AOCI

Gross investment returns

Average invested assets, at fair value 

(4)

Gross Investment Returns

Investment expenses

Net investment returns

Net Investment Returns

$

$

$

$
$

For the Year Ended December 31,

2023

2022

32,985 
(2,971)
7,977 
37,991 

787,889

4.8 %

324 
37,667 

$

$

$

$
$

27,483 
(2,983)
(28,661)
(4,161)

1,219,079

(0.3)%

417 
(4,578)

4.8 %

(0.4)%

Our average book yields increased to 4.8% for the year ended December 31, 2023 compared to (0.4)% in 2022 due to floating rate investments that comprised
40.8% of our fixed income investments at December 31, 2023 which enabled the portfolio to respond to the higher interest rate environment more quickly. The
loan to related party carried a higher weighted average interest rate on a balance of $168.0 million which increased to 7.0% during the year ended December 31,
2023  compared  to  3.7%  in  2022;  while  the  interest  rate  on  the  funds  withheld  receivable  from  AmTrust  increased  to  3.5%  in  2023  from  2.1%  in  2022,  on  an
average  ending  balance  of  $279.4  million  during  the  year  ended  December  31,  2023.  Please  refer  to  "Notes  to  Consolidated  Financial  Statements  -  Note
4 — Investments" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for further detail on investment
returns from fixed income investments held by the Company at December 31, 2023 and 2022.

The following table details total investment returns for our alternative investments for the year ended December 31, 2023 and 2022, respectively:

(2)

Alternative Investments
($ in thousands)
Gross investment income
Net realized and unrealized gains (losses)
Change in AOCI

 (3)

Gross investment returns

Average invested assets, at fair value 

(4)

Gross Investment Returns

Investment expenses

Net investment returns

Net Investment Returns

1. Fixed income investments includes AFS securities as well as cash, restricted cash, funds withheld receivable, and loan to related party.
2. Alternative investments includes other investments, equity securities, and equity method investments.
3. Change in AOCI excludes unrealized foreign exchange gains and losses.
4. Average invested assets is the average of the amounts disclosed in our quarterly U.S. GAAP consolidated financial statements.

70

For the Year Ended December 31,

2023

2022

$

$

$

$
$

12,803 
10,819 
— 
23,622 

290,786

8.1 %

240 
23,382 

$

$

$

$
$

2,782 
(2,157)
4,414 
5,039 

249,000

2.0 %

(17)
5,056 

8.0 %

2.0 %

 
 
 
 
 
 
The following table details total investment returns for alternative investments by asset class at December 31, 2023:

December 31, 2023

Private Equity

Private Credit

Hedge Funds

Gross investment income
Net realized and unrealized
gains (losses)

Total Investment Return

$

$

2,545

7,691
10,236

$

$

3,380

1,697
5,077

$

$

Average Investments

$71,228

$52,728

$2,688

83

—
83

$

$

$

Alternative
Assets

($ in thousands)
6,114

(33)
6,081

90,562

Venture Capital

Real Estate

Total

$

$

$

— $

1,914
1,914

21,173

$

$

681

(450)
231

52,407

$

$

$

12,803

10,819
23,622

290,786

Gross Investment Returns

14.4 %

9.6 %

3.1 %

6.7 %

9.0 %

0.4 %

8.1 %

The following table details total investment returns for alternative investments by asset class at December 31, 2022:

December 31, 2022

Private Equity

Private Credit

Hedge Funds

Gross investment income
Net realized and unrealized
(losses) gains
Change in AOCI

Total Investment Return

Average Investments

$

$

$

1,269

$

2,025

$

(5,053)

$

(1,717)
—
(448)

63,259

$

$

(2,487)
—
(462)

36,323

$

$

—
—
(5,053)

19,153

$

$

29
4,414
8,436

66,178

Alternative
Assets

($ in thousands)
3,993

Venture Capital

Real Estate

Total

$

$

$

125

$

423

$

2,782

2,307
—
2,432

14,235

$

$

(289)
—
134

49,853

$

$

(2,157)
4,414
5,039

249,000

Gross Investment Returns

(0.7)%

(1.3)%

(26.4)%

12.7 %

17.1 %

0.3 %

2.0 %

During 2023, our gross and net investment returns exceeded our cost of debt capital, and on an inception to date basis through December 31, 2023, alternative
investments  have  now  produced  an  internal  rate  of  return  of  5.3%  and  a  multiple  on  invested  capital  of  1.06.  This  includes  investments,  primarily  in  the
Alternatives  and  Real  Estate  asset  classes  where  we  anticipate  future  returns  to  emerge  but  have  not  as  yet  recognized  either  returns  or  gains  based  on  the
development stage of certain investments, which constitute 38.5% of our total alternative assets as of December 31, 2023. While our overall returns in the hedge
fund investment asset class were profitable, our total alternative investment returns in 2022 were adversely impacted by losses during the year in that asset class.
Total returns on alternative investments by asset class are discussed below in detail for the year ended December 31, 2023:

•

Private Equity – investment returns in this asset class reflect both dividends and distributions received as well as unrealized gains or losses from
adjustments to net asset values in the case of fund investments and market value adjustments in the case of direct equity investments. During 2023, fund
investments produced a total investment return of $1.5 million while direct investments produced a total investment return of $8.7 million. Inception to
date,  private  equity  investments  have  produced  an  internal  rate  of  return  of  9.3%  and  a  multiple  on  invested  capital  of  1.23,  with  fund  investments
producing an internal rate of return of 13.1% and a multiple on invested capital of 1.40, while direct investments have produced an internal rate of return
of 6.3% and a multiple on invested capital of 1.16. No realized gains on private equity investments have been recognized through December 31, 2023.

•

Private Credit – investment returns in this asset class reflect both distributions received as well as unrealized gains or losses from adjustments to
net asset values in the case of fund investments and market value adjustments in the case of direct equity investments. During 2023, fund investments
produced a total investment return of $1.4 million while direct investments produced a total investment return of $3.7 million. Inception to date, private
credit  investments  have  produced  an  internal  rate  of  return  of  5.8%  and  a  multiple  on  invested  capital  of  0.81,  with  fund  investments  producing  an
internal rate of return of 5.7% and a multiple on invested capital of 0.80, while direct investments have produced an internal rate of return of 9.0% and a
multiple on invested capital of 1.07. Net realized losses of $1.1 million on a fund investment focused on debt instruments in the real estate sector were
recognized through December 31, 2023. Excluding the sale of a fund investment focused on debt instruments in the real estate sector, the current portfolio
of private credit investments produced an internal rate of return of 8.7% and a multiple on invested capital of 1.02, with fund investments, as adjusted,
producing the same returns.

71

 
 
•

Hedge Funds – As noted previously, the Company exited this asset class in 2022. Returns during 2023 relate to residual returns of assets that
were  held  pending  liquidation  of  the  special  purpose  vehicle  this  investment  was  made  through.  Negative  returns  in  2022  reflect  difficult  market
conditions  and  negative  results  from  the  strategy  applied  by  the  Hedge  Fund  sponsor  during  that  period.  At  completion,  the  investment  produced  an
inception to date internal rate of return of 5.1% and a multiple on invested capital of 1.12.

•

Alternative  Assets  –  investment  returns  in  this  asset  class  in  2023  and  2022  largely  relate  to  equity  method  recognition  of  income  from
structured  financing  arrangements  in  real  assets  which  utilize  bankruptcy-remote  structures  to  protect  these  investments.  Inception  to  date,  alternative
direct investments on real assets have produced an internal rate of return of 37.8% and a multiple on invested capital of 1.36; in total, alternative fund
investments have produced an internal rate of return of 9.9% and a multiple on invested capital of 1.05. We have not recognized any returns (including
contractual  preferred  returns)  on  other  alternative  investments  as  the  underlying  collateralized  investment  supporting  this  direct  lending  initiative
continues to develop. We expect to recognize our preferred returns and contingency gains as these investment develops further or if other collateral we
have secured as part of our investment responds sooner, subject to certain conditions.

•

Venture Capital – investment returns in this asset class primarily reflect unrealized gains or losses from adjustments to net asset values in the
case  of  fund  investments  and  market  value  adjustments  in  the  case  of  direct  equity  investments.  During  2023,  fund  investments  produced  a  total
investment loss of $0.9 million, primarily the result of management fees, while direct investments produced a total investment return of $2.8 million.
Inception to date, venture capital fund investments have produced an internal rate of return of 0.0% and a multiple on invested capital of 0.81, while
direct venture capital investments have produced an internal rate of return of 13.9% and a multiple on invested capital of 1.41. Through 2023, we realized
total  gains  of  $4.8  million  on  the  sale  of  the  Company’s  stake  in  Betterview  Marketplace,  Inc.  ("Betterview")  in  a  cash  and  stock  transaction  with
Nearmap US, Inc. ("Nearmap"). We now continue to hold shares in Nearmap after completion of this transaction. To date our investment in Betterview
has produced an internal rate of return of 28.9% and a multiple on invested capital of 2.63.

•

Real Estate – investment returns in this asset class include preferred returns and distributions (if any) from plan developers along with limited
unrealized  gains  or  losses  to  date  as  two  of  the  projects  remain  in  the  development  phase.  As  noted  earlier,  the  Company  does  not  expect  significant
investment returns from these attractive projects for the next several years. The Company has not recognized any unrealized appreciation or depreciation
in the market value of these assets inception to date. To date these investments have produced an internal rate of return of 0.0% and a multiple on invested
capital of 0.97.

As our returns in alternative investments continues to increase, we believe our alternative investment portfolio remains well positioned to achieve its targeted

longer-term returns.

Other Balance Sheet Changes

The following table summarizes the Company's other material balance sheet changes at December 31, 2023 and 2022:

December 31,
($ in thousands)
Deferred commission and other acquisition expenses
Funds withheld receivable
Reserve for loss and LAE
Unearned premiums
Deferred gain on retroactive reinsurance
Accrued expenses and other liabilities

2023

2022

Change
$

Change
%

$

17,566  $
143,985 
867,433 
46,260 
73,240 
28,244 

24,976  $
441,412 
1,131,408 
67,081 
47,708 
60,518 

(7,410)
(297,427)
(263,975)
(20,821)
25,532 
(32,274)

(29.7)%
(67.4)%
(23.3)%
(31.0)%
53.5 %
(53.3)%

The Company's deferred commission and other acquisition expenses decreased by 29.7% and unearned premiums decreased by 31.0% primarily due to the
termination of the remaining business under both quota share contracts with AmTrust which have been in run-off since January 1, 2019. Funds withheld receivable
decreased by 67.4% primarily due to settlement of reinsurance losses payable under the AmTrust Quota Share using those assets.

Accrued expenses and other liabilities decreased by 53.3% primarily due to settlement of reinsurance losses payable due to AmTrust, and a decrease in the
underwriting-related  derivative  liability  on  GLS  policies  to  $4.0  million  at  December  31,  2023  compared  to  $14.6  million  at  December  31,  2022  as  the
acceleration  of  covered  payments  triggered  coverage  in  excess  of  the  contracts  risk  margin.  The  Company's  reserve  for  loss  and  LAE  decreased  by  23.3%
primarily due to continued settlement of loss reserves for AmTrust Reinsurance contracts.

The  deferred  gain  on  retroactive  reinsurance  increased  by  $25.5  million  or  53.5%  for  the  year  ended  December  31,  2023  driven  by  net  adverse  reserve
development of $24.1 million reported for policies under the AmTrust Quota Share as these losses are largely covered by the LPT/ADC Agreement with Cavello.
The  change  in  the  deferred  gain  for  the  year  ended  December  31,  2023  was  reduced  by  $3.8  million  of  favorable  loss  development  on  certain  Workers
Compensation  losses  that  were  commuted  to  AmTrust  in  2019  that  inure  to  the  benefit  of  Cavello  as  opposed  to  the  Company  under  the  terms  of  LPT/ADC
Agreement.

72

 
Capital Resources

During the year ended December 31, 2023, book value per common share decreased by 11.4% to $2.48 and diluted book value per common share decreased by
11.8% to $2.46, compared to December 31, 2022. This was due to the net loss attributable to Maiden common shareholders of $38.6 million and an allowance for
expected credit losses of $5.5 million recognized in the opening retained earnings on January 1, 2023; partly offset by a net increase in AOCI of $9.8 million for
the year ended December 31, 2023.

Capital resources consist of funds deployed in support of our operations. The following table shows the movement in our capital resources at December 31,

2023 and 2022:

December 31,
($ in thousands)
Common shares at par value
Additional paid-in capital
Accumulated other comprehensive loss
Accumulated deficit
Treasury shares, at cost
Total Maiden shareholders' equity
Senior Notes - principal amount

Total capital resources

2023

2022

Change

Change (%)

$

$

1,497  $

886,072 
(31,469)
(486,945)
(119,995)
249,160 
262,361 
511,521  $

1,492  $

884,259 
(41,234)
(442,863)
(117,075)
284,579 
262,500 
547,079  $

5 
1,813 
9,765 
(44,082)
(2,920)
(35,419)
(139)
(35,558)

0.3 %
0.2 %
(23.7)%
10.0 %
2.5 %
(12.4)%
(0.1)%

(6.5)%

Total capital resources decreased by $35.6 million, or 6.5% compared to December 31, 2022 due to the following items:

•net increase in additional paid-in capital of $1.8 million mainly due to share-based compensation of $1.7 million;
•net  increase  in  AOCI  of  $9.8  million  which  arose  due  to:  (1)  net  unrealized  gains  on  investment  of  $7.9  million  mainly  from  our  AFS  investment
portfolio relating to market price movements in the year ended December 31, 2023; and (2) an increase in cumulative translation adjustments of $1.9
million during the year ended December 31, 2023 due to the impact of the U.S. dollar depreciation on the re-measurement of net assets denominated in
British pound and euro;
•accumulated deficit increased by $44.1 million due to the reported net loss of $38.6 million for the year ended December 31, 2023, plus the opening
allowance for expected credit losses on other investments, reinsurance recoverable, reinsurance balances receivable and funds withheld receivable of $5.5
million for the year ended December 31, 2023 which decreased opening retained earnings; and
•treasury shares increased by $2.9 million due to common shares repurchased under the Company's authorized common share repurchase plan as well as
repurchases  for  tax  withholding  in  respect  of  tax  obligations  on  the  vesting  of  both  non-performance-based  and  discretionary  performance-based
restricted shares.

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, 2023 and 2022.

Book value and diluted book value per common share at December 31, 2023 and 2022 were computed as follows:

December 31,

Ending 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 shares

Denominator for diluted book value per common share calculation

Book value per common share
Diluted book value per common share

2023

2022

($ in thousands except share and per share data)

249,160  $
— 
249,160  $

284,579 
4 
284,583 

100,472,120 
975,027 
101,447,147 

101,532,151 
499,963 
102,032,114 

2.48  $
2.46 

2.80 
2.79 

$

$

$

73

 
 
 
Common Shares

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, 2023, Maiden Reinsurance repurchased 1,439,575 common shares from the open market at an average price
per  share  of  $1.83  under  the  Company's  share  repurchase  plan.  The  Company's  remaining  authorization  is  $71.6  million  for  common  share  repurchases  at
December 31, 2023. No repurchases were made during the year ended December 31, 2022 under the common share repurchase plan. 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 the repurchase transactions.

Senior Notes

There were no changes in the Company’s Senior Notes at December 31, 2023 compared to December 31, 2022 other than repurchases as discussed further
below. The Company did not enter into any short-term borrowing arrangements during the year ended December 31, 2023. 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 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.

As described in "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, on May 3, 2023, 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  Senior  Notes  from  time  to  time  at  market  prices  in  open
market purchases or as may be privately negotiated. During the year ended December 31, 2023, Maiden Reinsurance repurchased 5,567 notes of the 2013 Senior
Notes at an average price per unit of $17.10 for a total cost of $95.2 thousand. Total interest and amortization expenses for the year ended December 31, 2023
were partly offset by a gain of $39.9 thousand realized on the repurchase of the 2013 Senior Notes. The Company has a remaining authorization of $99.9 million
for such repurchases at December 31, 2023.

Maiden  Holdings  does  not  have  any  significant  operations  or  assets  other  than  our  ownership  of  the  shares  of  our  subsidiaries.  The  dividends  and  other
permitted  distributions  from  Maiden  NA  (and  its  subsidiaries)  will  be  our  sole  source  of  funds  to  meet  ongoing  cash  requirements,  including  debt  service
payments.  Factors  that  may  affect  payments  to  holders  of  the  2013  Senior  Notes  include  restrictions  on  the  payments  of  dividends  by  Maiden  Reinsurance  to
Maiden NA which provides the sole source of income for interest payments on the 2013 Senior Notes. In 2022 and 2023, the Vermont DFR approved an annual
dividend program from Maiden Reinsurance to Maiden NA, with notification to the Vermont DFR as dividends are paid. Subsequent to that approval, Maiden
Reinsurance paid total dividends of $43.8 million to Maiden NA as of December 31, 2023.

The summarized financial information below has been presented on a combined basis for the issuer Maiden NA and the guarantor Maiden Holdings, excluding
all other subsidiaries. Intercompany balances and transactions between Maiden NA and Maiden Holdings, whose information is presented above on a combined
basis,  were  eliminated.  Any  investment  by  Maiden  NA  or  Maiden  Holdings  in  subsidiaries  that  are  not  issuers  or  guarantors  is  not  presented  in  the  financial
information below.

Intercompany balances with subsidiaries that are not issuers or guarantors and any related party transactions were separately disclosed and are not included in
the total assets and total liabilities presented for Maiden NA and Maiden Holdings. The net loss for Maiden NA and Maiden Holdings was due to interest and
amortization expenses on the Senior Notes as well as general and administrative expenses. The net loss in Maiden NA also reflects income tax expense incurred
for the respective periods.

Summarized financial information of Maiden NA and Maiden Holdings as of December 31, 2023 and for the year ended December 31, 2023 was as follows:

Total assets
Total liabilities
Amounts due from subsidiaries (not included in total assets above)
Amounts due to subsidiaries (not included in total liabilities above)
Related party loan payable (not included in total liabilities above)
Total revenue
Net loss

$

Maiden NA

Maiden Holdings

($ in thousands)

10,693  $
149,679 
5 
12,670 
— 
2,571 
(8,602)

5,209 
107,722 
1,362 
3,055 
290,064 
1,119 
(32,605)

74

 
The ratio of Debt to Total Capital Resources at December 31, 2023 and 2022 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

$

$

2023

2022

($ in thousands)

262,361 
249,160 
511,521 

$

$

51.3 %

262,500 
284,579 
547,079 

48.0 %

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,  2023,  guarantees  of  $62.5  million  have  been  provided  to  lenders  by  the  Company  on  behalf  of  the  real  estate  joint
venture, 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.

75

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 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 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 measures used by management are discussed below.

Non-GAAP operating (loss) earnings and Non-GAAP diluted operating (loss) earnings per common share (attributable) available to common shareholders

Non-GAAP operating (loss) earnings and Non-GAAP diluted operating (loss) earnings per common share (attributable) available to common shareholders

can be reconciled to the nearest U.S. GAAP financial measure as follows:

For the Year Ended December 31,

Net (loss) income (attributable) available to Maiden common shareholders
Add (subtract):
Net realized and unrealized investment (gains) losses
Foreign exchange and other losses (gains)
Interest in (income) loss of equity method investments
Change in deferred gain on retroactive reinsurance under the LPT/ADC Agreement

Non-GAAP operating (loss) earnings

Diluted (loss) earnings per share (attributable) available to common shareholders
Add (subtract):
Net realized and unrealized investment (gains) losses
Foreign exchange and other losses (gains)
Interest in (income) loss of equity method investments
Change in deferred gain on retroactive reinsurance under the LPT/ADC Agreement
Non-GAAP diluted operating (loss) earnings per common share (attributable) available to common

shareholders

2023

2022

($ in thousands except per share data)

(38,569) $

55,432 

(7,848)
5,741 
(7,846)
25,508 
(23,014) $

(0.38) $

(0.08)
0.06 
(0.08)
0.25 

(0.23) $

5,140 
(8,255)
205 
(452)
52,070 

0.63 

0.06 
(0.09)
0.01 
(0.01)

0.60 

$

$

$

$

Non-GAAP operating loss was $23.0 million for the year ended December 31, 2023, compared to non-GAAP operating earnings of $52.1 million in 2022.
Excluding gains of $115.5 million from the repurchase and exchange of our preference shares at market values during the year ended December 31, 2022, the non-
GAAP operating loss was $63.4 million in 2022. The non-GAAP operating loss in both respective years were primarily driven by non-GAAP underwriting results
in the AmTrust Reinsurance segment as discussed further below.

Non-GAAP Underwriting Results

The following summarizes our non-GAAP underwriting results for the years ended December 31, 2023 and 2022:

For the Year Ended December 31,

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

(1)

(1)

76

2023

2022

($ in thousands)

$
$
$

$

23,466  $
23,168  $
43,969  $
39 
(35,720)
(19,462)
(12,800)
(23,974) $

5,479 
5,082 
37,732 
(4,530)
(58,443)
(18,511)
(11,634)
(55,386)

(1) Non-GAAP underwriting loss and non-GAAP net loss and LAE for the years ended December 31, 2023 and 2022 are adjusted for prior year reserve development subject to the LPT/ADC Agreement.
Please see the "Key Financial Measures" section for the definitions of non-GAAP underwriting loss and non-GAAP net loss and LAE.

