Maiden Holdings, Ltd. Annual Report 2020

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FY2020 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, 2020

For the transition period from _________ to _________

Commission File Number: 001-34042

MAIDEN HOLDINGS, LTD.

(Exact Name of Registrant As Specified in Its Charter)

Bermuda
(State or Other Jurisdiction of Incorporation or Organization)

98-0570192
(I.R.S. Employer Identification No.)

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

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

Title of Each Class
Common Shares, par value $0.01 per share
Series A Preference Shares, par value $0.01 per share
Series C Preference Shares, par value $0.01 per share
Series D Preference Shares, par value $0.01 per share

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

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

Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. Yes ☐ No ☒
Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act. Yes ☐ No ☒
Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such
reports), and (2) has been subject to such filing requirements for the past 90 days. Yes ☒ No ☐
Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T during the preceding 12 months (or for such shorter period that the registrant was required to
submit such files). Yes ☒ No ☐
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer,” “smaller
reporting company” and "emerging growth company" in Rule 12b-2 of the Exchange Act.

Large Accelerated Filer
Non-Accelerated Filer

☐
☐

Accelerated Filer
Smaller Reporting Company
Emerging growth company

☒
☒
☐

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐
Indicate by check mark whether the registrant has filed a report on and attestation to its management’s assessment of the effectiveness of its internal control over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the
registered public accounting firm that prepared or issued its audit report. ☒
Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). Yes ☐ No ☒
Aggregate market value of voting and non-voting common shares held by non-affiliates of the registrant as of June 30, 2020 (the last business day of the registrant’s most recently completed second fiscal quarter) was approximately $85.9 million based on the
closing sale price of the registrant’s common shares on the NASDAQ Capital Market on that date. As of March 9, 2021, 86,132,060 common shares were outstanding.

DOCUMENTS INCORPORATED BY REFERENCE
Portions of the registrant's definitive proxy statement to be filed with the Securities and Exchange Commission pursuant to Regulation 14A with respect to the annual general meeting of the shareholders of the registrant scheduled to be held on May 6, 2021 are
incorporated by reference into Part III of this Annual Report on Form 10-K.

Business
Risk Factors
Unresolved Staff Comments
Properties
Legal Proceedings
Mine Safety Disclosures

MAIDEN HOLDINGS, LTD.

TABLE OF CONTENTS

PART I

PART II

Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities
Management's Discussion and Analysis of Financial Condition and Results of Operation
Financial Statements and Supplementary Data
Changes in and Disagreements with Accountants on Accounting and Financial Disclosure
Controls and Procedures
Other Information

PART III

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 IV

Item 1.
Item 1A.
Item 1B.
Item 2.
Item 3.
Item 4.

Item 5.
Item 7.
Item 8.
Item 9.
Item 9A.
Item 9B.

Item 10.
Item 11.
Item 12.
Item 13.
Item 14.

Exhibits, Financial Statement Schedules
Form 10-K Summary

Item 15.
Item 16.
Signatures
Exhibits
Consolidated Financial Statements

Page

3
13
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35

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37
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76
E-1
F-1

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 in the tables included herein between the amounts listed and the totals thereof 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 return to active underwriting or maintain operating profitability;

• there can be no assurance that our shareholders’ equity will improve;

• 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;

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

• our internal control and reporting systems might not be effective in the future, which could increase the risk that we would become subject to restatements of our financial results or to regulatory action or litigation;

• 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;

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

• 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 inherent uncertainty of models and the use of such models as a tool to evaluate risk in our underwriting process may have an adverse impact on our financial results;

• the failure of our underwriting process 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;

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

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

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

• we do not anticipate paying any cash dividends on our common shares for the foreseeable future and there can be no assurance that dividends on the preference shares will resume;

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

• if we are unable to maintain appropriate regulatory capital ratios, it could lead to regulatory restrictions;

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

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

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

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

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

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

• 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;

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

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

Item 1. Business.

General Overview

Maiden Holdings is a Bermuda-based holding company, previously focused on serving the needs of regional and specialty insurers in the United States ("U.S."), Europe and select other global markets. As a result of a series of
actions we have taken in recent years discussed below under "Recent Developments", we now create shareholder value by actively managing and allocating our assets and capital, including through ownership and management of
businesses and assets mostly in the insurance and related financial services industries where we can leverage our deep knowledge of those markets. We also provide a full range of legacy services to small insurance companies,
particularly those in run-off or with blocks of reserves that are no longer core, working with clients to develop and implement finality solutions including acquiring entire companies. We expect our legacy solutions business to
contribute to our active asset and capital management strategies.

Short-term income protection business is written on a primary basis by our wholly owned subsidiaries Maiden Life Försäkrings AB ("Maiden LF") and Maiden General Försäkrings AB ("Maiden GF") in the Scandinavian and
Northern European markets. Insurance support services are provided to Maiden LF and Maiden GF by our United Kingdom ("U.K.") services company, Maiden Global Holdings Ltd. (“Maiden Global”) which is also 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 the European Union ("EU") and other global
markets. These products also produced reinsurance programs which were underwritten by our indirect wholly owned subsidiary Maiden Reinsurance Ltd. ("Maiden Reinsurance").

We are not actively underwriting reinsurance business but have some historic reinsurance programs underwritten by Maiden Reinsurance which are in run-off. We continue to run-off the liabilities associated with AmTrust contracts,
which we terminated in early 2019 as discussed below. We have also entered into a retroactive reinsurance agreement and a commutation agreement that further reduces our exposure to and limits the potential volatility related to these
AmTrust liabilities, which are discussed in "Note 8 — Reinsurance" of the Notes to Consolidated Financial Statements included in Part II Item 8. "Financial Statements and Supplementary Data".

As discussed below, the sale of our indirect wholly owned subsidiary Maiden Reinsurance North America, Inc. ("Maiden US") and the termination of our two quota share contracts with AmTrust materially reduced our gross and net

premiums written since 2018. We have significantly reduced our operating expenses and continue to take steps to reduce these costs further.

Recent Developments

Since the third quarter of 2018, we have engaged in a series of transactions that dramatically reduced the regulatory capital required to operate our business, materially strengthened our solvency ratios, and ceased active reinsurance
underwriting. During that time, we significantly increased our estimate of ultimate losses and loss reserves while purchasing reinsurance protection against further loss reserve volatility, and as a result, have improved the ultimate
economic value of the Company.

The measures we have taken were initiated in early 2018, when our Board initiated a review of strategic alternatives ("Strategic Review") to evaluate ways to increase shareholder value after a period of continuing higher than
targeted combined ratios and lower returns on equity than expected. Details of the transactions completed under the Strategic Review and other capital transactions are also discussed in the "Recent Developments" section of Item 7
"Management’s Discussion and Analysis of Financial Condition and Results of Operations" as well as the related discussion in our Notes to the Consolidated Financial Statements specifically "Note 10 — Related Party Transactions"
and "Note 13 — Shareholders’ Equity" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10–K.

Our future results, and our ability to generate an improved risk-adjusted return on capital, may be impacted by risks and trends set forth in Item 1A, "Risk Factors", and elsewhere in this Annual Report on Form 10-K.

Business Strategy

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

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

Maiden Global, a wholly owned subsidiary of Maiden Holdings, operates 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.

Our Reportable Segments

Our business currently consists of two reportable segments: Diversified Reinsurance and AmTrust Reinsurance. As a result of the strategic decision to divest all our U.S. treaty reinsurance operations in 2018, we revised the
composition of our reportable segments in the fourth quarter of 2018. Our Diversified Reinsurance segment consists of a portfolio of predominantly property and casualty reinsurance business focusing on regional and specialty property
and casualty insurance companies located primarily in Europe. Our AmTrust Reinsurance segment includes all business ceded to Maiden Reinsurance by AmTrust, primarily the quota share reinsurance agreement (“AmTrust Quota
Share”) between Maiden Reinsurance and AmTrust’s wholly owned subsidiary, AmTrust International Insurance, Ltd. (“AII”) and the European hospital liability quota share reinsurance contract ("European Hospital Liability Quota
Share") with AmTrust’s wholly owned subsidiaries AmTrust Europe Limited ("AEL") and AmTrust International Underwriters DAC ("AIU DAC"), which are both in run-off effective January 1, 2019.

Financial data relating to our two reportable segments is included in Item 7. "Management’s Discussion and Analysis of Financial Condition and Results of Operations" and in "Notes to Consolidated Financial Statements - Note 3.

Segment Information" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.

The table below compares net premiums earned, by reportable segment, reconciled to the total consolidated net premiums earned for the years ended December 31, 2020 and 2019:

For the Year Ended December 31,

($ in thousands)
Diversified Reinsurance
AmTrust Reinsurance

Total

2020

2019

Net Premiums
Earned

% of Total

Net Premiums
Earned

% of Total

47,847
58,234
106,081

45.1 % $
54.9 %
100.0 % $

83,691
364,071
447,762

18.7 %
81.3 %
100.0 %

Financial data relating to the geographical areas in which we operate and relating to our principal products by line of business may be found in "Notes to Consolidated Financial Statements - Note 3. Segment Information" included

under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.

Diversified Reinsurance Segment

In this segment, Maiden Reinsurance wrote treaties on both a quota share basis and excess of loss basis outside the U.S. whereas Maiden LF and Maiden GF write business within Europe on a primary basis. Maiden Reinsurance has
a limited number of in-force reinsurance contracts that are renewals of existing contracts. Net premiums written by our Diversified Reinsurance segment's operating subsidiaries, after intercompany reinsurance, for the years ended
December 31, 2020 and 2019 included:

For the Year Ended December 31,

($ in thousands)
Maiden Reinsurance
Maiden LF
Maiden GF

Total

2020

2019

Net Premiums
Written

% of Total

Net Premiums
Written

% of Total

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

56.6 % $
25.3 %
18.1 %
100.0 % $

36,074
7,412
5,665
49,151

73.4 %
15.1 %
11.5 %
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, 2020

and 2019.

Maiden Reinsurance was previously focused on developing a portfolio of assumed reinsurance within Europe and globally since the advent of Solvency II (referred to as "European Capital Solutions"). As a result of our A.M. Best
rating being downgraded to B++ (Good) with negative outlook and implications in November 2018, the European Capital Solutions business was adversely affected and a significant amount of this business was either non–renewed at
January 1, 2019 or terminated pursuant to contractual provisions in the underlying reinsurance contracts. The net premiums written in European Capital Solutions for the years ended December 31, 2020 and 2019 were as follows:

For the Year Ended December 31,
($ in thousands)
Net premiums written

2020

2019

68 $

(1,519)

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

The IIS premiums by line of business for the years ended December 31, 2020 and 2019 included:

For the Year Ended December 31,

($ in thousands)

Personal Auto - Quota Share Reinsurance
Credit Life - Insurance

Total

Net
Premiums
Written

2020

20,596
16,630
37,226

% of Total

55.3 % $
44.7 %
100.0 % $

Net
Premiums
Written

2019

31,081
19,631
50,712

% of Total

61.3 %
38.7 %
100.0 %

For the years ended December 31, 2020, the Company's net written premiums for Personal Auto on a quota share reinsurance basis decreased compared to 2019 primarily due to a lower quota share cession percentage which

declined from 65% in 2018 to 50% in 2019 and 35% in 2020 in the German Auto programs.

We previously generated fee income when Maiden Global participated in transactions and collected a fee for designing and facilitating the sale of insurance programs; prior to 2019, a significant portion of our fee income was
generated by AVS Automotive VersicherungsService GmbH ("AVS") and its subsidiaries in Germany and Austria through its point of sale producers in select OEMs dealerships. On January 10, 2019, we completed the sale of AVS and
related European subsidiaries to Allianz Partners ("Allianz"). In addition to a fee for the sale of AVS, we entered into a three–year quota share reinsurance agreement with Allianz for certain German automobile policies that we have
historically reinsured. In 2021, the parties have agreed not to renew the reinsurance contracts for the third year. For the years ended December 31, 2020 and 2019, this fee income was earned within the following locations:

For the Year Ended December 31,
($ in thousands)
United Kingdom
Australia

Total

AmTrust Reinsurance Segment

General

Fee Income

% of Total

Fee Income

% of Total

2020

2019

913
232
1,145

79.7 % $
20.3 %
100.0 % $

952
721
1,673

56.9 %
43.1 %
100.0 %

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, 2018, there was no new premium written within this segment during 2020 and 2019.

Information relating to our founding shareholders that are affiliated with AmTrust may be found in "Notes to Consolidated Financial Statements - Note 10. Related Party Transactions" included under Item 8 "Financial Statements

and Supplementary Data" of this Annual Report on Form 10-K. Through our reinsurance agreements with AmTrust, we reinsured specific lines of business within the following AmTrust business segments:

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

• Specialty risk and extended warranty coverage for consumer and commercial goods and custom designed coverages, such as accidental damage plans and payment protection plans offered in connection with the sale of

consumer and commercial goods, in the U.S., U.K. and certain other global markets and European hospital liability; and

• Specialty program which includes package products, general liability, commercial auto liability, excess and surplus lines programs and other specialty commercial property and casualty insurance to a narrowly defined,

homogeneous group of small and middle market companies.

AmTrust Quota Share

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

As a result of the Final AmTrust QS Terminations described above, our active reinsurance contracts with AmTrust were terminated effective January 1, 2019. Also, effective July 31, 2019, Maiden Reinsurance and AII entered into a
Commutation and Release Agreement (which is broadly referred to herein as the "AmTrust WC Commutation") effective July 31, 2019, which provided for AII to assume all reserves ceded by AII to Maiden Reinsurance with respect to
its proportional 40% share of the ultimate net loss under the AmTrust Quota Share related to: (a) all losses incurred in Accident Year 2017 and Accident Year 2018 under California workers' compensation policies and as defined in the
AmTrust Quota Share ("Commuted California

Business"); and (b) all losses incurred in Accident Year 2018 under New York workers' compensation policies ("Commuted New York Business" and together with the Commuted California Business, "Commuted Business") in
exchange for the release and full discharge of Maiden Reinsurance of all of its obligations to AII with respect to the Commuted Business. The Commuted Business did not include any business classified by AII as Specialty Program or
Specialty Risk business.

European Hospital Liability Quota Share

On April 1, 2011, Maiden Reinsurance entered into the European Hospital Liability Quota Share with AEL and AIU DAC to cover those entities' medical liability business within Europe, primarily in Italy and France. These

contracts were terminated on a run-off basis effective January 1, 2019 as part of the Final AmTrust QS Terminations.

For more information, please refer to "Notes to Consolidated Financial Statements - Note 10. Related Party Transactions" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-

K.
Risk Management

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

Our ERM Committee monitors and oversees the risk environment and provides direction to mitigate, to an acceptable level, the most significant and material risks that may adversely affect our ability to achieve our goals. The ERM

Committee continually reviews factors that may impact our organizational risk and develops and implements strategies and action plans to mitigate key risks.

Our ERM program is designed to achieve the following:

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

• 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, although we are not currently actively underwriting new risks. Our primary risks are categorized as follows:

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

efficient way, without adversely impacting the adequacy of our capital position;

• Insurance risk - the risk that insured losses are higher than our expectations. This includes losses arising from inadequate loss reserves, losses from larger than expected non-catastrophe current accident year losses, and

catastrophe losses that exceed our expectation or our reinsurance limits. Maiden Reinsurance is not engaged in active reinsurance underwriting and as a result our insurance risk from premiums is immaterial;

• Investment risk - the risk of loss in our investment portfolio potentially caused by fluctuations in interest rates, credit spreads, foreign exchange rates and inflation on both assets and liabilities;

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

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

Our Financial Strength Ratings

A.M. Best has developed a rating system to provide an opinion of an insurer’s or reinsurer’s financial strength and ability to meet ongoing obligations to its policyholders. Each rating reflects that rating agency’s independent

opinion of the capitalization, management and sponsorship of the entity to which it relates, and is neither an evaluation directed to investors in

our common shares nor a recommendation to buy, sell or hold our common shares. A.M. Best maintains a letter scale rating system ranging from "A++" (Superior) to "F" (In Liquidation).

In February 2019, we requested A.M. Best to withdraw our financial strength rating. On February 28, 2019, A.M. Best approved the withdrawal with a final rating as "B++" (Good) with negative outlook and implications. As a

result, we do not have a financial strength rating from any of the major rating agencies that cover our industry.

As 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.

Reserve for Loss and Loss Adjustment Expenses

General

We are required by applicable insurance laws and regulations in the U.S. and Sweden and by U.S. Generally Accepted Accounting Principles ("U.S. GAAP") to establish loss reserves to cover our estimated liability for the payment
of all loss and 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 Loss Adjustment
Expenses" and "Notes to Consolidated Financial Statements - Note 9 — Reserve for Loss and Loss Adjustment Expenses" included under Item 8 "Financial Statement and Supplementary Data", for further information regarding the
specific actuarial models we utilize and the uncertainties in establishing the reserve for loss and LAE.
Our Employees

On March 9, 2021, we had approximately 52 full-time and part-time employees who are located in Bermuda, the U.S., the U.K., Germany, Ireland and Sweden. We believe that our employee relations are good. None of our

employees are subject to collective bargaining agreements.
Regulatory Matters

General

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

U.S. Insurance Regulation

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

State Insurance Department Examinations

Maiden Reinsurance is subject to the financial supervision and regulation of the Vermont DFR. As part of their regulatory oversight process, state insurance departments conduct periodic detailed examinations of the financial
reporting of insurance companies domiciled in their states, 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. 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, if material, require prior notice and non-disapproval by the state insurance department of their domicile. Further, state insurance holding company laws typically place limitations on the amounts of
dividends or other distributions payable by insurers. Any capital distribution of any kind out of Maiden Reinsurance would be done consistent with Vermont regulations or as required, with the prior approval of the Vermont DFR.

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

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

In 2012, the NAIC adopted the Risk Management and Own Risk and Solvency Assessment (“ORSA”) Model Act (the “ORSA Model Act”), which requires domestic insurers to maintain a risk management framework and
establishes a legal requirement for domestic insures to conduct an ORSA in accordance with NAIC’s ORSA Guidance Manual. The ORSA Model Act provides that domestic insurers, or their insurance group, must regularly conduct an
ORSA consistent with a process comparable to the ORSA Guidance Manual process. The ORSA Model Act also provides that, no more than once a year, an insurer's domiciliary regulator may request that an insurer submit an ORSA
summary report, or any combination of reports that together contain the information described in the ORSA Guidance Manual, with respect to the insurer and/or the insurance

group of which it is a member. Vermont has adopted its version of the ORSA Model Act and the Company believes that a Vermont statutory exemption (8 V.S.A. Section 3586) presently exempts the Company from the requirements of
Vermont’s version of the ORSA Model Act.

Risk-Based Capital

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

Reinsurance

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

NAIC Ratios

The NAIC Insurance Regulatory Information System ("IRIS") was developed to help state regulators identify companies that may require special attention. IRIS is comprised of statistical and analytical phases consisting of key
financial ratios whereby financial examiners review annual statutory basis statements and financial ratios. Each ratio has an established "usual range" of results and assists state insurance departments in executing their statutory mandate
to oversee the financial condition of insurance companies. A ratio result falling outside the usual range of IRIS ratios is not considered a failing result; rather unusual values are viewed as part of the regulatory early monitoring system.
Furthermore, in some years, it may not be unusual for financially sound companies to have several ratios with results outside the usual ranges. An insurance company may fall out of the usual range for one or more ratios because of
specific transactions that are in themselves immaterial. Generally, an insurance company will become subject to regulatory scrutiny and may be subject to regulatory action if it falls outside the usual ranges of four or more of the ratios.
Because Maiden Reinsurance recently completed its re-domestication to Vermont in 2020, it is possible that it may produce unusual ratios outside the usual ranges for more than four tests, principally due to the lack of prior year
statutory data which is required for many of the ratios to be computed.

State Legislative and Regulatory Changes

From time to time, various regulatory and legislative changes are proposed in the insurance industry. Among the proposals that have in the past been or are at present being considered are proposals in various state legislatures (some

of which proposals have been enacted) to conform portions of their insurance laws and regulations to various model acts adopted by the NAIC.

While we are not actively underwriting reinsurance 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 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.

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

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

Sweden Insurance Regulation

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

Certain Bermuda Law Considerations

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

Transfers and issues of Maiden Holdings' common shares to any resident in Bermuda for exchange control purposes may require specific prior approval under the Exchange Control Act 1972. Because we are designated as non-

resident for Bermuda exchange control purposes, we are allowed to engage in transactions, and to pay dividends to Bermuda non-residents who are holders of our common shares, in currencies other than the Bermuda Dollar.

The Economic Substance Act 2018, as amended (“ESA”) came into force in Bermuda on January 1, 2019 and impacts every Bermuda registered entity engaged in a “relevant activity” to maintain a substantial economic presence in
Bermuda and to satisfy economic substance requirements. Under the ESA, holding entity activities (as defined in the ESA and the Economic Substance Regulations 2018, as amended) are deemed a relevant activity. To the extent that
the ESA applies to Maiden Holdings, we are required to demonstrate compliance with economic substance requirements that we have “adequate” economic substance in Bermuda, and we must file an annual economic substance
declaration with the Bermuda Registrar of Companies. Any entity that must satisfy economic substance requirements but fails to do so could face penalties, restriction or regulation of its business activities and may be struck off as a
registered entity in Bermuda for failure to satisfy economic substance requirements.

The Terrorism Risk Insurance Program Reauthorization Act of 2015

Terrorism Risk Insurance Act of 2002 ("TRIA"), which was previously amended and extended in 2005, 2007, 2015 and again in 2019 by the Terrorism Risk Insurance Program Reauthorization Act of 2019 ("TRIPRA"), was enacted
to ensure the availability of insurance coverage for terrorist acts in the U.S. This law renewed the prior federal terrorism risk insurance program. It was extended through December 31, 2027 with certain modifications in the provisions
of the expiring program.

TRIA does not apply to reinsurers directly but does apply directly to insurers and to excess and surplus lines insurers. The TRIPRA has had some impact on our reinsurance clients, but not all due to the lines of business covered by
TRIA. Also, in general, our reinsurance contracts contain inuring language regarding any potential recoveries from TRIA. Additional material addressing TRIA and TRIPRA, including U.S. Treasury Department issued interpretive
letters, are contained on the U.S. Treasury Department’s website.

Taxation of the Company and its Subsidiaries

The following summary of certain taxation matters is based upon current law. Legislative, judicial or administrative changes may be forthcoming that could affect this summary. Certain subsidiaries are subject to taxation related to

operations in Australia, Germany, Sweden, the U.K. and the U.S. The discussion below covers only the principal locations in which the Company or its subsidiaries are subject to taxation.

Bermuda

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

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
21.4%. Foreign entities are subject to tax in Sweden only to the extent they have a permanent establishment in Sweden or if the income is related to certain types of assets, typically real estate, or partnership income. Dividends paid to
foreign shareholders may be subject to withholding tax with a maximum of 30% although in many cases tax is reduced as a result of a tax treaty or under domestic legislation. A foreign entity is deemed to have a permanent
establishment in Sweden under the rules very similar to those applied by The Organisation for Economic Co-operation and Development ("OECD"). Other than Maiden LF and Maiden GF, we believe that the Company has operated
and will continue to operate its business in a manner that will not cause it to be treated as having a permanent establishment in Sweden. There is no withholding tax on interest paid by a Swedish borrower to a foreign lender.

United Kingdom

Maiden Global is tax resident in the U.K. and is currently subject to corporation tax in the U.K. on its trading and other taxable profits. The main rate of U.K. corporation tax is currently 19%. Non-U.K. resident corporations are
within the scope of corporation tax in the U.K. if they carry on a trade in the U.K. through a permanent establishment. Reinsurance business developed by Maiden Global is underwritten by Maiden Reinsurance. Other than in respect of
Maiden Global, we believe that the Company has operated and will continue to operate its business in a manner that will not cause it to be treated as carrying on a trade within the U.K. Any U.K. source income of non-U.K. resident
corporations may be subject to U.K. withholding tax, subject to the availability of treaty relief or any other applicable exemptions. Dividends paid by Maiden Global are not subject to U.K. withholding tax. Interest paid by Maiden
Global may be subject to U.K. withholding tax at a rate of up to 20%, subject to the availability of treaty relief or any other applicable exemptions.

United States of America

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

Maiden NA and its subsidiaries (collectively, the "Maiden NA Companies") transact business in and are subject to taxation in the U.S., and Maiden Reinsurance is subject to taxation in the U.S. since the effective date of its re-
domestication. Other than the Maiden NA Companies, and Maiden Reinsurance following its re-domestication, 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, and Maiden Reinsurance following its re-domestication, we do not expect to be required to pay U.S. corporate income taxes (other
than withholding and excise taxes as described below). The maximum federal corporate income tax rate has been reduced by the 2017 Act to 21% for a foreign corporation’s income that is effectively connected with a trade or business
in the U.S. In addition, U.S. branches of foreign corporations may be subject to the branch profits tax, which imposes a tax on U.S. branch after-tax earnings that are deemed repatriated out of the U.S., for a potential maximum effective
federal tax rate of approximately 44% on the net income connected with a U.S. trade or business.

Foreign corporations not engaged in a trade or business in the U.S. are subject to U.S. income tax, effected through withholding by the payer, on certain fixed or determinable annual or periodic gains, profits and income derived
from sources within the U.S. as enumerated in Section 881(a) of the Internal Revenue Code, such as dividends and interest on certain investments. The U.S. also imposes an excise tax on insurance and reinsurance premiums paid to
foreign insurers or reinsurers with respect to risks of a U.S. person located wholly or partly within the U.S. or risks of a foreign person engaged in the conduct of a U.S. trade or business located in the U.S. The rate of tax applicable to
reinsurance premiums paid to Maiden Reinsurance by U.S. insurance companies was 1% of gross premiums.
Where You Can Find More Information

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

Information on the operation of the SEC Public Reference Room may be obtained by calling the SEC at 800-SEC-0330. Any shareholder or other interested party who desires to contact any member of the Board (or our Board as a
group) may do so in writing to the following address: Maiden Holdings, Ltd., Ideation House, 94 Pitts Bay Road, Pembroke HM 08, Bermuda, Attention: Secretary. Communications are distributed to the Board, or to any individual
directors as appropriate, depending on the facts and circumstances outlined in the communication.

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 return to active underwriting or maintain operating profitability.

We produced net income of $41.8 million in 2020, which improved from a net loss of $131.9 million during 2019 which was the result of loss reserve strengthening and adverse prior year loss development of loss reserves. We have
taken significant actions since the second half of 2018 to strengthen our loss reserve and capital position, and restructure our business by disposing of unprofitable operations and terminating reinsurance agreements in both of our
reporting segments while significantly reducing headcount and overhead expenses. We have also purchased additional reinsurance protection to eliminate potential volatility of loss reserves from this legacy business. While we believe
these actions will help restore operating profitability, there can be no assurance that these actions will achieve their intended effects or that such reinsurance will be sufficient to protect us against further adverse loss reserve
development. 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 and make
additional investments which we believe will produce enhanced investment returns, there can be no assurance that these measures will overcome the expected decline in investment income. Finally, we have not as yet determined if and
when we may resume active underwriting of risks which would result in increased revenue.

Our shareholders’ equity has improved in the most recent year, however, there can be no assurance these improvements will continue.

Due to our return to profitable results of operations in 2020, our shareholders' equity increased by 4.0% during 2020. We have taken significant actions since the second half of 2018 to improve our capital position, and restructure
our business by disposing of unprofitable operations and terminating reinsurance agreements while significantly reducing headcount and overhead expenses. While we believe these actions will continue to increase shareholders' equity,
there can be no assurance that these actions will achieve their intended effects. We have also purchased additional reinsurance protection to eliminate potential volatility of loss reserves from this legacy business. There can be no
assurance that this reinsurance or that the timing and accounting recognition of recoveries under that reinsurance agreement will be sufficient to protect us against further declines in shareholders’ equity. While we continue to believe
we will operate as a going concern, there can be no assurance that this will continue to be the case if 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 or materially adversely affect our financial condition and results of operations.

Management continues to evaluate various operating strategies that are likely to be significantly different than our prior strategic business focus. In 2020, this included expanded investment activities and the formation of a business
dedicated to "legacy" insurance transactions that involve acquiring business or reinsuring transactions that are in run-off. This may involve changes to our approaches to asset and capital management and we may or may not resume
active reinsurance underwriting in the future. Further, as part of its re-domestication to the State of Vermont in the U.S., Maiden Reinsurance would closely consult with the Vermont DFR before it considers resuming active reinsurance
underwriting 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.

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

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

This process assumes that past experience, adjusted for the effects of current developments and anticipated trends, is an appropriate basis for predicting future events. In addition, reserving models that are capable of estimating
reserves using a variety of methodologies are utilized during the reserving process. There is no precise method, however, for evaluating the impact of any specific factor on the adequacy of reserves, and actual results are likely to differ
from original estimates. Reserve models can introduce further process and parameter risk when data and methodologies are interpreted or utilized in a manner which is inconsistent with the actual underlying characteristics of the
reinsured exposure. These risks could arise due to incorrect use of the models, or the use of a model or methodology that is inappropriate. In addition, unforeseen losses, the type or magnitude of which we cannot predict, may emerge in
the future. Given the inherent uncertainty in the reserving process and models used for reserve estimation, we may not accurately react to the reporting and payment of loss in the projection of our reserve for loss and LAE.

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

In addition, during 2020, the COVID-19 pandemic disrupted established claims adjudication and settlement processes. These disruptions could impact the consistency of data received from our cedants and agents. While we do not

believe these disruptions have materially impacted our ability to appropriately evaluate the exposures, it could potentially impact the judgments we make in setting reserves.

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

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

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

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

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

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

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

We also may be subject to litigation from security holders due to the diminution in value of our securities as a result of our operating results and financial condition. Defending against these actions may require us to utilize

significant resources in our defense as well as result in a significant amount of time by our senior management.

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

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

At December 31, 2020, we had a net balance due to us from one reinsurer, Cavello Bay Reinsurance Limited ("Cavello"), of $587.9 million, consisting of losses due from Cavello under the retrocession agreement of $68.0 million
and reinsurance recoverable on unpaid losses under the retroactive reinsurance agreement of $519.9 million. Cavello has provided collateral in the form of a letter of credit in the amount of $445.0 million to AmTrust under the loss
portfolio and adverse development

cover agreement ("LPT/ADC Agreement') with Enstar Group Limited ("Enstar") on July 31, 2019, pursuant to which Cavello assumed the loss reserves as of December 31, 2018 associated with the AmTrust Quota Share subject to
additional collateral funding requirements.

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

We have provided reinsurance to our clients and in turn we may or may not retrocede reinsurance we have assumed to other insurers and reinsurers. If we do not use retrocessional coverage or reinsurance, our exposure to losses will
be greater than if we did obtain such coverage. If we do obtain retrocessional or reinsurance coverage, some of the insurers or reinsurers to whom we may retrocede coverage or reinsure with may be domiciled in Bermuda or other non-
U.S. locations. We would be subject to credit and other risks that depend upon the financial strength of these reinsurers. Further, we will be subject to credit risk with respect to any retrocessional or reinsurance arrangements because the
ceding of risk to reinsurers and retrocessionaires would not relieve us of our liability to the clients or companies we insure or reinsure. Our failure to establish adequate reinsurance or retrocessional arrangements or the failure of any
retrocessional arrangements to protect us from overly concentrated risk exposure could adversely affect our business, financial condition and results of operation. We may attempt to mitigate such risks by retaining collateral or trust
accounts for premium and claims receivables, but nevertheless we cannot be assured that reinsurance will be fully collectable in the case of all potential claims outcomes.

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

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

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

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

As part of our ongoing efforts to continually improve our performance, we regularly evaluate our business plans and strategies, which may result in changes to our business plans and initiatives, some of which may be material. We
are subject to increasing risks related to our ability to successfully implement our evolving plans and strategies. Changing plans and strategies requires significant management of time and effort, and may divert management’s attention
from our core operations and competencies, and our efforts to improve our capital position and solvency. Moreover, modifications we undertake to our operations may not immediately result in improved financial performance. In
November 2020, we formed Genesis Legacy Solutions (“GLS”) which specializes in providing a full range of legacy services to small insurance entities, particularly those in run-off or with blocks of reserves that are no longer core,
working with clients to develop and implement finality solutions including acquiring entire companies. We believe the formation of GLS is highly complementary to our overall longer-term strategy. However, it may take some time for
GLS to gain sufficient scale to achieve its objectives, and its results may not reach the objectives we expect to establish for it over time.

Therefore, risks associated with implementing or changing our business strategies and initiatives, including risks related to developing or enhancing the operations, controls and other infrastructure required for these strategies and
initiatives, may not have a positive impact on our publicly reported results until many years after implementation. The risk that we may fail to have the ability to carry out our business plans may have an adverse effect on our long-term
results of operations and financial condition.

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

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

If we have failed to establish and receive appropriate pricing or failed to contractually limit our exposure to such risks, we could face significant losses on these contracts, which could have a material adverse impact on our financial

results.

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

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

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

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

Prior to ceasing active reinsurance underwriting, we relied on internal controls and underwriting guidelines to limit our risk exposure within prescribed parameters. However, our controls and monitoring efforts may have been
ineffective, permitting one or more underwriters to exceed underwriting authority and causing us to (re)insure risks outside the agreed upon guidelines. To the extent that our underwriters exceeded their authorities, agreed to
inappropriate contract terms and conditions or were influenced by broker incentives, or if there was inaccurate underwriting data captured and reported leading to licensing and sanction breaches, our financial condition or results of
operations could be materially adversely affected.

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

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

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

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

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

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

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

We believe that we have established and implemented appropriate security measures, controls and procedures to safeguard our information technology systems and to prevent unauthorized access to such systems and any data

processed and/or stored in

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

Like most major corporations, the Company’s information systems are a target of attacks. Although we have experienced no known material or threatened cases involving unauthorized access to our information technology systems

and data or unauthorized appropriation of such data to date, we have no assurance that such technology breaches will not occur in the future.

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

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

Our agency mortgage-backed securities ("Agency MBS") constitute 23.2% of our fixed maturity investments at December 31, 2020. 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, 2020 and as of the date hereof, our
insurance subsidiaries' ability to make distributions are limited by regulatory restrictions. Maiden Holdings may need to borrow funds from its subsidiaries if funds from dividends are not available to meet ongoing cash requirements.
The impact of applicable regulatory capital requirements such as risk based capital ratios under U.S. law could impact the ability of Maiden Reinsurance to pay future cash dividends.

Maiden Reinsurance uses trust accounts, loan to related party, funds withheld and letters of credit to meet collateral requirements. Consequently, cash and cash equivalents and investments are pledged in favor of ceding companies in
order to comply with relevant insurance regulations or contractual requirements. At December 31, 2020, restricted cash and cash equivalents and fixed maturity investments used as collateral were $1.1 billion and represents 80.0% 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, 2020, Maiden Reinsurance had $205.6 million in unrestricted cash and
cash equivalents and fixed maturity investments. On a consolidated basis, the Company had $269.2 million in unrestricted cash and cash equivalents and fixed maturity investments at December 31, 2020.

Based on our current estimate of 2021 financial projections, we believe we will have sufficient liquidity to meet and fulfill our obligations including payments due under our 2013 Senior Notes issued by Maiden NA in the principal
amount of $152.5 million, all of which is currently outstanding and is subject to a guarantee by Maiden Holdings, and the 2016 Senior Notes in the principal amount of $110.0 million, all of which is currently outstanding (the 2016
Senior Notes collectively with the 2013

Senior Notes, the "Senior Notes"). However, should our operating results deteriorate, or should additional collateral be required under our contractual arrangements with reinsureds prior to the receipt of recoveries under reinsurance
agreements we have entered into, we cannot assure that we will maintain sufficient unrestricted liquidity to meet those obligations.

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, 2020, total investments of $1.3 billion represented 90.7% of our total cash and investments. Total investments included other
investments of $67.0 million or 5.1% comprised of a combination of investments in limited partnerships, private equity, hedge funds and investments made by special purpose vehicles ("SPV") related to 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.

Our investment portfolio consists of substantially all interest rate-sensitive instruments, such as bonds, which may be adversely affected by changes in interest rates. Interest rates are highly sensitive to many factors, including
governmental monetary policies and domestic and international economic and political conditions and other factors beyond our control. Changes in interest rates could have an adverse effect on the value of our 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, our liability duration will be materially shortened and if we do not
correspondingly shorten the duration of the investments in our fixed maturity investment portfolio, our risk of exposure to unexpected changes in interest rates could adversely affect our operations and financial condition.

At December 31, 2020 and 2019, these respective durations in years were as follows:

At December 31,
Fixed maturities and cash and cash equivalents
Reserve for loss and LAE

(1)

2020

2019

2.1
3.9

3.0
4.2

(1)

The duration regarding our reserve for loss and LAE at December 31, 2020 and 2019 is gross of LPT/ADC Agreement reserves. On a net basis, the duration of our reserve for loss and LAE is 0.9 years at December 31, 2020 (2019 - 1.7 years).

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

Agency MBS.

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

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

affect our ability to conduct business. Any significant decline in our investment income would adversely affect our business, financial condition and results of operations.

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

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

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

In addition to fixed maturity securities, we have invested, and may from time to time continue to invest, in alternative investments such as hedge funds, fixed income funds, equity funds, privately held investments, private equity and
private credit funds and co-investments, real estate funds and co-investments and other alternative investments. During 2020, we increased the amount allocated to such investments, and as of December 31, 2020, 7.3% of our total Cash
and Investments were categorized as "Other Investments" and "Equity Method Investments" compared to 1.6% as of December 31, 2019. We expect to continue to increase this allocation over future periods. 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 or our IIS business. We anticipate that any such additional funds would be raised through equity, debt, hybrid financings or entering into reinsurance agreements. While we currently have no commitment
from any lender with respect to a credit facility or a loan facility, we may enter into an unsecured revolving credit facility or a term loan facility with one or more syndicates of lenders. Any equity, debt or hybrid financing, if available at
all, may be on terms that are not favorable to us. Recent turbulence in the financial markets due to the spread of COVID-19 may limit our ability to access the credit or equity markets. If we are able to raise capital through equity
financings, the interest of shareholders in our Company would be diluted, and the securities we issue may have rights, preferences and privileges that are senior to those of our common shares.

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

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

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

We currently intend to retain our future earnings, if any, to strengthen our regulatory capital and solvency ratios, improve our liquidity and working capital and for other general corporate purposes. The insurance laws and regulations

of our insurance

subsidiaries generally contain restrictions on the ability to pay dividends or distributions to Maiden Holdings, which may restrict our ability to pay dividends on common or preferred shares. Any capital distribution of any kind out of
Maiden Reinsurance would be done consistent with Vermont regulation or as may be required, with the prior approval of the Vermont DFR. Any future determination to pay dividends on our common shares will be at the discretion of
our Board, subject to applicable laws, and will depend on our financial condition, results of operations, capital requirements, general business conditions, and other factors that our Board considers relevant.

Maiden Holdings has issued a total of $630.0 million in Preference Shares since 2012, of which $465.0 million remains outstanding at December 31, 2020. Excluding the preference shares held by Maiden Reinsurance, $394.3
million are held by non-affiliates as at December 31, 2020. Holders of our Preference Shares may receive dividends on a non-cumulative basis and are required to be paid before common shareholders are eligible for dividend payments.
Our Board has not declared dividends on the Preference Shares since the fourth quarter of 2018 and there can be no assurance that the authorization and declaration of dividends on the Preference Shares will resume.

As part of the capital management pillar of our strategy, on March 15, 2021, Maiden Reinsurance accepted for purchase via private negotiation with certain security holders, (i) 2,561,636 shares of the Company's 8.25% Non-
Cumulative Preference Shares Series A at an average price of $14.88 per share, (ii) 2,003,204 shares of the Company's 7.125% Non-Cumulative Preference Shares Series C at an average price of $14.66 per share, and (iii) 2,017,103
shares of the Company's 6.7% Non-Cumulative Preference Shares Series D at an average price of $14.60 per share. There can be no assurance that our insurance liabilities will run-off at levels that will permit future capital management
activities, which we expect to continually review as part of our strategy.

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

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

For more details on our indebtedness, see “Management’s Discussion and Analysis of Financial Condition and Results of Operations" included under Item 7 and "Notes to Consolidated Financial Statements - "Note 7 — Long-Term

Debt" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.

We may be adversely impacted by claims inflation.

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

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

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

Regulation

Our capital ratios continued to significantly improve in 2020; however if we are unable to sustain this improvement, it could lead to regulatory restrictions.

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

There can also be no assurance that the re-formulation of our longer-term business plan will produce sufficient operating profitability to sustain the recent improvements in our capital position that we have achieved. This could lead

to imposition of regulatory restrictions by the Vermont DFR if such circumstances were to occur.

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

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

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

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

The financial services industry is the focus of increased regulatory scrutiny as various state and federal governmental agencies and self-regulatory organizations conduct inquiries and investigations into the products and practices of
the companies within this industry. Governmental authorities in the 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.
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 other miscellaneous financial losses (Class 16). We cannot predict the impact laws and regulations
adopted in the EU or other non-U.S. jurisdictions may have on the financial markets generally or on our businesses, results of operations or cash flows. It is possible that changes in such laws and regulations may alter our business
practices. They may also limit our ability to engage in capital or liability management, require us to raise additional capital, and impose burdensome requirements and additional costs. It is possible that the laws and regulations adopted
in foreign jurisdictions will differ from one another, and that they could be inconsistent with the laws and regulations of other jurisdictions including the U.S.

United States

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

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

The Dodd-Frank Wall Street Reform and Consumer Protection Act ("Dodd-Frank") impacts the reinsurance industry in several areas, including tort reform, corporate governance and the taxation of reinsurance companies. Dodd-

Frank prohibits a state from denying credit for reinsurance if the state of domicile of the insurer purchasing the reinsurance recognizes credit for reinsurance.

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

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

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

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

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

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

The ESA may require in-scope Bermuda entities which are engaged in such “relevant activities” to be directed and managed in Bermuda, have an adequate level of qualified employees in Bermuda, incur an adequate level of annual

expenditure in Bermuda, maintain adequate physical presence in Bermuda or perform core income-generating activities in Bermuda.

However, the meaning of “adequate” in this context remains unclear. Further, given that the legislation is new and remains subject to further clarification and interpretation, it is not currently possible to ascertain the steps required to
ensure our continued compliance with the ESA and makes it difficult to predict its future impact. Any entity that must satisfy economic substance requirements but fails to do so could face financial penalties or could be ordered by a
court to take action to remedy such failure. It may also be faced with a restriction of its business activities, automatic reporting by the Bermuda authorities to competent authorities in the EU on an entity's non-compliance or may be
struck off as a registered entity in Bermuda. If any one of the foregoing were to occur it may adversely impact the business operations of Maiden Holdings.

Corporate Governance and Risks Related to an Investment in our Securities

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

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

The timing and amount of any cash dividends on our common and preference shares are at the discretion of the Board and will depend upon the results of operations and cash flows, our financial position and capital requirements,
and any other factors that our Board deems relevant. Our Board has not declared dividends on the Preference Shares since the fourth quarter of 2018 and there can be no assurance that the authorization and declaration of dividends on
the Preference Shares will resume.

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

If our common shares were to be delisted, the liquidity of our common shares would be adversely affected and the market price of our common shares could decrease further. Our failure to be listed on NASDAQ or another

established securities market could have a material adverse effect on the value of your investment in our Company.

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

The Preference Shares are equity interests and do not constitute indebtedness. As such, the Preference Shares will rank junior to all of our indebtedness and other non-equity claims of our creditors with respect to assets available to
satisfy the claims during liquidation. At December 31, 2020, our total consolidated principal amount of debt was $262.5 million and our total consolidated liabilities were $2.4 billion. We may incur additional debt and liabilities in the
future. Our existing and future indebtedness may restrict payments of dividends on the Preference Shares. Additionally, unlike indebtedness, where principal

and interest would customarily be payable on specified due dates, in the case of preference shares, dividends are payable only if declared by our Board (or a duly authorized committee of the Board). Our Board has not declared
dividends on the Preference Shares since the fourth quarter of 2018 and there can be no assurance that the authorization and declaration of dividends on the Preference Shares will resume.

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

Maiden NA issued the 2013 Senior Notes and Maiden Holdings issued the 2016 Senior Notes, both of which are currently outstanding. If we are unable to maintain a level of cash flows from operating and investment activities, our

ability to pay our obligations on our Senior Notes could be adversely affected.

We may also incur additional indebtedness in the future. The level of debt outstanding could adversely affect our financial flexibility. Our indebtedness could have adverse consequences, including:

•

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

limiting our subsidiaries’ ability to pay dividends;

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

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

limiting our ability to borrow additional funds;

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

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

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

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

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

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

Voting Rights for Shareholders of Series A, Series C and Series D Preference Shares have been invoked.

Whenever dividends on any Series A, Series C and Series D Preference Shares have not been declared and paid for the equivalent of six or more dividend periods, whether or not for consecutive dividend periods (a “nonpayment
event”), the holders of the Series A, Series C and Series D Preference Shares will be entitled to vote for the election of a total of two additional members of the Board of Maiden Holdings, provided that the election of any such directors
shall not cause us to violate the corporate governance requirement of any exchange, on which our securities may be listed or quoted, that listed or quoted companies must have a majority of independent directors.

Our Board has not authorized or declared a dividend since the dividend period starting on December 1, 2018 with respect to the Series A, Series C and Series D Preference Shares. At March 15, 2020, because preference share
dividends were not declared and paid for six quarterly dividend periods, holders of record with at least 20% of voting power of any of the Preference Shares Series A, C and D were collectively entitled to vote for the election of a total
of two additional members of the Company's Board. On December 15, 2020, holders of the Company's Preference Share Series A, C and D collectively elected two additional members to the Company's Board. There can be no
assurance as to the impact on our operations due to the recent election of such additional board members.

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

The revenues and results of operations of reinsurance companies historically have been subject to significant fluctuations and uncertainties. In addition, we are not in engaged in active reinsurance underwriting currently and may not

do so for the

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

•

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

changes in the frequency or severity of claims;

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

• price competition;

•

inadequate loss and LAE reserves;

cyclical nature of the property and casualty insurance market; and

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

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

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

The market price for our ordinary shares has fluctuated significantly. Future sales of our common shares by our shareholders or us, or the perception that such sales may occur, could adversely affect the market price of our common
shares. As of March 9, 2021, 86,132,060 common shares were outstanding. In addition, we have reserved 9,348,183 common shares for issuance under our 2019 Omnibus Incentive Plan. As of March 9, 2021, the total options
outstanding was 264,500 and the total restricted shares outstanding was 1,470,982. 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. Moreover, these provisions could have the effect of reducing the

votes of certain shareholders who would not otherwise be subject to the 9.5% limitation by virtue of their direct share ownership.

We are authorized under our bye-laws to request information from any shareholder for the purpose of determining whether a shareholder’s voting rights are to be reallocated under the bye-laws. If any holder fails to respond to this

request or submits incomplete or inaccurate information, we may, in our sole discretion, eliminate or adjust the shareholder’s voting rights.

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

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

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

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

• our Board may, in their discretion, decline to record the transfer of any common shares on our share register, if they are not satisfied that all required regulatory approvals for such transfer have been obtained or if they

determine such transfer may result in a non-de minimis adverse tax, legal or regulatory consequence to us or any direct or indirect holder of shares or its affiliates.

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

Provisions of our organizational documents may discourage, delay or prevent a merger, amalgamation, tender offer or other change of control that holders of our shares may consider favorable. These provisions impose various

procedural and other requirements that could make it more difficult for shareholders to effect various corporate actions. These provisions could:

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

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

•

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

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

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

The Companies Act, 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 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 for you to enforce judgments against us or our directors and executive officers.

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

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

Relationship with AmTrust

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

During 2019, we, through our subsidiary Maiden Reinsurance, executed the partial termination amendment ("Partial Termination Amendment") effective January 1, 2019 which amended the AmTrust Quota Share, the Final AmTrust
QS Termination, the WC Commutation and several post-termination endorsements. These transactions served to eliminate all new premium revenues from AmTrust, return certain unearned premiums to AmTrust, commuted and
returned certain workers’ compensation loss reserves to AmTrust, capped the loss corridor on certain program business reinsured from AmTrust and increased the levels of collateral provided to AmTrust as security against the
obligations Maiden has assumed under the reinsurance contracts with AmTrust.

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

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

We entered into a quota share agreement with AII, which reinsures AmTrust’s insurance company subsidiaries, and a Master Agreement with AmTrust, pursuant to which Maiden Reinsurance entered into the quota share agreement.
Because (i) Leah Karfunkel (wife of the late Michael Karfunkel), George Karfunkel and Barry Zyskind (the Company's non-executive chairman) collectively own or control approximately 53.2% of the outstanding common shares of
Evergreen Parent GP, LLC, the ultimate parent of AmTrust, (ii) our Founding Shareholders sponsored our formation, and (iii) based on each individual's most recent public filing as of December 31, 2020, Leah Karfunkel owns or
controls approximately 7.9% of the outstanding shares of the Company and Barry Zyskind owns or controls approximately 7.4% of the outstanding shares of the Company, we may be deemed to be an affiliate of AmTrust. George
Karfunkel now owns or controls less than 5.0% of the outstanding shares of the Company based on his most recent public filings. Due to our close business relationship with AmTrust, we may be presented with situations involving
conflicts of interest with respect to the agreements and other arrangements we will enter into with AmTrust and its subsidiaries, exposing us to possible claims that we have not acted in the best interest of our shareholders. The
arrangements between us and AmTrust were modified after they were originally entered into and there could be future modifications.

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

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

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

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

At December 31, 2020, we provided $1.8 billion of collateral to AmTrust, AII and AEL in the form of trusts, letters of credit, funds withheld and a loan. This collateral includes the transfer of cash and investments totaling $575.0
million to AmTrust from existing trust accounts used for collateral on the AmTrust Quota Share to a funds withheld arrangement during January 2019, which initially bore an annual interest rate of 3.5%, subject to annual adjustment.
The annual interest rate was adjusted to 2.65% during the first quarter of 2020.

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

Employee Issues

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

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

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

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

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

We sold Maiden US in 2018 as well as terminated and sold certain lines of business. As we are not currently engaged in active reinsurance underwriting and our portfolio of loss reserves continues to reduce, we have continued to
reduce headcount commensurately. This elevated attrition may affect our ability to manage our business as we train these new employees and integrate them into our company. In addition, if we decide to resume active reinsurance
underwriting, our present employee base may be insufficient in the requisite skills or quantity to commence such activities and there can be no assurance that we can recruit or attract the requisite personnel to implement such strategy on
a timely basis if such a decision is made.

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

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

International Operations

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

Our international operations are regulated in various jurisdictions with respect to licensing requirements, currency, reserves, employees and other matters. International operations may be harmed by political developments in foreign

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

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

The UK left the EU on 31 January 2020. There was a transition period during which the UK remained part of the Single market and Customs Union to allow for negotiations on the future relations. Following intense negotiations, an

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

Both Maiden LF and Maiden GF have been accepted into the UK’s temporary permissions regime which allows EEA firms who were formerly using a passport to operate for a limited period while they seek authorization from the

Prudential Regulatory Authority (PRA). This means they can continue to underwrite in the UK despite Brexit.

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, 2020, no such hedges or hedging strategies were in force or had been
entered into.

Insurance and Reinsurance Markets

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

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

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

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

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

Approximately 35.1% of our AmTrust Reinsurance segment's reserve for loss and LAE at December 31, 2020 was related to the reinsurance of U.S. workers' compensation risks which is our largest exposure to a particular line of
business. Our AmTrust Reinsurance segment includes all business ceded by AmTrust to Maiden Reinsurance, primarily the AmTrust Quota Share and the European Hospital Liability Quota Share. Both contracts in this segment have
been terminated effective January 1, 2019. Negative developments in the economic, competitive or regulatory conditions affecting the U.S. workers’ compensation insurance industry could have an adverse effect on our financial
condition and results of operations. For example, if legislators

in our larger markets were to enact legislation to increase the scope or amount of benefits for employees under U.S. workers’ compensation insurance policies without related loss control measures, or if regulators made other changes to
the regulatory system governing U.S. workers’ compensation insurance, this could negatively affect the U.S. workers’ compensation insurance industry in the affected markets.

Reinsurance is a highly competitive industry.

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

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

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

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

We are not presently engaged in active reinsurance underwriting. If and when we do decide to resume active reinsurance underwriting, these competitive pressures could compel us to write business at unprofitable operating margins.

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

Clients, Brokers and Financial Institutions

Our business was historically dependent upon reinsurance brokers and other producers, including third party administrators and financial institutions, and the failure to develop or maintain these relationships could materially
adversely affect our ability to market our products and services should we begin to pursue active reinsurance underwriting.

While we are not presently engaged in active reinsurance underwriting, our failure to further develop or maintain relationships with brokers and other producers, including third party administrators and financial institutions, from

whom we expect to receive our business could have a material adverse effect on our business, financial condition and results of operations.

Our reliance on brokers subjects us to their credit risk.

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

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

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

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

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.

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

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

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

On February 14, 2013, the EU Commission published a proposal for a Directive for a common FTT in those EU Member States which choose to participate (''the FTT Zone"), currently Belgium, Germany, Greece, Spain, France,

Italy, Austria, Portugal, Slovenia and Slovakia.

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

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

The FTT proposal remains subject to negotiation between the participating EU Member States and there is not yet an agreement as to the form it should take. It may, therefore, be altered prior to any implementation, the timing of

which remains unclear. The introduction of FTT could have an adverse effect on the Company's economic performance.

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

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

In January 2020, the OECD released a statement excluding most financial services activities, including insurance activities, from the scope of the profit reallocation mechanism in Pillar I. The OECD statement cited the presence of
commercial (rather than consumer) customers as grounds for the carve-out, but also acknowledged that a “compelling case” could be made that the consumer-facing business lines of insurance companies should be excluded from the
scope of Pillar One given the impact of regulations and licensing requirements that typically ensure that residual profits are largely realized in local customer markets.

However, the OECD noted that the proper scope for Pillar One as applied to “unregulated elements of the financial services sector” may require further consideration. To date, the proposal has been written broadly enough to potentially
apply to our activities, and we are unable to determine at this time when such measures would be implemented and if so, whether they will be in a form that whether it would have a material adverse impact on our operations and results.

The OECD published detailed blueprints of its proposals on October 14, 2020 and public consultations and a meeting of the Inclusive Framework have been held virtually in January 2021. The OECD's stated aim is to bring the
process to a successful conclusion by mid-2021. The proposal to date has been written broadly enough to potentially apply to our activities, and we are unable to determine at this time whether it would have a material adverse impact on
our operations and results.

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

If either Maiden Holdings or Maiden Reinsurance prior to its re-domestication were considered to be engaged in a trade or business in the U.S., it could be subject to U.S. federal income and additional branch profits taxes on the
portion of its earnings that are effectively connected to such U.S. business or in the case of Maiden Reinsurance, if it is entitled to benefits under the U.S. income tax treaty with Bermuda and if Maiden Reinsurance were considered
engaged in a trade or business in the U.S. through a permanent establishment. Maiden Reinsurance could be subject to U.S. federal income tax on the portion of its earnings that are attributable to its permanent establishment in the U.S.,
in which case its results of operations could be materially adversely affected. Maiden Holdings is a Bermuda-based holding company. We intend to manage our business so that Maiden Holdings should operate and Maiden Reinsurance
operated prior to its re-domestication in such a manner that neither of these companies should be treated as engaged in a U.S. trade or business and, thus, should not be subject to U.S. federal taxation (other than the U.S. federal excise
tax on insurance and reinsurance premium income attributable to insuring or reinsuring U.S. risks and U.S. federal withholding tax on certain U.S. source investment income). Maiden Reinsurance is currently subject to U.S. taxation as
a domestic corporation from the effective date of its re-domestication to the State of Vermont on March 16, 2020.

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

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, 2020. 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 related person insurance income ("RPII").

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

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

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

The RPII rules provide that if a U.S. Person disposes of shares in a non-U.S. insurance corporation in which U.S. Persons own 25% or more of the shares (even if the amount of gross RPII is less than 20% of the corporation’s gross
insurance income or the ownership of its shares by direct or indirect insureds and related persons is less than the 20% threshold), any gain from the disposition will generally be treated as a dividend to the extent of the holder’s share of
the corporation’s undistributed

earnings and profits that were accumulated during the period that the holder owned the shares (whether or not such earnings and profits are attributable to RPII). In addition, such a holder will be required to comply with certain
reporting requirements, regardless of the amount of shares owned by the holder. These RPII rules should not apply to dispositions of our shares because Maiden Holdings will not be directly engaged in the insurance business. The RPII
provisions, however, have never been interpreted by the courts or the U.S. Treasury Department in final regulations, and regulations interpreting the RPII provisions of the Code exist only in proposed form. It is not certain whether
these regulations will be adopted in their proposed form or what changes or clarifications might ultimately be made thereto or whether any such changes, as well as any interpretation or application of the RPII rules by the IRS, the
courts, or otherwise, might have retroactive effect. The U.S. Treasury Department has authority to impose, among other things, additional reporting requirements with respect to RPII. Accordingly, the meaning of the RPII provisions
and the application thereof to Maiden Holdings and Maiden Reinsurance is uncertain.

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

If Maiden Holdings is considered a passive foreign investment company ("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 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 Maiden Reinsurance met the Reserve Test prior to its domestication and that we should not be characterized as a PFIC for the
foreseeable future, we cannot assure you that this will continue to be the case in future years.

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

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

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

A company which is not resident in the U.K. for U.K. corporation tax purposes can nevertheless be subject to U.K. corporation tax at the rate of 19% if it carries on a trade in the U.K. through a permanent establishment in the U.K.,

but the charge to U.K. corporation tax is limited to profits (both income profits and chargeable gains) attributable directly or indirectly to such permanent establishment.