The non-GAAP underwriting results above are summarized by segment for the years ended December 31, 2023 and 2022 in the table below:

For the Year Ended December 31,

Diversified Reinsurance underwriting loss
AmTrust Reinsurance underwriting loss
Plus: adverse (favorable) prior year loss development covered under the LPT/ADC Agreement
Non-GAAP AmTrust Reinsurance underwriting loss
Non-GAAP underwriting loss

2023

2022

($ in thousands)

$

$

(9,141) $
(40,341)
25,508 
(14,833)
(23,974) $

(12,051)
(42,883)
(452)
(43,335)
(55,386)

The non-GAAP underwriting results have been adjusted for prior year reserve development under the AmTrust Quota Share which is fully recoverable from
Cavello under the LPT/ADC Agreement to show the ultimate economic benefit to the Company. As shown in the table above, adjusted for the increase in the
deferred gain under the LPT/ADC Agreement of $25.5 million during the year ended December 31, 2023, the non-GAAP underwriting loss was $24.0 million.
This compared to a non-GAAP underwriting loss of $55.4 million for 2022 when adjusted for the decrease in the deferred gain under the LPT/ADC Agreement of
$0.5 million during the year ended December 31, 2022.

The non-GAAP underwriting loss of $24.0 million for the year ended December 31, 2023 was primarily driven by:

•

•

•

•

underwriting results in the AmTrust Reinsurance segment not covered by the LPT/ADC Agreement, specifically the run-off of the AmTrust Quota
Share with losses occurring after December 31, 2018;

adverse loss development of $10.3 million in the European Hospital Liability Quota Share, which is not covered by the LPT/ADC Agreement;

favorable loss development on commuted Workers Compensation losses which are contractually covered by the LPT/ADC Agreement reduced the
deferred gain liability on retroactive reinsurance by $3.8 million for the year ended December 31, 2023; and

underwriting loss of $9.1 million in the Diversified Reinsurance segment, which included an underwriting loss of $4.6 million from GLS operations
during the year ended December 31, 2023.

Please refer to the respective segment results for AmTrust Reinsurance and Diversified Reinsurance as discussed under Item 7. "Management's Discussion and

Analysis of Financial Condition and Results of Operations" of this Annual Report on Form 10-K for further details of these underwriting results.

Non-GAAP Net Loss and LAE

Adjusted for prior year reserve development under the AmTrust Quota Share which is fully recoverable from Cavello under the LPT/ADC Agreement, the non-
GAAP net loss and LAE decreased by $25.5 million for the year ended December 31, 2023. The favorable loss development on commuted Workers Compensation
losses  which  are  contractually  covered  by  the  LPT/ADC  Agreement  reduced  the  deferred  gain  liability  on  retroactive  reinsurance  by  $3.8  million  for  the  year
ended December 31, 2023.

Adjusted for prior year reserve development under the AmTrust Quota Share which is fully recoverable from Cavello under the LPT/ADC Agreement, the non-
GAAP net loss and LAE increased by $0.5 million for the year ended December 31, 2022. The deferred gain on retroactive reinsurance was reduced by $16.0
million of favorable loss development on certain Workers Compensation losses that were commuted to AmTrust in 2019 that inure to the benefit of Cavello as
opposed to the Company under the terms of the LPT/ADC Agreement.

These adjustments are reflected in the calculation of non-GAAP Loss and LAE in the table below:

For the Year Ended December 31,

Net loss and LAE
Less: adverse (favorable) prior year loss development covered under the LPT/ADC Agreement

Non-GAAP net loss and LAE

2023

2022

($ in thousands)

$

$

61,228  $
25,508 
35,720  $

57,991 
(452)
58,443 

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, 2023 and 2022 reflect the

addition of the unamortized deferred gain under the LPT/ADC Agreement to the

77

GAAP  shareholders'  equity  as  depicted  in  the  computations  below.  The  unamortized  deferred  gain  under  the  LPT/ADC  Agreement  was  $70.9  million  at
December 31, 2023 compared to $45.4 million at December 31, 2022; this increase attributable to $25.5 million in net loss and LAE recognized as adverse reserve
development in the Company's GAAP income statement for AmTrust Quota Shares policies covered by the LPT/ADC Agreement. Net adverse development of
$24.1 million was reported for policies under the AmTrust Quota Share for the year ended December 31, 2023. These losses are recoverable under the LPT/ADC
Agreement  and  are  expected  to  be  recognized  as  future  GAAP  income  over  time  as  recoveries  are  received  subject  to  the  provisions  of  both  the  LPT/ADC
Agreement and the applicable GAAP accounting rules. We believe the inclusion of this unamortized deferred gain under 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.

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 at December 31, 2023 and 2022:

December 31,
($ in thousands)
Total shareholders' equity
Unamortized deferred gain on LPT/ADC Agreement
Adjusted shareholders' equity
Senior Notes - principal amount

Adjusted total capital resources

Non-GAAP Operating ROACE

2023

2022

Change
$

Change
%

$

$

249,160  $
70,916 
320,076 
262,361 
582,437  $

284,579  $
45,408 
329,987 
262,500 
592,487  $

(35,419)
25,508 
(9,911)
(139)
(10,050)

(12.4)%
56.2 %
(3.0)%
(0.1)%

(1.7)%

Non-GAAP Operating ROACE for the years ended December 31, 2023 and 2022 was as follows:

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

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

$

2023

2022

($ in thousands)

$

(23,014)
329,987 
320,076 
325,032 

52,070 
274,990 
329,987 
302,489 

(7.1)%

17.2 %

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  at

December 31, 2023 and 2022 was computed as follows:

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

Adjusted book value per common share

Ratio of Debt to Adjusted Total Capital Resources

2023

2022

$

$

2.48  $
0.71 
3.19  $

2.80 
0.45 
3.25 

 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,
2023 and 2022 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

$

$

2023

2022

($ in thousands)

262,361 
320,076 
582,437 

$

$

45.0 %

262,500 
329,987 
592,487 

44.3 %

78

 
Currency and Foreign Exchange

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,  2023,  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  average  exchange  rates  during  the  year.  The  effect  of  the  translation  adjustments  for  foreign
operations is included in AOCI.

Net foreign exchange losses were $5.7 million during the year ended December 31, 2023 compared to net foreign exchange gains of $8.9 million during the
year ended December 31, 2022. The decrease in foreign exchange results for the year ended December 31, 2023 compared to 2022 was due to the depreciation of
the U.S. dollar relative to the euro and the British pound.

At  December  31,  2023,  net  foreign  exchange  losses  were  primarily  driven  by  exposures  to  euro,  British  pound  and  other  non-USD  denominated  net  loss
reserves and insurance related liabilities in excess of foreign currency assets. Our non-USD denominated liabilities at December 31, 2023 included reserves for net
loss and LAE of $287.0 million. Our foreign currency asset exposures at December 31, 2023 include $166.4 million of fixed maturity securities managed by our
investment managers who have the discretion to hold foreign currency exposures as part of their total return strategy, $27.4 million of equity method real estate
investments denominated in Canadian dollars, and $15.5 million of funds withheld receivable.

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 recent government stimulus, sharp increases in demand, labor force and supply chain disruptions,
among  other  factors,  on  our  loss  cost  trends.  Our  reserves  predominantly  consist  of  workers’  compensation,  general  liability,  and  hospital  liability.  These long
tailed lines of business have been subject to the longer term trend of social inflation, but we have not observed significant impacts for the recently elevated levels
of inflation. We proactively analyze available data and we incorporate trends into our loss reserving assumptions to ensure we are considerate of current and future
economic conditions.

Governmental policy responses to inflation have significantly increased interest rates which, in the short term, have contributed to unrealized losses on our
fixed income investments, particularly on our fixed maturity securities. While general economic inflation has eased in recent quarters, there remains uncertainty
around the rate and direction of inflation and interest rates and we 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.
Currently, while salaries and incentive compensation costs comprise less than one-half of our total general and administrative expenses, continuing inflation and
tight labor conditions could have a material impact on our net operating results.

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 adopted and not yet adopted.

79

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.

80

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,  2023.  Based  on  their  evaluation,  our  Principal  Executive  Officer  and  Principal  Financial  Officer  concluded  that,  at  December  31,  2023,  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,  2023  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, 2023
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, 2023. 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, 2023 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

81

Report of Independent Registered Public Accounting Firm

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

Opinion on Internal Control Over Financial Reporting

We have audited Maiden Holdings, Ltd.’s internal control over financial reporting as of December 31, 2023, 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, 2023, 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  sheets  of  the  Company  as  of  December  31,  2023  and  2022,  the  related  consolidated  statements  of  income,  comprehensive  income,  changes  in
shareholders’ equity and cash flows for each of the two years in the period ended December 31, 2023, and the related notes and our report dated March 12, 2024
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 12, 2024

82

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 6, 2024 (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 2023", "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.

83

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 12, 2024.

SIGNATURES

MAIDEN HOLDINGS, LTD.

By:

Name:
Title:

Name:
Title:

/s/ Patrick J. Haveron
Patrick J. Haveron
Chief Executive Officer and Chief Financial Officer

/s/ Mark O. Heintzman
Mark O. Heintzman
Senior Vice President - Finance

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

and in the capacities and on the dates indicated.

Signature

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

Title

Date

Chief Executive Officer and Chief Financial Officer
(Principal Executive Officer)
Senior Vice President - Finance
(Principal Financial Officer)
Chairman

Executive Vice Chairman and President

Lead Independent Director

Director

Director

Director

Director

Director

84

March 12, 2024

March 12, 2024

March 12, 2024

March 12, 2024

March 12, 2024

March 12, 2024

March 12, 2024

March 12, 2024

March 12, 2024

March 12, 2024

 
 
 
 
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
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 4.3)
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
Form of 6.625% Notes due 2046 (included in Exhibit 4.6)
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 Agreement 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
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

Exhibit 
No.
3.1
3.2
4.1

4.2

4.3

4.4

4.5

4.6

4.7
4.8
10.1*
10.2*
10.3*

10.4*

10.5

10.6

10.7

10.8

10.9

10.10

10.11

10.12

10.13

10.14

10.15

10.16

Reference
†
(1)
(2)

(3)

(4)

(4)

(5)

(5)

(5)
(6)
(7)
(6)
(6)

(8)

(2)

(2)

(9)

(10)

(11)

(11)

(12)

(9)

(12)

(12)

(12)

(12)

E-1

 
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

10.33

10.34

10.35

10.36

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

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

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

(12)

(12)

(13)

(14)

(15)

(16)

(17)

(13)

(13)

(18)

(19)

(20)

(21)

(22)

(9)

(9)

(23)

(24)

(24)

(24)

E-2

10.37

10.38

10.39

10.40

10.41

14.1
21.1
22.1
23.1
31.1
31.2
32.1
32.2
97.1

101.1

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
List of subsidiary issuers of parent guaranteed securities
Consent of Ernst & Young LLP
Section 302 Certification of Principal Executive Officer
Section 302 Certification of Principal Financial Officer
Section 906 Certification of Principal Executive Officer
Section 906 Certification of Principal Financial Officer
Clawback Policy
The  following  financial  information  from  Maiden  Holdings,  Ltd.'s  Annual  Report  on  Form  10-K  for  the  year  ended  December  31,  2023,
formatted in XBRL (eXtensive Business Reporting Language): (i) the Consolidated Balance Sheets at December 31, 2023 and 2022; (ii) the
Consolidated  Statements  of  Income  for  the  years  ended  December  31,  2023  and  2022;  (iii)  the  Consolidated  Statements  of  Comprehensive
Income for the years ended December 31, 2023 and 2022; (iv) the Consolidated Statements of Changes in Shareholders' Equity for the years
ended December 31, 2023 and 2022; (v) the Consolidated Statements of Cash Flows for the years ended December 31, 2023 and 2022; and (vi)
Notes to Consolidated Financial Statements.

(24)

(7)

(7)

(12)

(12)

(12)
 †
†
†
 †
 †
 †
 †
 †*

 †

1.

2.

3.

4.
5.
6.

7.
8.

9.
10.

11.

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 November 25, 2013 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on June 14, 2016 (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 (File
No. 333-146137).

E-3

12.

13.

14.

15.

16.

17.

18.

19.

20.

21.

22.
23.
24.

Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2020 filed with the SEC
on March 15, 2021 (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,  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 (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, 2021 filed with the SEC
on March 14, 2022 (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 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 (File 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, 2023 and 2022
Consolidated Statements of Income for the Years Ended December 31, 2023 and 2022
Consolidated Statements of Comprehensive Income for the Years Ended December 31, 2023 and 2022
Consolidated Statements of Changes in Shareholders’ Equity for the Years Ended December 31, 2023 and 2022
Consolidated Statements of Cash Flows for the Years Ended December 31, 2023 and 2022
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

F-1

Page

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

F-9
F-10
F-17
F-21
F-26
F-30
F-32
F-33
F-35
F-48
F-51
F-54
F-55
F-57
F-59

REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

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

Opinion on the Financial Statements

We  have  audited  the  accompanying  consolidated  balance  sheets  of  Maiden  Holdings,  Ltd.  (the  Company)  as  of  December  31,  2023  and  2022,  the  related
consolidated  statements  of  income,  comprehensive  income,  changes  in  shareholders'  equity  and  cash  flows  for  each  of  the  two  years  in  the  period  ended
December 31, 2023, 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, 2023 and 2022, and the results of its operations and its cash flows for
each of the two years in the period ended December 31, 2023, 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,  2023,  based  on  criteria  established  in  Internal  Control-Integrated  Framework  issued  by  the  Committee  of
Sponsoring Organizations of the Treadway Commission (2013 framework) and our report dated March 12, 2024 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 Matter

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, 2023, the Company’s reserve for loss and loss adjustment expenses was $867 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 12, 2024

F-3

 
 
 
 
MAIDEN HOLDINGS, LTD.
CONSOLIDATED BALANCE SHEETS
As of December 31, 2023 and 2022
(In thousands of U.S. dollars, except share and per share data)

2023

2022

ASSETS

Investments:
Fixed maturities, available-for-sale, at fair value (Amortized cost: 2023 - $258,536; 2022 - $330,439)
Equity securities, at fair value (Cost: 2023 - $43,439; 2022 - $40,509)
Equity method investments
Other investments (Allowance for expected credit losses: 2023 - $1,023)
Total investments
Cash and cash equivalents
Restricted cash and cash equivalents
Accrued investment income
Reinsurance balances receivable, net (includes $9,201 and $8,395 from related parties in 2023 and 2022,
respectively. Allowance for expected credit losses: 2023 - $187)
Reinsurance recoverable on unpaid losses (Allowance for expected credit losses: 2023 - $3,240)
Loan to related party
Deferred commission and other acquisition expenses (includes $16,605 and $23,632 from related parties in 2023 and
2022, respectively)
Funds withheld receivable (includes $128,451 and $416,835 from related parties in 2023 and 2022, respectively.
Allowance for expected credit losses: 2023 - $19)
Other assets

Total assets

LIABILITIES

Reserve for loss and loss adjustment expenses (includes $752,991 and $988,684 from related parties in 2023 and
2022, respectively)
Unearned premiums (includes $44,577 and $63,443 from related parties in 2023 and 2022, respectively)
Deferred gain on retroactive reinsurance
Accrued expenses and other liabilities (includes $10,781 and $33,278 from related parties in 2023 and 2022,
respectively)
Senior notes - principal amount

Less: unamortized issuance costs

Senior notes, net
Total liabilities
Commitments and Contingencies

EQUITY
Common shares ($0.01 par value; shares issued 2023 - 149,732,355; 2022 - 149,224,080; shares outstanding 2023 -
100,472,120; 2022 - 101,532,151)
Additional paid-in capital
Accumulated other comprehensive loss
Accumulated deficit
Treasury shares, at cost (2023 - 49,260,235 shares; 2022 - 47,691,929 shares )
Total Maiden shareholders’ equity

Total liabilities and equity

See accompanying notes to Consolidated Financial Statements

$

$

$

$

250,601  $
45,299 
80,929 
182,811 
559,640 
35,412 
7,266 
4,532 

12,450 
564,331 
167,975 

17,566 

143,985 
5,777 
1,518,934  $

867,433  $
46,260 
73,240 

28,244 
262,361 
7,764 
254,597 
1,269,774 

1,497 
886,072 
(31,469)
(486,945)
(119,995)
249,160 
1,518,934  $

314,527 
43,621 
80,159 
148,753 
587,060 
30,986 
15,638 
4,122 

10,707 
556,116 
167,975 

24,976 

441,412 
7,874 
1,846,866 

1,131,408 
67,081 
47,708 

60,518 
262,500 
6,928 
255,572 
1,562,287 

1,492 
884,259 
(41,234)
(442,863)
(117,075)
284,579 
1,846,866 

F-4

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

For the Year Ended December 31,
Revenues
Gross premiums written
Net premiums written
Change in unearned premiums

Net premiums earned

Other insurance revenue (expense), net
Net investment income
Net realized and unrealized investment gains (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 losses (gains)

Total expenses

Loss before income taxes and interest in income (loss) of equity method investments
Income tax expense (benefit)
Interest in income (loss) of equity method investments
Net loss

Gain from repurchase and exchange of preference shares

Net (loss) income (attributable) available to Maiden common shareholders

Basic and diluted (loss) earnings per share (attributable) 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

$

$

$

$

2023

2022

23,466  $

23,168  $
20,801 
43,969 
39 
37,378 
7,848 
89,234 

61,228 
19,462 
30,796 
18,226 
5,741 
135,453 
(46,219)
196 
7,846 
(38,569)
— 
(38,569) $

5,479 

5,082 
32,650 
37,732 
(4,530)
30,070 
(5,140)
58,132 

57,991 
18,511 
30,947 
19,331 
(8,255)
118,525 
(60,393)
(557)
(205)
(60,041)
115,473 
55,432 

(0.38) $

101,382,606 
101,382,606 

0.63 
87,112,711 
87,113,974 

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

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

Comprehensive loss

2023

2022

$

(38,569) $

(60,041)

7,977 
— 
— 
1,881 
9,858 
(93)
9,765 
(28,804) $

(10,906)
4,414 
(6,807)
(16,044)
(29,343)
324 
(29,019)
(89,060)

$

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 and exchange of Preference Shares – Series A
Repurchase and exchange of Preference Shares – Series C
Repurchase and exchange of Preference Shares – Series D
Ending balance
Common shares
Beginning balance
Shares issued on exchange of Preference Shares – Series A, C and D
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 share-based compensation
Share-based compensation expense
Repurchase and exchange of preference shares
Cash settlement of restricted shares granted
Issuance of common shares due to exchange of preference shares
Ending balance
Accumulated other comprehensive loss
Beginning balance
Change in net unrealized gains (losses) on investment
Foreign currency translation adjustment
Ending balance
Accumulated deficit
Beginning balance
Opening allowance for expected credit losses
Net loss
Gain on repurchase and exchange of preference shares
Ending balance
Treasury shares
Beginning balance
Shares held by Maiden Reinsurance Ltd.
Shares repurchased
Ending balance

Total equity

2023

2022

$

$

—  $
—
—
—
— 

1,492 
— 
5 
1,497 

884,259 
(5)
1,725 
93 
— 
— 
886,072 

(41,234)
7,884 
1,881 
(31,469)

(442,863)
(5,513)
(38,569)
— 
(486,945)

(117,075)
— 
(2,920)
(119,995)
249,160  $

159,210 
(48,392)
(59,245)
(51,573)
— 

923 
558 
11 
1,492 

768,650 
(11)
2,740 
5,319 
10 
107,551 
884,259 

(12,215)
(12,975)
(16,044)
(41,234)

(498,295)
— 
(60,041)
115,473 
(442,863)

(34,016)
(82,050)
(1,009)
(117,075)
284,579 

See accompanying notes to Consolidated Financial Statements.

F-7

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

For the Year Ended December 31,
Cash flows from operating activities:
Net loss
Adjustments to reconcile net loss to net cash flows from operating activities:
Depreciation, amortization and share-based compensation
Interest in (income) loss of equity method investments
Net realized and unrealized investment (gains) losses
Change in allowance for expected credit losses
Foreign exchange and other losses (gains)
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
Deferred gain on retroactive reinsurance
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
Purchases of equity securities
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
Proceeds from sale and redemption of equity securities
Net proceeds from acquisition of a subsidiary
Others, net
Net cash provided by investing activities
Cash flows from financing activities:
Repurchase of preference shares
Repurchase of senior notes
Cash settlement of restricted shares granted and options exercised
Repurchase of common shares
Net cash used in financing activities
Effect of exchange rate changes on foreign currency cash
Net decrease 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 cash flow information:
Cash paid for interest, net of amounts capitalized
Cash paid for income taxes

See accompanying notes to Consolidated Financial Statements.

F-8

2023

2022

$

(38,569) $

(60,041)

(1,020)
(7,846)
(7,848)
(1,049)
5,741 

(1,494)
14,088 
(387)
7,404 
27,444 
1,866 

(4,189)
(20,785)
— 
(33,134)
(59,778)

(183,575)
(45,324)
(12,616)
(6,324)
98,993 
161,551 
17,570 
20,200 
8,138 
— 
(101)
58,512 

— 
(95)
— 
(2,920)
(3,015)
335 
(3,946)
46,624 
42,678  $

35,412  $
7,266 
42,678  $

19,106  $
147 

(112)
205 
5,140 
— 
(8,255)

8,530 
10,822 
1,245 
11,601 
3,926 
(1,915)

(154,974)
(32,655)
2,335 
18,220 
(195,928)

(79,027)
(39,928)
(55,629)
(17,281)
213,944 
98,462 
4,403 
61,209 
— 
2,725 
(88)
188,790 

(9,984)
— 
10 
(1,009)
(10,983)
(1,342)
(19,463)
66,087 
46,624 

30,986 
15,638 
46,624 

19,106 
1,149 

$

$

$

$

 
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.

In November 2020, the Company formed our indirect wholly owned subsidiary Genesis Legacy Solutions ("GLS") which specialized 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  to  those  companies'  operations,
working with clients to develop and implement finality solutions including acquiring entire companies. The Company believed the formation of GLS was highly
complementary to its overall longer-term strategy. However, a combination of factors, including market conditions in the sector GLS focuses on, resulted in an
inability for GLS to gain sufficient scale to achieve its objectives or earn a profit, and GLS results did not reach the objectives the Company expected it to over
time. Having completed the capital commitment made to GLS in 2020, the Company has determined to not commit any additional capital to new opportunities and
to run-off the existing accounts underwritten by GLS. The Company does not presently underwrite prospective reinsurance risks.

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.  Our  wholly  owned  subsidiary,  Maiden  Global  Holdings  Ltd.
(“Maiden Global”) is 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 ("IIS business"). These products also produced reinsurance
programs  which  were  underwritten  by  our  wholly  owned  subsidiary  Maiden  Reinsurance  Ltd.  (“Maiden  Reinsurance”).  In  2023  and  through  the  date  of  this
report,  the  Company  has  been  evaluating  the  strategic  value  of  Maiden  LF  and  Maiden  GF  in  relation  to  their  ongoing  growth  and  profitability  prospects,
regulatory capital requirements and ability to create shareholder value in excess of our target return on capital levels.

The  Company  also  has  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, the Company has a retroactive reinsurance agreement and a commutation agreement that further reduces its exposure and limits the
potential volatility related to AmTrust liabilities, which are discussed in "Note 8 — Reinsurance" of the Notes to Consolidated Financial Statements.

Exchange of Preference Shares

On December 27, 2022 ("Exchange Date"), the Company exchanged all of its outstanding 8.250% Non-Cumulative Preference Shares, Series A (the “Series A
Preference Shares”), 7.125% Non-Cumulative Preference Shares, Series C (the “Series C Preference Shares”) and 6.700% Non-Cumulative Preference Shares,
Series D (the “Series D Preference Shares” and, together with the Series A Preference Shares and the Series C Preference Shares, the “Preference Shares”) for its
common shares, $0.01 par value per share ("Exchange"). The Company offered three common shares as consideration for each share of the Series A, C and D
Preference Shares tendered. A total of 1,500,050 shares of Series A Preference Shares, 1,744,028 shares of Series C Preference Shares, and 1,542,806 shares of
Series D Preference Shares were accepted, resulting in 14,360,652 common shares issued to non-affiliates at a fair value of $28,434. The Exchange was accounted
for as an extinguishment resulting in derecognition of the $119,672 carrying amount of Series A, C and D Preference Shares tendered, elimination of $3,998 of
original issuance costs, and recognition of $25,915 as the excess of the fair value of the common shares issued over par value, net of $2,375 issuance costs, as
additional paid in capital. The Company recognized a gain of $87,240 as the excess of the carrying amount of the Preference Shares extinguished over the fair
value of the common shares issued as an increase to retained earnings.

The number of the Company's Series A, C and D Preference Shares held by Maiden Reinsurance pursuant to the tender offer in 2020 to repurchase Preference
Shares and the Board authorizations to repurchase Preference Shares approved on March 3, 2021 and May 6, 2021 ("2021 Preference Share Repurchase Program")
was  13,813,116  at  the  Exchange  Date.  Therefore,  41,439,348  common  shares  were  issued  to  Maiden  Reinsurance  in  exchange  for  the  Preference  Shares  held
which are reflected as treasury shares on the Consolidated Balance Sheet and are not treated as outstanding shares on December 31, 2023 and 2022.

As a result of the Exchange, the Preference Shares were delisted and no longer trade on the New York Stock Exchange, and there are no remaining issued and
outstanding Preference Shares as at December 31, 2023 and 2022. All rights of the former holders related to ownership of the Preference Shares terminated upon
completion of the Exchange.

As  of  December  31,  2023,  Maiden  Reinsurance  owns  29.9%  of  the  Company's  total  outstanding  common  shares  which  is  eliminated  for  accounting  and
financial reporting purposes on the Company's consolidated financial statements. The voting power of Maiden Reinsurance, with respect to its common shares, is
capped at 9.5% pursuant to the bye-laws of the Company. The ownership of the common shares by Maiden Reinsurance was made in compliance with Maiden
Reinsurance's investment policy and approved by the Vermont Department of Financial Regulation ("Vermont DFR"). The Vermont DFR additionally specifically
approved the ownership of the Company's common shares by Maiden Reinsurance related to the Exchange.

F-9

 
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; unearned premium for
AmTrust,  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 an allowance for estimated credit losses on certain types
of financial instruments which requires consideration of a broader range of reasonable and supportable information to inform credit loss estimates.

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, 2023 and 2022.

Equity securities - Equity securities include publicly traded common and preferred stocks, and privately held common and preferred stocks. The fair value of
publicly traded common and preferred stocks is primarily priced by pricing services, reflecting the closing price quoted for the final trading day of the period.
These  investments  are  carried  at  fair  value  using  a  combination  of  observable  and  unobservable  inputs  including  but  not  limited  to  market  pricing  data  and
quarterly  financial  statements.  Any  unrealized  gains  or  losses  on  the  investment,  including  the  portion  attributable  to  changes  in  foreign  exchange  rates,  are
recorded in net income in the reporting period in which it occurs. The privately held common and preferred stocks are valued using significant inputs that are
unobservable where there is little or no market activity. Unadjusted third party pricing sources or management's assumptions and internal valuation models may be
used to determine their fair values.

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  equity  investments:  These  are  direct  equity  investments  in  common  and  preferred  stock  of  privately  held  entities.  The  fair  values  are
estimated  using  guideline  public  company  data  to  determine  a  price-to-book  ratio  trading  multiple  which  was  applied  to  book  values  shown  on  the
quarterly financial statements as well as recent private market transactions. These investments are also comprised of investments in insurtech and other
insurance focused companies. The fair value of start-up insurance entities are determined using recent private market transactions where applicable. Any
changes in fair value are reported in net realized and unrealized gains (losses) and recognized in net earnings.

•Private credit funds: These are privately held equity investments in limited partnerships or 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.

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 contributions
and 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  (loss)  as  the  interest  in  income  (loss)  of  equity  method  investments.  The  Company  records  its  share  of  the  investee’s  other  comprehensive  income
("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-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 (continued)

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.

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 constant 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. The Company evaluates AFS securities for impairment when fair value is
below amortized cost on a quarterly basis. If the Company intends to sell or will be required to sell the security before its anticipated recovery, the full amount of
the impairment loss is charged to net income (loss) and included in net investment gains (losses). If the Company does not intend to sell or will not be required to
sell  the  security  before  its  anticipated  recovery,  an  allowance  for  expected  credit  losses  is  established  and  the  portion  of  the  loss  relating  to  credit  factors  is
recorded in net income (loss). The non-credit impairment amount of the loss (which could be related to interest rates and/or market conditions) is recognized in
other comprehensive income.

To estimate the allowance for expected credit losses for most of the AFS securities, the Company analyzes projected cash flows which are primarily driven by
assumptions regarding loss severity, probability of default and projected recovery rates. The Company's determination of default and loss severity rates are based
on  credit  rating,  credit  analysis  and  macroeconomic  forecasts.  Unrealized  losses  on  securities  issued  or  backed,  either  explicitly  or  implicitly  by  the  U.S.
government are not analyzed for credit losses. The Company has concluded that any possibility of a credit loss on these securities is highly unlikely due to the
explicit U.S. government guarantee related to certain securities (e.g., Government National Mortgage Association issuances) and the implicit guarantee related to
other securities that has been validated by past actions (e.g., U.S. government bailout of Federal National Mortgage Association and Federal Home Loan Mortgage
Corporation during the 2008 credit crisis). Although these securities are not analyzed for credit losses, they are evaluated for impairment based on the Company's
intention to sell and likely to sell requirement.

As the Company's fixed maturity investment portfolio is one of the largest component of its consolidated assets, any impairment of 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-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)

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, 2023

and 2022.

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-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)

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, except
for any gains realized as a result of bargain purchase acquisitions which are recorded as part of foreign exchange and other gains (losses) immediately in income.
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 shown separately in the Consolidated Balance
Sheets, 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 effective lease term in the Company's Consolidated Statements of Income.

Derivative  Instruments  —  The  Company  has  certain  reinsurance  contracts  that  are  accounted  for  as  derivatives.  These  reinsurance  contracts  provide
indemnification to an insured or cedant as a result of a change in a variable as opposed to an identifiable insurable event. The Company considers these contracts
to be part of its underwriting operations. The derivatives are initially valued at cost which approximates fair value. In subsequent measurement periods, the fair
values  of  the  underwriting-related  derivatives  are  determined  using  internally  developed  discounted  cash  flow  models  using  appropriate  discount  rates.  The
selection  of  an  appropriate  discount  rate  is  judgmental  and  is  the  most  significant  unobservable  input  used  in  the  valuation  of  these  derivatives.  A  significant
increase (decrease) in this input in isolation could result in a significantly lower (higher) fair value measurement for the derivative contract. The fair value changes
in underwriting-related derivative instruments is included within other insurance (expense) revenue. The underwriting-related derivative liability is presented as
part of accrued expenses and other liabilities in the Consolidated Balance Sheets and adjusted as a non-cash item in net cash flows from operating activities in the
Consolidated Statement of Cash Flows.

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, 2023 and 2022.

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)

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.

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) was also adjusted for the gain on the repurchase and exchange of

preference shares of $1.33 per common share for the year ended December 31, 2022.

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.

Treasury  shares  also  include  common  shares  owned  by  Maiden  Reinsurance  and  are  eliminated  for  accounting  and  financial  reporting  purposes  in  the
Company’s  consolidated  financial  statements.  The  common  shares  held  by  Maiden  Reinsurance  are  presented  as  treasury  shares  on  the  Consolidated  Balance
Sheet at December 31, 2023. Since treasury shares are not considered outstanding for share count purposes, the common shares held by Maiden Reinsurance are
excluded from the average number of common shares outstanding for basic and diluted earnings per share.

Common share issuance costs incurred directly as a result of the Exchange on December 27, 2022 have been deferred and offset against additional paid-in

capital of the new common shares issued to non-affiliates.

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, 2023 was $(23,685) (2022 - $(25,566)).

Recently Adopted Accounting Standards Updates

The following accounting standards have been recently adopted for the year ended December 31, 2023.

Accounting for Measurement of Credit Losses on Financial Instruments

In June 2016, the FASB issued Accounting Standards Update ("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  securities  are  recorded  through  an  allowance  for  credit  losses  rather  than  under  the
previous other-than-temporarily-impaired ("OTTI") methodology.

In April 2019, the FASB issued targeted improvements related to Topic 326 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  in  scope  of  Subtopic  326-20,  Accounting  for  financial  assets  held  at  amortized  cost  basis,  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 Topic 326.

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)

Topic 326 was adopted by the Company on January 1, 2023 and an opening allowance for expected credit losses of $5,513 was recognized by the Company in

the beginning retained earnings on January 1, 2023.

Credit Losses - AFS Fixed Maturity Securities

An  AFS  fixed  maturity  security  is  considered  impaired  if  the  fair  value  of  the  investment  is  below  its  amortized  cost.  On  a  quarterly  basis,  the  Company
evaluates all AFS fixed maturities for impairment losses. If an AFS fixed maturity security is impaired and the Company intends to sell the security or it is more
likely than not that the Company will be required to sell the security before its anticipated recovery, the full amount of the impairment loss is charged immediately
to net income (loss) and is included in net investment gains (losses).

If the Company does not intend to sell or will not be required to sell the impaired security before its anticipated recovery, the Company determines whether the
decline in fair value below the amortized cost basis has resulted from a credit loss impairment or other factors. If the Company does not anticipate to fully recover
the amortized cost, an allowance for expected credit losses is established which is limited to the difference between a security's amortized cost basis and its fair
value. The allowance for expected credit losses is charged to net income (loss) and is included in net investment gains (losses).

On a quarterly basis, the Company assesses whether unrealized losses on its AFS fixed maturity securities represent credit impairments by considering the
following factors: the extent to which its fair value is less than its amortized cost; adverse conditions related to the specific security, industry, or geographical area;
any recent downgrades in the security's credit rating by a credit rating agency; and if failure of the issuer to make scheduled principal or interest payments exists.

The  length  of  time  a  security  has  been  in  an  unrealized  loss  position  no  longer  impacts  the  determination  of  whether  a  credit  loss  impairment  exists.  If  a
security is assessed to be credit impaired, it is subject to discounted cash flow analysis by comparing the present value of expected future cash flows with the
amortized cost basis. If the present value of expected cash flows is less than the amortized cost, then a credit loss exists and an allowance for expected credit losses
is recognized. If the present value of expected future cash flows is equal to or greater than the amortized cost basis, an expected credit loss does not exist. The non-
credit  impairment  amount  of  the  loss  related  to  changes  in  interest  rates  and  market  conditions  is  recognized  in  OCI.  The  Company  reports  accrued  interest
receivable related to AFS securities separately and has elected not to measure an allowance for expected credit losses for accrued interest receivable. Write-offs of
accrued  interest  receivable  balances  are  recognized  in  net  investment  gains  and  losses  in  the  period  in  which  they  are  deemed  uncollectible.  Based  on  the
Company's analysis, there was no allowance for expected credit losses recognized on AFS securities held at December 31, 2023.

Credit Losses - Other Investments

The  Company's  investments  in  direct  lending  entities  are  carried  at  cost  less  an  allowance  for  expected  credit  losses,  with  any  indication  of  credit  loss
recognized in net income or loss when determined to be needed from the Company's analysis of expected future cash flows. As of December 31, 2023, the total
allowance  for  expected  credit  losses  on  the  Company's  investment  in  direct  lending  entities  was  $1,023.  Please  see  "Note 5(d). Fair Value Measurements"  for
additional information regarding this investment.

Credit Losses - Reinsurance Recoverable on Unpaid Losses

Reinsurance recoverable balances are reviewed for impairment on a quarterly basis and are presented net of an allowance for expected credit losses. A case-
specific allowance for expected credit losses against reinsurance recoverables that the Company deems unlikely to be collected in full, is estimated based on the
Company's analysis of amounts due, historical delinquencies and write-offs. In addition, a default analysis is used to estimate an allowance for expected credit
losses on the remainder of the reinsurance recoverable balance. The principal components of the default analysis are reinsurance recoverable balances by reinsurer
and default factors applied to estimate uncollectible amounts based on reinsurers’ credit ratings and the length of collection periods. The default factors are based
on a model developed by a major rating agency. The default analysis considers both current and forecasted economic conditions in the determination of the credit
loss allowance.

The  Company  records  credit  loss  expenses  related  to  reinsurance  recoverable  in  net  incurred  losses  and  loss  adjustment  expenses  in  the  Company’s
consolidated statements of income. Any adjustment to the allowance for expected credit losses is recognized in the period in which it is determined. Write-offs of
reinsurance  recoverable  balances,  together  with  associated  allowances  for  expected  credit  losses,  are  recognized  in  the  period  in  which  balances  are  deemed
uncollectible.  The  Company  does  not  have  a  history  of  significant  write-offs.  As  of  December  31,  2023,  the  total  allowance  for  expected  credit  losses  on  the
Company's reinsurance recoverable balance was $3,240 which is discussed further in "Note 8. Reinsurance".

Credit Losses - Reinsurance Balances Receivable

Reinsurance  balances  receivable  are  reviewed  for  impairment  on  a  quarterly  basis  and  are  presented  net  of  an  allowance  for  expected  credit  losses.  The
allowance for expected credit losses is estimated based on the Company's analysis of amounts due, historical delinquencies and write-offs, and current economic
conditions, together with reasonable and supportable forecasts of short-term economic conditions. The allowance for expected credit losses is recognized in net
income (loss) and any adjustment to the allowance for expected credit losses is recognized in the period in which it is determined. Write-offs of premium balances
receivable, together with associated allowances for expected credit losses, are recognized in the period in which balances are deemed uncollectible. The Company
does not have a history of significant write-offs. As of December 31, 2023, the total allowance for expected credit losses on the Company's reinsurance balances
receivable was $187.

F-15

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

2. Significant Accounting Policies (continued)

Credit Losses - Funds Withheld Receivable

Funds withheld receivable are reviewed for impairment on a quarterly basis and are presented net of an allowance for expected credit losses. The allowance for
expected  credit  losses  is  estimated  based  on  the  Company's  analysis  of  amounts  due,  historical  delinquencies  and  write-offs,  and  current  economic  conditions,
together with reasonable and supportable forecasts of short-term economic conditions. The allowance for expected credit losses is recognized in net income (loss)
and  any  adjustment  to  the  allowance  for  expected  credit  losses  is  recognized  in  the  period  in  which  it  is  determined.  Write-offs  of  funds  withheld  receivable,
together with associated allowances for expected credit losses, are recognized in the period in which balances are deemed uncollectible. The Company does not
have a history of significant write-offs. As of December 31, 2023, the total allowance for expected credit losses on the Company's funds withheld receivable was
$19.

Credit Losses - Accrued Investment Income

The Company reports accrued interest receivable related to its AFS fixed maturity securities, loan to related party and funds withheld receivable separately on
the  Consolidated  Balance  Sheets  under  accrued  investment  income  and  has  elected  not  to  measure  an  allowance  for  expected  credit  losses  on  accrued  interest
receivable balances. Write-offs of accrued interest receivable balances are recognized in net investment gains and losses in the period in which they are deemed
uncollectible.

Recently Issued Accounting Standards Not Yet Adopted

Fair Value Measurement of Equity Securities Subject to Contractual Sale Restrictions

In June 2022, FASB issued ASU 2022-03 "Fair Value Measurement of Equity Securities Subject to Contractual Sale Restrictions" an amendment of Fair Value
Measurement (Topic 820). The amendments in this ASU require the Company to provide disclosures for equity securities subject to contractual sale restrictions
under 820-10-50-6B including the fair value of equity securities subject to contractual sale restrictions reflected in the balance sheet; the nature and remaining
duration  of  the  restrictions;  and  any  circumstances  that  could  cause  a  lapse  in  the  restrictions.  The  amendments  in  this  Update  are  effective  for  fiscal  years
beginning after December 15, 2023, and interim periods within those fiscal years.

Certain of the Company's equity securities 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 as described in "Note 4. (b) Investments". The Company is currently assessing the required disclosures for equity securities that
may be subject to contractual sales restrictions. These amendments only impact disclosures made in "Note 4. Investments" therefore, the adoption of this standard
will not impact the Company’s consolidated balance sheets, results of operations or statement of cash flows.

Improvements to Reportable Segment Disclosures

In November 2023, FASB issued ASU 2023-07 "Improvements to Reportable Segment Disclosures" an amendment of Segment Reporting (Topic 280). The
amendments  in  this  ASU  require  the  Company  to  provide  disclosures,  on  both  an  annual  and  interim  basis,  significant  segment  expenses  that  are  regularly
provided to the chief operating decision maker ("CODM") and included within each reported measure of segment profit or loss. This ASU also requires that a
public entity provide all annual disclosures about a reportable segment’s profit or loss and segment assets that are currently required by Topic 280 in all interim
periods. Additionally, the amendments require that a public entity disclose the title and position of the CODM and an explanation of how the reported measures of
segment profit or loss are used by the CODM in assessing segment performance and deciding how to allocate resources within the Company.

The  amendments  in  this  Update  are  effective  for  fiscal  years  beginning  after  December  15,  2023,  and  interim  periods  within  fiscal  years  beginning  after
December 15, 2024. Early adoption is permitted. A public entity should apply the amendments in this Update retrospectively to all prior periods presented in the
financial statements. Upon transition, the segment expense categories and amounts disclosed in prior periods should be based on the significant segment expense
categories identified and disclosed in the period of adoption. The Company currently discloses its significant segment expenses in Note 3 — Segment Information
on both an annual and interim basis as provided to its CODM, however segment assets are currently detailed only in annual statements. Therefore, the Company
will provide detailed segment asset disclosures in its interim statements as required starting in 2025. The Company plans to adopts this Update on January 1, 2024.

Improvements to Income Tax Disclosures

In December 2023, FASB issued ASU 2023-09 "Improvements to Income Tax Disclosures" an amendment of Income Taxes (Topic 740). The amendments in
this ASU require the Company to provide disclosures on an annual basis that (1) disclose specific categories in the rate reconciliation and (2) provide additional
information for reconciling items that meet a quantitative threshold. The amendments in this Update also require that the Company disclose on an annual basis the
amount  of  income  taxes  paid  (net  of  refunds  received)  disaggregated  by  federal  (national),  state,  and  foreign  taxes,  and  the  amount  of  income  taxes  paid
disaggregated by individual jurisdictions in which income taxes paid is equal to or greater than five percent of total income taxes paid (net of refunds received).
Finally, the amendments in this Update require that all entities disclose the income (or loss) from continuing operations before income tax expense (or benefit)
disaggregated  between  domestic  and  foreign;  and  income  tax  expense  (or  benefit)  from  continuing  operations  disaggregated  by  federal  (national),  state,  and
foreign. For public business entities, the amendments in this Update are effective for annual periods beginning after December 15, 2024. The Company is still
evaluating the guidance provided by this Update, however, it is not anticipated to have any material impact on its current annual tax disclosures.