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

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

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

If either Maiden Holdings or Maiden Reinsurance were treated as being resident in the U.K. for U.K. corporation tax purposes, or if Maiden Reinsurance were treated as carrying on a trade in the U.K., whether through a permanent

establishment or otherwise, or if DPT applied, the results of our operations would be materially adversely affected.

Any arrangements (including with regard to the provision of services or financing) between Maiden Global and any non-U.K. resident members of the group are subject to the U.K. transfer pricing regime. Consequently, if any such

arrangement

were found not to be on arm’s length terms and, as a result, a U.K. tax advantage was being obtained, an adjustment would be required to compute U.K. tax profits as if such arrangement were on arm’s length terms. Any transfer
pricing adjustment could adversely impact the tax charge suffered by Maiden Global. The U.K. has implemented the BEPS recommendation for "country-by-country" reporting. As a result, our approach to transfer pricing may become
subject to greater scrutiny from the U.K. tax authorities.

Item 1B. Unresolved Staff Comments.

None.

Item 2. Properties.

We currently lease office space in Pembroke, Bermuda (our corporate headquarters), the U.K. and Germany for the operation of our business. We renew and enter into new leases in the ordinary course of business as needed. We

believe that the office space from these leased properties is sufficient for us to conduct our operations for the foreseeable future. To date, the cost of acquiring and maintaining our office space has not been material to us as a whole.

Item 3. Legal Proceedings.

We may become involved in various claims and legal proceedings that arise in the normal course of our business, which are not likely to have a material adverse effect on our financial position, results of operations or liquidity.

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

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

A putative class action complaint was filed against Maiden Holdings, Arturo M. Raschbaum, Karen L. Schmitt, and John M. Marshaleck in the United States District Court for the District of New Jersey on February 11, 2019. 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; we cannot predict when the Court will issue a decision on the motion. 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.

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

PART II

Our common shares began publicly trading on NASDAQ Stock Market LLC ("NASDAQ") under the symbol "MHLD" on May 6, 2008. At March 11, 2021, the last reported sale price of our common share was $2.97 per share and
there were 22 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 fourth quarter of 2018. The future declaration and payment of dividends to holders of common shares will be at the discretion of our Board subject to
specified legal, regulatory, financial and other restrictions. Please see "Notes to Consolidated Financial Statements - Note 15. Statutory Requirements and Dividend Restrictions" included under Item 8 "Financial Statements and
Supplementary Data" of this Annual Report on Form 10-K for discussion regarding dividend restrictions on subsidiary's ability to transfer funds to Maiden Holdings.

On February 21, 2017, our Board approved the repurchase of up to $100.0 million of our common shares from time to time at market prices. During the years ended December 31, 2020 and 2019, the Company did not repurchase
any common shares under its share repurchase authorization. At December 31, 2020, we have a remaining authorization of $74.2 million for share repurchases. We did not repurchase any common shares under our common share
repurchase authorization during the three months ended December 31, 2020. Also, subsequent to December 31, 2020 and through the period ended March 11, 2021, no repurchase of common shares was made.

During the year ended December 31, 2020, we repurchased a total of 834 (2019 - 23,220) common shares at an average price of $1.13 per share (2019 - $0.78) from employees, which represent tax withholding in respect of tax

obligations on the vesting of restricted shares and performance based shares.

Pursuant to the 2020 Tender Offer, on December 24, 2020, Maiden Reinsurance accepted for purchase (i) 545,218 shares of the Company's 8.25% Non-Cumulative Preference Shares Series A, (ii) 1,203,466 shares of the Company's
7.125% Non-Cumulative Preference Shares Series C and (iii) 1,078,911 shares of the Company's 6.7% Non-Cumulative Preference Shares Series D. The acquisition by Maiden Reinsurance of the Preference Shares pursuant to the
tender offer was made in compliance with Maiden Reinsurance's investment policy previously approved by the Vermont DFR.

On March 3, 2021, our Board approved the repurchase (including the repurchase by Maiden Reinsurance in accordance with its investment guidelines) of up to $100.0 million of our preference shares from time to time at market

prices in open market purchases or as may be privately negotiated.

On March 15, 2021, Maiden Reinsurance accepted for purchase via private negotiation with certain security holders, (i) 2,561,636 shares of the Company's 8.25% Non-Cumulative Preference Shares Series A at an average price of
$14.88 per share, (ii) 2,003,204 shares of the Company's 7.125% Non-Cumulative Preference Shares Series C at an average price of $14.66 per share, and (iii) 2,017,103 shares of the Company's 6.7% Non-Cumulative Preference
Shares Series D at an average price of $14.60 per share for a total amount of $96,934. The acquisition by Maiden Reinsurance of these Preference Shares was made in compliance with the Company's investment guidelines previously
approved by the Vermont DFR. These purchases will result in a gain on purchase of approximately $67,614 in the first quarter of 2021.

Our common shares are currently listed on NASDAQ. NASDAQ has minimum requirements that a company must meet to remain listed on NASDAQ. These requirements include maintaining a minimum closing bid price of $1.00
per share. As previously reported on a Current Report on Form 8-K filed with SEC on April 19, 2019, the Company received a letter from NASDAQ informing us that we did not meet the requirement to maintain a minimum bid price
of $1.00 per share for 30 consecutive business days. After consultation with NASDAQ, the Company applied to transfer the listing of its common shares from the NASDAQ Global Select Market to the NASDAQ Capital Market.

On October 25, 2019, Maiden Holdings transferred the listing of its common shares from the NASDAQ Global Select Market to the NASDAQ Capital Market. NASDAQ Capital Market is a continuous trading market that operates
in substantially the same manner as the NASDAQ Global Select Market and listed companies must meet certain financial requirements and comply with the NASDAQ corporate governance requirements. Maiden Holdings’ common
shares continue to trade under the symbol “MHLD”. Following submission of the transfer application, we became eligible for an additional 180-day period to regain compliance if we met the continued listing requirement for market
value of publicly held shares and all other initial listing standards, with the exception of the bid price requirement, for the NASDAQ Capital Market. On June 2, 2020, Maiden Holdings received a letter from NASDAQ's Office of
General Counsel stating that the bid price deficiency of Maiden Holdings’ common shares was cured and we were in compliance with all applicable listing standards.

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

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

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

Overview

Maiden Holdings is a Bermuda-based holding company, previously focused on serving the needs of regional and specialty insurers in the U.S., Europe and select other global markets. As a result of a series of actions we have taken
in recent years discussed below under Recent Developments, we now create shareholder value by actively managing and allocating our assets and capital, including through ownership and management of businesses and assets mostly in
the insurance and related financial services industries where we can leverage our deep knowledge of those markets. We also provide a full range of legacy services to small insurance companies, particularly those in run-off or with
blocks of reserves that are no longer core, working with clients to develop and implement finality solutions including acquiring entire companies. We expect our legacy solutions business to contribute to our active asset and capital
management strategies.

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

We are not actively underwriting reinsurance business but have some historic reinsurance programs underwritten by Maiden Reinsurance which are in run-off. We continue to run-off the liabilities associated with the AmTrust
contracts, which we terminated in early 2019 as discussed below. We have also entered into a retroactive reinsurance agreement and a commutation agreement that further reduces our exposure to and limits the potential volatility related
to these AmTrust liabilities, which are discussed in "Note 8 — Reinsurance" of the Notes to Consolidated Financial Statements included in Part II Item 8. "Financial Statements and Supplementary Data".

As discussed in Item 1. "Business", the sale of Maiden US and the termination of both of our quota share contracts with AmTrust materially reduced our gross and net premiums written since 2018. We have significantly reduced our

operating expenses and continue to take steps to reduce these costs further.

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

Recent Developments

Since the third quarter of 2018, we have engaged in a series of transactions that dramatically reduced the regulatory capital required to operate our business, materially strengthened our solvency ratios, and ceased active reinsurance
underwriting. During that time, we significantly increased our estimate of ultimate losses and loss reserves while purchasing reinsurance protection against further loss reserve volatility and as a result, have improved the ultimate
economic value of the Company.

The measures we have taken were initiated in early 2018, when our Board initiated a Strategic Review to evaluate ways to increase shareholder value after a period of continuing higher than targeted combined ratios and lower

returns on equity than expected. This Strategic Review resulted in a series of transactions that transformed our operations and materially reduced the risk on our balance sheet. Those transactions included (but are not limited to):

1. The divestiture of all our U.S. treaty reinsurance operations in 2018, which included (a) the sale of Maiden US to Enstar Holdings (US) LLC ("Enstar U.S."), and (b) entering into a Renewal Rights Agreement (“Renewal Rights”)
with Transatlantic Reinsurance Company (“TransRe”) in which TransRe purchased Maiden US's rights to renew its treaty reinsurance agreements and solicit renewals of and replacement coverages for the treaty reinsurance
agreements. As a result of the above decision to divest all of our U.S. treaty reinsurance operations, these operations are now classified as discontinued operations, and except as explicitly described as discontinued operations, and
unless otherwise noted, all discussions and amounts presented herein relate to our continuing operations, except for net income (loss).

2. The partial and then eventual complete termination on a run-off basis effective January 1, 2019 of the AmTrust Quota Share and the European Hospital Liability Quota Share. The Company has no exposure to European hospital

liability business after January 1, 2020 and all prior policies were written on a claims-made basis.

3. Maiden Reinsurance and AII entered into Commutation and Release Agreement 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 the 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. Maiden Reinsurance transferred cash and invested assets of $312.8 million ("Commutation Payment") to AII, which
is the sum of the net ceded reserves of $330.7 million with respect to the Commuted Business as of December 31, 2018 less payments of $17.9 million made by Maiden Reinsurance with respect to the Commuted Business from
January 1, 2019 through July 31, 2019. Settlement of the Commutation Payment occurred on August 12, 2019 and Maiden Reinsurance paid AII interest of $6.3 million related to the Commutation Payment calculated at the rate of
3.30% per annum from January 1, 2019 through August 12, 2019. AII and Maiden Reinsurance also agreed that, as of July 31, 2019, the AmTrust Quota Share shall be deemed amended as applicable so that the Commuted Business
is no longer included as part of the Covered Business under the AmTrust Quota Share.

4. Maiden Reinsurance entered into the LPT/ADC Agreement, pursuant to which Cavello assumed the loss reserves as of December 31, 2018 associated with the AmTrust Quota Share in excess of a $2.2 billion retention up to $600.0
million, in exchange for a retrocession premium of $445.0 million. The $2.2 billion retention is subject to adjustment for paid losses subsequent to December 31, 2018. The LPT/ADC Agreement provides Maiden Reinsurance with
$155.0 million in adverse development cover over its carried AmTrust Quota Share loss reserves at December 31, 2018. The LPT/ADC Agreement meets the criteria for risk transfer and is thus accounted for as retroactive
reinsurance. Cumulative ceded losses exceeding $445.0 million 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. At December 31, 2020, the reinsurance recoverable on unpaid losses under the retroactive reinsurance
agreement was $519.9 million while the deferred gain liability was $74.9 million (December 31, 2019 - $558.0 million and $113.0 million, respectively. Amortization of the deferred gain will not occur until paid losses have exceeded
the minimum retention under the LPT/ADC Agreement, which is estimated to be during 2024.

5. Effective March 16, 2020, we re-domesticated our principal operating subsidiary, Maiden Reinsurance, from Bermuda to the State of Vermont in the U.S. Maiden Reinsurance is now subject to the statutes and regulations of Vermont
in the ordinary course of business. We have determined that re-domesticating Maiden Reinsurance to Vermont enables us to better align our capital and resources with our liabilities, which originate mostly in the United States,
resulting in a more efficient structure. The re-domestication, in combination with the transactions completed pursuant to the Strategic Review, have materially strengthened the Company’s capital position and solvency ratios and we
believe will continue to do so. While the Vermont DFR is now the group supervisor for the Company, the re-domestication did not apply to the parent holding company which remains a Bermuda-based holding company. Securities
issued by Maiden Holdings were not affected by the re-domestication of Maiden Reinsurance to Vermont. Concurrent with the re-domestication, Maiden Holdings contributed as capital the remaining 65% of its ownership in Maiden
Reinsurance to our wholly owned subsidiary Maiden NA. Maiden NA now owns 100% of Maiden Reinsurance in the aggregate.

In December 2018 and January 2019, Maiden NA contributed its proportionate share of capital contributions in the aggregate amount of $68.3 million in cash to Maiden Reinsurance. Maiden NA also maintains a portfolio of cash
and fixed maturity investments, along with other strategic investments, of $33.7 million at December 31, 2020. We believe Maiden NA’s investments, including its ownership of Maiden Reinsurance and its active asset management
strategy, will create opportunities to utilize NOL which total $210.8 million as of December 31, 2020. These NOLs are not presently recognized as deferred tax assets as a full valuation allowance is currently carried against them. For
further details please see "Note 16. Taxation" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10–K). Taken together, we believe these 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 part of the Strategic Review.

Business Strategy

We continued to re–evaluate our operating strategy during 2020 while leveraging the significant assets and capital we retain. In addition to restoring operating profitability, our strategic focus centers on creating the greatest risk-
adjusted shareholder returns, whether via asset and capital management or active reinsurance underwriting of new risks, or a combination of both. Our present assessment of the reinsurance marketplace along with our current operating
profile is that the risk-adjusted returns that may be produced via active reinsurance underwriting of new risks are likely to present more limited opportunities compared to other strategic initiatives which may produce greater shareholder
value. As a result, our strategic focus has shifted to activities which utilize our unrestricted cash and investments to manage our capital and where prudent, enhance our investment return by investing in asset classes which we believe
will produce appropriate returns. By enhancing our profitability through increased investment returns, we believe we increase the likelihood of fully utilizing the significant net operating loss carryforwards described above which may
create additional shareholder value.

The measures implemented now enable us to more flexibly allocate capital to those activities most likely to produce the greatest returns for shareholders, and we are actively engaged in evaluating and deploying funds in both pillars

of these

strategies as discussed herein. 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.

Our capital management strategy is significantly informed by the required capital needed to operate our business in a prudent manner and our ongoing analysis of our loss development trends. Recent trends 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. While there is no guarantee that these
recent loss development trends will persist, as confidence increases it allows us to consider capital management initiatives. For further details, please see Item 7 "Management's Discussion and Analysis of Financial Condition and
Results of Operations - Capital Resources" section of this Annual Report on Form 10–K. Our current assessment is that losses have stabilized sufficiently to consider certain capital management initiatives, although we are careful to
approach these strategies in a deliberate fashion.

As part of the capital management pillar of our strategy, pursuant to the cash tender offer ("2020 Tender Offer), on December 24, 2020, Maiden Reinsurance accepted for purchase (i) 545,218 shares of the Company's 8.25% Non-
Cumulative Preference Shares Series A, (ii) 1,203,466 shares of the Company's 7.125% Non-Cumulative Preference Shares Series C and (iii) 1,078,911 shares of the Company's 6.7% Non-Cumulative Preference Shares Series D
(collectively referred to as the "2020 Tender Offer"). The consideration for each Series A Preference Share, each Series C Preference Share and each Series D Preference Share tendered and accepted for purchase equaled $10.50 (the
“Offer Price”). The Offer Price did not include any amount with respect to dividends. The aggregate total consideration paid by the Company for the securities accepted for purchase was $29.7 million excluding related fees and
expenses. There can be no assurance that our insurance liabilities will run-off at levels that will permit further future capital management activities, which we expect to continually review as part of our strategy. Please refer to "Notes to
Consolidated Financial Statements - Note 17 — Subsequent Events" under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for further information on our preference shares.

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

COVID-19 Pandemic

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

As described herein, we are not currently engaged in active reinsurance underwriting and continues to run off the remaining unearned exposures it has reinsured. Maiden Global’s business development teams partner with automobile
manufacturers, dealer associations and local primary insurers to design and implement point of sale insurance programs which generate revenue for the auto manufacturer and insurance premiums for the primary insurer ("IIS unit"). Our
IIS unit does write limited primary insurance coverages that could be exposed to COVID-19 claims. While we assess our exposure to COVID-19 insurance and reinsurance claims on our existing insurance exposures and remaining
reinsurance exposures as limited and immaterial, given the uncertainty surrounding the COVID-19 pandemic and its impact on the insurance industry, our preliminary estimates of loss and LAE and estimates of reinsurance recoverable
arising from the COVID-19 pandemic may materially change. Maiden Reinsurance has not received any COVID-19 claims to date but our companies within our IIS unit have received a limited number of claims related to those
coverages which it deems as immaterial. Unanticipated issues relating to claims and coverage may emerge, which could adversely affect our business by increasing the scope of coverage beyond our intent and/or increasing the
frequency and severity of claims.

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

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

2020 and 2019 Financial Highlights

For the Year Ended December 31,
Summary Consolidated Statement of Income Data:
Net income (loss) from continuing operations
Loss from discontinued operations, net of income tax
Net income (loss)
Gain from repurchase of preference shares
Net income (loss) attributable to Maiden common shareholders
(9)
Basic and diluted earnings (loss) per common share :
Net income (loss) attributable to Maiden common shareholders
Gain from repurchase of preference shares per common share
Gross premiums written
Net premiums earned
Underwriting income (loss)
Net investment income
Combined ratio
Non-GAAP measures:
Non-GAAP operating earnings (loss)
Non-GAAP diluted operating earnings (loss) per common share
Non-GAAP operating return on average common shareholders' equity

(2) (9)

(1)(9)

(4)

(3)

(1)

(5)

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

(12)

(7)

(6)

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
Adjusted shareholders' equity
Adjusted total capital resources
Ratio of debt to adjusted total capital resources

(13)

(10)

(11)

(8)

2020

2019

Change

41,762
—
41,762
38,195
79,957

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

111.4 %

47,076
0.55
25.9 %

($ in thousands except per share data)
(109,362)
$
(22,541)
(131,903)
—
(131,903)

(1.32)
—
(528,593)
447,762
(183,753)
97,837

148.6 %

(26,514)
(0.32)
(21.6)%

2020

2019

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

($ in thousands except per share data)
1,974,544
$
3,568,196
2,439,907
262,500
42,718
507,718
770,218

33.2 %

1.57
4.27
5.84

22.2 %
1.55

2.46
602,757
865,257

30.3 %

34.1 %

0.51
4.27
4.78

0.50

1.87
620,668
883,168

29.7 %

Change

151,124
22,541
173,665
38,195
211,860

2.25
0.45
559,982
(341,681)
201,027
(43,076)
(37.2)

73,590
0.87
47.5

(518,411)
(619,741)
(546,608)
—
90,788
20,098
20,098
(0.9)

1.06
—
1.06

1.05

0.59
(17,911)
(17,911)
0.6

(1) Non-GAAP operating earnings (loss), non-GAAP operating earnings (loss) per common share and non-GAAP operating return on average common equity are non-GAAP financial measures. See "Key Financial Measures" for additional information.
(2) Please refer to "Notes to Consolidated Financial Statements - Note 12. Earnings per Common Share" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for the calculation of basic and diluted earnings (loss) per common share.
(3) Underwriting income or loss is a non-GAAP measure and is calculated as net premiums earned plus other insurance revenue less net loss and LAE, commission and other acquisition expenses and general and administrative expenses directly related to underwriting activities. See "Key

Financial Measures" for additional information.

(4) Combined ratio is calculated by adding together the net loss and LAE ratio and the expense ratio.
(5) Total investments and cash and cash equivalents includes both restricted and unrestricted.
(6) Total capital resources is the sum of the Company's principal amount of debt and Maiden shareholders' equity. See "Key Financial Measures" for additional information.
(7) Book value per common share is calculated using common shareholders’ equity (shareholders' equity excluding the aggregate liquidation value of our preference shares) divided by the number of common shares outstanding. See "Key Financial Measures" for additional information.
(8) Diluted book value per common share is calculated by dividing common shareholders' equity, adjusted for assumed proceeds from the exercise of dilutive options, by the number of outstanding common shares plus dilutive options and restricted shares (assuming exercise of all dilutive

share based awards).

(9) During a period of loss, the basic weighted average common shares outstanding is used in the denominator of the diluted loss per common share computation as the effect of including potential dilutive shares would be anti-dilutive.
(10) Adjusted book value per common share is a non-GAAP measure that is calculated using common shareholders' equity, adjusted for the unamortized deferred gain on retroactive reinsurance, divided by the number of common shares outstanding. See "Key Financial Measures" for

additional information.

(11) Adjusted shareholders' equity and adjusted total capital resources are calculated by adding the unamortized deferred gain on retroactive reinsurance to the GAAP shareholders' equity and GAAP total capital resources, respectively. The deferred gain arises from the LPT/ADC Agreement

with Cavello relating to losses from the AmTrust Quota Share agreement. Under U.S. GAAP, the deferred gain shall be amortized over the estimated remaining settlement period. See "Key Financial Measures" for additional information.

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

Key Financial Measures

Revenues

We historically derived the majority of our revenues from premiums on reinsurance contracts, net of any reinsurance or retrocessional coverage purchased and to a minor extent from premiums from insurance policies. Reinsurance

premiums are a function of the amount and types of policies and contracts we write, as well as prevailing market prices. Our prices are determined before our ultimate costs, which may extend far into the future, are known.

As a result of the significant strategic transactions implemented during 2019 and 2020, our gross and net premiums written will continue to be materially lower going forward and our net investment income will increasingly become

a significantly larger portion of our total revenues compared to prior periods.

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

Expenses

Our expenses currently consist largely of net loss and LAE, commission and other acquisition expenses, general and administrative expenses, interest and amortization expenses, foreign exchange and other gains or losses, the latter

of which includes on a non-recurring basis any gains or losses from the disposal of subsidiaries.

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

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

General and administrative expenses include personnel expenses (including share-based compensation expense), rent expenses, legal and professional fees, information technology costs and other general operating expenses. General

and administrative expenses are allocated to the reportable segments on an actual basis except salaries and benefits where management’s judgment is applied; however general corporate expenses are not allocated to the segments.

Non-GAAP Financial Measures

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

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

Non-GAAP operating earnings (loss) is an internal performance measure used by management as these measures focus on the underlying fundamentals of the Company's operations by excluding, on a recurring basis: (1) net realized
gains or losses on investment; (2) total other-than-temporary impairment losses; (3) foreign exchange and other gains or losses; (4) the portion of favorable or unfavorable prior year reserve development for which we have ceded the
risk under retroactive reinsurance agreements and related changes in amortization of the deferred gain liability; and (5) interest in income of equity method investments. It also excludes on a non-recurring basis: (1) loss from
discontinued operations, net of income tax; and (2) loss and related activity from our NGHC Quota Share run-off operations which was commuted in November 2019. We exclude net realized gains (losses) on investment, other-than-
temporary impairment losses, interest in income of equity method investments and foreign exchange and other gains or losses as we believe these are influenced by market opportunities and other factors. We do not believe results from
our NGHC Quota Share run-off operations commuted in November 2019 and results from our discontinued operations, and ceded risks under retroactive reinsurance agreements 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 less net loss and LAE, commission and other acquisition expenses and general and administrative expenses
directly related to underwriting activities. For purposes of these non-GAAP operating measures, the fee-generating business which is included in our Diversified Reinsurance segment, is considered part of the underwriting operations of
the Company. Management believes that this measure is important in evaluating the underwriting performance of the Company and its segments. This measure is also a useful tool to measure the profitability of the Company separately
from the investment results and is also a widely used performance indicator in the insurance industry. A reconciliation of the Company's underwriting results can be found in the Company's Consolidated Financial Statements in the
"Notes to Consolidated Financial Statements Note 3. Segment Information" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K.

Combined ratio is commonly used in the insurance and reinsurance industry in conjunction with underwriting income (loss) as a measure of underwriting profitability. Management measures underwriting results on an overall basis
and for each segment on the basis of the combined ratio. The combined ratio is the sum of the net loss and LAE ratio and the expense ratio and the computations of each component are described below. A combined ratio under 100%
indicates underwriting profitability, as the net loss and LAE, commission and other acquisition expenses and general and administrative expenses are less than the net premiums earned and other insurance revenue on that business.
While the Company has continued to utilize this non-GAAP measure in this Annual Report on Form 10-K for the year ended December 31, 2020, it is important to note that as the run-off of our reinsurance portfolios progresses, such
ratios may increasingly be of less value to readers as they evaluate the financial results of the Company, particularly compared to historical data. Please refer to "Notes to Consolidated Financial Statements - Note 3. Segment Reporting"
included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for further details.

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

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

Non-GAAP Operating Return on Average 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 (loss) 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 or loss 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 preferred share repurchases.

Ratio of Debt to Total Capital Resources: Management uses this non-GAAP measure to monitor the financial leverage of the Company. This measure is calculated using the total principal amount of debt divided by the sum of total

capital resources.

Non-GAAP underwriting income (loss), Non-GAAP earnings (loss) and LAE ratio, and Non-GAAP combined ratio: Management has further adjusted underwriting income or loss, as defined above, as well as the reported loss and
LAE ratios and reported combined ratios by excluding the portion of favorable or unfavorable prior year reserve development for which we have ceded the risk under 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 for understanding future trends in our operations.

Adjusted Total Shareholders' Equity, Adjusted Total Capital Resources, Ratio of Debt to Adjusted Total Capital Resources and Adjusted Book Value per Common Share: Management has adjusted GAAP shareholders' equity by
adding the unamortized deferred gain on retroactive reinsurance arising from the LPT/ADC Agreement to shareholders' equity. The unamortized deferred gain on retroactive reinsurance arising from 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; and 2) changes in estimated ultimate losses for certain workers'
compensation reserves previously commuted by the Company 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 represents amounts 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 retroactive reinsurance agreement is helpful to understand future trends in our
operations, which will improve the Company's shareholders' equity over the settlement period.

Critical Accounting Policies and Estimates

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

Reserve for Loss and Loss Adjustment Expenses

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

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

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

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

The reserve for IBNR is generally estimated by management based on various factors, including actuarial analysis and actual loss experience to date. Our actuaries employ standard actuarial methodologies to determine estimated
ultimate loss reserves. In selecting management's best estimate of loss and LAE reserves, we consider the range of results produced by many actuarial methods and the appropriateness of those estimates. These actuarial methodologies
are described in "Notes to Consolidated Financial Statements - Note 9. Reserve for Loss and Loss Adjustment Expenses" included under Item 8 "Financial Statement and Supplementary Data".

The composition of the reserve for loss and LAE at December 31, 2020 and 2019 was as follows:

December 31,

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

Reserve for loss and LAE

2020

2019

($ in thousands)

998,691 $
894,608
1,893,299 $

1,271,358
1,168,549
2,439,907

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 LPT/ADC Agreement are recorded as a deferred gain on retroactive reinsurance on the Consolidated Balance Sheets which represents the cumulative adverse development under the AmTrust Quota Share covered by the
LPT/ADC Agreement at December 31, 2020. Amortization of the deferred gain will not occur until paid losses have exceeded the minimum retention under the LPT/ADC Agreement, which is estimated to be in 2024.

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

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

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

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

Significant Assumptions Employed in the Estimation of Reserve for Loss and Loss Adjustment Expenses: The most significant assumptions used at December 31, 2020 to estimate the reserve for loss and LAE within our reporting

segments are as follows:

• the information developed from internal and independent external sources can be used to develop meaningful estimates of the likely future performance of business bound by the Company;

• the loss and exposure information provided by ceding companies, insureds and brokers in support of their reinsurance submissions have been used by the Company's pricing actuaries to derive meaningful estimates of the likely

future performance of business bound with respect to each contract and policy;

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

• no significant emergence of losses or types of losses that are not represented in the information supplied to the Company by its brokers, ceding companies and insureds will occur; and

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

The five assumptions above most significantly influence the Company’s determination of initial expected loss ratios and expected loss reporting and payment patterns that are the key inputs which impact potential variability in the

estimate of the reserve for loss and LAE and are applicable to each of the Company’s business segments. These factors are combined with the

actuarial judgment exercised by our reserving actuaries. While there can be no assurance that any of the above assumptions will prove to be correct, we believe that this process represents a realistic and appropriate basis for estimating
the reserve for loss and LAE. Loss emergence factors and expected loss ratios used in the reserving process are based on a blend of our own direct experience, cedant experience and industry benchmarks, when appropriate. The
benchmarks selected were those that we believe are most similar to our underwriting business.

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

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

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

• the differing case reserving practices among ceding companies;

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

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

• 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, 2020, 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, 2020, there were no significant backlogs related to the processing of policy or contract information in any of our reporting segments.

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

Potential Volatility in the Reserve for Loss and LAE: In addition to the factors creating uncertainty in the Company’s estimate of loss and LAE, the Company’s estimated reserve for loss and LAE can change over time because of

unexpected changes in the external environment. Potential changing external factors include:

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

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

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

• changes in the judicial and/or arbitration environment regarding the interpretation of policy and contract provisions relating to the determination of coverage and/or the amount of damages awarded for certain types of claims;

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

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

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

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

The change in loss reserve estimates from the prior year is referred to as Prior Year Development ("PPD"). We experienced favorable PPD of $16.5 million and adverse PPD of $112.5 million for the years ended

December 31, 2020 and 2019, respectively, primarily within the AmTrust Reinsurance segment. Please refer to “Notes to

Consolidated Financial Statements - Note 9. Reserve for Loss and Loss Adjustment Expenses” included under Item 8. "Financial Statements and Supplementary Data" of this Form 10-K for further details.