F-16

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

3. Segment Information

The Company currently has two reportable segments: Diversified Reinsurance and AmTrust Reinsurance. Our Diversified Reinsurance segment consists of a
portfolio  of  predominantly  property  and  casualty  reinsurance  business  focusing  on  regional  and  specialty  property  and  casualty  insurance  companies  located
primarily in Europe. 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 loss for the year ended December 31, 2023 and 2022, respectively:

For the Year Ended December 31, 2023
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
Reconciliation to net loss
Net investment income and net realized and unrealized investment gains
Interest and amortization expenses
Foreign exchange and other losses, net
Other general and administrative expenses
Income tax expense
Interest in income from equity method investments

Net loss

Diversified
Reinsurance

AmTrust Reinsurance

Total

$
$
$

$

27,402  $
27,104  $
29,039  $
39 
(14,230)
(13,879)
(10,110)
(9,141) $

(3,936) $
(3,936) $
14,930  $
— 
(46,998)
(5,583)
(2,690)
(40,341)

$

F-17

23,466 
23,168 
43,969 
39 
(61,228)
(19,462)
(12,800)

(49,482)

45,226 
(18,226)
(5,741)
(17,996)
(196)
7,846 
(38,569)

 
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, 2022
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
Reconciliation to net loss
Net investment income and net realized and unrealized investment losses
Interest and amortization expenses
Foreign exchange and other gains, net
Other general and administrative expenses
Income tax benefit
Interest in loss from equity method investments

Net loss

Diversified
Reinsurance

AmTrust Reinsurance

Total

$
$
$

$

24,017  $
23,620  $
27,983  $
(4,530)
(12,483)
(14,164)
(8,857)
(12,051) $

(18,538) $
(18,538) $
9,749  $
— 
(45,508)
(4,347)
(2,777)
(42,883)

$

5,479 
5,082 
37,732 
(4,530)
(57,991)
(18,511)
(11,634)

(54,934)

24,930 
(19,331)
8,255 
(19,313)
557 
(205)
(60,041)

F-18

 
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, 2023 and 2022:

December 31, 2023

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, 2022

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

3,108  $
5,692 
961 
— 
67,211 
15,534 
685 
93,191 
— 
93,191  $

9,201  $

515,463 
16,605 
167,975 
152,663 
128,451 
— 
990,358 
— 
990,358  $

12,309 
521,155 
17,566 
167,975 
219,874 
143,985 
685 
1,083,549 
435,385 
1,518,934 

Diversified
Reinsurance

AmTrust Reinsurance

Total

2,213  $
5,596 
1,344 
— 
61,223 
24,577 
2,337 
97,290 
— 
97,290  $

8,395  $

490,408 
23,632 
167,975 
235,607 
416,835 
— 
1,342,852 
— 

1,342,852  $

10,608 
496,004 
24,976 
167,975 
296,830 
441,412 
2,337 
1,440,142 
406,724 
1,846,866 

$

$

$

$

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,

2023 and 2022. In the case of reinsurance business assumed from AmTrust, the table refers to the location of the relevant AmTrust subsidiaries.

For the Year Ended December 31,
Gross premiums written – North America
Gross premiums written – Other (predominantly Europe)

Gross premiums written – Total
Net premiums written – North America
Net premiums written – Other (predominantly Europe)

Net premiums written – Total
Net premiums earned – North America
Net premiums earned – Other (predominantly Europe)

Net premiums earned – Total

F-19

2023

2022

(146) $

23,612 
23,466  $

(309) $

23,477 
23,168  $

(309) $

44,278 
43,969  $

(14,600)
20,079 
5,479 

(14,396)
19,478 
5,082 

(14,383)
52,115 
37,732 

$

$

$

$

$

$

 
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, 2023 and 2022:

For the Year Ended December 31,
Diversified Reinsurance
International

Total Diversified Reinsurance

AmTrust Reinsurance
Small Commercial Business
Specialty Program
Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

Total Net Premiums Written

2023

2022

27,104  $
27,104 

(465)
156 
(3,627)
(3,936)
23,168  $

23,620 
23,620 

(15,143)
747 
(4,142)
(18,538)
5,082 

$

$

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, 2023 and 2022:

For the Year Ended December 31,

Diversified Reinsurance
International

Total Diversified Reinsurance

AmTrust Reinsurance
Small Commercial Business
Specialty Program
Specialty Risk and Extended Warranty

Total AmTrust Reinsurance

Total Net Premiums Earned

2023

2022

Total

% of Total

Total

% of Total

$

$

29,039 
29,039 

(465)
156 
15,239 
14,930 
43,969 

66.0 % $
66.0 %

(1.1)%
0.4 %
34.7 %
34.0 %
100.0 % $

27,983 
27,983 

(15,131)
748 
24,132 
9,749 
37,732 

74.2 %
74.2 %

(40.1)%
2.0 %
63.9 %
25.8 %
100.0 %

F-20

 
 
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, 2023 and 2022 are as follows:

December 31, 2023
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Collateralized loan obligations
Corporate bonds

Total fixed maturity investments

December 31, 2022
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Collateralized mortgage-backed securities
Non-U.S. government bonds
Collateralized loan obligations
Corporate bonds

Total fixed maturity investments

Original or 
amortized cost

Gross 
unrealized gains

Gross 
unrealized losses

Fair value

55,046  $
29,918 
21,219 
80,591 
71,762 
258,536  $

8  $

— 
— 
— 
— 

8  $

(2) $

(3,267)
(468)
(1,788)
(2,418)
(7,943) $

55,052 
26,651 
20,751 
78,803 
69,344 
250,601 

Original or 
amortized cost

Gross 
unrealized gains

Gross 
unrealized losses

Fair value

55,647  $
38,767 
7,199 
12,643 
119,120 
97,063 
330,439  $

1  $

— 
— 
— 
— 
— 

1  $

(116) $

(4,402)
(432)
(825)
(5,028)
(5,110)
(15,913) $

55,532 
34,365 
6,767 
11,818 
114,092 
91,953 
314,527 

$

$

$

$

The Company separately presents the accrued interest receivable on its AFS fixed maturity investments on the Consolidated Balance Sheets under accrued
investment income. The amount of accrued interest receivable on AFS securities was $1,418 at December 31, 2023 (2022 - $1,456). The Company elected the
practical expedient under Topic 326 to exclude accrued interest from both the fair value and the amortized cost basis of the AFS fixed maturity securities for the
purposes of identifying and measuring any impairments under the allowance for expected credit losses standard adopted on January 1, 2023. Write-offs of accrued
interest  receivable  balances  are  recognized  in  net  investment  gains  and  losses  in  the  period  in  which  they  are  deemed  uncollectible.  There  was  no  write-off
recognized on the accrued interest receivable during the year ended December 31, 2023.

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, 2023

Maturity

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

U.S. agency bonds – mortgage-backed
Collateralized loan obligations

Total fixed maturities

Fixed maturities

Amortized cost

Fair value

$

$

103,579  $
40,821 
3,627 
148,027 
29,918 
80,591 
258,536  $

102,970 
38,951 
3,226 
145,147 
26,651 
78,803 
250,601 

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 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, 2023
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Collateralized loan obligations
Corporate bonds

$

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

518  $
— 
8,217 
— 
— 
8,735  $

(2) $
— 
(1)
— 
— 
(3) $

—  $

26,651 
10,343 
78,803 
69,344 
185,141  $

—  $

(3,267)
(467)
(1,788)
(2,418)
(7,940) $

518  $

26,651 
18,560 
78,803 
69,344 
193,876  $

(2)
(3,267)
(468)
(1,788)
(2,418)
(7,943)

At December 31, 2023, there were 59 securities in an unrealized loss position with a fair value of $193,876 and unrealized losses of $7,943. Of these securities
in an unrealized loss position, there were 56 securities in our portfolio that have been in an unrealized loss position for twelve months or greater with a fair value
of $185,141 and unrealized losses of $7,940.

December 31, 2022
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Collateralized mortgage-backed securities
Non-U.S. government bonds
Collateralized loan obligations
Corporate bonds

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

$

53,094  $
31,394 
6,767 
11,818 
17,959 
87,213 

(114) $

148  $

(2) $

(3,697)
(432)
(825)
(1,032)
(4,325)

2,971 
— 
— 
96,133 
4,740 

(705)
— 
— 
(3,996)
(785)

53,242  $
34,365 
6,767 
11,818 
114,092 
91,953 

(116)
(4,402)
(432)
(825)
(5,028)
(5,110)

$

208,245  $

(10,425) $

103,992  $

(5,488) $

312,237  $

(15,913)

At  December  31,  2022,  there  were  88  securities  in  an  unrealized  loss  position  with  a  fair  value  of  $312,237  and  unrealized  losses  of  $15,913.  Of  these
securities in an unrealized loss position, there were 26 securities in our portfolio that have been in an unrealized loss position for twelve months or greater with a
fair value of $103,992 and unrealized losses of $5,488.

Allowance for Expected Credit Losses & Non-Credit Related Impairment Costs

The Company evaluates AFS securities for impairment when fair value is below amortized cost on a quarterly basis. If the Company intends to sell or will be
required to sell the security before its anticipated recovery, the full amount of the impairment loss is charged to net income (loss) and included in net investment
gains (losses). If the Company does not intend to sell or will not be required to sell the security before its anticipated recovery, an allowance for expected credit
losses is established and the portion of the loss relating to credit factors is recorded in net income (loss). The non-credit impairment amount of the loss (which
could be related to interest rates and/or market conditions) is recognized in OCI.

To estimate the allowance for expected credit losses for most of the AFS securities, the Company analyzes projected cash flows which are primarily driven by
assumptions regarding loss severity, probability of default and projected recovery rates. The Company's determination of default and loss severity rates are based
on  credit  rating,  credit  analysis  and  macroeconomic  forecasts.  Unrealized  losses  on  securities  issued  or  backed,  either  explicitly  or  implicitly  by  the  U.S.
government are not analyzed for credit losses. The Company has concluded that any possibility of a credit loss on these securities is highly unlikely due to the
explicit U.S. government guarantee related to certain securities (e.g., Government National Mortgage Association issuances) and the implicit guarantee related to
other securities that has been validated by past actions (e.g., U.S. government bailout of Federal National Mortgage Association and Federal Home Loan Mortgage
Corporation during the 2008 credit crisis). Although these securities are not analyzed for credit losses, they are evaluated for impairment based on the Company's
intention to sell and likely requirement to sell.

Based on the Company's analysis at December 31, 2023 and 2022, respectively, the Company did not recognize any impairment on its AFS fixed maturity

securities as the Company expects the amortized cost basis will ultimately be recovered based on projected cash flows as the related securities approach maturity.

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 continues to monitor the credit quality of the AFS securities to assess if it is probable that it will receive contractual or estimated cash flows in
the form of principal and interest. Therefore, as the unrealized losses were due to non-credit factors, there was no allowance recorded for expected credit losses on
AFS securities for the year ended December 31, 2023.

The following tables summarize the credit ratings of our fixed maturity securities as at December 31, 2023 and 2022:

December 31, 2023
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, 2022
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

55,046  $
29,918 
84,455 
18,952 
33,060 
31,585 
5,520 
258,536  $

55,052 
26,651 
82,703 
18,372 
31,810 
30,631 
5,382 
250,601 

22.0 %
10.6 %
33.0 %
7.3 %
12.7 %
12.2 %
2.2 %
100.0 %

Amortized cost

Fair value

% of Total 
fair value

55,647  $
38,767 
112,775 
23,974 
38,549 
55,374 
5,353 
330,439  $

55,532 
34,365 
108,136 
22,640 
35,996 
53,094 
4,764 
314,527 

17.7 %
10.9 %
34.4 %
7.2 %
11.4 %
16.9 %
1.5 %
100.0 %

$

$

$

$

(1)    

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

b) Other Investments, Equity Securities 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 assurance that the Company 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, we 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, 2023 and 2022:

December 31,

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

Total other investments

2023

2022

Carrying Value

% of Total

Carrying Value

% of Total

$

$

38,617 
27,806 
47,383 
113,806 
69,005 
182,811 

21.1 % $
15.2 %
25.9 %
62.2 %
37.8 %
100.0 % $

34,014 
26,354 
32,298 
92,666 
56,087 
148,753 

22.9 %
17.7 %
21.7 %
62.3 %
37.7 %
100.0 %

The Company's collateralized investment in direct lending entities of $69,005 at December 31, 2023 (2022 - $56,087) is carried at cost less an allowance for

expected credit losses, with any indication of credit loss recognized in net income when determined.

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)

An allowance for expected credit losses of $1,023 was reported on the investment in direct lending entities as at December 31, 2023 and recorded in opening

retained earnings on January 1, 2023. Please see "Note 5(d). Fair Value Measurements" for additional information regarding this investment.

Equity Securities

Equity securities include publicly traded equity investments in common stocks and privately held equity investments in common and preferred stocks. The
Company's publicly traded equity investments in common stocks trade on major exchanges. The Company's privately held equity investments in common and
preferred  stocks  are  direct  investments  in  companies  that  the  Company  believes  offer  attractive  risk  adjusted  returns  or  offer  other  strategic  advantages.  Each
investment may have its own unique terms and conditions and there may be restrictions on disposals. There is no active market for these investments.

The following table provides the cost and fair values of the equity securities held at December 31, 2023 and 2022:

December 31,

Privately held common stocks
Privately held preferred stocks
Publicly traded equity investments in common stocks

Total equity securities

Equity Method Investments

2023

2022

Cost

Fair Value

Cost

Fair Value

$

$

34,549  $
8,800 
90 
43,439  $

35,272  $
9,946 
81 
45,299  $

32,775  $
7,175 
559 
40,509  $

32,290 
10,945 
386 
43,621 

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

equity method investments as of December 31, 2023 and 2022:

December 31,

Real estate investments
Hedge fund investments
Other investments

Total equity method investments

2023

2022

Carrying Value

% of Total

Carrying Value

% of Total

$

$

49,897 
— 
31,032 
80,929 

61.7 % $
— %
38.3 %
100.0 % $

40,944 
5,376 
33,839 
80,159 

51.1 %
6.7 %
42.2 %
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 as more fully described in "Note 11 - Commitments, Contingencies and Guarantees" in
these consolidated financial statements.

c) Net Investment Income

Net investment income was derived from the following sources for the years ended December 31, 2023 and 2022:

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

2023

2022

$

$

10,065  $
10,433 
11,802 
5,642 
37,942 
(564)
37,378  $

9,736 
11,117 
6,202 
3,415 
30,470 
(400)
30,070 

F-24

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

4. Investments (continued)

d) Net Realized and Unrealized Investment Gains (Losses)

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 investment gains (losses) included in the Consolidated Statements of Income for the years ended December 31, 2023 and 2022:

For the Year Ended December 31, 2023
Fixed maturities
Equity securities
Other investments

Net realized and unrealized investment gains (losses)

Gross gains

Gross losses

$

$

—  $

3,923 
10,583 
14,506  $

(2,971) $
(431)
(3,256)
(6,658) $

Net

(

For the Year Ended December 31, 2022
Fixed maturities
Equity securities
Other investments

Net realized and unrealized investment gains (losses)

Gross gains

Gross losses

Net

$

$

1,829  $
3,770 
1,543 
7,142  $

(4,812) $
(1,434)
(6,036)
(12,282) $

(2,983)
2,336 
(4,493)
(5,140)

Realized and unrealized investment gains and losses from equity securities detailed in the tables above include both sales and distributions of equity securities
and unrealized gains and losses coming from fair value changes. Net unrealized (losses) gains recognized for equity securities held at the reporting date were as
follows:

For the Year Ended December 31,
Net gains recognized for equity securities
Net gains recognized for equity securities divested

Net unrealized (losses) gains recognized for equity securities held at the reporting date

2023

2022

$

$

3,492  $
(4,957)
(1,465) $

2,336 
(111)
2,225 

Proceeds  from  sales  of  fixed  maturities  were  $98,993  and  $213,944  for  the  years  ended  December  31,  2023,  and  2022,  respectively.  Net  unrealized  losses

included in AOCI were as follows at December 31, 2023 and 2022, respectively:

December 31,
Net unrealized losses on fixed maturity investments
Deferred income tax

Net unrealized losses, net of deferred income tax
Change, net of deferred income tax

e) Restricted Cash and Cash Equivalents and Investments

2023

2022

(7,935) $
151 
(7,784) $

7,884  $

(15,912)
244 
(15,668)

(12,975)

$

$

$

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 primarily cash and highly rated fixed maturities. The fair values of restricted assets
were as follows at December 31, 2023 and 2022:

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: 2023 – $63,299; 2022 –
 $48,181)
Restricted investments – in trust for related party agreements at fair value (amortized cost: 2023 – $155,546; 2022 –
 $246,325)
Total restricted investments

Total restricted cash and investments

2023

2022

$

$

6,019  $
1,247 
7,266 

61,192 

151,416 
212,608 
219,874  $

13,122 
2,516 
15,638 

48,101 

233,091 
281,192 
296,830 

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

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, 2023 and 2022.

U.S. government and U.S. agency bonds — 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.

Collateralized  loan  obligations  ("CLO")  -  These  asset  backed  securities  are  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 CLO are observable market inputs, the
fair values are included in the Level 2 fair value hierarchy.

Commercial mortgage-backed securities ("CMBS") - These asset backed securities are 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 are observable market
inputs, the fair values are included in the Level 2 fair value hierarchy.

Corporate and municipal bonds — Bonds issued by corporations, U.S. state and municipality entities or agencies. that on acquisition are rated BBB-/Baa3 or
higher.  These  securities  are  generally  priced  by  independent  pricing  services.  The  credit  spreads  are  sourced  from  broker/dealers,  trade  prices  and  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.

Equity securities - Equity securities include publicly traded common and preferred stocks, and privately held common and preferred stocks. The fair value of
publicly traded common and preferred stocks is primarily priced by pricing services, reflecting the closing price quoted for the final trading day of the period.
These investments are 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  reporting  period  in  which  it  occurs.  The  privately  held  common  and  preferred  stocks  are  valued  using
significant inputs that are unobservable where there is little or no market activity. Unadjusted third party pricing sources or management's assumptions and internal
valuation models may be used to determine the fair values, therefore, these investments are classified as Level 3 in the fair value hierarchy.

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

•Privately held investments: These are direct equity investments in common and preferred shares 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.

Derivative Instruments - The Company entered into a retroactive reinsurance contract that is accounted for as a derivative. This reinsurance contract provides
indemnification to an insured or cedant as a result of a change in a variable as opposed to an identifiable insurable event. The Company considers this contract to
be part of its underwriting operations. This derivative is initially valued at cost which approximates fair value. In subsequent measurement periods, the fair value
of this derivative is determined using internally developed discounted cash flow models using appropriate discount rates. The selection of an appropriate discount
rate is judgmental and is the most significant unobservable input used in the valuation of this derivative.

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)

The  fair  value  changes  in  the  underwriting-related  derivative  instrument  are  included  in  other  insurance  revenue  (expense),  net.  The  derivative  liability  on
retroactive reinsurance is presented as part of accrued expenses and other liabilities. A  significant  increase  (decrease)  in  this  input  in  isolation  may  result  in  a
significantly  lower  (higher)  fair  value  measurement  for  the  derivative  contract.  As  the  significant  inputs  used  to  price  the  derivative  are  unobservable,  the  fair
values of this contract is classified as Level 3 in the fair value hierarchy.

b) Fair Value Hierarchy

The Company’s estimates of fair value for its financial assets and financial liabilities are based on the framework established in ASC 820. The framework is
based on the inputs used in 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.

At  December  31,  2023  and  2022,  the  Company  classified  its  financial  instruments  measured  at  fair  value  on  a  recurring  basis  in  the  following  valuation

hierarchy:

December 31, 2023
Fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government bonds
Collateralized loan obligations
Corporate bonds
Equity securities
Other investments

Total
As a percentage of total assets

Underwriting-related derivative liability

December 31, 2022
Fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Collateralized mortgage-backed bonds
Non-U.S. government bonds
Collateralized loan obligations
Corporate bonds
Equity investments
Other investments

Total

As a percentage of total assets

Underwriting-related derivative liability

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

$

$

$

$

$

$

55,052 
— 
— 
— 
— 
81 
— 
55,133 

3.6 %

— 

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

55,532 
— 
— 
— 
— 
— 
386 
— 
55,918 

$

$

$

$

$

— 
26,651 
20,751 
78,803 
63,962 
— 
— 
190,167 

12.5 %

— 

Significant 
Other 
Observable 
Inputs 
(Level 2)

— 
34,365 
6,767 
11,818 
114,092 
91,953 
— 
1,000 
259,995 

$

$

$

$

$

— 
— 
— 
— 
5,382 
19,351 
27,750 
52,483 

3.5 %

3,984 

$

$

$

— 
— 
— 
— 
— 
25,867 
86,056 
111,923 

7.4 %

— 

Significant 
Unobservable 
Inputs 
(Level 3)

Fair Value Based on
NAV Practical
Expedient

— 
— 
— 
— 
— 
— 
17,806 
1,000 
18,806 

$

$

— 
— 
— 
— 
— 
— 
25,429 
90,666 
116,095 

$

$

$

$

$

55,052 
26,651 
20,751 
78,803 
69,344 
45,299 
113,806 
409,706 

27.0 %

3,984 

Total Fair 
Value

55,532 
34,365 
6,767 
11,818 
114,092 
91,953 
43,621 
92,666 
450,814 

3.0 %

14.1 %

1.0 %

6.3 %

24.4 %

— 

$

— 

$

14,559 

$

— 

$

14,559 

F-27

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
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)

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  97.9%  and  98.5%  of  our  fixed  maturities  at  December  31,  2023  and  2022,
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, 2023 and 2022, approximately 2.1% and 1.5%, respectively, of our fixed maturities were valued using the market approach. At December 31,
2023, one security or $5,382 (2022 - one security or $4,764) of our fixed maturity investment portfolio currently classified as Level 3 in the fair value hierarchy
table  was  priced  using  a  non-binding  quotation  from  a  broker  and/or  custodian  as  opposed  to  the  Pricing  Service  due  to  lack  of  information  available.  At
December 31, 2023 and 2022, the Company has not adjusted any pricing provided to it based on the review performed by its investment managers.

There was one corporate bond valued at $5,382 transferred to Level 3 from Level 2 in the fair value hierarchy for the year ended December 31, 2023 due to a
lack  of  active  quotes.  There  was  also  a  private  equity  investment  valued  at  $24,765  transferred  to  Level  3  from  the  NAV  practical  expedient  in  the  fair  value
hierarchy for the year ended December 31, 2023. There were no transfers to or from Level 3 in 2022.

c) Level 3 Financial Instruments

At December 31, 2023, the Company holds Level 3 financial instruments (which  consist  of  corporate  bonds,  private  credit  funds  and  privately  held  equity
investments) of $52,483 (2022 - $18,806) and an underwriting-related derivative liability of $3,984 (2022 - $14,559) on a reinsurance contract written by GLS
which is included in accrued expenses and other liabilities.

The  fair  value  of  privately  held  equity  securities  are  estimated  using  quarterly  unaudited  capital  or  financial  statements  provided  by  the  investee  or  recent
private market transactions, where applicable. Any changes to the financial information provided by the investee could result in a significantly higher or lower
valuation  at  the  reporting  date.  The  fair  value  of  underwriting-related  derivative  instruments  is  determined  using  a  discounted  cash  flow  model  in  which  the
Company examines current market conditions, historical results as well as contract specific information that may impact future cash flows in order to assess the
reasonableness of inputs used in the valuation model. Due to significant unobservable inputs in these valuations, the Company classifies the 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, 2023:

Privately held equity investments - common

shares

Privately held equity investments - preferred

shares

Other investments - Private credit funds

Corporate bonds

Total Level 3 investments

Underwriting-related derivative liability

$

$

$

Fair Value

34,170 

11,331 

1,600 

5,382 

52,483 

3,984 

Range of
Unobservable Inputs

Valuation Technique
Quarterly financial
statements
Quarterly financial
statements
Quarterly financial
statements
Non-binding broker dealer
quotation

Unobservable Inputs
Price/book ratios of comparable public
companies
Privately calculated enterprise
valuations
Price/book ratios of comparable public
companies

Discounted cash flows

Duration matched discount rates

5.0% to

6.0%

F-28

 
 
 
 
 
 
 
 
 
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)

The following table shows the reconciliation of beginning and ending balances for investments measured at fair value on a recurring basis using Level 3 inputs
for the years ended December 31, 2023 and 2022. The Company includes any related interest and dividend income in net investment income and are excluded
from the reconciliation in the table below:

For the Year Ended December 31,
Balance - beginning of period
Sales
Net realized and unrealized gains recognized in the statement of income
Purchases
Transfers into Level 3 from Level 2 and NAV practical expedient

Total Level 3 investments - end of period

d) Financial Instruments Disclosed, But Not Carried, at Fair Value

2023

2022

$

$

18,806  $
(7,669)
3,723 
7,476 
30,147 
52,483  $

7,094 
(2,000)
3,770 
9,942 
— 
18,806 

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, 2023, the carrying values of cash equivalents (including restricted amounts), accrued investment income, reinsurance balances receivable,
loan  to  related  party  and  certain  other  assets  and  liabilities  approximate  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 in the fair value hierarchy.

The investments made by direct lending entities are carried at cost less an allowance for expected credit losses, with any indication of credit loss recognized in
net income (loss) when determined. The net carrying value of these investments approximates their fair value at the reporting date. The fair value estimates of
these investments are not based on observable market data and therefore are classified as Level 3 in the fair value hierarchy.

The fair values of the Company's outstanding 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 in the fair value hierarchy.

The following table presents the respective carrying value and fair value for the Company's outstanding Senior Notes as at December 31, 2023 and 2022:

December 31,

2016 Senior Notes – 6.625%

2013 Senior Notes – 7.75%

Total Senior Notes

2023

2022

Carrying Value

Fair Value

Carrying Value

Fair Value

$

$

110,000  $

73,744  $

110,000  $

152,361 
262,361  $

115,855 
189,599  $

152,500 
262,500  $

76,560 

113,826 
190,386 

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

On May 3, 2023 at its Annual General Meeting of Shareholders, the Company's common shareholders approved the increase in the authorized share capital of

the Company from $1,500 divided into 150,000,000 shares of par value $0.01 each, to $2,000 divided into 200,000,000 of par value $0.01 each.

At December 31, 2023, the aggregate authorized share capital of the Company is 200,000,000 shares from which 149,732,355 common shares were issued, of
which  100,472,120  common  shares  are  outstanding,  and  49,260,235  shares  are  treasury  shares  (please  see  Note  6.  (b)  Treasury  Shares  below  for  additional
information).

The remaining 50,267,645 shares are undesignated at December 31, 2023. At December 31, 2023, 975,027 common shares will be issued and outstanding upon

vesting of restricted shares, and 5,668,408 common shares remaining are reserved for issuance under the 2019 Omnibus Incentive Plan.

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, 2023 and 2022, 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 years ended December 31, 2023 and 2022:

For the Year Ended December 31,
Outstanding shares – January 1
Shares issued pursuant to the exchange of Maiden preference shares
Issuance of vested restricted shares and exercised common share options
Shares repurchased for tax purposes
Shares repurchased by Maiden Reinsurance under authorized repurchase plan
Common shares held by Maiden Reinsurance under the Exchange

Outstanding shares – December 31

(1)

2023
101,532,151 
— 
508,275 
(128,731)
(1,439,575)
— 
100,472,120 

2022
86,467,242
55,800,000
1,107,973
(403,716
—
(41,439,348
101,532,15

(1) Outstanding shares at December 31, 2023 and 2022 exclude 41,439,348 common shares issued to Maiden Reinsurance under the Exchange as well as 1,439,575 common shares repurchased by

Maiden Reinsurance under authorized repurchase plan. These shares are treated as treasury shares.

b) 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. For the year ended December 31, 2023, Maiden Reinsurance repurchased 1,439,575 common shares at an average price per share of $1.83 under
the Company's share repurchase plan (2022 - none). The Company's remaining authorization for common shares repurchases is $71,615 at December 31, 2023
(2022 - $74,245).

During the year ended December 31, 2023, the Company repurchased 128,731 (2022 - 403,716) common shares at an average price per share of $2.25 (2022 -
$2.50)  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.

Treasury  shares  include  42,878,923  common  shares  owned  by  Maiden  Reinsurance  consisting  of  41,439,348  shares  issued  as  part  of  the  Exchange  and
1,439,575 shares directly purchased on the open market by Maiden Reinsurance which are not treated as outstanding common shares on the Consolidated Balance
Sheet at December 31, 2023. Please see further information on the Exchange as fully described in "Note 1 — Organization" and the preference share repurchases
disclosed in the Annual Report on Form 10-K for the year ended December 31, 2022, filed with the SEC on March 15, 2023.

The table below includes the total number of treasury shares outstanding at December 31, 2023 and 2022:

December 31,
Number of shares held by Maiden Reinsurance treated as treasury shares
Number of treasury shares due to common share repurchases by Maiden Holdings

Total number of treasury shares at the end of the reporting period

2023
42,878,923
6,381,312
49,260,235

2022
41,439,348
6,252,581
47,691,929

F-30

 
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

The following tables set forth financial information regarding the changes in the balances of each component of AOCI for the years ended December 31, 2023

and 2022:

For the Year Ended December 31, 2023
Beginning balance
Other comprehensive income before reclassifications

Ending balance, Maiden shareholders

For the Year Ended December 31, 2022
Beginning balance
Other comprehensive loss before reclassifications
Amounts reclassified from AOCI to net income, net of tax
Net current period other comprehensive loss

Ending balance, Maiden shareholders

Change in net
unrealized gains on
investment

Foreign currency
translation adjustments

Total

(15,668) $
7,884 
(7,784) $

(25,566) $
1,881 
(23,685) $

(41,234)
9,765 
(31,469)

Change in net
unrealized gains on
investment

Foreign currency
translation adjustments

Total

(2,693) $
(6,168)
(6,807)
(12,975)
(15,668) $

(9,522) $
(16,044)
— 
(16,044)
(25,566) $

(12,215)
(22,212)
(6,807)
(29,019)
(41,234)

$

$

$

$

F-31

 
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, 2023 and 2022, Maiden Holdings had outstanding publicly-traded senior notes which were issued in 2016 ("2016 Senior Notes") and its
wholly owned subsidiary, Maiden Holdings North America, Ltd. ("Maiden NA") had outstanding publicly-traded senior notes which were issued in 2013 ("2013
Senior  Notes"(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, 2023 and 2022:

December 31, 2023
Principal amount
Less: unamortized issuance costs

Carrying value

December 31, 2022
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 
3,345 
106,655 

2016 Senior Notes

110,000 
3,406 
106,594 

3,715 

June 14, 2046
June 14, 2021
6.625 %
7.07 %

152,361 
4,419 
147,942 

2013 Senior Notes

152,500 
3,522 
148,978 

$

$

$

$

262,361 
7,764 
254,597 

Total

262,500 
6,928 
255,572 

5,049 

December 1, 2043
December 1, 2018
7.75 %
8.04 %

Total interest and amortization expense incurred on the Senior Notes for the year ended December 31, 2023 was $18,266 (2022 - $19,331), of which $1,342
was  accrued  as  interest  payable  at  both  December  31,  2023  and  2022,  respectively.  The  issuance  costs  related  to  the  Senior  Notes  were  capitalized  and  are
amortized over the effective life of the Senior Notes under the effective interest method of amortization.

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.

On  May  3,  2023,  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  Senior  Notes  from  time  to  time  at  market  prices  in  open  market  purchases  or  as  may  be  privately
negotiated.

During the year ended December 31, 2023, Maiden Reinsurance repurchased 5,567 notes of the 2013 Senior Notes at an average price per unit of $17.10 for a
total cost of $95. Total interest and amortization expenses of $18,266 were partly offset by a realized gain of $40 from the repurchase of the 2013 Senior Notes
during the year ended December 31, 2023. The Company has a remaining authorization of $99,905 for Senior Notes repurchases at December 31, 2023.

F-32

 
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,  2023  and  2022  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

2023

2022

27,265  $
(3,799)
(298)
23,168  $

27,049  $
17,202 
(282)
43,969  $

59,562  $
1,666 
61,228  $

24,553 
(19,074)
(397)
5,082 

24,534 
13,599 
(401)
37,732 

53,508 
4,483 
57,991 

$

$

$

$

$

$

The  Company's  reinsurance  recoverable  on  unpaid  losses  balance  as  at  December  31,  2023  was  $564,331  (2022  -  $556,116)  presented  in  the  Consolidated
Balance  Sheets.  As  of  December  31,  2023,  the  total  allowance  for  expected  credit  losses  on  the  Company's  reinsurance  recoverable  balance  was  $3,240.  The
following table provides a reconciliation of the beginning and ending balances of the allowance for expected credit losses on reinsurance recoverable for the year
ended December 31, 2023:

For the Year Ended December 31,
Allowance for expected credit losses on reinsurance recoverable, beginning of period
Decrease in allowance for expected credit losses on reinsurance recoverable where credit losses were previously recognized

Allowance for expected credit losses on reinsurance recoverable, end of period

2023

4,277 
(1,037)
3,240 

$

$

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 for this retrocession agreement was $43,176 at December 31, 2023 (2022 -
$60,112). The recoverable due from Cavello is net of an allowance for expected credit losses of $2,769 at December 31, 2023.

On  July  31,  2019,  Maiden  Reinsurance  and  Cavello  entered  into  a  Loss  Portfolio  Transfer  and  Adverse  Development  Cover  Agreement  ("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.

F-33

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

8. Reinsurance (continued)

As of December 31, 2023, the reinsurance recoverable on unpaid losses under the LPT/ADC Agreement was $515,463 while the deferred gain liability under
the  LPT/ADC  Agreement  was  $70,916  (December  31,  2022  -  $490,408  and  $45,408,  respectively).  The  reinsurance  recoverable  due  under  the  LPT/ADC
Agreement is net of an allowance for expected credit losses of $453 as at December 31, 2023. Amortization of the deferred gain will not occur until paid losses
have exceeded the minimum retention under the LPT/ADC Agreement, which is presently estimated to be before the end of 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.  Cavello  is  subject  to
additional collateral funding requirements as explained in "Note 10 — Related Party Transactions". As of December 31, 2023, the amount of collateral required
was  $490,070.  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, 2023.

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

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

Change in deferred gain on retroactive reinsurance
GLS run-off business acquired or assumed
Opening allowance for expected credit loss on reinsurance recoverable on unpaid losses
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

2023

2022

543,818  $
323,615 
867,433  $

702,691 
428,717 
1,131,408 

2023

2022

1,131,408  $
556,116 
575,292 

23,040 
38,188 
61,228 

(837)
(321,206)
(322,043)
(25,532)
— 
4,277 
9,880 
303,102 
564,331 
867,433  $

1,489,373 
562,845 
926,528 

25,355 
32,636 
57,991 

(701)
(398,499)
(399,200)
3,587 
10,905 
— 
(24,519)
575,292 
556,116 
1,131,408 

$

$

$

$

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.

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)

The ELR technique does not take into account actual loss emergence for the underwriting year being projected. As an underwriting year matures and actual

loss experience becomes more credible, other methods may be applied in determining the estimated ultimate losses.

The Loss Development ("LD") method is a reserving method in which ultimate losses are estimated by applying a loss development factor to actual reported
(or  paid)  loss  experience.  This  method  fully  utilizes  actual  experience.  Multiplication  of  underwriting  year  actual  reported  (or  paid)  losses  by  its  respective
development factor produces the estimated ultimate losses. The LD method is based upon the assumption that the relative change in a given underwriting year’s
losses  from  one  evaluation  point  to  the  next  is  similar  to  the  relative  change  in  prior  underwriting  years’  losses  at  similar  evaluation  points.  In  addition,  this
method is based on the assumption that the reserving and payment patterns as well as the claim handling procedures have not changed substantially over time. In
the case where changes to the payment patterns or the claim handling procedures are identified, historical losses are adjusted to the current basis, and development
factors are selected based on the relative change of the adjusted losses (the Berquist Sherman method is one example of this approach). When a company has a
sufficiently  reliable  loss  development  history,  a  development  pattern  based  on  the  company’s  historical  indications  may  be  used  to  develop  losses  to  ultimate
values.

The Bornhuetter-Ferguson ("BF") reserving technique is used for long-tailed or lower frequency, more volatile lines. It is also useful in situations where the
reported  loss  experience  is  relatively  immature  and/or  lacks  sufficient  credibility  for  the  application  of  methods  that  are  more  heavily  reliant  on  emerged
experience.  The  BF  method  is  an  additive  IBNR  method  that  combines  the  ELR  and  LD  techniques  by  splitting  the  expected  loss  into  two  pieces  -  expected
reported (or paid) losses and expected unreported (or unpaid) losses. Expected unreported (unpaid) losses, estimated by the use of loss development factors, are
added  to  the  current  actual  reported  (or  paid)  losses  to  produce  an  estimate  of  ultimate  losses  by  underwriting  year.  The  BF  method  introduces  an  element  of
stability that moderates the impact of inconsistent changes in paid and reported losses.

The average frequency and severity ("FS") reserving technique is used for lines where claim count is available, and the estimate of loss development factors is
more difficult due to volatility in historical data. The available data for such lines is usually more volatile in the estimation of future losses using the LD and BF
reserving  methods.  The  FS  method  uses  historical  data  to  estimate  the  average  number  of  ultimate  claims  (frequency)  and  the  average  costs  of  closed  claims
(severity). The estimate of ultimate losses by underwriting year is the result of the multiplication of the ultimate number of claims and the average cost of a claim.

With  the  guidance  of  the  methods  above,  actuarial  judgment  is  applied  in  the  determination  of  ultimate  losses.  In  general,  the  Company’s  segments  have
varying levels of seasoning with which the Company has direct experience and as a result, differing methods are utilized to estimate loss and LAE reserves in each
segment.

In the Diversified Reinsurance segment, the Company utilizes the ELR approach at the onset of reserving an account, the BF method for business with less but
maturing loss experience, and as the experience matures the LD method. For proportional or pro-rata business, the Company typically relies heavily on the actual
historical contract experience to estimate reserving parameters such as loss development factors, whereas for excess of loss business there will be more usage of
industry and/or Company benchmark assumptions.

The Company underwrote the AmTrust Reinsurance segment from July 1, 2007 until January 30, 2019, when 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,  and  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.  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 the BF method for exposures with more limited or volatile historical data. 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  adverse  prior  period  development  experienced  in  each  of  our
reportable segments for the years ended December 31, 2023 and 2022:

For the Year Ended
December 31, 2023
December 31, 2022

Diversified
Reinsurance

AmTrust
Reinsurance

$

(4,440) $
(4,552)

(33,748) $
(28,084)

Total

(38,188)
(32,636)

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)

During 2023, the Company's incurred losses increased for 2022 and prior accident years by $38,188 or 6.6% of prior year net loss and LAE reserves. The
Company  had  increased  incurred  losses  for  2021  and  prior  accident  years  by  $32,636  or  3.5%  of  prior  year  net  loss  and  LAE  reserves  during  2022.  The  net
adverse  prior  year  loss  development  of  $38,188  for  the  year  ended  December  31,  2023  was  driven  by  adverse  loss  development  of  $33,748  in  the  AmTrust
Reinsurance segment and net adverse loss development of $4,440 in the Diversified Reinsurance segment.

In the Diversified Reinsurance segment, net adverse prior year reserve development of $4,440 in the year ended December 31, 2023 (2022 - adverse $4,552)
was primarily due to a German auto program in run-off from the International unit along with development from other runoff business lines. It also included the
recognition of expected credit losses on reinsurance recoverable on unpaid losses. The net adverse prior year reserve development of $4,552 for the year ended
December 31, 2022 was due to adverse development in GLS, European Capital Solutions and facultative reinsurance run-off business offset by favorable reserve
development in German Auto programs. The table below details prior year reserve development by line of business for the years ended December 31, 2023 and
2022:

For the Year Ended December 31,
Prior Year Loss Development adverse (favorable)
IIS business
GLS
Other run-off lines

Total Diversified Reinsurance Prior Year Development

2023

2022

$

$

2,504  $
954 
982 
4,440  $

(1,683)
1,825 
4,410 
4,552 

In the AmTrust Reinsurance segment, net adverse prior year reserve development of $33,748 in the year ended December 31, 2023 (2022 - adverse $28,084)
was  primarily  due  to  reserve  strengthening  within  European  Hospital  Liability  and  the  AmTrust  Quota  Share  (adverse  development  in  General  Liability  and
Commercial Auto Liability partly offset by continued favorable development in Workers Compensation due to better than expected loss emergence). Net adverse
loss development on European Hospital Liability was primarily driven by emergence of loss data during 2023 on underwriting years 2011 to 2016.

Net adverse prior year reserve development of $28,084 in the year ended December 31, 2022 was primarily due to reserve strengthening within Commercial
Auto  Liability,  General  Liability,  Other  Specialty  Risk  &  Extended  Warranty  and  European  Hospital  Liability,  partly  offset  by  net  favorable  development  in
Workers Compensation. Net adverse development for European Hospital Liability was due to higher than expected loss emergence in Italian Hospital Liability
policies  and  the  agreed  exit  cost  of  $3,666  (€3,444)  for  the  commutation  of  French  Hospital  Liability  policies  as  described  in  "Note  10.  Related  Party
Transactions".

The table below shows prior year loss development for the AmTrust Reinsurance segment for the years ended December 31, 2023 and 2022:

For the Year Ended December 31,
Prior Year Loss Development adverse (favorable)
AmTrust Quota Share
AmTrust other runoff
European Hospital Liability Quota Share

Total AmTrust Reinsurance Prior Year Development

2023

2022

($ in thousands)

$

$

24,098  $
(618)
10,268 
33,748  $

14,837 
— 
13,247 
28,084 

The  increase  in  the  deferred  gain  on  retroactive  reinsurance  was  $25,532  for  the  year  ended  December  31,  2023  (2022  -  $3,587  decrease)  which  relates  to
retroactive reinsurance in GLS and the LPT/ADC Agreement in the AmTrust Reinsurance Segment. This included an increase in the deferred gain liability and
related reinsurance recoverable on unpaid losses under the LPT/ADC Agreement with Cavello of $25,508 for the year ended December 31, 2023 (2022 - $452
decrease)  caused  by  adverse  development  on  loss  reserves  covered  under  the  LPT/ADC  Agreement.  The  deferred  gain  on  retroactive  reinsurance  under  the
LPT/ADC  Agreement  represents  the  cumulative  adverse  development  for  covered  risks  in  the  AmTrust  Quota  Share  as  of  December  31,  2023  and  2022.
Amortization  of  the  deferred  gain  will  not  occur  until  paid  losses  have  exceeded  the  minimum  retention  under  the  LPT/ADC  Agreement,  which  is  presently
estimated to be before the end of 2024.