The Company creates a statistical distribution around the estimate of reserve for loss and LAE based on an assumption of the volatility inherent in the estimate. The Company, in the analysis of reserves for loss and ALAE, 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 alae, and professional actuarial judgement. The size of the range is related to the level of confidence associated with the
point estimate, as well as the amount of uncertainty inherent in the characteristics of the exposure being evaluated.

Based on this range of reasonable reserves, our required reserves after reinsurance recoverable could increase by approximately $206.7 million, or 11.3%, of our consolidated net loss and LAE reserves, excluding the impact of the

LPT/ADC Agreement. If the LPT/ADC Agreement were to be considered, our required reserves could increase by approximately $126.7 million, or 9.7% 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.

because a single contract may contain multiple coverage period options and these estimates are revised based on the actual coverage period selected by the original insured.

Unearned premiums represent the portion of premiums written which is applicable to the unexpired term of the contract or policy in force. These premiums can be subject to estimates based upon information received from ceding

companies and any subsequent differences arising on such estimates are recorded in the period in which they are determined.

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

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

Assessing whether or not a reinsurance contract meets the condition for risk transfer requires judgment. The determination of risk transfer is critical to reporting premiums written and is based, in part, on the use of actuarial and

pricing models and assumptions. If we determine that a reinsurance contract does not transfer sufficient risk, we account for the contract as a deposit liability rather than a premium written.

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

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.

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, 2020 and 2019.

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

Please refer to "Notes to Consolidated Financial Statements - Note 2. Significant Accounting Policies" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for a discussion on
the impairment evaluation performed by the Company on its investment portfolio. For the year ended December 31, 2020, the Company recognized $2.5 million of impairment losses in its results of operation (2019 - $0.2 million) due
to the OTTI of fixed maturity investments held. 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 details.

Results of Operations

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

For the Year Ended December 31,

Gross premiums written

(1)

(2)

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

(1)

Loss from discontinued operations, net of income tax
Gain from repurchase of preference shares

Net income (loss) available to Maiden common shareholders

(3)

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

(6)

(5)

(4)

Combined ratio

(7)

2020

2019

($ in thousands)

31,389

28,432

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

38.9 %
36.1 %
36.4 %
72.5 %
111.4 %

(528,593)

(531,850)

447,762
2,841
(452,829)
(169,760)
(11,767)
(183,753)
(35,451)
97,837
27,860
(165)
2,719
(19,320)
911
—
(109,362)
(22,541)
—
(131,903)

100.5 %
37.6 %
10.5 %
48.1 %
148.6 %

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

Net Income (Loss)

Net income available to Maiden common shareholders for the year ended December 31, 2020 was $80.0 million compared to a net loss of $131.9 million for the same period in 2019. The net improvement in our results for the year
ended December 31, 2020 compared to the same period in 2019 was primarily due to the following:

• net income from continuing operations of $41.8 million compared to a net loss from continuing operations of $109.4 million for the same period in 2019 largely due to the following factors:

• underwriting income of $17.3 million compared to an underwriting loss of $183.8 million during the year ended December 31, 2019. The reduction in the underwriting income was due to:

◦

the impact of lower loss ratios for current year premiums earned during 2020 compared to 2019; and

favorable prior year loss development of $16.5 million or 15.4 percentage points in 2020 compared to adverse prior year loss development of $112.5 million or 25.0 percentage points for 2019 which had been incurred
primarily within the AmTrust Reinsurance segment for each respective period.

• interest in income of equity method investments of $5.1 million for the year ended December 31, 2020 which were newly acquired in the third quarter of 2020.

The improvement in our results was partially offset by the following:

• a reduction in net investment income of $43.1 million or 44.0% for the year ended December 31, 2020 compared to 2019, primarily due to the decline in average investable assets of 32.4%;

• lower realized gains on investment which were $24.5 million for the year ended December 31, 2020 compared to realized gains of $27.9 million in 2019;

• investment impairment losses of $2.5 million for the year ended December 31, 2020 compared to $0.2 million in 2019; and

• foreign exchange and other losses of $8.5 million for the year ended December 31, 2020 compared to foreign exchange and other gains of $2.7 million for 2019.

• no impact from discontinued operations for the year ended December 31, 2020 compared to a net loss from discontinued operations of $22.5 million in 2019 resulting from the Settlement and Commutation Agreement entered

into between the Company and Enstar on July 31, 2019 which caused a net additional loss of $16.7 million to be recognized.

• gain from repurchase of preference shares of $38.2 million for the year ended December 31, 2020 resulting from the 2020 Tender Offer.

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, 2020 and 2019:

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

Total

2020

2019

Change in

Total

% of Total

Total

% of Total

37,258
(8,826)
28,432

131.1 % $
(31.1)%
100.0 % $

49,151
(581,001)
(531,850)

(9.3)% $

109.3 %
100.0 % $

(11,893)
572,175
560,282

(24.2)%
(98.5)%

(105.3)%

Net premiums written for the year ended December 31, 2020 were $28,432 compared to negative net premiums written of $(531,850) during 2019 due to the following:

• Premiums written in the Diversified Reinsurance segment decreased by $11.9 million or 24.2% for the year ended December 31, 2020 compared to 2019 largely due to lower premiums written in German Auto programs in our

IIS business.

• There were no new premiums written in AmTrust Reinsurance segment due to the termination of both the AmTrust Quota Share and the European Hospital Liability Quota Share effective January 1, 2019. Negative premiums
written for the AmTrust Reinsurance segment in 2019 are primarily the result of return premium and other adjustments after the termination of the AmTrust contracts in 2019. In 2019, the Partial Termination Amendment
resulted in Maiden Reinsurance returning $648.0 million in unearned premiums to AII, or $436.8 million net of applicable ceding commission and brokerage.

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

Net Premiums Earned

Net premiums earned decreased by $341.7 million or 76.3% for the year ended December 31, 2020 compared to the same period in 2019. 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, 2020 and 2019:

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

Total

2020

2019

Change in

Total

% of Total

Total

% of Total

47,847
58,234
106,081

45.1 % $
54.9 %
100.0 % $

83,691
364,071
447,762

18.7 % $
81.3 %
100.0 % $

(35,844)
(305,837)
(341,681)

(42.8)%
(84.0)%

(76.3)%

Net premiums earned in the AmTrust Reinsurance segment for the year ended December 31, 2020 decreased by $305.8 million or 84.0% compared to 2019 due to the terminations of the AmTrust Quota Share and the European

Hospital Liability Quota Share effective January 1, 2019. Please refer to the analysis of our AmTrust Reinsurance segment for further discussion.

Net premiums earned in our Diversified Reinsurance segment for the year ended December 31, 2020 decreased by $35.8 million or 42.8% compared to 2019 driven by non-renewals in our European Capital Solutions business

combined with reductions in quota share cessions for German Auto Programs within our IIS business. Please refer to the analysis of our Diversified Reinsurance segment for further discussion.

Other Insurance Revenue

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

Net Investment Income

Net investment income decreased by $43.1 million or 44.0% for the year ended December 31, 2020 compared to 2019, primarily due to the decline in average investable assets of 32.4%. The decline in investable assets is largely due
to the cessation of active reinsurance underwriting which has materially reduced our revenues resulting in significant negative operating cash flows as we run-off our existing reinsurance liabilities. Net investment income also decreased
due to the decline in average book yields to 2.2% for the year ended December 31, 2020 compared to 2.7% in 2019, which is the result of both lower interest rates and shorter duration of assets in our fixed income portfolios.

The following table details our average investable assets and book yield for the years ended December 31, 2020 and 2019:

For the Year Ended December 31,

Average investable assets
Average book yield

(2)

(1)

2020

2019

($ in thousands)

2,488,076

2.2 %

3,679,285

2.7 %

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

Net Realized Gains on Investment

Net realized gains on investment were $24.5 million for the year ended December 31, 2020, compared to net realized gains on investment of $27.9 million for 2019. Net realized gains for the year ended December 31, 2020 were

primarily due to sales of corporate bonds during the year for the settlement of claim payments to AmTrust.

Net realized gains on investment of $27.9 million for 2019 were primarily the result of corporate bond sales in anticipation of completing and funding the LPT/ADC Agreement with Enstar as well as sales of corporate bonds for the
settlement of the Commutation Payment to AmTrust via transfer of cash and invested assets on August 12, 2019. The investment gains were partially offset by investment losses realized on the non-cash transfer of corporate and other
debt securities in early 2019 related to the Partial Termination Amendment with AmTrust and conversion of a portion of reinsurance trust assets held as collateral into a funds withheld receivable.

Net Impairment Losses Recognized in Earnings

The Company recognized $2.5 million of OTTI losses on four fixed maturity investments for the year ended December 31, 2020 compared to $0.2 million of OTTI losses on one fixed maturity investment for the year ended

December 31, 2019.

Interest in Income of Equity Method Investments

The Company recognized interest in income of equity method investments, which include hedge fund investments of $29.4 million, of $5.1 million for the year ended December 31, 2020 which were newly acquired in the third

quarter of 2020.

Net Loss and Loss Adjustment Expenses

Net loss and LAE decreased by $411.0 million, or 90.8%, during the year ended December 31, 2020 compared to the same period in 2019 largely due to the cessation of active reinsurance underwriting, including the termination of

the AmTrust Quota Share and European Hospital Liability Quota Share effective January 1, 2019.

The loss ratio for 2020 was impacted by net favorable prior year reserve development of $16.5 million or 15.4 percentage points during 2020 compared to net adverse prior year reserve development of $112.5 million or 25.0

percentage points during 2019. The prior year development is discussed in greater detail in the individual segment discussion and analysis.

The net loss and LAE ratio decreased to 38.9% for the year ended December 31, 2020 compared to 100.5% for 2019 largely due to the significant reduction in adverse prior year reserve development in our AmTrust Reinsurance
segment where significant reserve strengthening occurred in 2019. The improvement in loss ratios in 2020 is primarily the result of the termination of the AmTrust Quota Share and European Hospital Liability Quota Share effective
January 1, 2019.

Commission and Other Acquisition Expenses

Commission and other acquisition expenses decreased by $131.0 million or 77.1% for the year ended December 31, 2020 compared to 2019 due to significantly lower earned premiums in both of our reportable segments. The

commission and other acquisition expense ratio decreased to 36.1% for the year ended December 31, 2020 compared to 37.6% for 2019.

General and Administrative Expenses

General and administrative expenses include both segment and corporate expenses segregated for analytical purposes as a component of underwriting income. Such expenses for the years ended December 31, 2020 and 2019 are

comprised of:

For the Year Ended December 31,

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

Total general and administrative expenses

2020

2019

($ in thousands)
9,488 $

29,630
39,118 $

11,767
35,451
47,218

Total general and administrative expenses decreased by $8.1 million, or 17.2%, for the year ended December 31, 2020 compared to 2019. The general and administrative expense ratio increased to 36.4% for the year ended
December 31, 2020 compared to 10.5% for 2019 as a result of significantly lower earned premiums. Lower earned premiums were due to the termination of both AmTrust Reinsurance quota share contracts effective January 1, 2019 and
non-renewals within our International business in the Diversified Reinsurance segment. Corporate general and administrative expenses for the year ended December 31, 2020 decreased by $5.8 million or 16.4% compared to 2019
largely due to lower salary, benefits and other corporate expenses associated with the Strategic Review and related headcount reductions that were initiated in late 2018.

Interest and Amortization Expenses

The interest and amortization expenses related to the outstanding senior notes issued by Maiden Holdings in 2016 and Maiden NA in 2013 ("Senior Notes") were $19.3 million for the years ended December 31, 2020 and 2019,
respectively. Please refer to "Notes to Consolidated Financial Statements - Note 7 — Long-Term Debt" included under Item 8 "Financial Statements and Supplementary Data" of this Form 10-K for further details on the Senior Notes.
The weighted average effective interest rate for the Senior Notes was 7.6% for the years ended December 31, 2020 and 2019, respectively.

Foreign Exchange and Other Losses (Gains)

Net foreign exchange and other losses amounted to $8.5 million during the year ended December 31, 2020 compared to net foreign exchange and other gains of $2.7 million in 2019. Net foreign exchange losses of $8.1 million were

realized during the year ended December 31, 2020 due to the weakening of the U.S. dollar on the re-measurement of net loss reserves and related liabilities denominated in British pound and euro.

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

Income Tax Benefit

The Company recorded an income tax benefit of $0.1 million and $0.9 million for the years ended December 31, 2020 and 2019, respectively. These amounts relate to income tax benefits generated on the losses of our international

subsidiaries. The effective rate of income tax was (0.3)% for the year ended December 31, 2020 compared to (0.8)% for the year ended December 31, 2019.

Underwriting Results by Reportable Segment

Diversified Reinsurance Segment

The underwriting results and associated ratios for our Diversified Reinsurance segment for the years ended December 31, 2020 and 2019 were as follows:

For the Year Ended December 31,

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

Underwriting loss

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

Combined ratio

$
$
$

2020

2019

($ in thousands)

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

$
$
$

50.7 %
37.6 %
14.1 %
51.7 %
102.4 %

52,408
49,151
83,691
2,841
(49,905)
(29,898)
(8,872)
(2,143)

57.7 %
34.5 %
10.3 %
44.8 %
102.5 %

The combined ratio for the year ended December 31, 2020 decreased to 102.4% compared to 102.5% in 2019 largely due to significant declines in earned premium volume that increased the expense ratio which was offset by lower

loss ratios. Please see the respective sections on net loss, commissions and administrative expenses for factors that have impacted the combined ratios in the discussion below.

Premiums - Gross premiums written decreased by $12.0 million, or 22.8% for the year ended December 31, 2020 compared to 2019 primarily due to lower premiums written in German Auto programs in our IIS business.

Net premiums written for the year ended December 31, 2020 decreased by $11.9 million or 24.2% compared to 2019 mainly due to lower net premiums written in our German Auto programs in our IIS business resulting from a

lower quota share cession percentage which declined from 65% in 2018 to 50% in 2019 and 35% in 2020 in the German Auto programs.

Net premiums earned decreased by $35.8 million or 42.8% during the year ended December 31, 2020 compared to 2019 primarily due to lower earned premiums from German Auto programs and non-renewals in European Capital

Solutions.

Other Insurance Revenue - Other insurance revenue, which represents fee income from our IIS business that is not directly associated with premium revenue assumed by the Company as well as other income earned from
transitional services relating to the sale of Maiden US, decreased by $1.6 million or 55.1% to $1.3 million for the year ended December 31, 2020 compared to 2019. The fee income from transitional services declined by $1.0 million
since 2019 as fewer services were provided during 2020 for Maiden US which was sold in late 2018. The decline of $0.5 million from International was due to lower fee income from Australia business.

The table below shows other insurance revenue by source for the years ended December 31, 2020 and 2019:

For the Year Ended December 31,

International
Other income

Total Diversified Reinsurance

2020

2019
($ in thousands)

Change

1,145
131
1,276

1,673
1,168
2,841

(528)
(1,037)
(1,565)

Change
%
(31.6) %
(88.8) %

(55.1) %

Net Loss and LAE - Net loss and LAE decreased by $25.0 million or 50.1% for the year ended December 31, 2020 compared to 2019. Net loss and LAE ratios were 50.7% and 57.7% for the years ended December 31, 2020 and

2019, respectively, which decreased by 7.0 percentage points for the year ended December 31, 2020 compared to 2019.

The 2020 loss ratio was impacted by favorable prior year loss reserve development of $1.3 million or 2.6 percentage points during 2020, compared to the impact of favorable development of $1.5 million or 1.7 percentage points on
the loss ratio in 2019. The 2020 development was driven by favorable experience in facultative reinsurance run-off lines and partly offset by adverse development experienced in European Capital Solutions. The 2019 development was
due to favorable development in German Auto programs and facultative reinsurance run-off lines.

The impact on the net loss and LAE ratios should be considered in conjunction with the commission and other acquisition expense ratio as changes to either ratio can be effected by changes in the mix of business and the impact of
increases in the commission and other acquisition expense rates on pro-rata contracts with loss sensitive features. As a result of these factors, as well as the impact on the loss ratio described above, the combined ratio decreased by 0.1
percentage points for the year ended December 31, 2020 compared to 2019.

Commission and Other Acquisition Expenses - Commission and other acquisition expenses decreased by $11.4 million or 38.2%, for the year ended December 31, 2020 compared to 2019 primarily due to the corresponding amount

of net premiums earned which similarly decreased in this segment.

The commission and other acquisition expense ratio increased 3.1 percentage points to 37.6% for the year ended December 31, 2020 compared to 34.5% for 2019 reflecting the change in the mix of pro rata versus excess of loss

premiums written during the year. Please refer to the preceding paragraph for other factors that can impact the combined ratio.

General and Administrative Expenses - General and administrative expenses decreased by $1.9 million or 21.8% for the year ended December 31, 2020 compared to 2019. The general and administrative expense ratio increased to

14.1% for the year ended December 31, 2020 compared to 10.3% for 2019 due to significantly lower net premiums earned during the year.

The overall expense ratio (including commission and other acquisition expenses) increased to 51.7% for the year ended December 31, 2020 compared to 44.8% for 2019 largely as a result of lower premium revenue during the year

as noted above.

AmTrust Reinsurance Segment

The AmTrust Reinsurance segment reported underwriting income of $18.5 million for the year ended December 31, 2020 compared to an underwriting loss of $181.3 million for the year ended December 31, 2019. The improvement
in the underwriting results was driven by favorable experience in loss development on prior year reserves, which resulted in a sharply lower combined ratio on significantly lower premiums earned during the year ended December 31,
2020.

The underwriting results and associated ratios for the AmTrust Reinsurance segment for the years ended December 31, 2020 and 2019 were as follows:

For the Year Ended December 31,

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

Underwriting income (loss)

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

Combined ratio

$
$
$

2020

2019

($ in thousands)

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

$
$
$

29.0 %
34.9 %
4.4 %
39.3 %
68.3 %

(581,001)
(581,001)
364,071
(402,612)
(139,862)
(2,895)
(181,298)

110.6 %
38.4 %
0.8 %
39.2 %
149.8 %

The combined ratio decreased by 81.5 percentage points to 68.3% for the year ended December 31, 2020 compared to 149.8% for 2019 due to the impact of favorable prior year loss development of $15.2 million or 26.2 percentage
points during 2020 compared to the impact of adverse prior year loss development of $113.7 million or 31.3 percentage points during 2019. Please see the section on losses and LAE below for information regarding the impact of loss
development on combined ratios.

Premiums - There were negative gross and net premiums written for the year ended December 31, 2020 reflecting premium adjustments under the commutation of certain home warranty business in the AmTrust Quota Share from
April 1, 2020. Also, the termination of the AmTrust Quota Share and the European Hospital Liability Quota Share as of January 1, 2019, resulted in no new business written under these contracts during 2020. In 2019, the Partial
Termination Amendment resulted in Maiden

Reinsurance returning $648.0 million in unearned premium to AII, or approximately $436.8 million net of applicable ceding commission and brokerage, which caused negative gross and net premiums written for the year
ended December 31, 2019.

The table below shows net premiums written by category for the years ended December 31, 2020 and 2019:

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

Total AmTrust Reinsurance

2020

2019

Total

% of Total

Total

% of Total

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

130.5 % $
0.2 %
(30.7)%
100.0 % $

(324,311)
(25,869)
(230,821)
(581,001)

55.8 %
4.5 %
39.7 %
100.0 %

Net premiums earned decreased by $305.8 million, or 84.0% for the year ended December 31, 2020 compared to 2019 due to termination of the AmTrust Quota Share and European Hospital Liability Quota Share as of January 1,
2019. The negative net premiums earned on Small Commercial Business for the year ended December 31, 2020 was due to premium adjustments and earned premium returns for the commutation of certain home warranty business in
the AmTrust Quota Share as of April 1, 2020. The table below details net premiums earned by category for the years ended December 31, 2020 and 2019:

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

Total AmTrust Reinsurance

2020

2019

Total

% of Total

Total

% of Total

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

(18.8)% $
0.1 %
118.7 %
100.0 % $

91,723
138,380
133,968
364,071

25.2 %
38.0 %
36.8 %
100.0 %

Net Loss and Loss Adjustment Expenses - Net loss and LAE decreased by $385.7 million, or 95.8%, for the year ended December 31, 2020 compared to 2019 due to significantly lower earned premiums as a result of the

termination of both quota share agreements with AmTrust. Net loss and LAE ratios decreased to 29.0% for the year ended December 31, 2020 compared to 110.6% for 2019.

During the year ended December 31, 2020, the net loss and LAE ratio decreased by 81.6 points compared to 2019 due to the following factors:

• Impact of favorable prior year loss development which was $15.2 million or 26.2 points during 2020, compared to adverse prior year development of $113.7 million or 31.3 points during 2019 which was incurred as follows:

•

The favorable development of $15.2 million in 2020 was due to favorable development of $39.0 million in Workers Compensation and favorable development of $12.9 million in Other lines, partly offset by adverse
development of $17.7 million in Commercial Auto Liability and adverse development of $18.3 million in General Liability; and

The adverse development of $113.7 million in 2019 was due to Commercial Auto Liability of $118.5 million and General Liability of $116.7 million in accident years 2014 to 2018, partly offset by favorable
development in Workers Compensation of $113.0 million in accident years 2016 to 2018.

• Partial Termination Amendment caused significant changes in the mix of business earned in 2020 compared to 2019. These changes resulted in a current year loss ratio which decreased relative to the same period in 2019 for

the remaining in-force business.

Commission and Other Acquisition Expenses - Commission and other acquisition expenses decreased by $119.5 million, or 85.5%, for the year ended December 31, 2020 compared the same period in 2019 due to significantly
lower earned premiums as a result of the terminations of both quota share agreements with AmTrust effective as of January 1, 2019. The commission and other acquisition expense ratio decreased to 34.9% for the year ended
December 31, 2020 compared to 38.4% in 2019.

General and Administrative Expenses - General and administrative expenses decreased by $0.3 million or 11.8% for the year ended December 31, 2020 compared to 2019. The general and administrative expense ratio increased to
4.4% for the year ended December 31, 2020 compared to 0.8% in 2019 as a result of much lower earned premiums due to the termination of both quota share agreements with AmTrust as of January 1, 2019. The overall expense ratio
(including commission and other acquisition expenses) increased to 39.3% for the year ended December 31, 2020 compared to 39.2% in 2019 primarily due to relatively stable administrative segment expenses combined with
significantly lower earned premiums discussed above.

Liquidity and Capital Resources

Liquidity

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

As of December 31, 2020, the Company had investable assets of $2.3 billion compared to $2.8 billion as of December 31, 2019. Investable assets are the combined total of our investments (excluding equity method investments),
cash and cash equivalents (including restricted), loan to a related party and funds withheld receivable. The decrease in our investable assets is primarily the result of negative operating cash flows during 2020, particularly as a result of
our cessation of active reinsurance underwriting, including certain contract terminations that occurred in 2019 that required the disbursement of cash and investments to settle claim payments in 2020.

As discussed previously in the "Item 7 - Management's Discussion and Analysis of Financial Condition and Results of Operations - General Overview - Recent Developments" section, the most significant of these transactions are:

•

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

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

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

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

As previously indicated, Maiden Reinsurance re-domesticated from Bermuda to Vermont on March 16, 2020. We continue to be actively engaged with the Vermont DFR regarding the formulation of Maiden Reinsurance's longer
term business plan, including its investment policy, changes to which require prior regulatory approval as stipulated by Vermont law or the Vermont DFR for any active underwriting, capital management or other strategic initiatives.
Maiden Reinsurance has received all necessary approvals required to date by the Vermont DFR, including its 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 (discussed further in Item 7 - Management's Discussion and Analysis of Financial Condition and Results of Operations –
Liquidity & Capital Resources – Cash and Investments); and 2) the purchase of affiliated securities as demonstrated in the 2020 Tender Offer. The Investment Policy, as approved, 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, 2020, Maiden Reinsurance had statutory capital and surplus of $972.4 million, exceeding the
amounts required to be maintained of $147.0 million at December 31, 2020. 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. Prior to its re-domestication to Vermont, Maiden Reinsurance was prohibited from declaring and paying any dividends by the Bermuda Monetary Authority. During the years ended December 31,
2020 and 2019, Maiden Reinsurance did not pay any dividends to Maiden Holdings and Maiden NA.

Maiden Holdings has two Swedish domiciled operating subsidiaries, Maiden LF and Maiden GF, which are both regulated by the Swedish FSA. At December 31, 2020, Maiden LF and Maiden GF each had a statutory capital and
surplus of $10.6 million and $10.7 million, respectively, exceeding the amounts required to be maintained of $5.2 million and $6.9 million, respectively, at December 31, 2020. 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, 2020, Maiden LF and Maiden GF are
allowed to pay dividends or distributions not exceeding $0.5 million and $0.3 million, respectively. During the years ended December 31, 2020 and 2019, Maiden LF and Maiden GF did not pay any dividends to Maiden Holdings.

Maiden Holdings’ wholly owned U.K. subsidiary, Maiden Global, operates as a reinsurance services and holding company. Maiden Global is subject to regulation by the U.K. Financial Conduct Authority (the "FCA"). At

December 31, 2020, Maiden Global is allowed to pay dividends or distributions not exceeding $4.8 million. During 2020 and 2019, Maiden Global paid dividends to Maiden Holdings of $0.0 million and $5.1 million, respectively.

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

Operating, investing and financing cash flows

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

Our business has undergone significant changes since 2018. As previously noted, the Strategic Review resulted in a series of transactions that have materially reduced our balance sheet risk and transformed our operations. As a
result of the transactions entered into from the Strategic Review, we are not engaged in any active underwriting of reinsurance business thus our net premiums written will continue to be materially lower and investment income will
become a significantly larger portion of our total revenues. This has caused significant negative operating cash flows as we run off the AmTrust Reinsurance reserves as shown in the table below.

As noted in our Business Strategy, in November 2020, we formed Genesis Legacy Solutions (“GLS”) which will specialize in providing a full range of legacy services to small insurance entities, We believe the formation of GLS is
highly complementary to our overall longer-term strategy and will not only enhance our profitability through both fee income and effective claims management services, but it will also increase our asset base through the addition of
blocks of reserves or companies that can be successfully wound down. While the development of the GLS platform over time should further enhance our ability to pursue the asset and capital management pillars of our business
strategy, we still expect the trend of negative overall cash flows to continue to reduce our asset base going forward into 2021 and beyond.

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

At December 31, 2020 and 2019, unrestricted cash and cash equivalents and unrestricted fixed maturity investments were $269.2 million and $435.0 million, respectively. The decrease in these balances during 2020 was partly the
result of the $30.1 million utilized for the 2020 Tender Offer and $36.8 million utilized for Other Investments, as described further in the discussion on investing and financing cash flows below. The Company’s management believes its
current sources of liquidity are adequate to meet its cash requirements for the next twelve months. The table below summarizes our operating, investing and financing cash flows for the years ended December 31, 2020 and 2019:

For the Year Ended December 31,

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

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

Cash Flows from Operating Activities

2020

2019

($ in thousands)

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

(1,142,601)
913,177
(18)
(382)
(229,824)

Cash flows used in operating activities for the year ended December 31, 2020 were $541.8 million compared to cash flows used in operating activities of $1.1 billion for the year ended December 31, 2019, a decrease of $600.8

million. Cash flows used in discontinued operations were $0.0 million for the year ended December 31, 2020 compared to $2.4 million in the year ended December 31, 2019.

Cash flows used in continuing operating activities for the year ended December 31, 2020 were $541.8 million compared to cash flows used in continuing operations of $1.1 billion for the year ended December 31, 2019. The
operating cash flows used in continuing operations for the years ended December 31, 2020 and 2019 were primarily the result of the termination of the AmTrust Quota Share including both the Partial Termination Amendment and the
Commutation and Release Agreement, and the termination of the European Hospital Liability Quota Share, which significantly decreased gross premiums written during the respective periods while claim payments have been
principally from the run-off of existing reserves for loss and LAE.

Cash Flows from Investing Activities

Cash flows from investing activities consist primarily of proceeds from sales and maturities of investments less payments for investments acquired. Net cash provided by investing activities was $596.0 million for the year
ended December 31, 2020 compared to $913.2 million for 2019 primarily due to proceeds from the sale of fixed maturity investments which were made to settle claim payments during the year ended December 31, 2020 and partly
offset by recent purchases of other investments as the Company pursues alternative sources of investment income. Net cash flows for 2019 were higher primarily due to considerable sales of fixed maturity investments which were made
to settle the Commutation Payment of $312.8 million and retrocession premium of $445.0 million under the LPT/ADC Agreement in the third quarter of 2019.