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)

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 specific lines of business in our reportable segments, Diversified
Reinsurance and AmTrust Reinsurance, as of December 31, 2023. Information prior to 2023 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, 2023 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.

Diversified Reinsurance segment incurred and paid losses are analyzed by following lines of business: (1) International; (2) GLS and (3) Other run-off lines.
Loss development tables have not been presented for GLS and other run-off lines as loss development tables are not required for currently insignificant categories,
therefore the GLS contracts and other run-off lines have been aggregated into two separate categories and included in the reconciliation disclosure only.

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 in the International business are written on both an accident year and underwriting year basis, some are
multi-line and the majority of the premium is associated with proportional contracts. Many proportional treaty reinsurance contracts are submitted using
quarterly bordereau reporting by underwriting year. However, the remaining losses can generally only be allocated to accident years based on estimated
premium  earning  and  loss  reporting  patterns.  Further  estimates  are  required  to  allocate  losses  to  line  of  business.  Multi-line  accounts  are  generally
analyzed on an individual basis by line of business, but are booked in the Company’s records to a contract, rather than to each individual line of business
within  a  contract.  For  the  purpose  of  this  disclosure  allocations  are  made  to  the  various  lines  of  business.  Management’s  assumptions  and  allocation
procedures for these tables may produce results that differ from the actual loss emergence reported by line of business each quarter;

• The AmTrust Reinsurance segment consists primarily of two contracts, the European Hospital Liability Quota Share and a much larger quota share that
includes all other covered business, the AmTrust Quota Share. There is also a small amount of excess of loss business that has not been written since
2009 which is included as a reconciling item. Maiden receives several cession statements and uses these to report premiums in three categories - Small
Business  Commercial,  Specialty  Program  and  Specialty  Risk  and  Extended  Warranty  in  Note  3.  Segment  Information.  The  tables  provided  include
allocations of IBNR reserves to line of business by accident year;

• Management’s assumptions and allocation procedures for these tables may produce results that differ from the actual loss emergence reported by line of

business each quarter; and

• For both segments, the premium and exposure for prior accident years is often reported to us in subsequent periods, as reporting lags exist from an insurer
to a reinsurer. This leads to increases in the provision for loss and LAE in prior years, but does not reduce expected income (and in many cases can result
in additional income).

Diversified Reinsurance Segment: GLS

GLS provides 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 to
those companies' operations. GLS works with clients to develop and implement finality solutions including acquiring entire companies that enable our clients to
meet their capital and risk management objectives. Having completed the capital commitment made to GLS in 2020, the Company has determined to not commit
any  additional  capital  to  new  opportunities  and  to  run-off  the  existing  accounts  underwritten  by  GLS.  For  additional  information  on  GLS,  please  see  "Note
1 — Organization".

Loss development tables have not been presented for GLS as the loss reserves and paid claims for each individual contract is currently insignificant, therefore
the loss reserves for all the GLS contracts have been aggregated into a separate category and included in the reconciliation disclosure only. For GLS exposure, loss
reserves are calculated primarily from utilizing the LD or FS methods. As the exposure being reinsured is typically retroactive in nature and covers more mature
portfolios, the ELR or BF approach is not highly relied upon.

As of December 31, 2023, GLS and its subsidiaries hold insurance liabilities assumed primarily through a few retroactive reinsurance contracts which included
total loss reserves of $17,712 and a loss recoverable of $5,029. Losses incurred for the year ended December 31, 2023 include paid losses of $11,817 and total loss
reserves include IBNR reserves of $15,653 at December 31, 2023.

Also, please see "Note 5 — Fair Value Measurements"  for  the  derivative  liability  of  $3,984  on  a  reinsurance  contract  written  by  GLS  which  is  included  in
accrued  expenses  and  other  liabilities.  The  fair  value  of  this  derivative  instrument  is  determined  using  a  discounted  cash  flow  model  in  which  the  Company
examines current market conditions, historical results as well as contract specific information that may impact future cash flows to assess the reasonableness of
inputs used in the valuation model.

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)

Diversified Reinsurance Segment: IIS Business

The following tables represent information on the Company's incurred loss and LAE and cumulative paid loss and LAE, both net of reinsurance, since 2014 for
the  Company's  IIS  business  in  the  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.

The IIS business written by the Company's 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 business 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, 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-39

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 - IIS
business
For the Year
Ended December
31,

Accident Year:
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
2021
2022
2023
Total

For the Year
Ended December
31,

Accident Year:
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
2021
2022
2023
Total

Incurred loss and LAE, net of reinsurance

At
December 31
2023

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Total IBNR

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

$

76,316  $
47,288 
46,766 
49,081 
42,670 

74,425  $
47,246 
46,871 
50,397 
48,426 
42,887 

76,500  $
47,076 
46,954 
49,899 
48,292 
44,301 
38,693 

78,500  $
47,455 
47,215 
50,500 
48,191 
44,791 
40,687 
36,740 

78,198 
47,705 
46,935 
50,328 
47,981 
44,444 
40,048 
37,609 
42,164 

79,225  $
47,661 
46,880 
50,707 
48,047 
44,480 
40,034 
36,506 
40,499 
35,530 

79,347  $
47,621 
46,810 
50,640 
47,798 
44,335 
40,436 
35,622 
40,678 
37,533 
24,024 

79,649  $
47,621 
46,912 
50,742 
47,684 
44,065 
40,135 
35,639 
40,711 
36,606 
23,165 
6,410 

79,845  $
47,699 
46,886 
50,710 
47,701 
44,078 
40,227 
35,437 
40,848 
36,696 
22,000 
6,410 
7,298 

$

82,139  $
47,682 
46,889 
50,713 
47,744 
43,983 
40,214 
35,243 
40,413 
36,689 
22,175 
6,485 
9,121 
9,645 
519,135  $

892
5
24
(200
64
(136

19
(922
11
91
1,98
1,74
—
4,95

Cumulative paid loss and LAE, net of reinsurance

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

$

48,089  $
46,772 
41,795 
42,954 
23,776 

49,678  $
47,190 
42,881 
45,432 
42,044 
21,761 

51,194  $
47,422 
43,208 
46,775 
44,312 
39,336 
22,495 

52,673  $
47,563 
43,790 
47,244 
45,536 
41,401 
36,599 
19,052 

54,307  $
47,672 
43,901 
47,450 
45,785 
42,376 
38,370 
32,998 
20,212 

55,720  $
47,737 
43,915 
47,527 
45,888 
42,778 
39,096 
34,705 
36,586 
16,687 

56,793  $
47,820 
43,997 
47,839 
46,004 
43,050 
39,709 
35,506 
38,615 
30,231 
11,447 

57,880  $
47,872 
44,093 
48,260 
46,064 
43,257 
40,217 
35,758 
39,629 
32,858 
19,377 
5,744 

58,901  $
47,903 
44,063 
48,374 
46,101 
43,286 
41,048 
35,820 
40,230 
33,398 
20,423 
10,479 
1,196 

59,966 
47,880 
44,033 
48,591 
46,088 
43,274 
41,299 
35,850 
40,464 
33,682 
20,842 
11,535 
10,481 
845 
484,830 

$

34,305 

Total net reserves

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)

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  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% ("Loss Corridor"). Above and below the Loss 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,  2023,  the  projected  amount  subject  to  the  Loss
Corridor is $77,547 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 loss tables that follow. 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.

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.

This line of business is covered under the LPT/ADC Agreement pursuant to which Cavello has assumed the loss reserves as of December 31, 2018 associated
with  the  AmTrust  Quota  Share  and  therefore  any  adverse  development  will  be  recoverable  as  per  terms  of  the  agreement.  Recoverables  from  the  LPT/ADC
Agreement are displayed in the column "Impact of LPT/ADC" in the loss triangle tables further below.

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.

AmTrust Reinsurance: Commercial Auto Liability  

Commercial Auto Liability is written in the U.S. and included in the Small Commercial Business and Specialty Program business units within the AmTrust
Quota Share. The Small Commercial Business unit focuses on writing smaller niche business, typically under-served by the broader insurance market, and policies
typically  have  limits  of  $1,000.  Auto  Liability  business  written  in  the  Small  Commercial  Business  unit  grew  substantially  following  a  large  renewal  rights
acquisition completed by AmTrust in 2014. Commercial Auto Liability business written in the Specialty Program unit is typically part of programs consisting of
multiple lines of business.

Our initial underwriting year loss projections are generally based on the ELR method, derived from historical performance after the consideration of loss and
premium trends. This proportional exposure is relatively short tailed, and the transition to the BF and the LD methods happens relatively quickly, within the first
several years.

F-41

1,474 

6,365 

4,556 

7,048 

8,713 

18,517 

25,811 

31,683 

25,284 

25,787 

192 

3,028 

3,918 

5,348 

6,913 

10,691 

17,699 

32,449 

46,860 

55,094 

68,032 

84,264 

— 

157,562  $

334,296 

Incurred loss and LAE, net of reinsurance (excluding impact of LPT/ADC Agreement)

At December 31, 2023

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021
Unaudited

2022
Unaudited

2023

Total IBNR

Impact of
LPT/ADC

$

81,240  $

82,301  $

83,039  $

83,622  $

84,710  $

83,952  $

86,117  $

86,292  $

86,415  $

86,144  $

2,132  $

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Workers'
Compensation

For the Year
Ended
December 31,

Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019

Total

For the Year
Ended
December 31,

Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
Total

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 

107,165 

123,968 

135,379 

181,616 

261,915 

419,748 

526,269 

568,006 

615,957 

110,175 

127,215 

138,600 

192,087 

276,249 

457,363 

551,145 

627,728 

654,362 

592,566 

109,664 

127,381 

139,685 

188,879 

273,571 

455,521 

545,271 

603,529 

613,577 

580,528 

12,751 

109,021 

126,621 

141,272 

192,263 

281,580 

449,374 

549,857 

579,849 

593,920 

575,765 

9,945 

110,207 

126,516 

137,355 

187,089 

277,365 

445,258 

547,439 

568,791 

591,122 

585,009 

10,871 

109,384 

126,308 

140,257 

189,114 

277,226 

441,185 

537,963 

559,440 

580,155 

577,485 

10,152 

109,018 

125,420 

139,421 

187,630 

276,791 

440,175 

535,139 

555,645 

577,051 

573,040 

11,943 
3,617,417  $

$

Cumulative paid loss and LAE, net of reinsurance

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021
Unaudited

2022
Unaudited

2023

$

77,370  $

78,161  $

79,230  $

81,159  $

82,436  $

82,709  $

82,286  $

82,676  $

82,761  $

93,425 

103,280 

105,584 

119,059 

121,182 

69,512 

96,396 

108,171 

114,107 

138,706 

168,785 

189,954 

86,695 

98,811 

114,639 

115,966 

150,543 

199,300 

268,467 

246,616 

110,051 

100,103 

115,014 

122,579 

158,807 

216,527 

321,258 

338,642 

284,501 

111,508 

101,823 

115,959 

124,315 

164,512 

227,502 

355,414 

388,640 

380,602 

274,596 

110,954 

102,877 

116,332 

125,843 

168,154 

234,342 

370,176 

417,736 

428,651 

448,551 

409,986 

3,907 

103,771 

114,730 

129,408 

172,251 

248,103 

383,529 

448,867 

449,347 

485,611 

465,762 

5,821 

104,205 

115,508 

130,413 

174,436 

252,506 

392,101 

466,868 

471,382 

507,903 

499,349 

8,070 

104,434 

115,765 

130,958 

175,021 

255,720 

398,441 

476,769 

484,367 

520,180 

515,459 

9,024 

83,026 

104,685 

116,064 

131,877 

176,022 

257,523 

404,591 

483,387 

494,160 

528,411 

524,987 

9,717 

3,314,450 

62 

303,029 

Total net reserves excluding impact of LPT/ADC Agreement

All outstanding liabilities prior to 2008, net of reinsurance

Less: Impact of LPT/ADC Agreement

Total net reserves including impact of LPT/ADC Agreement

(334,296)

$

(31,267)

F-42

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)

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

At December 31, 2023

Total
IBNR

Impact of
LPT/ADC

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

$

33,792 

$

34,169 

$

35,985 

$

36,627 

$

37,605 

$

36,996  $

40,398  $

40,381  $

40,017  $

39,796 

$

2,435 

$

30,902 

36,455 

40,557 

42,450 

43,116 

65,469 

32,418 

38,536 

42,100 

48,851 

66,869 

66,558 

118,111 

34,040 

38,298 

45,303 

50,800 

68,641 

77,930 

95,766 

98,149 

34,863 

41,597 

49,338 

55,991 

79,731 

99,873 

122,942 

114,864 

116,158 

35,138 

42,884 

52,746 

59,948 

89,204 

111,970 

139,518 

120,911 

133,533 

121,991 

35,410 

43,062 

53,499 

63,429 

92,032 

116,085 

154,071 

148,371 

165,268 

153,822 

5,427 

36,228 

45,490 

55,607 

63,704 

95,050 

119,367 

154,529 

147,858 

161,354 

148,817 

6,017 

35,733 

44,778 

54,683 

64,052 

96,342 

119,782 

154,939 

147,996 

162,856 

148,295 

5,981 

35,495 

44,856 

54,288 

63,615 

96,388 

119,413 

155,234 

150,019 

167,257 

151,791 

3,906 

35,433 

44,907 

54,495 

63,214 

97,920 

119,554 

155,101 

153,168 

170,669 

160,003 

3,077 

182 

278 

218 

3,853 

1,559 

4,834 

3,760 

7,368 

13,341 

13,825 

964 

209 

103 

527 

997 

1,573 

3,800 

7,027 

13,465 

20,243 

26,585 

38,441 

— 

$ 1,097,337 

$

52,617 

$

112,970 

Cumulative paid loss and LAE, net of reinsurance

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

$

32,849 

$

32,423 

$

32,765 

$

34,935 

$

36,699 

$

34,893  $

37,253  $

37,278  $

37,473  $

24,298 

26,429 

22,963 

18,020 

10,226 

3,503 

28,312 

30,948 

31,619 

29,752 

32,249 

24,581 

20,849 

30,924 

34,125 

39,350 

40,864 

44,698 

36,026 

33,963 

6,402 

32,878 

37,317 

41,257 

45,775 

58,377 

57,678 

52,350 

21,959 

6,967 

33,473 

39,214 

47,141 

53,526 

70,074 

77,259 

79,291 

45,855 

27,001 

7,907 

32,487 

39,888 

49,178 

56,538 

76,996 

86,101 

98,278 

67,064 

51,545 

24,618 

27 

34,984 

42,509 

51,492 

55,350 

83,571 

92,861 

112,542 

88,627 

79,531 

42,792 

314 

34,999 

43,076 

52,592 

57,913 

87,178 

96,521 

120,546 

101,764 

97,356 

65,947 

717 

35,093 

44,040 

53,064 

58,889 

89,473 

102,290 

131,224 

114,422 

119,417 

90,841 

1,218 

37,289 

35,197 

44,246 

53,320 

58,412 

92,705 

107,865 

140,414 

129,683 

139,460 

115,496 

1,581 

955,668 

98 

141,767 

Total net reserves excluding impact of LPT/ADC Agreement

All outstanding liabilities prior to 2008, net of reinsurance

Less: Impact of LPT/ADC Agreement
Total net reserves including impact of LPT/ADC Agreement

(112,970)

$

28,797 

F-43

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

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)

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

At December 31, 2023

Total
IBNR

Impact of
LPT/ADC

30,812 
38,043 
32,578 
40,076 
44,771 
47,525 

$ 34,522  $ 34,584  $ 35,975  $ 35,521  $ 35,382  $
30,468 
40,523 
34,790 
48,116 
59,702 
73,966 
92,955 
121,828 

31,024 
40,193 
33,839 
44,812 
50,647 
55,023 
66,967 

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 

35,542  $ 37,746  $
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 

37,854  $
31,019 
40,631 
34,690 
45,753 
63,589 
93,208 
129,082 
167,479 
220,471 
219,800 
73,023 

37,885  $
30,979 
40,608 
34,633 
45,860 
63,500 
93,164 
129,632 
170,221 
224,132 
230,516 
74,553 

37,880  $
30,978 
40,556 
34,644 
45,887 
63,471 
93,434 
130,631 
171,563 
227,165 
234,717 
74,504 
— 

2,532  $
633 
139 
485 
36 
205 
1,167 
389 
(1,479)
3,270 
4,055 
5,357 
(7)

$

1,185,430  $ 16,782  $

20 
66 
3 
— 
8 
130 
339 
835 
4,108 
8,197 
17,128 
— 
— 
30,834 

Cumulative paid loss and LAE, net of reinsurance

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

Unaudited

26,975 
34,855 
25,808 
26,508 
19,865 
8,450 

$ 32,643  $ 33,536  $ 34,074  $ 34,803  $ 35,284  $
29,829 
39,413 
32,362 
43,745 
48,122 
42,960 
39,179 
19,071 

29,226 
37,734 
29,769 
35,460 
34,379 
22,858 
13,102 

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 

36,968  $ 34,982  $
31,194 
40,395 
33,451 
45,751 
62,331 
87,458 
107,707 
113,174 
115,623 
67,080 
9,456 

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 

35,339  $
30,341 
40,416 
34,158 
45,825 
63,070 
91,115 
125,415 
158,822 
197,857 
178,479 
49,073 
7 

35,349 
30,342 
40,416 
34,159 
45,831 
63,079 
91,819 
128,693 
165,475 
212,952 
207,553 
59,162 
7 
1,114,837 
57 
70,650 

Total net reserves excluding impact of LPT/ADC Agreement

All outstanding liabilities prior to 2008, net of reinsurance

Less: Impact of LPT/ADC Agreement

Total net reserves including impact of LPT/ADC Agreement

(30,834)
39,816 

$

F-44

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. European Hospital Liability business is not covered
under the LPT/ADC Agreement, therefore any adverse development in this line of business may result in significant losses.

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. As the exposure matures, the projection methodology transitions to the LD method. The underlying policies assumed are subject to deductibles
on both a per claim and aggregate basis. The LD method is applied to both the net of deductible data, as well as individually to gross and deductible protections,
with a final estimate made by evaluating both methodologies.

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

Incurred loss and LAE, net of reinsurance

At
December 31,
2023

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021
Unaudited

2022
Unaudited

2023

Total IBNR

78,617 
60,125 
49,790 

$ 48,464  $ 46,100  $ 63,479  $ 61,552  $ 59,019  $
90,177 
82,397 
56,158 
45,067 
43,461 

100,807 
62,720 
52,429 
46,419 

85,386 
75,340 
62,486 
58,679 
50,033 
40,010 

110,349 
96,568 
78,792 
64,517 
65,484 
50,977 
43,555 

61,240  $
115,107 
102,288 
83,937 
67,595 
67,961 
53,058 
30,892 
15,519 

61,517  $
116,023 
103,655 
84,962 
67,828 
66,474 
51,640 
31,805 
14,365 

62,268  $
117,456 
105,258 
86,288 
70,100 
67,797 
49,686 
31,177 
15,318 

69,655  $
120,689 
107,268 
86,101 
71,680 
67,255 
48,477 
33,384 
15,261 

70,652  $
121,675 
108,573 
88,950 
73,957 
68,576 
48,984 
33,455 
15,444 
$ 630,266  $

(1,008)
(3,036)
(1,358)
(951)
2,628 
3,243 
3,327 
725 
1,344 
4,914 

Cumulative paid loss and LAE, net of reinsurance

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020
Unaudited

2021
Unaudited

2022
Unaudited

2023

34,162 
14,674 
4,106 

$ 22,974  $ 28,104  $ 34,919  $ 40,400  $ 44,495  $
57,207 
38,521 
24,042 
10,782 
3,499 

44,496 
25,246 
11,566 
3,391 

67,454 
48,424 
34,218 
22,261 
10,393 
1,249 

75,295 
54,268 
38,395 
28,410 
17,221 
4,312 
899 

48,189  $
81,276 
61,350 
45,291 
34,118 
22,907 
7,390 
2,213 
11,195 

52,638  $
91,090 
74,262 
56,926 
44,752 
34,000 
14,344 
5,273 
1,564 

55,539  $
96,039 
79,699 
59,822 
44,270 
36,546 
19,770 
7,589 
2,954 

59,705  $
102,818 
87,566 
69,805 
53,736 
46,325 
29,293 
21,635 
10,284 

63,056 
108,615 
93,500 
76,532 
59,618 
50,899 
33,143 
24,479 
11,207 
521,049 
$ 109,217 

Total net reserves

F-45

$

$

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)

AmTrust  Reinsurance:  All  Other  Lines  Includes  all  lines  except  Workers'  Compensation,  General  Liability,  and  Commercial  Auto  from  Small  Commercial
Business and Specialty Program Divisions. The predominant exposures include property and auto physical damage.