Cash flows used in discontinued operations was $0.0 million for the year ended December 31, 2020 compared to cash flows used in discontinued operations of $6.1 million during 2019. Cash flows provided by continuing operations
was $596.0 million for the year ended December 31, 2020 compared to cash flows provided by continuing operations of $919.3 million during 2019. For the year ended December 31, 2020, the proceeds from the sales, maturities and
calls exceeded the purchases of fixed maturity securities by $666.3 million compared to an inflow of $924.0 million during 2019.

Cash Flows from Financing Activities

Cash flows used in financing activities were $30.1 million for the year ended December 31, 2020 which is primarily due to the repurchase of the Company's preference shares. On December 24, 2020, the Company paid $30.1
million for a specified number of its Preference Shares pursuant to the 2020 Tender Offer as part of its recent capital management strategy. The aggregate total consideration paid by the Company for the preference shares accepted for
purchase was $29.7 million excluding fees. This compared to cash flows used in financing activities of $18.0 thousand in 2019 which represented repurchases of common shares to settle employee withholding in respect of tax
obligations on the vesting of restricted shares and performance based shares. No dividends on common or preference shares were paid during 2020 and 2019. Our Board of Directors have not declared any common or preference share
dividends since the fourth quarter of 2018.

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, 2020 and 2019, restricted cash and cash equivalents and fixed maturity investments used as collateral were $1.1 billion and $1.5 billion, respectively. This collateral represented 80.0% and 77.6% of the fair value of
our total fixed maturity investments and cash, restricted cash and cash equivalents at December 31, 2020 and 2019, respectively. The following table provides additional information on those assets used as collateral at December 31,
2020 and 2019:

December 31,

($ in thousands)
Diversified Reinsurance
AmTrust Reinsurance

Total

As a % of Consolidated Balance Sheet captions

Restricted Cash &
Equivalents

2020
Fixed
Maturities

Total

Restricted Cash &
Equivalents

2019
Fixed
Maturities

22,064
39,722
61,786

100.0%

65,355
952,914
1,018,269

83.9%

87,419
992,636
1,080,055

84.7%

22,905
36,176
59,081

100.0%

67,709
1,380,963
1,448,672

78.9%

Total

90,614
1,417,139
1,507,753

79.6%

Maiden Reinsurance loaned funds of $168.0 million to AmTrust at December 31, 2020 and 2019, 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 reinsurance agreements, the Company and AmTrust amended the Loan Agreement between Maiden Reinsurance, AmTrust
and AII, originally entered into on November 16, 2007, to extend the maturity date to January 1, 2025 and the parties acknowledged that due to the termination of the AmTrust Quota Share, no further loans or advances may be made
pursuant to the Loan Agreement.

On January 11, 2019, a portion of the existing trust accounts used for collateral on the AmTrust Quota Share were converted to a funds withheld arrangement. The Company transferred cash and investments of $575.0 million to
AmTrust as a funds withheld receivable which bears an annual interest rate of 3.5%, subject to annual adjustment. The annual interest rate was adjusted to 2.65% during the first quarter of 2020. Also, Maiden Reinsurance transferred
cash of €45.1 million ($51.2 million) to AIU DAC as a funds withheld receivable as collateral for the European Hospital Liability Quota Share. Effective January 24, 2019, AIU DAC pays Maiden Reinsurance a fixed annual interest
rate of 0.5% on the average daily funds withheld balance which is subject to annual adjustment.

Collateral arrangements with ceding insurers may subject our assets to security interests or require that a portion of our assets be pledged to, or otherwise held by, third parties. Although the investment income derived from these
assets, while held in trust, accrues to our benefit, the investment of these assets is governed by the terms of the letter of credit facilities or the investment regulations of the state or territory of domicile of the ceding insurer, which may
be more restrictive than the investment

regulations applicable to the Company under U.S. law in the State of Vermont. The restrictions may result in lower investment yields on these assets, which may adversely affect our profitability.

We do not anticipate that the restrictions on liquidity resulting from restrictions on the payments of dividends by our subsidiary companies or from assets committed in trust accounts or those assets used to collateralize letter of credit

facilities will have a material impact on our ability to carry out our normal business activities.

Cash and Investments

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

which are all designated as AFS at December 31, 2020. As of of December 31, 2020 and 2019, our cash and investments consisted of:

At December 31,

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

Total Investments and Cash (including cash equivalents)

2020

2019

($ in thousands)

1,213,411 $
39,886
67,010
1,320,307
74,040
61,786
1,456,133 $

1,835,518
—
31,748
1,867,266
48,197
59,081
1,974,544

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 securities.

As our insurance liabilities continue to run-off and the required capital to operate our business for regulatory purposes decreases, we have modified Maiden Reinsurance’s investment policy (which has been approved by the Vermont
DFR as noted) and have expanded the range of asset classes we invest in to enhance the income and returns our investment portfolio produces. We categorize these investments as "Other Investments" and "Equity Method Investments"
on our consolidated balance sheets as discussed in "Note 2 — Significant Accounting Policies" included under Part II Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K. During 2020, under
this revised investment policy, we increased the amount of investments in these categories, and in 2021 and beyond, we expect to continue to increase the amounts invested therein. Under our investment policy, investments included in
these categories could include, but are not limited to, privately held investments, private equity, credit funds, fixed-income funds, hedge funds, equity funds, real estate and other non-fixed-income investments.

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 portfolio consists of alternative investments that subject us to restrictions on redemption, which may limit our ability to withdraw funds for
some period of time after the initial investment. The values of, and returns on, such investments may also be more volatile.

We believe our other investments and equity method investments portfolio provides diversification against our fixed-income investments and an opportunity for improved risk-adjusted return, however, the returns of these

investments may be more volatile and we may experience significant unrealized gains or losses in a particular quarter or year.

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.

The substantial majority of our current and future investments are held by Maiden Reinsurance, whose investment policy has been approved by the Vermont DFR. We may utilize a portion of Maiden Reinsurance's unrestricted assets

to purchase affiliated securities and in 2020 we utilized $30.1 million in conjunction with the 2020 Tender Offer. Maiden Reinsurance has received all necessary approvals for its investment policy.

Cash & Cash Equivalents

At December 31, 2020, we consider the levels of cash and cash equivalents we are holding to be within our targeted ranges. During periods when interest rates experience greater volatility, we have periodically maintained more cash

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

Fixed Maturity Investments

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

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

Total

December 31, 2019
AFS fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government/supranational bonds
Asset-backed securities
Corporate bonds
Municipal bonds
Total AFS fixed maturities
Cash and cash equivalents

Total

Original or
Amortized
Cost

Gross
Unrealized
Gains

Gross
Unrealized
Losses

Fair
Value

Average yield

(1)

Average duration

(2)

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

($ in thousands)
34 $

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

— $

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

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

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

2.0 %

1.4
1.9
6.2
0.7
3.1
2.3
0.0

2.1

Original or
Amortized
Cost

Gross
Unrealized
Gains

Gross
Unrealized
Losses

Fair
Value

Average yield

(1)

Average duration

(2)

94,921 $
533,296
11,796
187,881
981,441
4,091
1,813,426
107,278
1,920,704 $

($ in thousands)
704 $

6,717
294
821
31,140
55
39,731
—
39,731 $

— $

(1,291)
(91)
(532)
(15,725)
—
(17,639)
—
(17,639) $

95,625
538,722
11,999
188,170
996,856
4,146
1,835,518
107,278
1,942,796

2.5 %
2.9 %
1.2 %
3.8 %
2.9 %
4.6 %
3.0 %
0.6 %

2.8 %

0.7
4.1
4.6
0.9
3.4
1.4
3.2
0.0

3.0

(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, 2020, the yield on the 10-year U.S. Treasury bond decreased by 99 basis points to 0.93%. The 10-year U.S. Treasury rate is the key risk-free determinant in the fair value of many of the fixed
income securities in our portfolio. The U.S. Treasury yield curve experienced a material downward shift during the year ended December 31, 2020, reflecting significant global financial and economic volatility from the COVID-19
pandemic which spread during much of 2020. The global nature of the pandemic resulted in an abrupt downturn in economic activity both globally and within the U.S., and financial markets experienced unprecedented volatility during
this period. The U.S. Federal Reserve, along with central bankers globally, have implemented multiple rounds of rapid and aggressive monetary measures to provide liquidity to financial markets and to relieve imbalances that rapidly
formed in those markets in the face of the pandemic and its economic and financial impacts. Government policymakers in the U.S. and globally have additionally implemented an ongoing series of unprecedented fiscal policy measures
to provide immediate and near-term economic relief to affected populations. These policymakers have signaled an expectation to continue these policy measures for the foreseeable future into 2021.

The movement in the market values of our fixed maturity portfolio during the year ended December 31, 2020 generated net unrealized gains of $27.4 million, despite the ongoing COVID-19 pandemic which has initially caused
widening credit spreads, a surging demand for liquidity and a slowdown to global economic activity. Due in large part to the ongoing uncertainty caused by the COVID-19 pandemic in global financial markets during the year ended
December 31, 2020, our investment portfolio experienced significant fluctuation in unrealized gains and losses (largely due to rapidly fluctuating credit spreads on fixed income investments), increased volatility, heightened credit risk,
and declines in average yields on our fixed income investments. Our investment portfolios may be adversely impacted by unfavorable market conditions caused by the COVID-19 pandemic, which could cause continued volatility in our
results of operations and negatively impact our financial condition.

Interest rate risk is the price sensitivity of a security to changes in interest rates. Credit spread risk is the price sensitivity of a security to changes in credit spreads. As noted, the fair value of our fixed maturity investments will
fluctuate with changes in interest rates and credit spreads. We attempt to maintain adequate liquidity in our fixed maturity investments portfolio with a strategy designed to emphasize the preservation of our invested assets and provide
sufficient liquidity for the prompt payment of claims and contract liabilities. We also monitor the duration and structure of our investment portfolio as discussed below. As of

December 31, 2020, 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 $28.4 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.

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, 2020 and 2019, these respective durations in years were as follows:

December 31,
Fixed maturities and cash and cash equivalents
Reserve for loss and LAE

(1)

2020

2019

2.1
3.9

3.0
4.2

(1)

During the year ended December 31, 2020, the weighted average duration of our fixed maturity investment portfolio decreased by 0.9 years to 2.1 years while the duration for reserve for loss and LAE decreased by 0.3 years to 3.9
years. The differential in duration between these assets and liabilities may fluctuate over time and, in the case of fixed maturities, historically has been affected by factors such as market conditions, changes in asset mix and prepayment
speeds in the case of both our Agency MBS and commercial mortgage-backed securities. At December 31, 2020, the duration of our fixed maturity investment portfolio decreased compared to December 31, 2019 due to continued sales
of fixed maturity investments primarily made to settle claim payments with AmTrust. The duration of our loss reserves net of the LPT/ADC Agreement was in line with the duration of our fixed maturity investment portfolio
at December 31, 2020.

At December 31, 2020, 100.0% of the Company’s U.S. agency bond holdings are mortgage-backed ("Agency MBS"). Additional details on the Agency MBS holdings at December 31, 2020 and 2019 were as follows:

December 31,
($ in thousands)

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

Total U.S. agency bonds - mortgage-backed securities

Fair Value

% of Total

Fair Value

% of Total

2020

2019

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

6.2 % $
1.9 %
42.6 %
49.3 %
100.0 % $

33,079
7,075
241,905
256,663
538,722

6.1 %
1.3 %
44.9 %
47.7 %
100.0 %

Agency MBS bonds comprises 23.2% of our fixed maturity investments at December 31, 2020. Given their relative size to our total investments, if faster prepayment patterns were to occur over an extended period of time, this could

potentially limit the growth in our investment income in certain circumstances or reduce the total amount of investment income we earn.

At December 31, 2020 and 2019, 96.1% and 99.7%, respectively, of our fixed maturity investments consisted of investment grade securities. We define a security as being below investment grade if it has an S&P credit rating of

BB+ or equivalent, or less. 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.

The security holdings by sector and financial strength rating of our corporate bond holdings at December 31, 2020 and 2019 were as follows:

December 31, 2020
Corporate bonds
Basic Materials
Communications
Consumer
Energy
Financial Institutions
Industrials
Technology

Total Corporate bonds

December 31, 2019
Corporate bonds
Basic Materials
Communications
Consumer
Energy
Financial Institutions
Industrials
Technology

Total Corporate bonds

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

AAA, AA+, AA, AA-

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

Ratings

(1)

— %
— %
— %
2.5 %
7.2 %
— %
— %
9.7 %

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

Ratings

(1)

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

AAA, AA+, AA, AA-

A+, A, A-

BBB+, BBB, BBB-

BB+ or lower

— %
— %
0.2 %
0.9 %
3.1 %
— %
— %
4.2 %

0.6 %
2.4 %
8.3 %
6.1 %
30.1 %
1.8 %
1.7 %
51.0 %

1.4 %
4.0 %
19.6 %
3.8 %
10.7 %
3.5 %
1.2 %
44.2 %

Fair Value

($ in thousands)

% of Corporate bonds

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

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

Fair Value

($ in thousands)

% of Corporate bonds

19,517
64,159
279,940
107,369
443,983
53,279
28,609
996,856

2.0 %
6.4 %
28.1 %
10.8 %
44.5 %
5.3 %
2.9 %
100.0 %

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

— % $
— %
— %
— %
0.6 %
— %
— %
0.6 % $

At December 31, 2020, the Company’s ten largest corporate holdings, 50.0% of which are U.S. dollar denominated, 39.0% of which are in the Consumer Sector and 48.2% of which are in the Financial Institutions sector, at fair

value were as follows:

December 31, 2020

Electricite de France, 4.625%, Due 9/11/2024
UBS Group Funding (Jersey) Ltd, 2.65% Due 2/1/2022
Abbvie Inc., 3.80%, Due 3/15/2025
Nordea Bank ABP, 0.875% Due 6/26/2023
Anheuser-Busch INBEV NV, 2.875% Due 9/25/2024
Deutsche Bank AG, 1.25%, Due 9/8/2021
Brookfield Asset Management Inc., 4.00% Due 1/15/2025
Carlsberg Breweries A/S, 2.5%, Due 5/28/2024
Bayer US Finance LLC, 3.375% Due 10/8/2024
Deutsche Bank AG (NY Branch), 3.7%, Due 5/30/2024

Total

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

Fair Value
($ in thousands)

% of Total Fixed Income Holdings

Rating

(1)

18,522
17,432
16,728
13,684
13,560
13,549
13,381
13,232
13,097
11,833
145,018

1.5 %
1.5 %
1.4 %
1.1 %
1.1 %
1.1 %
1.1 %
1.1 %
1.1 %
1.0 %
12.0 %

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

At December 31, 2020 and 2019, respectively, we hold the following non-U.S. dollar denominated securities:

December 31,
($ in thousands)
Non-U.S. dollar denominated corporate bonds
Non-U.S. government and supranational bonds

Total non-U.S. dollar denominated securities

Fair Value

% of Total

Fair Value

% of Total

2020

2019

349,231
9,708
358,939

97.3 % $
2.7 %
100.0 % $

310,323
11,999
322,322

At December 31, 2020 and 2019, respectively, these non-U.S. securities are invested in the following currencies:

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

Total non-U.S. dollar denominated securities

Fair Value

% of Total

Fair Value

% of Total

2020

2019

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

91.8 % $
6.4 %
1.4 %
0.4 %
100.0 % $

272,493
42,342
5,364
2,123
322,322

96.3 %
3.7 %
100.0 %

84.5 %
13.1 %
1.7 %
0.7 %
100.0 %

The net increase in non-U.S. dollar denominated fixed maturities is primarily due to the relative appreciation of Euro denominated corporate bonds during the year ended December 31, 2020. At December 31, 2020 and 2019, all of

the Company's non-U.S. government and supranational issuers have a rating of A or higher by S&P.

For our non-U.S. dollar denominated corporate bonds, the following table summarizes the composition of the fair value of our fixed maturity investments at December 31, 2020 and 2019 by ratings:

(1)

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

Total non-U.S. dollar denominated corporate bonds

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

Fair Value

% of Total

Fair Value

% of Total

2020

2019

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

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

481
21,231
137,584
145,546
5,481
310,323

0.2 %
6.8 %
44.3 %
46.9 %
1.8 %
100.0 %

The Company does not employ any credit default protection against any of the fixed maturity investments held in non-U.S. dollar denominated currencies at December 31, 2020 and 2019, respectively.

Other Investments and Equity Method Investments

Our investments categorized as "Other Investments" and "Equity Method Investments" include private equity 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.

Our allocation to other investments and equity method investments increased to 7.3% of our total cash and investments as of December 31, 2020 compared to 1.6% as of December 31, 2019; and increased to 20.3% of our total

shareholders' equity as of December 31, 2020 compared to 6.3% as of December 31, 2019.

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

Report on Form 10-K.

Other Balance Sheet Changes

The following table summarizes the Company's other material balance sheet changes at December 31, 2020 and 2019:

December 31,

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

2020

2019
($ in thousands)

Change

Change
%

592,571 $
51,903
654,805
1,893,299
144,271
74,941
53,002

623,422 $
77,356
684,441
2,439,907
220,269
112,950
32,444

(30,851)
(25,453)
(29,636)
(546,608)
(75,998)
(38,009)
20,558

(4.9)%
(32.9)%
(4.3)%
(22.4)%
(34.5)%
(33.7)%
63.4 %

The Company's deferred commission and other acquisition expenses decreased by 32.9% and unearned premiums decreased by 34.5% primarily due to the Partial Termination Amendment with AmTrust on a cut-off basis and the
termination of the remaining business under both quota share contracts with AmTrust which are now in run-off with no new business written beginning January 1, 2019. Funds withheld receivable decreased by 4.3% primarily due to
lower funds withheld to be utilized as collateral for the European Hospital Liability Quota Share.

Accrued expenses and other liabilities increased by 63.4% as at December 31, 2020 compared to December 31, 2019 due to increases in reinsurance balances payable as a result of claims incurred under the run-off of AmTrust

reinsurance contracts. The Company's reserve for loss and LAE decreased by 22.4% primarily due to the recent commutation of workers' compensation reserves during 2019 in the AmTrust Reinsurance segment.

The deferred gain on retroactive reinsurance decreased by 33.7% or $38.0 million for the year ended December 31, 2020 due to the following: 1) $14.3 million in loss and loss adjustment expenses recognized as favorable loss
development in the Company’s GAAP income statement that are covered by the LPT/ADC Agreement; and 2) $23.7 million related to a reduction in estimated ultimate losses for certain workers’ compensation losses previously
commuted by the Company to AmTrust which are subject to specific terms and conditions pursuant to the LPT/ADC Agreement. This impacted the reinsurance recoverable on unpaid losses which decreased by 4.9% or $30.9 million as
at December 31, 2020 compared to December 31, 2019.

Capital Resources

Capital resources consist of funds deployed in support of our operations. Our total capital resources increased by $20.1 million, or 2.6% at December 31, 2020, compared to December 31, 2019 primarily due to net income

attributable to common shareholders as well as unrealized gains on our investment portfolio and partially offset by the repurchase of preference shares.

The following table shows the movement in total capital resources at December 31, 2020 and 2019:

December 31,

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

Total capital resources

2020

2019
($ in thousands)

Change

Change
%

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

465,000 $
42,718
507,718
262,500
770,218 $

(70,690)
90,788
20,098
—
20,098

(15.2)%
212.5 %
4.0 %
— %

2.6 %

The major factors contributing to the net increase in total capital resources were primarily due to total shareholders' equity at December 31, 2020 which increased by $20.1 million, or 4.0%, compared to December 31, 2019 due to

the following factors:

• net income attributable to Maiden common shareholders of $80.0 million for the year ended December 31, 2020; and

• net increase in additional paid-in capital due to share based compensation of $2.4 million; and

• net increase in additional paid-in capital of $2.4 million due to the 2020 Tender Offer; and

• net increase in AOCI of $6.0 million which arose due to: (1) an increase in net unrealized gains on investment of $27.4 million resulting from the net increase in the fair value of our investment portfolio relating to market price
movements due to declining interest rates during the year ended December 31, 2020; and (2) a decrease in cumulative translation adjustments of $21.3 million due to the effect of the appreciation of the euro relative to the
original currencies on our non-U.S. dollar net liabilities (excluding non-U.S. dollar denominated fixed maturities); and

Partially offset by:

• net decrease in preference share capital of $70.7 million as a result of the 2020 Tender Offer.

On February 21, 2017, the Company's Board approved the repurchase of up to $100.0 million of the Company's common shares from time to time at market prices. During the years ended December 31, 2020 and 2019, the Company
did not repurchase any common shares under its share repurchase authorization as it is precluded from repurchasing its common shares due to its failure to pay dividends on its preference shares. Until such time as dividends on
preference shares are paid, the Company will not be able to repurchase or pay dividends on its common shares. At December 31, 2020, the Company had a remaining authorization of $74.2 million for share repurchases.

Please refer to "Notes to Consolidated Financial Statements - Note 13 — Shareholders’ Equity" included under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for a discussion of the

equity instruments issued by the Company at December 31, 2020 and 2019.

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

On April 17, 2020, the Company received a letter from NASDAQ stating that the Company had not regained compliance during the compliance period and that the Company’s securities would be delisted from the NASDAQ Capital
Market by the opening of business on April 28, 2020 unless the Company requests an appeal of NASDAQ’s determination to a Hearings Panel. On April 24, 2020, the Company filed a Hearing Request Form to appeal NADSAQ’s
determination with the Hearings Panel, which stayed the de-listing until a decision is rendered subsequent to the appeal hearing. On June 2, 2020, the Company issued a press release announcing it had regained compliance with
NADSAQ’s mimimum bid price and all applicable listing requirements for continued listing, therefore the appeal hearing was canceled. Accordingly, the Company's common shares continue to be listed on the NASDAQ Capital
Market.

Preference Shares

The principal purpose of the 2020 Tender Offer was to adjust our capital structure to reflect current operations and the amount of capital required to operate Maiden Reinsurance. The Board has not declared or paid a dividend on the
Preference Shares since the fourth quarter of 2018 and there can be no assurance that it will declare and pay dividends on the Preference Shares in the future. The Preference Shares are perpetual and there is no fixed date on which we
are required to redeem or otherwise repurchase them. Further, given the perpetual form of capital the Preference Shares represent, there can be no assurance that the Company or Maiden Reinsurance will make additional tender offers in
the future to purchase the Preference Securities. Maiden Reinsurance used unrestricted cash on hand of $30.1 million to pay the consideration payable by it pursuant to the 2020 Tender Offer and the fees and expenses incurred by it in
connection therewith.

Book value and diluted book value per common share at December 31, 2020 and 2019 were computed as follows:

December 31,

Ending Maiden common shareholders’ equity
Proceeds from assumed conversion of dilutive options

Numerator for diluted book value per common share calculation

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

Denominator for diluted book value per common share calculation

Book value per common share
Diluted book value per common share

2020

2019

($ in thousands except share and per share data)

133,506 $
10
133,516 $

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

1.57 $
1.55

42,718
—
42,718

83,148,458
1,818,797
84,967,255

0.51
0.50

At December 31, 2020, book value per common share increased by 207.8% to $1.57 and diluted book value per common share increased by 210.0% to $1.55, compared to December 31, 2019. This was primarily due to the gain on
the 2020 Tender Offer of $38.2 million which increased book value by $0.45 per common share. Book value also increased due to net income of $41.8 million and a net increase in AOCI of $6.0 million for the year ended December 31,
2020.

On March 3, 2021, the Company's Board approved the repurchase, including the repurchase by Maiden Reinsurance within its investment guidelines, of up to $100.0 million of the Company's preference shares. Please refer to

"Notes to Consolidated Financial Statements - Note 17 — Subsequent Events" under Item 8 "Financial Statements and Supplementary Data" of this Annual Report on Form 10-K for further information on our preference shares.

Senior Notes

There were no changes in the Company’s Senior Notes at December 31, 2020 compared to December 31, 2019 and the Company did not enter into any short-term borrowing arrangements during the year ended December 31, 2020.
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.

The ratio of Debt to Total Capital Resources at December 31, 2020 and 2019 was computed as follows:

December 31,

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

Ratio of debt to total capital resources

2020

2019

($ in thousands)

262,500
527,816
790,316

33.2 %

262,500
507,718
770,218

34.1 %

Non-GAAP 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 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 as follows:

Non-GAAP operating earnings were $47.1 million for the year ended December 31, 2020, compared to a non-GAAP operating loss of $26.5 million for the same period in 2019. The Company's non-GAAP operating results included
a non-GAAP underwriting income of $3.0 million for the year ended December 31, 2020, compared to a non-GAAP underwriting loss of $70.8 million for the same period in 2019, which was primarily the result of underwriting results
in the AmTrust segment not covered by the LPT/ADC Agreement, specifically the run-off of the AmTrust Quota Share with losses occurring after December 31, 2018 (including the additional ceding commission paid under the Partial
Termination Amendment) as well as claims related to the European Hospital Liability Quota Share. The significant improvement in non-GAAP underwriting losses for the year ended December 31, 2020 as compared to 2019 was
augmented by other general and administrative expenses which decreased by $5.8 million and partly offset by net investment income which decreased by $43.1 million.

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

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

For the Year Ended December 31,

Net income (loss)
Add (subtract):
Net realized gains on investment
Total other-than-temporary impairment losses
Foreign exchange and other losses (gains)
Loss from NGHC Quota Share run-off
(Favorable) adverse prior year loss development subject to LPT/ADC Agreement
Loss from discontinued operations, net of income tax
Interest in income of equity method investments

Non-GAAP operating earnings (loss)

Diluted earnings (loss) per share attributable to common shareholders
Add (subtract):
Net realized gains on investment
Total other-than-temporary impairment losses
Foreign exchange and other losses (gains)
Loss from NGHC Quota Share run-off
(Favorable) adverse prior year loss development subject to LPT/ADC Agreement
Loss from discontinued operations, net of income tax
Interest in income of equity method investments

Non-GAAP diluted operating earnings (loss) per common share

2020

2019

($ in thousands except per share data)

79,957 $

(131,903)

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

0.93 $

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

(27,860)
165
(2,719)
312
112,950
22,541
—
(26,514)

(1.59)

(0.34)
—
(0.03)
0.01
1.36
0.27
—
(0.32)

Non-GAAP Operating ROACE

Non-GAAP Operating ROACE for the years ended December 31, 2020 and 2019 was computed as follows:

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

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

Non-GAAP Underwriting Results and Combined Ratio

The following summarizes our non-GAAP underwriting results for the years ended December 31, 2020 and 2019:

For the Year Ended December 31,

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

(1)

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

(1)

$
$
$

2020

2019

($ in thousands)

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

25.9 %

2020

2019

($ in thousands)

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

$
$
$

52.3 %
36.1 %
36.4 %
72.5 %
124.8 %

(26,514)
89,275
155,668
122,472

(21.6)%

(528,593)
(531,850)
447,762
2,841
(339,879)
(169,760)
(11,767)
(70,803)

75.4 %
37.6 %
10.5 %
48.1 %
123.5 %

(1) Non-GAAP underwriting income (loss), non-GAAP net loss and LAE, non-GAAP net loss and LAE ratio, and non-GAAP combined ratio for the years ended December 31, 2020 and 2019 include the impact of prior year reserve development subject to the LPT/ADC Agreement in the
respective periods. Please see the "Key Financial Measures" section for definitions of non-GAAP underwriting income (loss), non-GAAP net loss and LAE, non-GAAP net loss and LAE ratio, and non-GAAP combined ratio.

The non-GAAP underwriting results as well as the non-GAAP loss and LAE and ratios and non-GAAP combined ratios include the impact of prior year loss reserve development related to the AmTrust Quota Share which is fully

recoverable from Cavello and subject the LPT/ADC Agreement to show the ultimate economic benefit to the Company.

As shown in the table above, adjusted for the impact of favorable prior year reserve development subject to the LPT/ADC of $14.3 million during the year ended December 31, 2020, the non-GAAP underwriting income was $3.0
million. This compared to a non-GAAP underwriting loss of $70.8 million for the same period in 2019 when adjusted for the impact of adverse prior year reserve development subject to the LPT/ADC Agreement of $113.0 million
during the year ended December 31, 2019.

The non-GAAP underwriting results in all respective periods were primarily the result of underwriting results in the AmTrust segment not covered by the LPT/ADC Agreement, specifically the run-off of the AmTrust Quota Share
with losses occurring after December 31, 2018 (including the additional ceding commission paid under the Partial Termination Amendment) as well as claims related to the European Hospital Liability Quota Share. Underwriting results
in the Diversified segment during the years ended December 31, 2020 and 2019, respectively, were relatively stable.

The non-GAAP combined ratio during the year ended December 31, 2020 was 124.8% compared to 123.5% during 2019.

For the Year Ended December 31,
Combined ratio
Less: change in unamortized deferred gain on retroactive reinsurance

Non-GAAP combined ratio

Non-GAAP Net Loss and LAE

2020

2019

111.4 %
(13.4)%
124.8 %

148.6 %
25.1 %
123.5 %

As noted previously, adjusted for the impact of favorable prior year loss development on AmTrust reserves subject to the LPT/ADC Agreement, the non-GAAP net loss and LAE for the year ended December 31, 2020 increased by
$14.3 million as this development is ultimately recoverable from Cavello. In comparison, adjusted for the impact of adverse prior year loss development on AmTrust reserves subject to the LPT/ADC Agreement during the year ended
December 31, 2019, the non-GAAP net loss and LAE decreased by $113.0 million as these reserves are ultimately recoverable from Cavello.

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

For the Year Ended December 31,

Net loss and loss adjustment expenses
Less: impact of (favorable) adverse PPD subject to LPT/ADC Agreement

Non-GAAP net loss and loss adjustment expenses

2020

2019

($ in thousands)

41,799 $
(14,304)
56,103 $

452,829
112,950
339,879

Adjusted for the impact of favorable prior year loss development on AmTrust reserves subject to the LPT/ADC Agreement of $14.3 million during the year ended December 31, 2020, non-GAAP net loss and LAE was $56.1
million. Adjusted for the impact of adverse prior year loss development on AmTrust reserves subject to the LPT/ADC Agreement of $113.0 million during the year ended December 31, 2019, non-GAAP net loss and LAE was $339.9
million. The non-GAAP net loss and LAE ratio was 52.3% for the year ended December 31, 2020 compared to 75.4% for the same period in 2019.

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, 2020 and 2019 reflects the addition of the unamortized deferred gain on retroactive reinsurance to
the GAAP shareholders' equity as depicted in the computations below. The unamortized deferred gain of $74.9 million at December 31, 2020 and $113.0 million at December 31, 2019 arises from the LPT/ADC Agreement with Cavello
relating to losses subject to that agreement which are fully recoverable from Cavello.

The change in the unamortized deferred gain on retroactive reinsurance of $38.0 million for the year ended December 31, 2020 is attributable to the following: (1) $14.3 million in loss and loss adjustment expenses recognized as
favorable loss development in the Company's GAAP income statement subject to the LPT/ADC Agreement; and (2) $23.7 million related to a reduction in estimated ultimate losses for certain workers' compensation reserves previously
commuted by the Company to AmTrust which are subject to specific terms and conditions pursuant to the LPT/ADC Agreement. We believe the inclusion of the unamortized deferred gain in these metrics better reflects the ultimate
economic benefit of the LPT/ADC Agreement, which will improve the Company's shareholders' equity over the settlement period under the terms of the agreement.

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 on retroactive reinsurance at December 31, 2020 and 2019:

December 31,

Preference shares
Common shareholders' equity
Total shareholders' equity
Unamortized deferred gain on retroactive reinsurance
Adjusted shareholders' equity
Senior Notes - principal amount

Adjusted total capital resources

2020

2019
($ in thousands)

Change

Change
%

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

465,000 $
42,718
507,718
112,950
620,668
262,500
883,168 $

(70,690)
90,788
20,098
(38,009)
(17,911)
—
(17,911)

(15.2)%
212.5 %
4.0 %
(33.7)%
(2.9)%
— %

(2.0)%

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

The adjusted book value per common share as reconciled for the recognition of the unamortized deferred gain on retroactive reinsurance at December 31, 2020 and 2019 was computed as follows:

December 31,
Book value per common share
Unamortized deferred gain on retroactive reinsurance

Adjusted book value per common share

Ratio of Debt to Adjusted Total Capital Resources

2020

2019

1.57 $
0.89
2.46 $

0.51
1.36
1.87

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, 2020 and 2019 was computed as follows:

December 31,

Senior notes - principal amount
Adjusted shareholders’ equity

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

Currency and Foreign Exchange

2020

2019

($ in thousands)

262,500
602,757
865,257

30.3 %

262,500
620,668
883,168

29.7 %

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, 2020, no such hedges or hedging strategies were in force or had been entered into. We measure monetary assets and liabilities denominated in foreign currencies at period end exchange rates, with the resulting
foreign exchange gains and losses recognized in the Consolidated Statements of Income. Revenues and expenses in foreign currencies are converted at quarterly average exchange rates during the year. The effect of the translation
adjustments for foreign operations is included in AOCI.

Net foreign exchange losses were $8.1 million during the year ended December 31, 2020 compared to net foreign exchange losses of $1.7 million during the year ended December 31, 2019.

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.

Recent Accounting Pronouncements

Refer to "Notes to Consolidated Financial Statements - Note 2. Significant Accounting Policies" included under Item 8 "Financial Statement and Supplementary Data", of this Annual Report on Form 10-K for a discussion on

recently issued accounting pronouncements not yet adopted.

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.

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, 2020. Based on their evaluation, our Principal Executive Officer and Principal Financial Officer concluded that, at December 31,
2020, 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, 2020 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, 2020 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, 2020. 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, 2020 that have materially affected, or

are reasonably likely to materially affect, our internal control over financial reporting.

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

Opinion on Internal Control Over Financial Reporting

Report of Independent Registered Public Accounting Firm

We have audited Maiden Holdings, Ltd.’s internal control over financial reporting as of December 31, 2020, 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, 2020, based on the COSO criteria.

We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the consolidated balance sheet of the Company as of December 31, 2020 and the related

consolidated statements of income, comprehensive income, changes in shareholders’ equity and cash flows for the year then ended, and the related notes and our report dated March 15, 2021 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.

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 15, 2021

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, 2021 (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

2020", "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.

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 15, 2021.

SIGNATURES

MAIDEN HOLDINGS, LTD.
By:

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

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

Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the dates indicated.

Signature

Title

Date

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

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

Director

March 15, 2021

EXHIBIT INDEX

Description

Memorandum of Association (as amended)
Bye-Laws
Form of Common Share Certificate
Registration Rights Agreement by and between Maiden Holdings, Ltd. and Friedman, Billings, Ramsey & Co., Inc., dated as of July 3, 2007
Form of Indenture for Debt Securities by and among Maiden Holdings North America, Ltd., Maiden Holdings, Ltd., as guarantor, and Wilmington Trust Company, as trustee
Certificate of Designations of 8.25% Non-Cumulative Preference Shares, Series A, adopted on August 7, 2012
Form of stock certificate evidencing 8.25% Series A Preference Share (included in Exhibit 4.4)
Third Supplemental Indenture, dated November 25, 2013, by and among Maiden Holdings North America, Ltd., Maiden Holdings, Ltd., as guarantor, and Wilmington Trust Company, as
trustee
Form of 7.75% Notes due 2043 (included in Exhibit 4.6)
Certificate of Designations of 7.125% Non-Cumulative Preference Shares, Series C, adopted on November 4, 2015
Form of stock certificate evidencing 7.125% Non-Cumulative Preference Shares, Series C (included in Exhibit 4.8)
Form of Indenture for Debt Securities by and between Maiden Holdings, Ltd., and Wilmington Trust National Association, as trustee
First Supplemental Indenture, dated as of June 14, 2016, by and between Maiden Holdings, Ltd., as guarantor, and Wilmington Trust National Association, as trustee
Certificate of Designations of 6.700% Non-Cumulative Preference Shares, Series D, adopted on May 2, 2017
Form of stock certificate evidencing 6.700% Non-Cumulative Preference Shares, Series D (included in Exhibit 4.12)
Description of the Registrant's Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934
2019 Omnibus Incentive Plan as of December 10, 2019
Form of Share Option Agreement under 2019 Omnibus Incentive Plan
Form of Restricted Share under 2019 Omnibus Incentive Plan
Form of Employment Agreement by and between Maiden and Patrick J. Haveron and Lawrence F. Metz, dated as of November 1, 2011
Master Agreement by and between Maiden Holdings, Ltd. and AmTrust Financial Services, Inc., dated as of July 3, 2007
Amendment No. 1 to the Master Agreement by and between Maiden Holdings, Ltd. and AmTrust Financial Services, Inc., dated as of September 17, 2007
Amendment No. 2 to the Master Agreement by and between Maiden Holdings, Ltd. and AmTrust Financial Services, Inc., dated as of January 30, 2019
Amended and Restated Quota Share Reinsurance Agreement by and between Maiden Insurance Company Ltd. and AmTrust International Insurance, Ltd. and dated as of June 1, 2008
Loan Agreement by and between AmTrust International Insurance, Ltd. and Maiden Insurance Company Ltd., dated as of November 16, 2007
Amendment No. 1 to the Loan Agreement by and between AmTrust International Insurance, Ltd. and Maiden Insurance Company Ltd., dated as of February 15, 2008
Amendment No. 2 to the Loan Agreement by and between Maiden Reinsurance Ltd. and AmTrust Financial Services, Inc., dated as of December 18, 2017

Exhibit
No.
3.1
3.2
4.1
4.2
4.3
4.4
4.5

4.6

4.7
4.8
4.9
4.10
4.11
4.12
4.13
4.14
10.1*
10.2*
10.3*
10.4*
10.5
10.6
10.7
10.8
10.9
10.10
10.11

Reference
(1)
(2)
(3)
(3)
(4)
(5)
(5)

(6)

(6)
(7)
(7)
(8)
(8)
(9)
(9)
(11)
(10)
(11)
(11)
(12)
(3)
(3)
(13)
(14)
(15)
(15)
†

E-1

10.12
10.13
10.14
10.15
10.16
10.17
10.18
10.19

10.20

10.21
10.22

10.23

10.24

10.25

10.26

10.27

10.28

10.29

10.30

10.31

10.32

2019 Amendment to the Loan Agreement by and between AmTrust International Insurance, Ltd. and Maiden Reinsurance Ltd., dated as of January 30, 2019.
Asset Management Agreement by and between AII Insurance Management Limited and Maiden Reinsurance Ltd. dated as of January 1, 2018
Novation Agreement between AII Insurance Management Limited, AmTrust Financial Services, Inc and Maiden Reinsurance Ltd. dated as of September 9, 2020
Asset Management Agreement by and between AII Insurance Management Limited and Maiden Life Forsakrings, AB dated as of January 1, 2018
Novation Agreement between AII Insurance Management Limited, AmTrust Financial Services, Inc. and Maiden Life Forsakrings, AB dated as of September 9, 2020
Asset Management Agreement by and between AII Insurance Management Limited and Maiden General Forsakrings, AB dated as of January 1, 2018
Novation Agreement between AII Insurance Management Limited, AmTrust Financial Services, Inc. and Maiden General Forsakrings, AB dated as of September 9, 2020
Reinsurance Brokerage Agreement by and between Maiden Insurance Company Ltd. and AII Reinsurance Broker Ltd., dated as of July 3, 2007
Endorsement No. 1 to the Amended and Restated Quota Share Reinsurance Agreement by and between Maiden Insurance Company Ltd. and AmTrust International Insurance, Ltd. dated
as of July 26, 2011
Endorsement No. 2 to the Quota Share Reinsurance Contract by and between Maiden Insurance Company Ltd. and AmTrust International Insurance, Ltd. dated as of March 7, 2013
Endorsement No. 3 to the Amended and Restated Quota Share Agreement between AmTrust International Insurance, Ltd. and Maiden Reinsurance Ltd. dated as of September 30, 2015
Endorsement No 4. to the Amended and Restated Quota Share Reinsurance Contract by and between Maiden Reinsurance Ltd. and AmTrust International Insurance, Ltd. dated as of
August 8, 2018
Endorsement No. 5 to the Amended and Restated Quota Share Reinsurance Contract by and between Maiden Reinsurance Ltd. and AmTrust International Insurance, Ltd. dated as of
November 6, 2018.
Quota Share Reinsurance Contract by and between Maiden Insurance Company Ltd. and AmTrust Europe Limited and/or AmTrust International Underwriters Limited dated as of April 1,
2011
Endorsement No. 1 to the Quota Share Reinsurance Contract by and between Maiden Insurance Company Ltd. and AmTrust Europe Limited and/or AmTrust International Underwriters
Limited dated as of July 26, 2011
Endorsement No. 2 to the Quota Share Reinsurance Contract by and between Maiden Insurance Company Ltd. and AmTrust Europe Limited and/or AmTrust International Underwriters
Limited dated as of August 7, 2012
Endorsement No. 3 to the Amended and Restated Quota Share Reinsurance Agreement by and between Maiden Reinsurance Ltd. and AmTrust International Insurance, Ltd. dated as of
March 1, 2015
Endorsement No. 4 to the Quota Share Reinsurance Contract by and between Maiden Reinsurance Ltd. and AmTrust Europe Limited and/or AmTrust International Underwriters Limited
dated as of July 1, 2016
Personal and Commercial Automobile Quota Share Reinsurance Agreement by and between Maiden Insurance Company Ltd. and Integon National Insurance Company, dated as March 1,
2010
Addendum No. 1 to Personal and Commercial Automobile Quota Share Reinsurance Agreement by and between Maiden Insurance Company Ltd. and Integon National Insurance
Company and others, dated as October 1, 2012
Termination of Personal and Commercial Automobile Quota Share Reinsurance Agreement by and between Maiden Insurance Company Ltd. and Integon National Insurance Company
and others, dated as August 1, 2013

(13)
†
†
†
†
†
†
(3)

(16)

(17)
(18)

(19)

(20)

(16)

(21)

(22)

(23)

(24)

(17)

(25)

E-2

10.33
10.34

10.35

10.36

10.37

10.38
10.39
10.40

10.41

10.42

10.43

10.44

10.45

10.46
14.1
21.1
23.1
23.2
31.1
31.2
32.1
32.2

101.1

Commutation and Release Agreement between Maiden Reinsurance Ltd. and Integon National Insurance Company dated November 1, 2019
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
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, 20200
Post-Termination Endorsement No. 2 between Maiden Reinsurance Ltd. and AmTrust International Insurance, Ltd to the Amended and Restated Quota Share Reinsurance Agreement,
dated January 13, 2020
Post-Termination Endorsement No. 2 between Maiden Reinsurance Ltd. and AmTrust Europe Limited and AmTrust International Underwriters DAC to the Quota Share Reinsurance
Contract, dated May 12, 2020
Commutation Agreement and Release by and between AmTrust International Insurance, Ltd. and Maiden Reinsurance Ltd., dated May 20, 2020
Code of Business Conduct and Ethics
Subsidiaries of the registrant
Consent of Ernst & Young LLP
Consent of Deloitte Ltd.
Section 302 Certification of CEO
Section 302 Certification of CFO
Section 906 Certification of CEO
Section 906 Certification of CFO
The following financial information from Maiden Holdings, Ltd.'s Annual Report on Form 10-K for the year ended December 31, 2020, formatted in XBRL (eXtensive Business Reporting Language): (i) the
Consolidated Balance Sheets at December 31, 2020 and 2019; (ii) the Consolidated Statements of Income for the years ended December 31, 2020 and 2019; (iii) the Consolidated Statements of Comprehensive
Income for the years ended December 31, 2020 and 2019; (iv) the Consolidated Statements of Changes in Shareholders' Equity for the years ended December 31, 2020 and 2019; (v) the Consolidated
Statements of Cash Flows for the years ended December 31, 2020 and 2019; and (vi) Notes to Consolidated Financial Statements.

(26)
†

(27)

(13)

(28)
(29)
(29)

(29)

(11)

†

†
†
†
†
†
†
†
†
†

†

E-3

1.
2.
3.
4.
5.
6.
7.
8.
9.
10.
11.
12.
13.
14.
15.
16.
17.
18.
19.
20.
21.
22.
23.
24.
25.
26.
27.
28.
29.

Incorporated by reference to the filing of such exhibit with the registrant's Registration Statement on Form S-8 filed with the SEC on May 18, 2010 (File No. 333-166934).
Incorporated by reference to the filing of such exhibit with the registrant's Registration Statement on S-8 initially filed with the SEC on January 17, 2020 (File No. 333-235948).
Incorporated by reference to the filing of such exhibit with the registrant's Registration Statement on S-1 initially filed with the SEC on September 17, 2007, subsequently amended and declared effective May 6, 2008 (File No. 333-146137).
Incorporated by reference to the filing of such exhibit with the registrant's Registration Statement on S-3 filed with the SEC on February 7, 2011 (File Nos. 333-172107 and 333-172107-01).
Incorporated by reference to the filing of such exhibit with the registrant's Current Report on Form 8-K filed with the SEC on August 22, 2012 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Current Report on Form 8-K filed with the SEC on November 25, 2013 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on November 25, 2015 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on June 14, 2016 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on June 15, 2017 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's 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, 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 Annual Report on Form 10-K for the fiscal year ended December 31, 2011 filed with the SEC on March 13, 2012 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on January 30, 2019 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2008 filed with the SEC on March 31, 2009 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with Amendment No. 2 to the registrant's Registration Statement on S-1 filed with the SEC on March 28, 2008 (No. 333-146137).
Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended June 30, 2011 filed with the SEC on August 8, 2011 (No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2012 filed with the SEC on March 11, 2013 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended June 30, 2016 filed with the SEC on August 9, 2016 (No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2018 filed with the SEC on March 15, 2019 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended September 30, 2018 filed with the SEC on November 9, 2018 (No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended June 30, 2012 filed with the SEC on August 9, 2012 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2017 filed with the SEC on March 1, 2018 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended September 30, 2016 filed with the SEC on November 8, 2016 (No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2010 filed with the SEC on March 14, 2011 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Annual Report on Form 10-K for the fiscal year ended December 31, 2013 filed with the SEC on March 4, 2014 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended September 30, 2019 filed with the SEC on November 12, 2019 (No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on January 3, 2019 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant’s Current Report on Form 8-K filed with the SEC on March 4, 2019 (File No. 001-34042).
Incorporated by reference to the filing of such exhibit with the registrant's Quarterly Report on Form 10-Q for the period ended June 30, 2019 filed with the SEC on August 9, 2019 (No. 001-34042).
† Filed herewith. * Management contract or compensatory plan or arrangement

E-4

Item 8. Financial Statements and Supplementary Data.

Index to Consolidated Financial Statements and Related Notes
Report of Independent Registered Public Accounting Firm
Consolidated Balance Sheets as of December 31, 2020 and 2019
Consolidated Statements of Income for the Years Ended December 31, 2020 and 2019
Consolidated Statements of Comprehensive Income for the Years Ended December 31, 2020 and 2019
Consolidated Statements of Changes in Shareholders’ Equity for the Years Ended December 31, 2020 and 2019
Consolidated Statements of Cash Flows for the Years Ended December 31, 2020 and 2019
Notes to Consolidated Financial Statements

Note 1 — Organization
Note 2 — Significant Accounting Policies
Note 3 — Segment Information
Note 4 — Investments
Note 5 — Fair Value Measurements
Note 6 — Discontinued Operations
Note 7 — Long-Term Debt
Note 8 — Reinsurance
Note 9 — Reserve for Loss and Loss Adjustment Expenses
Note 10 — Related Party Transactions
Note 11 — Commitments, Contingencies and Concentrations
Note 12 — Earnings Per Common Share
Note 13 — Shareholders’ Equity
Note 14 — Share Compensation and Pension Plans
Note 15 — Statutory Requirements and Dividend Restrictions
Note 16 — Taxation
Note 17 — Subsequent Events

F-1

Page

F-2
F-5
F-6
F-7
F-8
F-9

F-10
F-12
F-18
F-21
F-27
F-30
F-31
F-32
F-33
F-48
F-52
F-55
F-55
F-58
F-60
F-62
F-64

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

We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the Company’s internal control over financial reporting as of December 31, 2020, based on
criteria established in the Internal Control-Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission (2013 framework) and our report dated March 15, 2021 expressed an unqualified
opinion thereon.

Basis for Opinion

These financial statements are the responsibility of the Company's management. Our responsibility is to express an opinion on the Company’s financial statements based on our audits. We are a public accounting firm registered with

the PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of material
misstatement, whether due to error or fraud. Our audits included performing procedures to assess the risks of material misstatement of the financial statements, whether due to error or fraud, and performing procedures that respond to
those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the financial statements. Our audits also included evaluating the accounting principles used and significant estimates
made by management, as well as evaluating the overall presentation of the financial statements. We believe that our audits provide a reasonable basis for our opinion.

Critical Audit Matters

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

F-2

Valuation of Incurred but not Reported Reserves

Description of the Matter

At December 31, 2020, the Company’s reserve for loss and loss adjustment expenses was $1,893 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 represent 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 15, 2021

F-3

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 sheet of Maiden Holdings, Ltd. and subsidiaries (the "Company") as of December 31, 2019, the related consolidated statements of income, comprehensive income, changes in
shareholders’ equity, and cash flows, for the year ended December 31, 2019, and the related notes (collectively referred to as the "financial statements"). In our opinion, the financial statements present fairly, in all material respects, the
financial position of the Company as of December 31, 2019, and the results of its operations and its cash flows for the year ended December 31, 2019, in conformity with accounting principles generally accepted in the United States of
America.

Basis for Opinion

These financial statements are the responsibility of the Company's management. Our responsibility is to express an opinion on the Company's financial statements based on our audit. We are a public accounting firm registered with
the Public Company Accounting Oversight Board (United States) (PCAOB) and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of
the Securities and Exchange Commission and the PCAOB.

We conducted our 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 the financial statements are free of material
misstatement, whether due to error or fraud. The Company is not required to have, nor were we engaged to perform, an audit of its internal control over financial reporting. As part of our audit, we are required to obtain an
understanding of internal control over financial reporting but not for the purpose of expressing an opinion on the effectiveness of the Company’s internal control over financial reporting. Accordingly, we express no such opinion.

Our audit 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 audit 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 audit provides a reasonable basis for our opinion.

/s/ Deloitte Ltd.

Hamilton, Bermuda
March 18, 2020

F-4

MAIDEN HOLDINGS, LTD.
CONSOLIDATED BALANCE SHEETS
As of December 31, 2020 and 2019
(In thousands of U.S. dollars, except share and per share data)

2020

2019

ASSETS

Investments:
Fixed maturities, available-for-sale, at fair value (amortized cost 2020 - $1,163,923; 2019 - $1,813,426)
Equity method investments
Other investments
Total investments
Cash and cash equivalents
Restricted cash and cash equivalents
Accrued investment income
Reinsurance balances receivable, net
Reinsurance recoverable on unpaid losses
Loan to related party
Deferred commission and other acquisition expenses (includes $45,732 and $68,433 from related parties in 2020 and 2019, respectively)
Funds withheld receivable (includes $603,093 and $632,305 from related parties in 2020 and 2019, respectively)
Other assets

Total assets

LIABILITIES

Reserve for loss and loss adjustment expenses (includes $1,727,193 and $2,272,418 from related parties in 2020 and 2019, respectively)
Unearned premiums (includes $122,737 and $189,797 from related parties in 2020 and 2019, respectively)
Deferred gain on retroactive reinsurance
Accrued expenses and other liabilities (includes $35,719 and $20,049 from related parties in 2020 and 2019, respectively)
Senior notes - principal amount
Less unamortized issuance costs
Senior notes, net
Total liabilities
Commitments and Contingencies

EQUITY

Preference shares
Common shares ($0.01 par value; 89,815,175 and 88,161,638 shares issued in 2020 and 2019, respectively; 84,801,161 and 83,148,458 shares outstanding in 2020 and
2019, respectively)
Additional paid-in capital
Accumulated other comprehensive income
Accumulated deficit
Treasury shares, at cost (5,014,014 and 5,013,180 shares in 2020 and 2019, respectively)
Total Maiden shareholders’ equity

Total liabilities and equity

See accompanying notes to Consolidated Financial Statements

F-5

1,213,411 $
39,886
67,010
1,320,307
74,040
61,786
11,240
5,777
592,571
167,975
51,903
654,805
8,051
2,948,455 $

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

394,310

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

1,835,518
—
31,748
1,867,266
48,197
59,081
18,331
12,181
623,422
167,975
77,356
684,441
9,946
3,568,196

2,439,907
220,269
112,950
32,444
262,500
7,592
254,908
3,060,478

465,000

882
751,327
17,836
(695,794)
(31,533)
507,718
3,568,196

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

2020

2019

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

Net premiums earned
Other insurance revenue
Net investment income
Net realized gains on investment
Total other-than-temporary impairment losses

Total revenues

Expenses
Net loss and loss adjustment expenses
Commission and other acquisition expenses
General and administrative expenses
Interest and amortization expenses
Foreign exchange and other losses (gains), net

Total expenses

Income (loss) from continuing operations before income taxes and interest in income of equity method investments

Less: income tax benefit
Interest in income in equity method investments

Net income (loss) from continuing operations

Loss from discontinued operations, net of income tax
Net income (loss)

Gain from repurchase of preference shares

Net income (loss) available to Maiden common shareholders
Basic and diluted earnings (loss) from continuing operations per share attributable to common shareholders
Basic and diluted loss from discontinued operations per share attributable to common shareholders
Basic and diluted earnings (loss) per share attributable 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-6

31,389 $

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

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

0.93 $
—
0.93 $

84,333,514
84,333,655

(528,593)

(531,850)
979,612
447,762
2,841
97,837
27,860
(165)
576,135

452,829
169,760
47,218
19,320
(2,719)
686,408
(110,273)
(911)
—
(109,362)
(22,541)
(131,903)
—
(131,903)

(1.32)
(0.27)
(1.59)
83,061,259
83,061,259

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

For the Year Ended December 31,
Net income (loss)
Other comprehensive income
Net unrealized holdings gains on fixed maturities arising during the year
Adjustment for reclassification of net realized gains recognized in net income (loss)
Foreign currency translation adjustment
Other comprehensive income, before tax
Income tax expense related to components of other comprehensive income
Other comprehensive income, after tax
Comprehensive income (loss)
Comprehensive income attributable to non-controlling interests

Comprehensive income (loss) attributable to Maiden

2020

2019

41,762 $

(131,903)

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

97,261
(15,440)
1,772
83,593
(63)
83,530
(48,373)
(78)
(48,451)

See accompanying notes to Consolidated Financial Statements.

F-7

For the Year Ended December 31,
Preference shares – Series A, C and D
Beginning balance
Repurchase of Preference Shares – Series A
Repurchase of Preference Shares – Series C
Repurchase of Preference Shares – Series D
Ending balance
Common shares
Beginning balance
Exercise of options and issuance of common shares
Ending balance
Additional paid-in capital
Beginning balance
Exercise of options and issuance of common shares
Share-based compensation expense
Repurchase of preference shares
Ending balance
Accumulated other comprehensive income
Beginning balance
Change in net unrealized gains on investment
Foreign currency translation adjustment
Ending balance
Accumulated deficit
Beginning balance
Net income (loss) attributable to Maiden
Gain on repurchase of preference shares
Ending balance
Treasury shares
Beginning balance
Shares repurchased
Ending balance
Noncontrolling interests in subsidiaries
Beginning balance
Acquisition of minority interest in subsidiaries
Foreign currency translation adjustment
Ending balance

Total equity

MAIDEN HOLDINGS, LTD.
CONSOLIDATED STATEMENTS OF CHANGES IN SHAREHOLDERS' EQUITY
(In thousands of U.S. dollars)

2020

2019

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

882
16
898

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

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

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

(31,533)
(1)
(31,534)

—
—
—
—
527,816 $

465,000
—
—
—
465,000

879
3
882

749,418
(2)
1,911
—
751,327

(65,616)
81,758
1,694
17,836

(563,891)
(131,903)
—
(695,794)

(31,515)
(18)
(31,533)

641
(719)
78
—
507,718

See accompanying notes to Consolidated Financial Statements.

F-8

For the Year Ended December 31,
Cash flows from operating activities:
Net income (loss)
Add: Net loss from discontinued operations
Adjustments to reconcile net income (loss) to net cash flows from operating activities:
Depreciation, amortization and share-based compensation
Interest in income of equity method investments
Net realized gains on investment
Total other-than-temporary impairment losses
Foreign exchange and other losses (gains), net
Changes in assets – (increase) decrease:

Reinsurance balances receivable, net
Reinsurance recoverable on unpaid losses
Accrued investment income
Deferred commission and other acquisition expenses
Funds withheld receivable
Other assets

Changes in liabilities – increase (decrease):
Reserve for loss and loss adjustment expenses
Unearned premiums
Accrued expenses and other liabilities
Net cash used in continuing operations
Net cash used in discontinued operations
Net cash used in operating activities
Cash flows from investing activities:
Purchases of fixed maturities
Purchases of other investments
Purchases of equity method investments
Proceeds from sales of fixed maturities
Proceeds from maturities, paydowns and calls of fixed maturities
Proceeds from sale and redemption of other investments
Proceeds from sale and redemption of equity method investments
Other, net
Net cash provided by investing activities for continuing operations
Net cash used in investing activities for discontinued operations
Net cash provided by investing activities
Cash flows from financing activities:
Repurchase of preference shares
Repurchase of common shares
Net cash used in financing activities
Effect of exchange rate changes on foreign currency cash
Net increase (decrease) in cash and cash equivalents and restricted cash and cash equivalents
Cash and cash equivalents and restricted cash and cash equivalents, beginning of year
Cash and cash equivalents and restricted cash and cash equivalents, end of year

Reconciliation of cash and restricted cash reported within Consolidated Balance Sheets:
Cash and cash equivalents, end of year
Restricted cash and cash equivalents, end of year

Total cash and cash equivalents and restricted cash and equivalents, end of year

Non-cash investing activities
Investments transferred out related to Partial Termination Amendment and Commutation
Investments transferred out for transactions under remaining AmTrust Quota Share business
Investments transferred out related to discontinued operations

Supplemental information on cash flows
Interest paid
Taxes paid

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

2020

2019

41,762
—

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

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

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

(458,892)
(36,821)
(36,358)
505,396
619,824
1,932
1,571
(608)
596,044
—
596,044

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

74,040
61,786
135,826

—
—
—

19,106
106

See accompanying notes to Consolidated Financial Statements.