Incurred loss and LAE, net of reinsurance (excluding impact of LPT/ADC Agreement)

At December 31, 2023

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Total IBNR

Impact of
LPT/ADC

Unaudited

Unaudited

Unaudited

Unaudited

$

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 

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 

Unaudited

Unaudited

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 

24,016  $
15,373 
15,905 
21,500 
17,811 
20,639 
21,491 
44,749 
66,944 
96,104 
101,913 
43,554 

24,013  $
15,373 
15,905 
21,496 
17,819 
20,637 
21,493 
44,456 
66,791 
96,267 
102,061 
42,003 

$

24,013 
15,379 
15,905 
21,490 
17,775 
20,593 
21,481 
44,379 
67,162 
96,485 
101,326 
42,310 
— 

$

(4,847)
383 
52 
132 
(310)
1,111 
(51)
639 
6,353 
1,513 
(1,253)
916 
(103)

$

488,298 

$

4,535 

$

— 
1 
— 
— 
17 
28 
14 
15 
61 
199 
319 
— 
— 

654 

2014

2015

2016

2017

2018

2019

2020

2021

2022

2023

Cumulative paid loss and LAE, net of reinsurance

Unaudited

Unaudited

Unaudited

Unaudited

$

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 

Unaudited
$

30,683 
15,051 
16,786 
23,661 
18,685 
20,447 
26,194 
41,962 
65,452 
80,726 
56,539 

Unaudited
$

Unaudited

Unaudited

Unaudited

29,234  $
14,009 
15,285 
21,481 
17,559 
19,343 
21,405 
44,179 
63,234 
80,735 
86,455 
22,095 

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 

28,850  $
14,986 
15,854 
21,334 
18,077 
19,463 
21,509 
43,742 
59,967 
94,206 
102,587 
40,670 
103 
66 

28,850 
14,986 
15,854 
21,359 
18,084 
19,482 
21,532 
43,737 
60,682 
94,710 
102,406 
41,028 
103 
55 

482,868 
(3)

5,427 

Total net reserves excluding impact of LPT/ADC Agreement

All outstanding liabilities prior to 2008, net of reinsurance

Less: Impact of LPT/ADC Agreement

Total net reserves including impact of LPT/ADC Agreement

(654)

4,773 

$

F-46

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 Loss Development Tables to Consolidated Balance Sheet

The  following  table  represents  a  reconciliation  of  the  net  incurred  and  paid  loss  development  tables  to  the  reserve  for  loss  and  LAE  in  the  Consolidated

Balance Sheet at December 31, 2023:

Diversified Reinsurance

IIS business
Other reconciling items excluded from loss development tables

GLS
Other run-off lines

Total Diversified Reinsurance
AmTrust Reinsurance

(1)

Workers' Compensation
General Liability
Commercial Auto Liability
European Hospital Liability
All Other Lines
Total
Other reconciling items excluded from loss development tables
Total AmTrust Reinsurance

Total Net Reserves
(including impact of
ADC)

December 31, 2023

Reinsurance
Recoverables on
unpaid claims

Total Gross Reserves

$

34,305  $

663  $

34,968 

12,683 
15,817 
62,805 

(31,267)
28,797 
39,816 
109,217 
4,773 
151,336 
86,192 
237,528 

5,029 
— 
5,692 

334,296 
112,970 
30,834 
— 
654 
478,754 
36,709 
515,463 

17,712 
15,817 
68,497 

303,029 
141,767 
70,650 
109,217 
5,427 
630,090 
122,901 
752,991 

US Treaty business ceded to Cavello

2,769 

43,176 

45,945 

Total reserves for loss and LAE

$

303,102  $

564,331  $

867,433 

(1) Remaining Workers' Compensation reserves from commutation to AmTrust executed by Maiden in July 2019 are approximately $83,305 which are treated as outstanding per
the LPT/ADC Agreement with Cavello. The allocated portion of these reserves projected to be paid by Cavello in future periods results in an estimated ceded IBNR which exceeds
the gross IBNR.

b) Claims duration disclosure

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, 2023:

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
AmTrust Reinsurance
Workers' Compensation
General Liability
Commercial Auto Liability

European Hospital Liability

All other lines

41.1 %

4.5 %

1.0 %

1.0 %

1.1 %

0.1 %

(0.2)%

(0.6)%

(0.2)%

0.2 %

19.0 %
6.0 %
11.9 %
3.5 %
57.1 %

32.3 %
10.6 %
17.6 %
7.7 %
32.4 %

18.1 %
13.3 %
18.7 %
11.2 %
2.7 %

8.8 %
16.1 %
18.1 %
14.7 %
4.7 %

5.0 %
14.1 %
14.0 %
12.7 %
3.6 %

3.4 %
10.9 %
8.5 %
6.8 %
(1.0)%

2.7 %
8.0 %
5.1 %
5.5 %
1.5 %

2.1 %
6.7 %
2.0 %
6.6 %
(0.1)%

1.4 %
3.8 %
1.2 %
6.4 %
(0.7)%

1.4 %
3.5 %
0.7 %
4.9 %
(0.1)%

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), George Karfunkel and Barry Zyskind (the Company's non-executive chairman) each own or control
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 55.2% of the ownership interests
of Evergreen Parent, L.P., 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%. 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  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. 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.

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.

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.

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)

Effective July 1, 2022, Maiden Reinsurance and AIU DAC entered into an agreement ("Commutation Agreement") which provided for AIU DAC to assume
all reserves ceded by AIU DAC to Maiden Reinsurance with respect to AIU DAC’s French Medical Malpractice exposures for underwriting years 2012 through
2018 reinsured by Maiden Reinsurance under the European Hospital Liability Quota Share. In accordance with the Commutation Agreement, Maiden Reinsurance
paid $31,291 (€29,401) to AIU DAC, which is the sum of net ceded reserves of $27,625 (€25,956) and an agreed exit cost of $3,666 (€3,444). As a result of the
Commutation Agreement, Maiden Reinsurance reduced its exposure to AmTrust's Hospital Liability business, but still has exposure to Italian medical malpractice
liabilities under the European Hospital Liability Quota Share.

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, 2023 and 2022, 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

$

2023

2022

(3,936) $
14,930 
(47,617)
(5,583)

(18,538)
9,749 
(45,508)
(4,347)

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. The collateral requirements under the AmTrust Quota Share with AII
were satisfied as follows:

•. by lending funds of $167,975 at December 31, 2023 and 2022 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. There was no allowance
for expected credit losses recognized on the loan at December 31, 2023. 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 $11,802 for the year ended December 31, 2023 (2022 - $6,202) and the
effective yield was 7.0% (2022 - 3.7%).

•. 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,  2023  was  approximately  $0
(2022 - $42,305) and the accrued interest was $0 (2022 - $224). Please refer to "Note 4. (e) Investments" for additional information.

•. on January 11, 2019, the Company transferred $575,000 to AmTrust as a portion of the existing Trust Accounts used for collateral on the AmTrust Quota
Share was converted to funds withheld. The funds withheld receivable earns an annual interest rate of 3.5% for 2023, subject to annual adjustment (2022
-  2.1%).  At  December  31,  2023,  the  funds  withheld  balance  was  $128,451  (2022  -  $416,835)  and  accrued  interest  was  $1,584  (2022  -  $2,359).  The
interest income on the funds withheld receivable was $10,009 for the year ended December 31, 2023 (2022 - $10,791). No allowance for expected credit
losses was recognized for the fund withheld receivable from AmTrust and related accrued interest at December 31, 2023.

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.

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)

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. 2, the funding percentage was
reduced to 107.5% during the first quarter of 2023.

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, 2023 was $147,635 (2022 - $188,473) and the accrued interest was $1,091 (2022 - $966).

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 $324 of investment management fees for the year ended December 31, 2023 (2022 - $417) under this agreement.

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.

F-50

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,  2023  and  2022,  the  Company’s  assets  where  significant  concentrations  of  credit  risk  may  exist  include  investments,  cash  and  cash
equivalents, loan to related party, reinsurance balances receivable, 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.  Reinsurance  receivable  and  recoverable  balances,  loan  to  related  party,  and  the  funds  withheld  receivable  are
reviewed  for  expected  credit  losses  on  a  quarterly  basis  and  are  presented  net  of  an  allowance  for  expected  credit  losses.  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, 2023.
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, 2023 will be fully collectible.

Please refer to "Note 2. Significant Accounting Polices" for additional information on the Company's credit loss allowances as at December 31, 2023 regarding
other investments, reinsurance recoverable on unpaid losses, reinsurance balances receivable and funds withheld receivable that were recorded under Topic 326
which was adopted effective January 1, 2023.

b) Concentrations of Revenue

During the year ended December 31, 2023, net premiums earned from AmTrust accounted for $14,930 or 34.0% of total net premiums earned (2022 – $9,749

or 25.8%).

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 with no significant reliance on brokers for the
years ended December 31, 2023 and 2022.

d) Letters of Credit

At December 31, 2023, the Company had standby letters of credit outstanding of $40,479 (2022 - $40,319) for collateral purposes. These are secured by cash
and  fixed  maturities  with  a  fair  value  of  $46,935  at  December  31,  2023  (2022  -  $47,110).  The  standby  letters  of  credit  are  principally  used  to  support  the
reinsurance obligations of the operating subsidiaries and are subject to certain covenants, including the requirement to maintain sufficient collateral to cover all of
the obligations. Such obligations include contingent reimbursement obligations for outstanding letters of credit and related fees payable. In the event of default,
the  credit  providers  may  exercise  certain  remedies,  including  the  exercise  of  control  over  the  pledged  collateral  and  the  termination  of  the  availability  of  the
standby credit facility to any or all of the operating subsidiaries. At December 31, 2023, the operating subsidiaries were in compliance with all standby letter of
credit covenants.

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 and equipment under various operating leases expiring in various years through 2025. The Company's leases are 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, 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. At December 31, 2023, the Company's future lease obligations of $228
(2022  -  $300)  were  calculated  based  on  the  present  value  of  future  annual  rental  commitments  excluding  taxes,  insurance  and  other  operating  costs  for  non-
cancellable operating leases discounted using its secured incremental borrowing rate. This amount has been recognized on the Consolidated Balance Sheets 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.

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’s lease agreements do not contain any material residual value guarantees or material restrictive covenants.
The Company's weighted-average remaining lease term is 1.2 years at December 31, 2023.

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 (continued)

Under Topic 842, Leases, the Company recognizes the related leasing expense on a straight-line basis over the lease term on the Consolidated Statements of
Income. The total lease expense for the year ended December 31, 2023 was $478 (2022 - $375) recognized within general and administrative expenses consistent
using the prior accounting treatment under Topic 840.

At December 31, 2023, the scheduled maturity of the Company's operating lease liabilities are expected to be as follows:

For the Year Ended December 31,
2024
2025
Discount for present value

Total discounted operating lease liabilities

Total

201 
42 
(15)
228 

$

$

The Company is expected to lease office space in New York City commencing in 2024, which will create a significant right-of-use asset and a lease liability
once the building and certain leasehold improvements have been completed and the operating lease has commenced. The Company expects to occupy this space
and capitalize the leased asset in the second quarter of 2024.

g) Investment Commitments and Related Financial Guarantees

The Company had total unfunded commitments on alternative investments of $100,846 at December 31, 2023 (2022 - $112,989) which included commitments
for other investments, private equity securities and equity method investments. The table below shows the total unfunded commitments by type of investment as at
December 31, 2023 and 2022:

December 31,

Private equity funds
Private credit funds
Investments in direct lending entities
Privately held equity investments
Total unfunded commitments on other investments

Total unfunded commitments on equity securities

Total unfunded commitments on equity method investments

2023

2022

Fair Value

% of Total

Fair Value

% of Total

$

53,675 
11,361 
595 
— 
65,631 

14,735 

20,480 

53.2 % $
11.3 %
0.6 %
— %
65.1 %

14.6 %

20.3 %

54,996 
13,906 
— 
705 
69,607 

16,509 

26,873 

48.7 %
12.3 %
— %
0.6 %
61.6 %

14.6 %

23.8 %

Total unfunded commitments on alternative investments

$

100,846 

100.0 % $

112,989 

100.0 %

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.

As discussed above, at December 31, 2023, guarantees of $62,508 (2022 - $42,141) were 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 as further discussed in Note 8 — Reinsurance and Note 10 — Related Party Transactions.

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)

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.  The  Company  may  become  involved  in  various  claims  and  legal
proceedings, including arbitrations, that arise in the normal course of its business. These legal proceedings generally relate to claims asserted by or against the
Company in the ordinary course of its insurance or reinsurance operations. Based on the Company's opinion, the eventual outcome of these legal proceedings are
not likely to have a material adverse effect on its financial condition, results of operations or liquidity.

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
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. On June 29, 2023, the Administrative Review Board issued a decision and order which summarily
affirmed the September 2, 2021 decision and order of the Administrative Law Judge. The decision and order of the Administrative Review Board became the final
order of the Secretary of Labor on July 27, 2023. On July 28, 2023, Mr. Turin filed a petition for review of the final order of the Secretary of Labor in the United
States Court of Appeals for the Second Circuit. The Secretary of Labor is the respondent before the Second Circuit and the Court granted the Company's petition
to intervene in order to present its position to the Court. The parties are awaiting a briefing order.

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. On February 7, 2023, the District Court
denied  Plaintiffs’  motion  for  reconsideration  of  the  District  Court’s  decision  denying  Plaintiffs’  objection  to  the  Magistrate  Judge’s  December  2021  ruling  on
discovery. On May 26, 2023, the Company filed a Renewed Motion to Dismiss the Second Amended Complaint or, in the Alternative, for Summary Judgment,
which has been fully briefed. On December 19, 2023, the U.S. District Court for the District of New Jersey granted summary judgment on plaintiffs’ claim for
securities fraud under Section 10(b) of the Securities Exchange Act to Maiden Holdings, Ltd. and individual defendants Arturo Raschbaum, Karen Schmitt, and
John Marshalek. The Court held that the factual record failed to support, as a matter of law, plaintiffs’ allegations that the defendants had made false statements
regarding the Company’s loss reserves. The Court also dismissed plaintiffs’ claims that the individual defendants were liable as control persons under Section
20(a) of the Securities Exchange Act for any such alleged false statements. Plaintiffs have appealed to the United States Court of Appeals for the Third Circuit.

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 loss
Gain from exchange of preference shares – Series A, C and D
Gain from repurchase of preference shares – Series A, C and D
Amount allocated to participating common shareholders
Net (loss) 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

(1)

(2)

Basic and diluted (loss) earnings per share (attributable) available to common shareholders

2023

2022

(38,569) $
— 
— 
— 
(38,569) $

(60,041)
87,240 
28,233 
(314)
55,118 

101,382,606 

87,112,711 

— 
101,382,606 

(0.38) $

1,263 
87,113,974 
0.63 

$

$

$

(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, 2023, there were 0 potentially dilutive securities (2022 - 1,263).

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.

Bermuda  recently  enacted  the  Corporate  Income  Tax  Act  2023  on  December  27,  2023  (the  “CIT  Act”).  Entities  subject  to  tax  under  the  CIT  Act  are  the
Bermuda constituent entities of multi-national groups. A multi-national group is defined under the CIT Act as a group with entities in more than one jurisdiction
with consolidated revenues of at least €750 million for two of the four previous fiscal years. If Bermuda constituent entities of a multi-national group are subject to
tax under the CIT Act, such tax is charged at a rate of 15% of the net income of such constituent entities (as determined in accordance with the CIT Act, including
after adjusting for any relevant foreign tax credits applicable to the Bermuda constituent entities). No tax is chargeable under the CIT Act until tax years starting
on  or  after  January  1,  2025.  The  Company's  consolidated  revenues  do  not  presently  meet  the  minimum  amounts  for  taxation  under  the  CIT  Act.  Should  the
Company become eligible to be taxed under the CIT Act, there would be an adverse effect on the Company's results of operation.

Pillar  Two  addresses  the  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
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 required EU member states to transpose the rules into their national laws
by December 31, 2023 with certain measures initially being effective from January 1, 2024. In 2023, a number of jurisdictions (including Sweden and the UK)
passed legislation to implement the OECD/G20's model rules into domestic law with effect from January 1, 2024. The proposals, in particular in relation to Pillar
Two, are broad in scope and include a number of exemptions which are available to the Company therefore no impact on our results of operation are expected at
this time.

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 ("NOL") and other Deferred Tax
Assets  (“DTA”)  and  Deferred  Tax  Liabilities  (“DTL”)  that  are  not  presently  recognized  as  a  net  DTA  because  a  full  valuation  allowance  is  currently  carried
against them. 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 was 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 2020 to 2022 are subject to examination in the U.S by the Internal
Revenue  Service.  The  Inflation  Reduction  Act  was  signed  into  law  in  August  2022  and  is  effective  for  tax  years  beginning  after  December  31,  2022.  The
minimum tax provisions under the act are not currently applicable to the Company as we do not meet the taxable income thresholds.

The Company has subsidiary operations in various other locations around the world, including Canada, 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  2019  through  2023.  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, 2023 and 2022. Total loss before income taxes and total income tax expense (benefit) for the years

ended December 31, 2023 and 2022 are as follows:

For the Year Ended December 31,
Loss before income taxes – Domestic (Bermuda)
Loss before income taxes – Foreign (U.S. and others)

Total loss before income taxes

Current tax expense – Domestic (Bermuda)
Current tax benefit – Foreign (U.S. and others)
Total current tax benefit

Deferred tax expense – Domestic (Bermuda)
Deferred tax expense (benefit) – Foreign (U.S. and others)
Total deferred tax expense (benefit)

Total income tax expense (benefit)

F-55

2023

2022

(32,456) $
(5,917)
(38,373) $

(20,509)
(40,089)
(60,598)

—  $

(146)
(146)

— 
342 
342 

— 
(478)
(478)

— 
(79)
(79)

196  $

(557)

$

$

$

$

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, 2023 and 2022 to the amount computed by applying the

effective tax rate of 0.0% under Bermuda law to the Company's loss before income taxes:

For the Year Ended December 31,
Loss before income taxes
Less: income tax expense (benefit)

Net loss
Reconciliation of effective tax rate (% of income before income taxes)
Bermuda tax rate
U.S. taxes at statutory rates
Valuation allowance in respect of U.S. taxes
Other jurisdictions

Actual tax rate

2023

2022

$

$

(38,373)
196 
(38,569)

$

$

(60,598)
(557)
(60,041)

— %
(2.0)%
2.0 %
(0.5)%
(0.5)%

— %
36.5 %
(36.5)%
0.9 %
0.9 %

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, 2023 and 2022 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
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
Others
Deferred tax liabilities

Net deferred tax asset

2023

2022

$

70,858  $
1,929 
2,909 
17,223 
14,542 
14,892 
2,373 
124,726 
119,742 
4,984 

4,195 
— 
4,195 

$

789  $

58,939 
2,813 
3,036 
23,276 
22,964 
11,032 
1,175 
123,235 
116,237 
6,998 

5,767 
56 
5,823 
1,175 

The net deferred tax asset at December 31, 2023 was $789 (2022 - $1,175). A valuation allowance has been established against the net U.S. and International
deferred  tax  assets  which  is  primarily  attributable  to  net  operating  losses  and  capital  losses  in  the  respective  regions.  At  this  time,  the  Company  believes  it  is
necessary to establish a valuation allowance against the U.S. and International net deferred tax assets as more evidence is needed regarding the utilization of these
losses. During 2023, the Company recorded an increase in the valuation allowance of $3,505 (2022 - increase of $26,160).

At December 31, 2023, the Company has available net operating loss carry-forwards of $337,420 (2022 - $280,664) for income tax purposes. Approximately
$186,203 (2022 - $179,549) of the net operating loss carryforwards expire in various years beginning in 2029. As of December 31, 2023, approximately $151,217
or 44.8% of the Company's NOL carryforwards have no expiry date under the relevant U.S. tax law. At December 31, 2023, the Company also has a capital loss
carry-forward of $13,853 (2022 - $14,458) which will expire in beginning in 2024.

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  "Compensation
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 the Form S-8 "Securities offered to employees pursuant to employee
benefit plans" with the SEC 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 shares pursuant to the 2019 Omnibus Plan.
The 2019 Omnibus Plan is administered by the Compensation Committee.

Share Options

Exercise prices of options are established at or above the fair market value of the Company’s common shares at the date of grant. Under the 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, 2023 and 2022:

Outstanding, December 31, 2021

Exercised
Expired
Forfeited

Outstanding, December 31, 2022

Expired

Outstanding, December 31, 2023

Total exercisable, December 31, 2023

Number of 
Share 
Options

Weighted 
Average 
Exercise 
Price

215,000  $
(7,500)
(57,250)
(6,250)
144,000 
(22,500)
121,500 
121,500 

8.91 
1.31 
7.20 
7.20 
9.72 
10.48 
9.58 

9.58 

Weighted 
Average 
Remaining 
Contractual 
Term
4.28 years

Aggregate 
Intrinsic 
Value

$

3.40 years

2.97 years

2.97 years

Range of Option Exercise Prices
(Low to High)

$1.31

$13.98

3.24

3.24

3.24

13.98

13.98

13.98

13 
7 

— 

— 

— 

The  weighted  average  grant  date  fair  value  is  $2.22  (2022  -  $2.29)  for  all  options  outstanding  at  December  31,  2023.  There  was  $0  (2022  -  $0)  of  total
unrecognized compensation cost related to non-vested options outstanding at December 31, 2023. There were zero share options exercised during the year ended
December 31, 2023 (2022 - 7,500).

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 two years
for employees and one year for directors.

Non-Performance-Based ("NPB") Restricted Shares

On or around June 1 each year, the Company grants $65 worth of compensation to each non-employee director in the form of either restricted shares, share

options or cash. If non-cash compensation is granted to the non-employee directors, this will vest on the first anniversary of the grant date.

For  the  year  ended  December  31,  2023,  the  Company  issued  a  total  of  804,099  (2022  -  382,436)  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, 2023 pursuant to the 2019 Omnibus
Plan and vest in full on June 1, 2024. 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, 2023 was $797 (2022 - $455).

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,  2023,  a  total  of  225,490  (2022  -  724,702)  restricted  shares  were  granted  to  senior  management  pursuant  to  the  2019
Omnibus Plan, of which 225,490 (2022 - 724,702) restricted shares vested immediately. The total fair value of PB Restricted Shares that vested during the year
ended December 31, 2023 was $519 (2022 - $2,148).

The following table shows the summary of activity for the Company's restricted share awards:

Non-vested at December 31, 2021

Awards granted
Awards vested
Awards forfeited

Non-vested at December 31, 2022

Awards granted
Awards vested
Awards forfeited

Non-vested at December 31, 2023

Non-Performance-Based Restricted Shares
Weighted Average
Grant-Date Fair
Value

Number of 
Restricted Shares

Discretionary Performance-Based
Restricted Shares

Number of 
Restricted Shares

Weighted Average
Grant-Date Fair
Value

249,332  $
382,436 
(137,677)
(1,628)
492,463 
804,099 
(282,785)
(38,750)
975,027 

3.35 
2.51 
3.30 
3.07 
2.71 
2.25 
2.82 
2.49 

2.31 

238,094  $
724,702 
(962,796)
— 
— 
225,490 
(225,490)
— 
— 

1.26 
2.55 
2.23 
— 
— 
2.30 
2.30 
— 

— 

Total unrecognized compensation cost of $1,071 related to restricted shares at December 31, 2023, which will be recognized during the next 1.07 years. Total

share-based expense for the year ended December 31, 2023 was $1,725 (2022 - $2,740).

The table above excludes 1,050,980 restricted shares granted as follows: (i) 450,980 restricted shares granted on March 15, 2022 that may be earned by certain
executives of the Company starting at the conclusion of fiscal 2023 upon the achievement of certain financial metrics as established in the Company’s year-end
audited consolidated financial statements, which metrics must be achieved by the end of fiscal 2028, in the sole discretion of the Compensation Committee, (ii)
300,000 restricted shares granted on March 17, 2023, that may be earned by certain executives of the Company starting at the conclusion of fiscal 2023 upon the
achievement of certain financial metrics as established in the Company’s year-end audited consolidated financial statements, which metrics must be achieved by
the end of fiscal 2029,in the sole discretion of the Compensation Committee; and (iii) 300,000 restricted shares granted on March 17, 2023, that may be earned by
certain executives of the Company starting at the conclusion of fiscal 2024 upon the achievement of certain financial metrics as established in the Company’s
year-end  audited  consolidated  financial  statements,  which  metrics  must  be  achieved  by  the  end  of  fiscal  2029,  in  the  sole  discretion  of  the  Compensation
Committee. During the year ended December 31, 2023, the Company did not recognize any compensation expense related to these awards as none of the financial
metrics were met.

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, 2023 was $795 (2022 - $707).

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
income (loss) of our principal operating subsidiaries in their respective jurisdictions were as follows:

Statutory Capital and Surplus
December 31, 2023
December 31, 2022

Statutory Net Income (Loss)
For the Year Ended December 31, 2023
For the Year Ended December 31, 2022

a) United States of America

Maiden Reinsurance
(a)

Maiden LF (b)

Maiden GF (b)

  $

$

886,264  $
898,137 

7,795  $
7,807 

25,816  $
(88,240)

(658) $
(507)

8,482 
8,471 

(1,246)
(289)

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  of  the  Vermont  DFR  (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
company may make such distributions as are in conformity with its purposes and approved by the Commissioner.

On May 13, 2022, the Vermont DFR approved an annual dividend program to be paid by Maiden Reinsurance to Maiden NA with notification to the Vermont
DFR as dividends are paid quarterly. Pursuant to this approval, three quarterly dividend payments of $6,250 were made in 2022 and the final quarterly dividend
payment  paid  by  Maiden  Reinsurance  to  Maiden  NA  occurred  on  February  28,  2023.  On  May  22,  2023,  the  Vermont  DFR  approved  a  new  annual  dividend
program  to  be  paid  by  Maiden  Reinsurance  to  Maiden  NA  with  notification  to  the  Vermont  DFR  as  dividends  are  paid  quarterly.  Pursuant  to  this  approval,
dividend payments made by Maiden Reinsurance under this approval included $6,250 paid to Maiden NA on May 31, 2023, August 31, 2023 and November 30,
2023. Under the respective approved dividend programs, Maiden Reinsurance paid total dividends of $25,000 to Maiden NA during the year ended December 31,
2023 (2022 - $18,750).

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, 2023, Maiden Reinsurance's statutory capital and surplus exceeded the amount required to be maintained of $97,567 as of that
date.

On  April  14,  2020,  the  Vermont  DFR  granted  Maiden  Reinsurance  a  permitted  practice  to  include  as  an  admitted  asset  the  loan  receivable  from  Maiden
Holdings. If the loan was to be a non-admitted asset, the statutory surplus at December 31, 2023 would be decreased by $252,879 with no impact on the 2023
statutory basis statements of income and changes in capital and surplus. If the loan was to be a non-admitted asset, the statutory surplus at December 31, 2022
would be decreased by $252,879 with no impact on the 2022 statutory basis statements of income and changes in capital and surplus. Maiden Reinsurance’s ratio
of risk-based capital to total adjusted capital would not change materially if this asset was non-admitted on a statutory basis.

b) 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 $4,518 at December 31, 2023 (2022 - $4,355). This
requirement was met by Maiden LF throughout the respective years. Maiden LF's statutory assets were $14,787 at December 31, 2023 (2022 - $16,254) and its
statutory capital and surplus was $7,795 at December 31, 2023 (2022 - $7,807). 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. Maiden LF is not allowed to pay dividends or
distributions without the permission of the Swedish FSA. No dividends were paid during the years ended December 31, 2023 and 2022.

Maiden GF was required to maintain a minimum level of statutory capital and surplus of $5,001 at December 31, 2023 (2022 - $5,616). This requirement was
met by Maiden GF throughout the respective years. Maiden GF's statutory assets were $14,592 at December 31, 2023 (2022 - $13,500) and its statutory capital
and surplus was $8,482 at December 31, 2023 (2022 - $8,471). 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.  Maiden  GF  is  not  allowed  to  pay  dividends  or  distributions
without the permission of the Swedish FSA. No dividends were paid during the years ended December 31, 2023 and 2022.

F-59

 
 
SUBSIDIARIES OF THE REGISTRANT

Exhibit 21.1

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 ("GLS Services")

         Genesis Legacy Insurance Company (Vermont) Limited
         Cypress – Genesis Incorporated Cell Company
         AMS – Genesis Incorporated Cell Company
         MFB – Genesis Incorporated Cell Company

CPA Insurance Inc.

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)
(10)
(11)
(11)
(11)
(11)
(11)

Jurisdiction

Delaware
Delaware
Vermont
Delaware
Delaware
Vermont
Vermont
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 of Maiden Holdings North America, Ltd.
(4) GLS was acquired by Maiden Reinsurance Ltd. on November 24, 2020.
(5)
(6)
(7)
(8)
(9)
(10) 100% wholly owned subsidiary of GLS acquired on December 30, 2022.
(11) 100% wholly owned subsidiary of Maiden Reinsurance Ltd.

100% wholly owned subsidiary of GLS.
100% wholly owned subsidiary of GLS Services incorporated on July 19, 2021
100% wholly owned subsidiary of GLS Services incorporated on July 21, 2021.
100% wholly owned subsidiary of GLS Services incorporated on December 29, 2021.
100% wholly owned subsidiary of GLS Services incorporated on March 22, 2022.

 
 
 
 
 
 
 
 
Exhibit 22.1

List of each of the parent company’s subsidiaries that is a guarantor, issuer, or co-issuer of guaranteed
securities registered or being registered that the parent company issues, co-issues, or guarantees.

Subsidiary
Maiden Holdings, Ltd.

Maiden Holdings North America, Ltd.

Note
(1)
(2)

Jurisdiction

Delaware

1. Maiden  Holdings'  100%  wholly  owned  subsidiary,  Maiden  Holdings  North  America,  Ltd.  has  outstanding  publicly-traded  senior  notes

which were issued in 2013 ("2013 Senior Notes").

2. The 2013 Senior Notes issued by Maiden Holdings North America, Ltd. are fully and unconditionally guaranteed by Maiden Holdings. The

Senior Notes are unsecured and insubordinate obligations of Maiden Holdings.

 
    
 
 
Consent of Independent Registered Public Accounting Firm

We consent to the incorporation by reference in the Registration Statement (Form S-8 No. 333-235948) pertaining to Maiden Holdings,
Ltd. 2019 Omnibus Incentive Plan of our reports dated March 12, 2024, 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, 2023.

Exhibit 23.1

/s/ Ernst & Young LLP

New York, NY

March 12, 2024

 
I, Patrick J. Haveron, certify that:

1. 

I have reviewed this annual report on Form 10-K of Maiden Holdings, Ltd.;

CERTIFICATION

EXHIBIT 31.1

2.  Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements

made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3.  Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial

condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.  The registrant's other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act
Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f) for the registrant and
have:

(a) Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure
that  material  information  relating  to  the  registrant,  including  any  consolidated  subsidiaries,  is  made  known  to  us  by  others  within  those  entities,
particularly during the period in which this report is being prepared;

(b) Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to
provide  reasonable  assurance  regarding  the  reliability  of  financial  reporting  and  the  preparation  of  financial  statements  for  external  purposes  in
accordance with generally accepted accounting principles.

(c) Evaluated the effectiveness of the registrant's disclosure controls and procedures and presented in this report our conclusions about the effectiveness of

the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

(d) Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's most recent fiscal
quarter (the registrant's fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the
registrant's internal control over financial reporting; and

5.  The  registrant's  other  certifying  officer  and  I  have  disclosed,  based  on  our  most  recent  evaluation  of  internal  control  over  financial  reporting,  to  the

registrant's auditors and the audit committee of the registrant's board of directors (or persons performing the equivalent functions):

(a) All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely

to adversely affect the registrant's ability to record, process, summarize and report financial information; and

(b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internal control over

financial reporting.

March 12, 2024

/s/ Patrick J. Haveron
Patrick J. Haveron
Chief Executive Officer and Chief Financial Officer (Principal Executive
Officer)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
I, Mark O. Heintzman, certify that:

1. 

I have reviewed this annual report on Form 10-K of Maiden Holdings, Ltd.;

CERTIFICATION

EXHIBIT 31.2

2.  Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements

made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3.  Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial

condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.  The registrant's other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act
Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant
and have:

(a) Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure
that  material  information  relating  to  the  registrant,  including  any  consolidated  subsidiaries,  is  made  known  to  us  by  others  within  those  entities,
particularly during the period in which this report is being prepared;

(b) Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to
provide  reasonable  assurance  regarding  the  reliability  of  financial  reporting  and  the  preparation  of  financial  statements  for  external  purposes  in
accordance with generally accepted accounting principles.

(c) Evaluated the effectiveness of the registrant's disclosure controls and procedures and presented in this report our conclusions about the effectiveness of

the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

(d) Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's most recent fiscal
quarter (the registrant's fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the
registrant's internal control over financial reporting; and

5.  The  registrant's  other  certifying  officer  and  I  have  disclosed,  based  on  our  most  recent  evaluation  of  internal  control  over  financial  reporting,  to  the

registrant's auditors and the audit committee of the registrant's board of directors (or persons performing the equivalent functions):

(a) All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely

to adversely affect the registrant's ability to record, process, summarize and report financial information; and

(b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internal control over

financial reporting.

March 12, 2024

/s/ Mark O. Heintzman
Mark O. Heintzman
Senior Vice President - Finance (Principal Financial Officer)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
CERTIFICATION

Exhibit 32.1

Pursuant  to  Section  906  of  the  Sarbanes-Oxley  Act  of  2002  (subsections  (a)  and  (b)  of  Section  1350,  chapter  63  of  title  18,  United  States  Code),  the

undersigned officer of Maiden Holdings, Ltd. (the “Company”), hereby certifies, to such officer's knowledge, that:

The Company's Annual Report on Form 10-K for the year ended December 31, 2023 (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 12, 2024

By:  

/s/ Patrick J. Haveron
Patrick J. Haveron
Chief Executive Officer and Chief Financial Officer (Principal 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, 2023 (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 12, 2024

By:  

/s/ Mark O. Heintzman
Mark O. Heintzman
Senior Vice President - Finance (Principal 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.

 
 
 
 
 
 
 
 
 
 
 
EXHIBIT 97.1

MAIDEN HOLDINGS, LTD.
POLICY ON RECOUPMENT OF INCENTIVE COMPENSATION

Introduction

The Board of Directors (the “Board”) of Maiden Holdings, Ltd. (the “Company”) has adopted this Policy on Recoupment of Incentive
Compensation (this “Policy”), which provides for the recoupment of compensation in certain circumstances in the event of a
restatement of financial results by the Company. This Policy shall be interpreted to comply with the requirements of U.S. Securities and
Exchange Commission (“SEC”) rules and Nasdaq Stock Market (“Nasdaq”) listing standards implementing Section 954 of the Dodd-
Frank Wall Street Reform and Consumer Protection Act of 2010 (the “Dodd-Frank Act”) and, to the extent this Policy is in any manner
deemed inconsistent with such rules, this Policy shall be treated as retroactively amended to be compliant with such rules.

Administration

This Policy shall be administered by the Compensation Committee. Any determinations made by the Compensation Committee shall
be final and binding on all affected individuals. The Compensation Committee is authorized to interpret and construe this Policy and to
make all determinations necessary, appropriate or advisable for the administration of this Policy, in all cases consistent with the Dodd-
Frank Act. The Board or Compensation Committee may amend this Policy from time to time in its discretion.

Covered Executives

This Policy applies to any current or former “executive officer,” within the meaning of Rule 10D-1 under the Securities Exchange Act
of 1934, as amended, of the Company or a subsidiary of the Company (each such individual, an “Executive”). This Policy shall be
binding and enforceable against all Executives and their beneficiaries, executors, administrators, and other legal representatives.

Recoupment Upon Financial Restatement

If the Company is required to prepare an accounting restatement due to the material noncompliance of the Company with any financial
reporting requirement under the securities laws, including any required accounting restatement to correct an error in previously issued
financial statements that is material to the previously issued financial statements, or that would result in a material misstatement if the
error were corrected in the current period or left uncorrected in the current period (a “Financial Restatement”), the Compensation
Committee shall cause the Company to recoup from each Executive, as promptly as reasonably possible, any erroneously awarded
Incentive-Based Compensation, as defined below.

No-Fault Recovery

Recoupment under this Policy shall be required regardless of whether the Executive or any other person was at fault or responsible for
accounting errors that contributed to the need for the Financial Restatement or engaged in any misconduct.

Compensation Subject to Recovery: Enforcement

This Policy applies to all compensation granted, earned or vested based wholly or in part upon the attainment of any financial reporting
measure determined and presented in accordance with the accounting principles used in preparing the Company’s financial statements,
and any measure that is derived wholly or in part from such measures, whether or not presented within the Company’s financial
statements or included in a filing with the SEC, including stock price and total shareholder return (“TSR”), including but not limited to
performance-based cash, stock, options or other equity-based awards paid or granted to the Executive (“Incentive-Based
Compensation”). Compensation that is granted, vests or is earned based solely upon the occurrence of non-financial events, such as
base salary, restricted stock or options with time-based vesting, or a bonus awarded solely at the discretion of the Board or
Compensation Committee and not based on the attainment of any financial measure, is not subject to this Policy.

In the event of a Financial Restatement, the amount to be recovered will be the excess of (i) the Incentive-Based Compensation
received by the Executive during the Recovery Period (as defined below) based on the erroneous data and calculated without regard to
any taxes paid or withheld, over (ii) the Incentive-Based Compensation that would have been received by the Executive had it been
calculated based on the restated financial information, as determined by the Compensation Committee. For purposes of this Policy,
“Recovery Period” means the three completed fiscal years immediately preceding the date on which the Company is required to
prepare the Financial Restatement, as determined in accordance with the last sentence of this paragraph, or any transition period that
results from a change in the Company’s fiscal year (as set forth in Section 5608(b)(i)(D) of the Nasdaq Listing Rules). The date on
which the Company is required to prepare a Financial Restatement is the earlier to occur of (A) the date the Board or a Board
committee (or authorized officers of the Company if Board action is not required) concludes, or reasonably should have concluded, that
the Company is required to prepare a Financial Restatement or (B) the date a court, regulator, or other legally authorized body directs
the Company to prepare a Financial Restatement.

For Incentive-Based Compensation based on stock price or TSR, where the amount of erroneously awarded compensation is not
subject to mathematical recalculation directly from the information in the Financial Restatement, then the Compensation Committee
shall determine the amount to be recovered based on a reasonable estimate of the effect of the Financial Restatement on the stock price
or TSR upon which the Incentive-Based Compensation was received and the Company shall document the determination of that
estimate and provide it to Nasdaq.

Incentive-Based Compensation is considered to have been received by an Executive in the fiscal year during which the applicable
financial reporting measure was attained or purportedly

attained, even if the payment or grant of such Incentive-Based Compensation occurs after the end of that period.

The Company may use any legal or equitable remedies that are available to the Company to
recoup any erroneously awarded Incentive-Based Compensation, including but not limited to by collecting from the Executive cash
payments or shares of Company common stock from or by forfeiting any amounts that the Company owes to the Executive. Executives
shall be solely responsible for any tax consequences to them that result from the recoupment or recovery of any amount pursuant to this
Policy, and the Company shall have no obligation to administer the Policy in a manner that avoids or minimizes any such tax
consequences.

No Indemnification

The Company shall not indemnify any Executive or pay or reimburse the premium for any insurance policy to cover any losses
incurred by such Executive under this Policy or any claims relating to the Company’s enforcement of rights under this Policy.

Exceptions

The compensation recouped under this Policy shall not include Incentive-Based Compensation received by an Executive (i) prior to
beginning service as an Executive or (ii) if he or she did not serve as an Executive at any time during the performance period applicable
to the Incentive-Based Compensation in question. The Compensation Committee (or a majority of independent directors serving on the
Board) may determine not to seek recovery from an Executive in whole or part to the extent it determines in its sole discretion that such
recovery would be impracticable because (A) the direct expense paid to a third party to assist in enforcing recovery would exceed the
recoverable amount (after having made a reasonable attempt to recover the erroneously awarded Incentive-Based Compensation and
providing corresponding documentation of such attempt to Nasdaq), (B) recovery would violate the home country law that was adopted
prior to November 28, 2022, as determined by an opinion of counsel licensed in the applicable jurisdiction that is acceptable to and
provided to Nasdaq, or (C) recovery would likely cause the Company’s 401(k) plan or any other tax-qualified retirement plan to fail to
meet the requirements of Section 401(a)(13) or Section 411(a) of the Internal Revenue Code of 1986, as amended, and the regulations
thereunder.

Other Remedies Not Precluded

The exercise by the Compensation Committee of any rights pursuant to this Policy shall be without prejudice to any other rights or
remedies that the Company, the Board or the Compensation Committee may have with respect to any Executive subject to this Policy,
whether arising under applicable law (including pursuant to Section 304 of the Sarbanes-Oxley Act of 2002), regulation or pursuant to
the terms of any other policy of the Company, employment agreement, equity award, cash incentive award or other agreement
applicable to an Executive. Notwithstanding the foregoing, there shall be no duplication of recovery of the same Incentive-Based
Compensation under this Policy and any other such rights or remedies.

Acknowledgment

To the extent required by the Compensation Committee, each Executive shall be required to sign and return to the Company the
acknowledgement form attached hereto as Exhibit A pursuant to which such Executive will agree to be bound by the terms of, and
comply with, this Policy. For the avoidance of doubt, each Executive shall be fully bound by, and must comply with, the Policy,
whether or not such Executive has executed and returned such acknowledgment form to the Company.

Effective Date and Applicability

This Policy has been adopted by the Board on November 2, 2023, and shall apply to any Incentive-Based Compensation that is
received by an Executive on or after October 2, 2023.

MAIDEN HOLDINGS, LTD.
DODD-FRANK COMPENSATION CLAWBACK POLICY

ACKNOWLEDGEMENT FORM
Capitalized  terms  used  but  not  otherwise  defined  in  this  Acknowledgement  Form  (this  “Acknowledgement  Form”)  shall  have  the
meanings ascribed to such terms in the Policy.
By signing this Acknowledgement Form, the undersigned acknowledges, confirms and agrees that the undersigned: (i) has received and
reviewed a copy of the Policy; (ii) is and will continue to be subject to the Policy and that the Policy will apply both during and after
the  undersigned’s  employment  with  the  Company;  and  (iii)  will  abide  by  the  terms  of  the  Policy,  including,  without  limitation,  by
reasonably  promptly  returning  any  Recoverable  Compensation  to  the  Company  as  required  by  the  Policy,  as  determined  by  the
Compensation Committee in its sole discretion.

Sign: _____________________________
Name:

Date: _____________________________