F-9

(131,903)
22,541

7,820
—
(27,860)
165
(2,719)

53,440
(438,489)
9,476
172,871
(85,062)
(5,181)

(121,102)
(560,609)
(33,597)
(1,140,209)
(2,392)
(1,142,601)

(2,015,407)
(8,788)
—
1,032,438
1,906,947
858
—
3,242
919,290
(6,113)
913,177

—
(18)
(18)
(382)
(229,824)
337,102
107,278

48,197
59,081
107,278

599,613
812,068
68,262

32,702
192

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

1. Organization

Maiden Holdings, Ltd. (sometimes referred to as "Maiden Holdings" or "Parent Company") is a Bermuda-based holding company. Together with its subsidiaries (collectively referred to as the "Company", "We" or "Maiden"),
Maiden previously focused on serving the needs of regional and specialty insurers in the United States ("U.S."), Europe and select other global markets. As a result of a series of actions the Company has taken in recent years, discussed
below under Recent Developments, we now create shareholder value by actively managing and allocating our assets and capital, including through ownership and management of businesses and assets mostly in the insurance and
related financial services industries where we can leverage our deep knowledge of those markets. We also provide a full range of legacy services to small insurance companies, particularly those in run-off or with blocks of reserves that
are no longer core, working with clients to develop and implement finality solutions including acquiring entire companies. We expect our legacy solutions business to contribute to our active asset and capital management strategies.

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

The Company is not actively underwriting reinsurance business but has some historic reinsurance programs underwritten by Maiden Reinsurance which are in run-off. The Company continues to run-off the liabilities associated with
AmTrust Financial Services, Inc. ("AmTrust") contracts, which we terminated in early 2019 as discussed below. We have also entered into a retroactive reinsurance agreement and a commutation agreement that further reduces our
exposure to and limits the potential volatility related to these AmTrust liabilities, which are discussed in "Note 8 — Reinsurance" of the Notes to Consolidated Financial Statements.

Strategic Review

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

The measures we ultimately have taken were initiated in 2018, when our Board of Directors initiated a review of strategic alternatives ("Strategic Review") to evaluate ways to increase shareholder value after a period of continuing

higher than targeted combined ratios and lower returns on equity than expected. As part of the Strategic Review, a series of transactions were entered into including:

(1) Maiden Holdings North America, Ltd. ("Maiden NA") completed the sale of Maiden Reinsurance North America, Inc. ("Maiden US") on December 27, 2018, as per our discussion regarding discontinued operations below;

(2) Maiden Reinsurance's shareholders, Maiden Holdings and Maiden NA, each made their pro rata portion of capital injections in the aggregate of $125,000 on December 31, 2018 and $70,000 on January 18, 2019 to Maiden

Reinsurance from the sale proceeds of Maiden US;

(3) Maiden Reinsurance entered into a partial termination amendment ("Partial Termination Amendment") with AmTrust effective January 1, 2019 which amended the quota share reinsurance agreement (“AmTrust Quota Share”)

between Maiden Reinsurance and AmTrust’s wholly owned subsidiary, AmTrust International Insurance, Ltd. (“AII”), as more fully described in "Note 10 — Related Party Transactions";

(4) Maiden Reinsurance entered into amendments which terminated the AmTrust Quota Share and the European Hospital Liability Quota Share reinsurance contract ("European Hospital Liability Quota Share") with AmTrust’s
wholly owned subsidiaries AmTrust Europe Limited ("AEL") and AmTrust International Underwriters DAC ("AIU DAC") effective January 1, 2019 (these transactions are broadly referred to herein as the "Final AmTrust QS
Terminations");

(5) Maiden Reinsurance entered into the Loss Portfolio Transfer and Adverse Development Cover Agreement ("LPT/ADC Agreement") with Enstar Group Limited ("Enstar') on July 31, 2019; and

(6) Maiden Reinsurance entered into a Commutation and Release Agreement with AmTrust to commute certain workers' compensation business with AII as of January 1, 2019.

Please see the Company's audited Consolidated Financial Statements, and related notes thereto, included in the Company's Annual Report on Form 10-K for the year ended December 31, 2019 for further details on the above

transactions.

F-10

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

1. Organization (continued)

Discontinued Operations

The Company made the strategic decision to divest its U.S. treaty reinsurance operations through the sale of Maiden US which was completed on December 27, 2018. Maiden US was a substantial portion of the Diversified

Reinsurance segment; therefore the Company concluded that the sale represented a strategic shift that had a major effect on its ongoing operations and financial results and that all of the held for sale criteria were met.

Accordingly, all transactions related to the U.S. treaty reinsurance operations were reported and presented as part the results from discontinued operations in the Condensed Consolidated Statements of Income. Except as explicitly
described as discontinued operations, and unless otherwise noted, all discussions and amounts presented herein relate to the Company's continuing operations except for net income (loss) and net income (loss) available to Maiden
common shareholders.

Re-domestication of Maiden Reinsurance

Effective March 16, 2020, we re-domesticated our principal operating subsidiary, Maiden Reinsurance, from Bermuda to the State of Vermont in the U.S., having made the necessary filings in both Vermont and Bermuda in the
fourth quarter of 2019 and first quarter of 2020. Maiden Reinsurance is now subject to the statutes and regulations of Vermont in the ordinary course of business. We have determined that re-domesticating Maiden Reinsurance to
Vermont enables us to better align our capital and resources with our liabilities, which originate mostly in the United States, resulting in a more efficient structure. The re-domestication, in combination with the transactions completed
pursuant to the Strategic Review, will continue to strengthen the Company’s capital position and solvency ratios.

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

Segments

As a result of the strategic decision to divest all of the Company's U.S. treaty reinsurance operations as noted above, the Company revised the composition of its reportable segments. As described in more detail under “Note
3 — Segment Information”, the reportable segments include: (i) Diversified Reinsurance which consists of a portfolio of property and casualty reinsurance business focusing on regional and specialty property and casualty insurance
companies located primarily in Europe; and (ii) AmTrust Reinsurance which includes all business ceded to Maiden Reinsurance from subsidiaries of AmTrust. In addition to these reportable segments, the results of operations of the
former National General Holdings Corporation Quota Share ("NGHC Quota Share") segment which was commuted in November 2019 and the remnants of our retroceded U.S. treaty business had been included in the "Other" category.

COVID-19 Pandemic

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

As described herein, the Company is not currently engaged in active reinsurance underwriting and is running off the remaining unearned exposures it has reinsured. Maiden Global Holdings, Ltd.’s business development teams
partner with automobile manufacturers, dealer associations and local primary insurers to design and implement point of sale insurance programs which generate revenue for the auto manufacturer and insurance premiums for the
primary insurer ("IIS unit"). The Company's IIS unit does write limited primary insurance coverages that could be exposed to COVID-19 claims. While we assess our exposure to COVID-19 insurance and reinsurance claims on our
existing insurance exposures and remaining reinsurance exposures as limited and immaterial, given the uncertainty surrounding the COVID-19 pandemic and its impact on the insurance industry, our preliminary estimates of losses and
loss adjustment expenses and estimates of reinsurance recoverable arising from the COVID-19 pandemic may materially change. Maiden Reinsurance has not received any COVID-19 claims to date but our companies within our IIS
unit have received a limited number of claims related to those coverages which it deems as immaterial. Unanticipated issues relating to claims and coverage may emerge, which could adversely affect our business by increasing the
scope of coverage beyond our intent and/or increasing the frequency and severity of claims.

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

F-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

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 (loss).

As part of the Strategic Review initiated by the Company's Board of Directors in 2018, the Company made the strategic decision to divest its U.S. treaty reinsurance operations through the sale of Maiden US, completed on
December 27, 2018, which had a major effect on its ongoing operations and financial results. The operating results of the Company's U.S. treaty reinsurance business for the year ended December 31, 2019 were presented as part of
discontinued operations in the Consolidated Statements of Income. Except as explicitly described as discontinued operations, and unless otherwise noted, all discussions and amounts presented herein relate to the Company's continuing
operations except for net income (loss) and net income (loss) available to Maiden common shareholders. Please see “Note 6 — Discontinued Operations" for additional information related to discontinued operations.

Estimates — The preparation of U.S. GAAP Consolidated Financial Statements requires management to make estimates and assumptions that affect the reported and disclosed amounts of assets and liabilities and disclosure of
contingent assets and liabilities at the date of the Consolidated Financial Statements and the reported amounts of revenues and expenses during the reporting period. Actual results could materially differ from those estimates. The
significant estimates include, but are not limited to, reserve for loss and loss adjustment expenses ("loss and LAE"), deferred gain on retroactive reinsurance; recoverability of reinsurance balances receivable, reinsurance recoverable on
unpaid losses, funds withheld and deferred commission and other acquisition expenses; valuation of financial instruments and deferred tax assets; and the determination of other-than-temporary impairment ("OTTI") of investments.

Fixed Maturity Investments — The Company classifies its fixed maturity investments as available-for-sale ("AFS"). The AFS portfolio is reported at fair value and any unrealized gains or losses are reported as a component of
accumulated other comprehensive income ("AOCI") in shareholders' equity. The fair value of fixed maturity investments is generally determined from quotations received from third-party nationally recognized pricing services
("Pricing Service"), or when such prices are not available, by reference to broker or underwriter bid indications.

Short-term investments - these investments are comprised of securities due to mature within one year of the date of purchase. The Company held no short-term investments as at December 31, 2020 and 2019.

Other investments — The Company accounts for its unquoted other investments at fair value in accordance with Financial Accounting Standards Board ("FASB") Accounting Standards Codification ("ASC") Topic 944-325,
"Financial Services - Insurance - Investments - Other" ("ASC 944-325"). Unquoted other investments are comprised of investments in limited partnerships, private equity and hedge funds, and investments in direct lending entities as
well as investments in start-up insurance entities. Investments in limited partnerships are not accounted for under the equity method because the Company has virtually no influence over operations and faces limitations on the timing
and ability regarding investment redemptions for each of the limited partnership investments it holds.

The Company's investments in limited partnerships and hedge funds are reported at fair value based on recent financial information received from the fund managers and other market information available to management, with
changes in fair value reported in realized gains (losses). The investments in private equity and start-up insurance entities are reported at fair value using recent private market transactions (where applicable). Investments in direct lending
entities are carried at cost less impairment, if any, with any indication of impairment recognized in income when determined.

The valuation of our other investments is 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 net asset values and to assess whether any events have
occurred within the lag period that would affect the valuation of the investments. The following is a description of the nature of each of these investment categories:

• Hedge funds may invest in a wide range of instruments, including debt and equity securities, and utilize various sophisticated strategies to achieve their objectives;

• Private equity investments are primarily in the financial services industry;

• Investments in limited partnerships are investments made in various structured investment products across a variety of industries including private credit; and

• Other investments consist primarily of direct investments in technology-oriented start up companies in the insurance industry, often referred to as insurtech companies.

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 (loss).

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)

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

Purchases and sales of investments are recorded on a trade date basis. Realized gains or losses on investment sales are determined based on the first in first out cost method. Net investment income is recognized when earned and
includes accrued interest and dividend income together with amortization of market premiums and discounts using the effective yield method, net of investment management fees. For U.S. government agency mortgage-backed
securities ("Agency MBS") and any other holdings for which there is a prepayment risk, prepayment assumptions are evaluated and revised as necessary. Any changes required due to movements in effective yields and maturities are
recognized on a prospective basis through yield adjustments.

A security is potentially impaired when its fair value falls below its amortized cost. On a quarterly basis, all potentially impaired securities are reviewed to determine whether the impairment is temporary or OTTI. OTTI assessments
are inherently judgmental, especially where securities have experienced severe declines in fair value over a short period. The Company's review process begins with a quantitative analysis to identify securities to be further evaluated for
potential classification as OTTI. For all identified securities, further fundamental analysis is performed that considers, but is not limited to, the following quantitative and qualitative factors: historic and implied volatility of the security;
length of time and extent to which the fair value has been less than amortized cost; adverse conditions specifically related to the security or to specific conditions in an industry or geographic area; failure, if any, of the issuer of the
security to make scheduled payments; and recoveries or additional declines in fair value subsequent to the balance sheet date.

The Company recognizes OTTI losses within earnings for its impaired fixed maturity securities (i) for which the Company has the intent to sell the security or (ii) it is more likely than not that the Company will be required to sell
the debt security before its anticipated recovery and (iii) for those securities which have a credit loss. In assessing whether a credit loss exists, the Company compares the present value of the cash flows expected to be collected from the
security with the amortized cost basis of the security. In instances in which a determination is made that an impairment exists but the Company does not intend to sell the security and it is not more likely than not that the Company will
be required to sell the security before the anticipated recovery of its remaining amortized cost basis, the impairment is separated into (i) the amount of the total impairment related to the credit loss and (ii) the amount of the total
impairment related to all other factors.

The amount of the total OTTI related to the credit loss is recognized in earnings. The amount of the total OTTI related to all other factors is recognized in other comprehensive income. In periods after the recognition of OTTI on the
fixed maturity securities, the Company accounts for such securities as if they had been purchased on the measurement date of the OTTI at an amortized cost basis equal to the previous amortized cost basis less the OTTI recognized in
earnings. For fixed maturity securities in which an OTTI loss was recognized in earnings, the difference between the new amortized cost basis and the cash flows expected to be collected will be amortized into net investment income.

As the Company's investment portfolio is the largest component of its consolidated assets, any OTTI on fixed maturity securities could be material to the Company's financial condition and results particularly during periods of

dislocation in the financial markets.

Fair Value Measurements — ASC Topic 820, "Fair Value Measurements and Disclosures" ("ASC 820") defines fair value as the price that would be received upon the sale of an asset or paid to transfer a liability in an orderly
transaction between open market participants at the measurement date. Additionally, ASC 820 establishes a hierarchy for inputs used in measuring fair value that maximizes the use of observable inputs and minimizes the use of
unobservable inputs by requiring that the most observable inputs be used when available. The hierarchy is broken down into three levels based on the reliability of inputs:

• 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. 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.

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)

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.

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, 2020 and 2019.

Acquisition expenses represent the costs of writing business that vary with, and are primarily related to, the production of that business. Policy and contract acquisition expenses, including assumed commissions, are deferred and

recognized as expense as the related premiums are earned.

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

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

Loss and 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-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)

Retroactive Reinsurance - Retroactive reinsurance are reinsurance agreements under which a reinsurer agrees to reimburse the ceding Company for liabilities incurred as a result of past insurable events. For these agreements, the
excess of the amounts ultimately collectible under the agreement over the consideration paid is recognized as a deferred gain liability which is amortized into income over the settlement period of the ceded reserves once the paid losses
have exceeded the minimum retention. The amount of the deferral is recalculated each period based on actual loss payments and updated estimates of ultimate losses. If the consideration paid exceeds the ultimate losses collectible
under the agreement, the net loss on the retroactive reinsurance agreement is recognized within income immediately.

On July 31, 2019, Maiden Reinsurance entered into the LPT/ADC Agreement as discussed in "Note 8 — Reinsurance". This transaction was accounted for as retroactive reinsurance pursuant to U.S. GAAP and a deferred gain
liability was recognized for an amount representing the cumulative adverse development of losses subject to the LPT/ADC Agreement. Amortization of the deferred gain will not begin until paid losses have exceeded the minimum
retention under this agreement, which is estimated to be in 2024.

Debt Obligations and Deferred Debt Issuance Costs — Costs incurred in issuing debt are capitalized and amortized over the contractual life of the debt. The amortization of these costs are included in interest and amortization

expenses in the Consolidated Statements of Income. The unamortized amount of issuance costs is presented as a deduction from the related principal liability for senior notes in the Consolidated Balance Sheets.

Leases — The Company's leases are all currently classified as operating leases and none of them have non-lease components. For operating leases that have a lease term of more than twelve months, the Company recognized a lease
liability (presented as part of accrued expenses and other liabilities) and a right-of-use asset (presented as part of other assets) in the Consolidated Balance Sheets at the present value of the remaining lease payments until expiration. As
the lease contracts generally do not provide an implicit discount rate, the Company used a weighted-average discount rate of 10%, representing its estimated secured incremental borrowing rate, in calculating the present value of the
lease liability. The Company has made an accounting policy election not to include renewal, termination, or purchase options that are not reasonably certain of exercise when determining the term of the borrowing. The Company
recognizes the related leasing expense on a straight-line basis over the lease term in the Company's Consolidated Statements of Income.

Non-controlling Interests — The Company accounts for non-controlling interests in subsidiaries in accordance with ASC Topic 810 "Consolidations", and presents any non-controlling shareholders' interest in the equity section of
the Consolidated Balance Sheets. Net income attributable to non-controlling interests is presented separately in the Consolidated Statements of Income. There are no remaining non-controlling interests in subsidiaries as at December 31,
2020 and 2019.

Income Taxes — The Company accounts for income taxes using ASC Topic 740 "Income Taxes" for subsidiaries operating in taxable jurisdictions. Deferred income taxes reflect the expected future tax consequences of temporary
differences between the carrying amounts of assets and liabilities for financial reporting purposes and amounts used for income tax purposes. A valuation allowance is recorded if it is more likely than not that some or all of a deferred
tax asset may not be realized. The Company considers future taxable income and feasible tax planning strategies in assessing the need for a valuation allowance. In the event the Company determines that it will not be able to realize all
or part of its deferred income tax assets in the future, an adjustment to the deferred income tax assets would be charged to income in the period in which such determination is made. In addition, if the Company subsequently assesses
that the valuation allowance is no longer needed, a benefit would be recorded to income in the period in which such determination is made.

U.S. GAAP allows for the recognition of tax benefits of uncertain tax positions only where the position is more likely than not to be sustained assuming examination by tax authorities. A liability is established for any tax benefit
claimed in a tax return in excess of this threshold. Income tax related interest and penalties would be included as income tax expense. The Company has not recorded or accrued any interest or penalties during the years ended
December 31, 2020 and 2019.

Share-Based Compensation Expense — The Company is authorized to issue restricted share awards and units, performance based restricted share units ("PB-RSUs"), share options and other equity-based awards to its employees and
directors. The Company recognizes the compensation expense for share options, restricted share and restricted share unit grants, based on the fair value of the award on the date of grant, over the requisite service vesting period.
Forfeitures are accounted for when they occur. The estimated fair value of the grant 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 Consolidated Shareholders’ Equity.

The estimated fair value of the PB-RSUs is recognized as a charge to compensation expense and an increase to additional paid-in capital in Consolidated Shareholders’ Equity following the satisfaction of certain criteria during the

specified performance period. Forfeitures are accounted for if and when they occur.

Earnings Per Share — Basic earnings per share are computed based on the weighted-average number of common shares outstanding and exclude any dilutive effects of options, restricted share units ("RSUs") and PB-RSUs.
Dilutive earnings per share are computed using the weighted-average number of common shares outstanding during the period adjusted for the dilutive impact of share options, RSUs and PB-RSUs. The two-class method is used to
determine earnings per share based on dividends declared on common shares and participating securities (i.e. distributed earnings) and participation rights of participating securities in any undistributed earnings. Each unvested
restricted share granted by the Company to certain senior leaders is considered a participating security and the two-class method is used to calculate net income attributable to Maiden common shareholders per common share – basic
and diluted. However, any undistributed losses are not allocated to the participating securities.

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)

Net income available to Maiden common shareholders per common share – basic and diluted is also adjusted for any gain or loss from redemption or induced conversion of preference shares. The gain on repurchase of preference

shares had an impact of $0.45 per common share for the year ended December 31, 2020.

Treasury Shares — Treasury shares include common shares repurchased by the Company and not subsequently cancelled as well as share repurchases from employees, which represent withholding in respect of tax obligations on the

vesting of restricted shares and performance based shares. Treasury shares are recorded at cost and result in a reduction of the total Maiden shareholders’ equity in the Consolidated Balance Sheets.

Foreign Currency Transactions — The functional currency of the Company and many of its subsidiaries is the U.S. dollar. For these companies, monetary assets and liabilities denominated in foreign currencies are translated at year-
end exchange rates, with resulting foreign exchange gains and losses recognized in the Consolidated Statements of Income. Revenues and expenses in foreign currencies are converted at average exchange rates during the year.
Monetary assets and liabilities include cash and cash equivalents, reinsurance balances receivable, reinsurance recoverable on unpaid losses, funds withheld receivable, reserve for loss and LAE and accrued expenses and other
liabilities. Accounts that are classified as non-monetary such as deferred commission and other acquisition expenses and unearned premiums are not revalued.

Assets and liabilities of foreign subsidiaries and divisions, whose functional currency is not the U.S. dollar, are translated at year-end exchange rates. Revenues and expenses of these entities are translated at average exchange rates

during the year. The effects of the foreign currency translation adjustment for foreign entities are included in AOCI. The amount of the cumulative translation adjustment at December 31, 2020 was $(25,500) (2019 - $(4,160)).

Recently Adopted Accounting Standards Updates

Changes to the Disclosure Requirements for Fair Value Measurement

In August 2018, the Financial Accounting Standards Board ("FASB") issued Accounting Standards Update ("ASU") 2018-13 ("ASU 2018-13") for changes to the disclosure framework related to Topic 820 which amends the
disclosure requirements for fair value measurement. The following disclosure requirements were removed from Topic 820: (i) amount of and reasons for transfers between Level 1 and Level 2 of the fair value hierarchy, (ii) policy for
timing of transfers between levels, and (iii) valuation processes for Level 3 fair value measurements. The amendments clarify that the measurement uncertainty disclosure is to communicate information about the uncertainty in
measurement as of the reporting date. The following disclosure requirements were added to Topic 820: (i) changes in unrealized gains and losses for the period included in other comprehensive income for recurring Level 3 fair value
measurements held at the end of the reporting period; and (ii) range and weighted average of significant unobservable inputs used to develop Level 3 fair value measurements. For certain unobservable inputs, an entity may disclose
other quantitative information (such as the median or arithmetic average) in lieu of the weighted average if the entity determines that other quantitative information would be a more reasonable and rational method to reflect the
distribution of unobservable inputs used to develop Level 3 fair value measurements.

The amendments in ASU 2018-13 are effective for all entities for fiscal years, and interim periods within those fiscal years, beginning after December 15, 2019. The amendments on changes in unrealized gains and losses, the range
and weighted average of significant unobservable inputs used to develop Level 3 fair value measurements, and the narrative description of measurement uncertainty should be applied prospectively for only the most recent interim or
annual period presented in the initial fiscal year of adoption. All other amendments should be applied retrospectively to all periods presented upon their effective date. Early adoption is permitted upon issuance of ASU 2018-13. An
entity is permitted to early adopt any removed or modified disclosures upon issuance of ASU 2018-13 and delay adoption of the additional disclosures until their effective date. These amendments only impact disclosures made in "Note
5. Fair Value Measurements" therefore, the adoption of this standard on January 1, 2020 did not impact the Company’s consolidated balance sheets, results of operations or cash flows.

Recently Issued Accounting Standards Not Yet Adopted

Accounting for Measurement of Credit Losses on Financial Instruments

In June 2016, the FASB issued ASU 2016-13 "Financial Instruments: Credit Losses (Topic 326)" replacing the "incurred loss" impairment methodology with an approach based on "expected losses" to estimate credit losses on
certain types of financial instruments and requires consideration of a broader range of reasonable and supportable information to inform credit loss estimates. The guidance requires financial assets to be presented at the net amount
expected to be collected. The allowance for credit losses is a valuation account that is deducted from the cost of the financial asset to present the net carrying value at the amount expected to be collected on the financial asset. ASU
2016-13 also modified the accounting for AFS debt securities, which must be individually assessed for credit losses when fair value is less than the amortized cost basis, in accordance with Subtopic 326-30, Financial Instruments:
Credit Losses Available-for-Sale Debt Securities. Credit losses relating to AFS debt securities will be recorded through an allowance for credit losses rather than under the current OTTI methodology.

In April 2019, the FASB issued ASU 2019-04 for targeted improvements related to ASU 2016-13 which clarify that an entity should include all expected recoveries in its estimate of the allowance for credit losses. In addition, for
collateral dependent financial assets, the amendments mandate that an allowance for credit losses that is added to the amortized cost basis of the financial asset should not exceed amounts previously written off. It also clarifies FASB’s
intent to include all reinsurance recoverables within the scope of Topic 944 to be within the scope of Subtopic 326-20, regardless of the measurement basis of those recoverables. The Company's reinsurance recoverable on unpaid losses
is currently its most significant financial asset within the scope of ASU 2016-13.

F-16

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

2. Significant Accounting Policies (continued)

The guidance is effective for public business entities, excluding entities eligible to be smaller reporting companies ("SRCs") as defined by the SEC, for annual periods beginning after December 15, 2019, and interim periods therein.
The guidance is effective for all other entities, including public entities eligible to be SRCs, for fiscal years beginning after December 15, 2022, including interim periods within those fiscal years. As of December 31, 2020, the
Company qualifies for SRC status, as determined on the last business day of its most recent second quarter, and thus remains eligible to follow the reporting deadlines and effective dates applicable to SRCs. Therefore Topic 326 will not
be effective until the 2023 fiscal year. The Company continues to evaluate the impact of this guidance on its results of operations, financial condition and liquidity.

F-17

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

3. Segment Information

The Company currently has two reportable segments: Diversified Reinsurance and AmTrust Reinsurance. Our Diversified Reinsurance segment consists of a portfolio of predominantly property and casualty reinsurance business
focusing on regional and specialty property and casualty insurance companies located primarily in Europe. Our AmTrust Reinsurance segment includes all business ceded to Maiden Reinsurance by AmTrust, primarily the AmTrust
Quota Share and the European Hospital Liability Quota Share, which are in run-off effective January 1, 2019. In addition to our reportable segments, the results of operation of the NGHC Quota Share which was commuted in
November 2019 and the remnants of our retroceded U.S. treaty business had been included in the "Other" category. Please refer to "Note 10. Related Party Transactions" for further information regarding our 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.

As discussed in "Note 10. Related Party Transactions", the Partial Termination Amendment and the termination of the remaining business with AmTrust effective January 1, 2019 resulted in a significant reduction in gross premiums
written. This was due to the return of unearned premium on certain lines covered by the Partial Termination Amendment, with no new business written since 2018 as a result of the termination of the AmTrust Quota Share and the
European Hospital Liability Quota Share. The following tables summarize the underwriting results of our reportable segments and the reconciliation of our reportable segments and Other category's underwriting results to our
consolidated net income (loss) from continuing operations:

For the Year Ended December 31, 2020
Gross premiums written
Net premiums written
Net premiums earned
Other insurance revenue
Net loss and LAE
Commission and other acquisition expenses
General and administrative expenses

Underwriting (loss) income

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

Net income from continuing operations

(1)

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

(4)

(3)

(2)

Combined ratio

(5)

Diversified Reinsurance

AmTrust Reinsurance

Total

$
$
$

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

$
$
$

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

50.7 %
37.6 %
14.1 %
51.7 %
102.4 %

29.0 %
34.9 %
4.4 %
39.3 %
68.3 %

F-18

$
$
$

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

17,274

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

38.9 %
36.1 %
36.4 %
72.5 %
111.4 %

3. Segment Information (continued)

For the Year Ended December 31, 2019
Gross premiums written
Net premiums written
Net premiums earned
Other insurance revenue
Net loss and LAE
Commission and other acquisition expenses
General and administrative expenses

Underwriting loss

Reconciliation to net loss from continuing operations
Net investment income and realized gains on investment
Total other-than-temporary impairment losses
Interest and amortization expenses
Foreign exchange and other gains, net
Other general and administrative expenses
Income tax benefit

Net loss from continuing operations

(1)

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

(4)

(3)

(2)

Combined ratio

(5)

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

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

Diversified Reinsurance

AmTrust Reinsurance

Other

Total

$
$
$

52,408
49,151
83,691
2,841
(49,905)
(29,898)
(8,872)
(2,143)

$
$
$

(581,001)
(581,001)
364,071
—
(402,612)
(139,862)
(2,895)
(181,298)

$
$
$

57.7 %
34.5 %
10.3 %
44.8 %
102.5 %

110.6 %
38.4 %
0.8 %
39.2 %
149.8 %

F-19

— $
— $
— $
—
(312)
—
—
(312)

(528,593)
(531,850)
447,762
2,841
(452,829)
(169,760)
(11,767)

(183,753)

125,697
(165)
(19,320)
2,719
(35,451)
911
(109,362)

100.5 %
37.6 %
10.5 %
48.1 %
148.6 %

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

3. Segment Information (continued)

The following tables summarize the financial position of our reportable segments including the reconciliation to the Company's consolidated total assets at December 31, 2020 and 2019:

December 31, 2020

Reinsurance balances receivable, net
Reinsurance recoverable on unpaid losses
Deferred commission and other acquisition expenses
Loan to related party
Restricted cash and cash equivalents and investments
Funds withheld receivable
Other assets
Total assets - reportable segments
Corporate assets

Total Assets

December 31, 2019

Total Assets

Diversified Reinsurance

AmTrust Reinsurance

Total

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

— $

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

2,329,377 $

Diversified Reinsurance

AmTrust Reinsurance

Total

11,729 $
2,773
8,923
—
90,614
52,136
1,670
167,845
—
167,845 $

— $

557,950
68,433
167,975
1,417,139
632,305
—
2,843,802
—

2,843,802 $

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

11,729
560,723
77,356
167,975
1,507,753
684,441
1,670
3,011,647
556,549
3,568,196

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, 2020 and 2019. 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

2020

2019

(10,979) $
42,368
31,389 $

(10,836) $
39,268
28,432 $

(10,207) $
116,288
106,081 $

(567,380)
38,787
(528,593)

(567,380)
35,530
(531,850)

363,498
84,264
447,762

F-20

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

3. Segment Information (continued)

The following tables set forth financial information relating to net premiums written by major line of business and reportable segment for the years ended December 31, 2020 and 2019:

For the Year Ended December 31,
Net premiums written
Diversified Reinsurance
International
Other

Total Diversified Reinsurance

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

Total AmTrust Reinsurance

Total Net Premiums Written

2020

2019

Total

% of Total

Total

% of Total

37,294
(36)
37,258

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

131.2 % $
(0.1)%
131.1 %

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

49,193
(42)
49,151

(324,311)
(25,869)
(230,821)
(581,001)
(531,850)

(9.3)%
— %
(9.3)%

61.0 %
4.9 %
43.4 %
109.3 %
100.0 %

The following tables set forth financial information relating to net premiums earned by major line of business and reportable segment for the years ended December 31, 2020 and 2019:

For the Year Ended December 31,
Net premiums earned
Diversified Reinsurance
International
Other

Total Diversified Reinsurance

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

Total AmTrust Reinsurance

Total Net Premiums Earned

2020

2019

Total

% of Total

Total

% of Total

47,883
(36)
47,847

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

45.1 % $
— %
45.1 %

(10.3)%
— %
65.2 %
54.9 %
100.0 % $

83,733
(42)
83,691

91,723
138,380
133,968
364,071
447,762

18.7 %
— %
18.7 %

20.5 %
30.9 %
29.9 %
81.3 %
100.0 %

F-21

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 and short-term investments, 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, 2020 and 2019 are as follows:

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

Total fixed maturity investments

December 31, 2019

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

Total fixed maturity investments

Original or
amortized cost

Gross
unrealized gains

Gross
unrealized losses

Fair value

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

34 $

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

— $

(126)
—
(406)
(3,035)
(3,567) $

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

Original or
amortized cost

Gross
unrealized gains

Gross
unrealized losses

Fair value

94,921 $
533,296
11,796
187,881
981,441
4,091
1,813,426 $

704 $

6,717
294
821
31,140
55
39,731 $

— $

(1,291)
(91)
(532)
(15,725)
—
(17,639) $

95,625
538,722
11,999
188,170
996,856
4,146
1,835,518

The contractual maturities of our fixed maturities are shown in the table below. Actual maturities may differ from contractual maturities because borrowers may have the right to call or prepay obligations with or without call or

prepayment penalties.

December 31, 2020

Maturity

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

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

Total fixed maturities

Fixed maturities

Amortized cost

Fair value

100,916 $
520,007
86,649
707,572
272,124
184,227
1,163,923 $

101,661
550,468
94,413
746,542
281,437
185,432
1,213,411

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

Total temporarily impaired fixed maturities

Less than 12 Months

12 Months or More

Total

Fair
value

Unrealized
losses

Fair
value

Unrealized
losses

Fair
value

Unrealized
losses

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

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

5,646 $

31,052
65,296
101,994 $

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

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

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

At December 31, 2020, there were 53 securities in an unrealized loss position with a fair value of $166,564 and unrealized losses of $3,567. Of these securities in an unrealized loss position, there were 35 securities in our portfolio

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

December 31, 2019
U.S. agency bonds – mortgage-backed
Non-U.S. government and supranational bonds
Asset-backed securities
Corporate bonds

Total temporarily impaired fixed maturities

Less than 12 Months

12 Months or More

Total

Fair
value

Unrealized
losses

Fair
value

Unrealized
losses

Fair
value

Unrealized
losses

31,401 $
1,824
60,863
29,692
123,780 $

(257) $
(22)
(240)
(305)
(824) $

85,008 $
701
17,594
159,216
262,519 $

(1,034) $
(69)
(292)
(15,420)
(16,815) $

116,409 $
2,525
78,457
188,908
386,299 $

(1,291)
(91)
(532)
(15,725)
(17,639)

At December 31, 2019, there were 104 securities in an unrealized loss position with a fair value of $386,299 and unrealized losses of $17,639. Of these securities in an unrealized loss position, there were 67 securities in our

portfolio that have been in an unrealized loss position for twelve months or greater with a fair value of $262,519 and unrealized losses of $16,815.

OTTI

The Company performs quarterly reviews of its fixed maturities in order to determine whether declines in fair value below the amortized cost basis were considered other-than-temporary in accordance with applicable guidance. At
December 31, 2020, we determined that unrealized losses on fixed maturities were primarily due to changes in interest rates as well as the impact of foreign exchange rate changes on certain foreign currency denominated fixed
maturities since their date of purchase. All fixed maturity securities continue to pay the expected coupon payments under the contractual terms of the securities. Any credit-related impairment related to fixed maturity securities that the
Company does not plan to sell and for which the Company is not more likely than not to be required to sell is recognized in net earnings, with the non-credit related impairment recognized in comprehensive earnings.

Based on the Company's analysis, our fixed maturity portfolio is of high credit quality and we believe the amortized cost basis of the securities will be ultimately recovered. The Company continually monitors the credit quality of
the fixed maturity investments to assess if it is probable that the contractual or estimated cash flows in the form of principal and interest will be received. For the year ended December 31, 2020, $2,468 of OTTI charges were recognized
in earnings on four fixed maturity securities, compared to $165 of OTTI charges in earnings on one fixed maturity security for the year ended December 31, 2019.

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)

The following tables summarize the credit ratings of our fixed maturity securities as at December 31, 2020 and 2019:

December 31, 2020
U.S. treasury bonds
U.S. agency bonds
AAA
AA+, AA, AA-
A+, A, A-
BBB+, BBB, BBB-
BB+ or lower

Total fixed maturities

(1)

December 31, 2019
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

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

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

Amortized cost

Fair value

% of Total
fair value

94,921 $
533,296
99,212
101,491
540,002
438,731
5,773
1,813,426 $

95,625
538,722
99,542
101,467
549,479
445,202
5,481
1,835,518

(1)

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

b) Other Investments and Equity Method Investments

Other investments

The table below shows the composition of the Company's other investments as at December 31, 2020 and 2019:

December 31,

Private equity investments
Investment in limited partnerships
Other investments
Total other investments at fair value
Investments in direct lending entities (at cost)

Total other investments

Carrying Value

% of Total

Carrying Value

% of Total

2020

2019

24,595
3,044
2,800
30,439
36,571
67,010

36.7 % $
4.5 %
4.2 %
45.4 %
54.6 %
100.0 % $

—
3,077
1,800
4,877
26,871
31,748

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

5.2 %
29.4 %
5.4 %
5.5 %
29.9 %
24.3 %
0.3 %
100.0 %

— %
9.7 %
5.7 %
15.4 %
84.6 %
100.0 %

The Company's investments in direct lending entities of $36,571 at December 31, 2020 (2019 - $26,871) are carried at cost less impairment, if any, with any indication of impairment recognized in income when determined. Please

see "Note 5(d) - Fair Value Measurements" for additional information regarding this investment.

Certain of our other investments are subject to restrictions on redemptions and sales that are determined by the governing documents, which limits 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 may not have any restrictions governing
their sale, but there is no active market and no guarantee that we will be able to execute a sale in a timely manner. In addition, even if certain other investments are not eligible for redemption or sales are restricted, we may still receive
income distributions from those other investments.

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)

The Company's remaining unfunded commitments on other investments as at December 31, 2020 and 2019 was as follows:

December 31,

Private equity investments
Investments in direct lending entities
Investment in limited partnerships

Total unfunded commitments on other investments

Equity Method Investments

2020

2019

Fair Value

% of Total

Fair Value

% of Total

43,164
19,823
326
63,313

68.2 % $
31.3 %
0.5 %
100.0 % $

—
767
340
1,107

— %
69.3 %
30.7 %
100.0 %

Certain of the Company's investments include an interest in variable interest entities ("VIE's") which are not consolidated limited partnerships, as it has been determined that the Company is not the primary beneficiary, however
there is limited influence and accordingly these investments are reported under the equity method of accounting. The table below shows the composition of the Company's equity method investments as at December 31, 2020 and 2019:

December 31,

Hedge fund investments
Private equity investments

Total equity method investments

c) Net Investment Income

Carrying Value

% of Total

Carrying Value

% of Total

2020

2019

29,435
10,451
39,886

73.8 % $
26.2 %
100.0 % $

—
—
—

Net investment income was derived from the following sources for the years ended December 31, 2020 and 2019:

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

Interest expense paid on LPT/ADC Agreement and Commutation Payment
Investment expenses

(1)

Net investment income

2020

2019

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

— %
— %
— %

83,839
20,307
6,983
2,931
114,060
(13,596)
(2,627)
97,837

(1)
Interest expense paid on LPT/ADC Agreement and Commutation Payment includes: a) Maiden Reinsurance paid Enstar approximately $7,261 in interest related to the LPT/ADC Agreement premium, calculated at the rate of 2.64% per annum from January 1, 2019 through August 12, 2019;
and b) Maiden Reinsurance paid AII approximately $6,335 in interest related to the Commutation Payment premium, calculated at the rate of 3.30% per annum from January 1, 2019 through August 12, 2019. Settlement of funding for the LPT/ADC Agreement and Commutation Payment
occurred on August 12, 2019 by Maiden Reinsurance's transfer of cash and invested assets as described in "Note 1. Organization".

d) Net Realized Gains (Losses) on Investment

Realized gains or losses on the sale of investments are determined on the basis of the first in first out cost method. The following tables provide an analysis of net realized gains (losses) on investment included in the Consolidated

Statements of Income for the years ended December 31, 2020 and 2019:

For the Year Ended December 31, 2020

Fixed maturities
Other investments

Net realized gains (losses) on investment

Gross gains

Gross losses

Net

24,101
392
24,493

(1)
(19)
(20)

F-25

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

4. Investments (continued)

For the Year Ended December 31, 2019
Fixed maturities
Other investments

Net realized gains (losses) on investment

Gross gains

Gross losses

Net

43,657 $
102
43,759 $

(15,899) $
—
(15,899) $

27,758
102
27,860

Realized gains and losses from other investments detailed in the tables above includes both sales of securities and unrealized gains and losses from fair value changes. The portion of unrealized gains (losses) recognized within net

income (loss) for other investments still held at the end of December 31, 2020 and 2019, respectively, were as follows:

For the Year Ended December 31,

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

Unrealized losses recognized for other investments still held at reporting date

Proceeds from sales of fixed maturities were $505,396 and $1,032,438 for the years ended December 31, 2020, and 2019, respectively.

Net unrealized gains on fixed maturity investments were as follows at December 31, 2020 and 2019, respectively:

December 31,
Fixed maturities
Deferred income tax

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

e) Restricted Cash and Cash Equivalents and Investments

2020

2019

373 $
(373)

— $

2020

2019

49,488
(131)
49,357

27,361

102
(591)
(489)

22,092
(96)
21,996

81,758

The Company is required to provide collateral for its reinsurance liabilities under various reinsurance agreements and utilizes trust accounts to collateralize business with reinsurance counterparties. The assets in trust as collateral are

mostly cash and highly rated fixed maturities. The fair values of these restricted assets were as follows at December 31, 2020 and 2019:

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: 2020 – $63,253; 2019 – $65,539)
Restricted investments – in trust for related party agreements at fair value (amortized cost: 2020 – $913,466; 2019 – $1,366,873)

Total restricted investments

Total restricted cash and investments

2020

2019

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

21,447
37,634
59,081
65,678
1,382,994
1,448,672
1,507,753

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

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, 2020 and 2019.

U.S. government and U.S. agency — Bonds issued by the U.S. Treasury, the Federal Home Loan Mortgage Corporation, Government National Mortgage Association and the Federal National Mortgage Association. The fair values
of U.S. treasury bonds are based on quoted market prices in active markets, and are included in the Level 1 fair value hierarchy. The Company believes the market for U.S. treasury bonds is an actively traded market given the high level
of daily trading volume. The fair values of U.S. agency bonds are determined using the credit spread above the risk-free yield curve. As the yields for the risk-free yield curve and the credit spreads for these securities are observable
market inputs, the fair values of U.S. agency bonds are included in the Level 2 fair value hierarchy.

Non-U.S. government and supranational bonds — These securities are generally priced by independent pricing services. The Pricing Service may use current market trades for securities with similar quality, maturity and coupon
attributes. If no such trades are available, the Pricing Service typically uses analytical models which may incorporate credit spreads, interest rate data and market/sector news. As the significant inputs used to price non-U.S. government
and supranational bonds are observable market inputs, the fair values are included in the Level 2 fair value hierarchy.

Asset-backed securities — These securities comprise CMBS and CLO originated by a variety of financial institutions that on acquisition are rated BBB-/Baa3 or higher. These securities are priced by independent pricing services.
The pricing provider applies dealer quotes and other available trade information, prepayment speeds, yield curves and credit spreads to the valuation. As the significant inputs used to price the CMBS and CLO are observable market
inputs, the fair values are included in the Level 2 fair value hierarchy.

Corporate and municipal bonds — Bonds issued by corporations, U.S. state and municipality entities or agencies. that on acquisition are rated BBB-/Baa3 or higher. These securities are generally priced by independent pricing
services. The credit spreads are sourced from broker/dealers, trade prices and the new issue market. Where pricing is unavailable from pricing services, custodian pricing or non-binding quotes are obtained from broker-dealers to
estimate fair values. As the significant inputs used to price corporate and municipal bonds are observable market inputs, the fair values are included in the Level 2 fair value hierarchy.

Other investments — Includes unquoted investments comprised of private equity investments, limited partnerships, and other investments.

•Private equity investments: These are privately held equity investments in common and preferred stock. The fair values of these investments are estimated using : 1) recent private market transactions and are included under
Level 3 of the fair value hierarchy due to unobservable market data used for valuation and 2) most recently available NAV as advised by the external fund manager or third-party administrator and, therefore are measured using
the NAV as a practical expedient.

•Investment in limited partnerships: The investments in limited partnerships are primarily comprised of investments in certain private equity funds. 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 of these investments are therefore measured using the NAV as a practical expedient.

•Other investments: The other investments are comprised of investments in insurtech and other insurance focused companies. The fair value of the start-up insurance entities are determined using recent private market
transactions. The fair value of these investments are included in the Level 3 fair value hierarchy due to unobservable market data used for valuation.

b) Fair Value Hierarchy

The Company’s estimates of fair value for its financial assets and financial liabilities are based on the framework established in ASC 820. The framework is based on the inputs used in the valuation process and gives the highest
priority to quoted prices in active markets and requires that observable inputs be used in the valuation methodology whenever available. In determining the level of the hierarchy in which the estimate is disclosed, the highest priority is
given to unadjusted quoted prices in active trading markets and the lowest priority to unobservable inputs that reflect significant market assumptions.

F-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)

At December 31, 2020 and 2019, the Company classified its financial instruments measured at fair value on a recurring basis in the following valuation hierarchy:

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

Total
As a percentage of total assets

December 31, 2019
Fixed maturities
U.S. treasury bonds
U.S. agency bonds – mortgage-backed
Non-U.S. government and supranational bonds
Asset-backed securities
Corporate bonds
Municipal bonds
Other investments

Total

As a percentage of total assets

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

Significant
Other
Observable
Inputs
(Level 2)

Significant
Unobservable
Inputs
(Level 3)

Fair Value Based on NAV
Practical Expedient

Total Fair
Value

94,502
—
—
—
—
—
94,502

3.2 %

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

95,625
—
—
—
—
—
—
95,625

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

37.9 %

Significant
Other
Observable
Inputs
(Level 2)

—
538,722
11,999
188,170
996,856
4,146
—
1,739,893

—
—
—
—
—
26,094
26,094

0.9 %

Significant
Unobservable
Inputs
(Level 3)

—
—
—
—
—
—
1,800
1,800

—
—
—
—
—
4,345
4,345

0.1 %

Fair Value Based on NAV
Practical Expedient

—
—
—
—
—
—
3,077
3,077

94,502
281,437
9,708
185,432
642,332
30,439
1,243,850

42.1 %

Total Fair
Value

95,625
538,722
11,999
188,170
996,856
4,146
4,877
1,840,395

2.7 %

48.8 %

0.1 %

51.7 %

The Company utilizes the Pricing Service to assist in determining the fair value of its investments; however, management is ultimately responsible for all fair values presented in the Company’s financial statements. This includes
responsibility for monitoring the fair value process, ensuring objective and reliable valuation practices, and pricing of assets and liabilities and use of pricing sources. The Company analyzes and reviews the information and prices
received from the Pricing Service to ensure that the prices provided represent a reasonable estimate of fair value.

The Pricing Service was utilized to estimate fair value measurements for 99.1% and 99.7% of our fixed maturities at December 31, 2020 and 2019, 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, 2020 and 2019, approximately 0.9% and 0.3%, respectively, of the Level 2 fixed maturities are valued using the market approach. At December 31, 2020, two securities or $10,809 (2019 - one security or $5,481) of
fixed maturities classified as Level 2 was priced using a quotation from a broker and/or custodian as opposed to the Pricing Service due to lack of information available. At December 31, 2020 and 2019, the Company has not adjusted
any pricing provided to it based on the review performed by its investment managers.

During the year ended December 31, 2019, the Company transferred its investment in direct lending entities out of Level 3 within the fair value hierarchy due to a change in accounting policy to report these investments at cost less

any impairment instead of fair market value. There were no other transfers to or from Level 3 during the respective periods represented in these Consolidated Financial Statements.

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)

c) Level 3 Financial Instruments

At December 31, 2020, the Company has private equity and other investments of $26,094 (2019 - $1,800) which includes privately held equity investments in common and preferred stock. The fair values of these investments are

estimated using recent private market transactions and are included under Level 3 of the fair value hierarchy due to unobservable market data used for valuation.

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

The fair value of financial instruments accounting guidance also applies to financial instruments disclosed, but not carried at fair value, except for certain financial instruments related to insurance contracts.

At December 31, 2020, the carrying values of cash and cash equivalents (including restricted amounts), accrued investment income, reinsurance balances receivable, loan to related party and certain other assets and liabilities

approximate their fair values due to the inherent short duration. As these financial instruments are not actively traded, their fair values are classified as Level 2.

The investments made by direct lending entities are carried at cost less impairment, if any, which approximates fair value. This fair value estimates are not based on observable market data and, as a result, have been categorized as

Level 3.

The fair values of the Senior Notes are based on indicative market pricing obtained from a third-party pricing service which uses observable market inputs, and therefore, their fair values are classified as Level 2.

The following table presents the respective carrying value and fair value for the Senior Notes as at December 31, 2020 and 2019:

Senior Notes - MHLA – 6.625%
Senior Notes - MHNC – 7.75%

Total Senior Notes

December 31, 2020

December 31, 2019

Carrying Value

Fair Value

Carrying Value

Fair Value

110,000 $
152,500
262,500 $

90,772 $
132,126
222,898 $

110,000 $
152,500
262,500 $

86,460
137,067
223,527

F-29

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

6. Discontinued Operations

Sale of U.S. Treaty Reinsurance operations

On December 27, 2018, the Company completed its sale agreement ("U.S. Sale Agreement") with Enstar Holdings (US) LLC ("Enstar U.S."), pursuant to which Maiden NA sold Maiden US to Enstar U.S. for gross consideration of
$286,375, which was subject to certain post-closing adjustments. In conjunction with the completion of the Settlement and Commutation Agreement, on July 31, 2019, Maiden NA and Enstar U.S. waived the post-closing adjustments
set forth in the U.S. Sale Agreement and terminated the $25,000 excess of loss reinsurance agreement that Maiden Reinsurance had provided to Enstar in relation to the Maiden US loss reserves acquired by Enstar. As a result of these
agreements, Maiden recorded a net additional loss from discontinued operations of $16,714 for the year ended December 31, 2019.

The following table summarizes the major classes of items constituting the net loss from discontinued operations presented on the Consolidated Statements of Income for the year ended December 31, 2019:

For the Year Ended December 31,
Net loss and loss adjustment expenses
General and administrative expenses
Income from discontinued operations before income tax
Loss on disposal of discontinued operations
Income tax expense
Loss from discontinued operations, net of income tax

2019

6,363
(2,392)
3,971
(25,474)
(1,038)
(22,541)

As described above, as a result of the Settlement and Commutation Agreement entered into by Maiden and Enstar on July 31, 2019, Maiden recorded an additional loss from discontinued operations of $16,714 for the year ended

December 31, 2019, which is included in the net loss from discontinued operations of $22,541 in the table above.

F-30

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

7. Long-Term Debt

Senior Notes

At December 31, 2020 and 2019, both Maiden Holdings and its wholly owned subsidiary, Maiden NA, had outstanding publicly-traded senior notes which were issued in 2016 ("2016 Senior Notes") and 2013 ("2013 Senior
Notes"), respectively (collectively "Senior Notes"). The 2013 Senior Notes issued by Maiden NA are fully and unconditionally guaranteed by Maiden Holdings. The Senior Notes are unsecured and unsubordinated obligations of the
Company.

The following tables detail the issuances outstanding at December 31, 2020 and 2019:

December 31, 2020
Principal amount
Less: unamortized issuance costs

Carrying value

December 31, 2019
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
3,516
106,484

2016 Senior Notes

110,000
3,565
106,435

3,715

June 14, 2046
June 14, 2021
6.625 %
7.07 %

2013 Senior Notes

152,500
3,858
148,642

152,500
4,027
148,473

262,500
7,374
255,126

262,500
7,592
254,908

Total

5,054

December 1, 2043
December 1, 2018
7.75 %
8.04 %

The interest expense incurred on the Senior Notes for the year ended December 31, 2020 was $19,106 (2019 - $19,106), of which $1,342 was accrued at both December 31, 2020 and 2019, respectively. The issuance costs related to

the Senior Notes were capitalized and are being amortized over the effective life of the Senior Notes. The amortization expense was $218 for the year ended December 31, 2020 (2019 - $214).

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.

F-31

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

8. Reinsurance

The Company uses reinsurance and retrocessional agreements ("ceded reinsurance") to mitigate volatility, reduce its exposure to certain risks and provide capital support. Ceded reinsurance provides for the recovery of a portion of
loss and LAE under certain circumstances without relieving the Company of its obligations to the policyholders. The Company remains liable to the extent that any of its reinsurers or retrocessionaires fails to meet their obligations.
Loss and LAE incurred and premiums earned are reported after deduction for ceded reinsurance. In the event that one or more of our reinsurers or retrocessionaires are unable to meet their obligations under these agreements, the
Company would not realize the full value of the reinsurance recoverable balances.

The effect of ceded reinsurance on net premiums written and earned and on net loss and LAE for the years ended December 31, 2020 and 2019 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

2020

2019

19,550 $
11,839
(2,957)
28,432 $

19,711 $
89,461
(3,091)
106,081 $

57,146 $
(15,347)
41,799 $

16,637
(545,243)
(3,244)
(531,850)

16,118
434,559
(2,915)
447,762

453,478
(649)
452,829

The Company's reinsurance recoverable on unpaid losses balance as at December 31, 2020 was $592,571 (2019 - $623,422) presented in the Consolidated Balance Sheets. At December 31, 2020 and 2019, the Company had no

valuation allowance against reinsurance recoverable on unpaid losses.

On December 27, 2018, Cavello Bay Reinsurance Limited ("Cavello") and Maiden Reinsurance entered into a retrocession agreement pursuant to which certain assets and liabilities associated with the U.S. treaty reinsurance
business held by Maiden Reinsurance were retroceded to Cavello in exchange for a ceding commission. The reinsurance recoverable on unpaid losses due from Cavello under this retrocession agreement was $67,972 at December 31,
2020 (2019 - $62,699).

On July 31, 2019, Maiden Reinsurance and Cavello entered into the LPT/ADC Agreement, pursuant to which Cavello assumed the loss reserves as of December 31, 2018 associated with the AmTrust Quota Share in excess of a
$2,178,535 retention up to $600,000, in exchange for a retrocession premium of $445,000. The $2,178,535 retention is subject to adjustment for paid losses subsequent to December 31, 2018. The LPT/ADC Agreement provides
Maiden Reinsurance with $155,000 in adverse development cover over its carried AmTrust Quota Share loss reserves at December 31, 2018. The LPT/ADC Agreement meets the criteria for risk transfer and is thus accounted for as
retroactive reinsurance. Cumulative ceded losses exceeding $445,000 are recognized as a deferred gain liability and amortized into income over the settlement period of the ceded reserves in proportion to cumulative losses collected
over the estimated ultimate reinsurance recoverable. The amount of the deferral is recalculated each period based on loss payments and updated estimates. Consequently, cumulative adverse development subsequent to December 31,
2018 may result in significant losses from operations until periods when the deferred gain is recognized as a benefit to earnings. As of December 31, 2020, the reinsurance recoverable on unpaid losses under the retroactive reinsurance
agreement was $519,941 while the deferred gain liability was $74,941 (December 31, 2019 - $557,950 and $112,950, respectively). Amortization of the deferred gain will not occur until paid losses have exceeded the minimum
retention under the LPT/ADC Agreement, which is estimated to be in 2024.

Cavello has provided collateral in the form of a letter of credit in the amount of $445,000 to AmTrust under the LPT/ADC Agreement and Cavello is subject to additional collateral funding requirements as explained in "Note
10 — Related Party Transactions". Under the terms of the LPT/ADC Agreement, the covered losses associated with the Commutation and Release Agreement with AmTrust are eligible to be covered but recoverable only when such
losses are paid or settled by AII or its affiliates, provided such losses and other related amounts shall not exceed $312,786. Cavello's parent company, Enstar, has credit ratings of BBB from both Standard & Poor's and Fitch Ratings at
December 31, 2020.

Settlement of funding for the LPT/ADC Agreement occurred on August 12, 2019 and Maiden Reinsurance paid Enstar $7,261 in interest related to the LPT/ADC Agreement premium, calculated at the rate of 2.64% per annum from

January 1, 2019 through August 12, 2019.

F-32

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

9. Reserve for Loss and Loss Adjustment Expenses

General

The Company uses both historical experience and industry-wide loss development factors to provide a reasonable basis for estimating future losses. In the future, certain events may be beyond the control of management, such as

changes in law, judicial interpretations of law, and rates of inflation, which may favorably or unfavorably impact the ultimate settlement of the Company’s loss and LAE reserves.

The anticipated effect of inflation is implicitly considered when estimating liabilities for loss and LAE. While anticipated changes in claim costs due to inflation are considered in estimating the ultimate claim costs, changes in the
average severity of claims are caused by a number of factors that vary with the individual type of policy written. Ultimate losses are projected based on historical trends adjusted for implemented changes in underwriting standards,
claims handling, policy provisions, and general economic trends. Those anticipated trends are monitored based on actual development and are modified if necessary.

The reserving process begins with the collection and analysis of paid losses and incurred claims data for each of the Company's contracts. While reserves are mostly reviewed on a contract by contract basis, paid loss and incurred
claims data is also aggregated into reserving segments. The segmental data is disaggregated by reserving class and further disaggregated by either accident year (i.e. the year in which the loss event occurred) or by underwriting year (i.e.
the year in which the contract generating the premium and losses incepted). In cases where the Company uses underwriting year information, reserves are subsequently allocated to the respective accident year. The reserve for loss and
LAE comprises:

December 31,
Reserve for reported loss and LAE
Reserve for losses incurred but not reported ("IBNR")

Reserve for loss and LAE

The following table represents a reconciliation of the beginning and ending gross and net loss and LAE reserves:

For the Year Ended December 31,
Gross loss and LAE reserves, January 1
Less: reinsurance recoverable on unpaid losses, January 1
Net loss and LAE reserves, January 1
Net incurred losses related to:

Current year
Prior years

Net paid losses related to:

Current year
Prior years

Retroactive reinsurance adjustment
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

2020

2019

998,691 $
894,608
1,893,299 $

2020

2019

2,439,907 $
623,422
1,816,485

58,332
(16,533)
41,799

(22,405)
(608,324)
(630,729)
38,009
35,164
1,300,728
592,571
1,893,299 $

1,271,358
1,168,549
2,439,907

3,126,134
71,901
3,054,233

328,194
124,635
452,829

(101,654)
(1,025,381)
(1,127,035)
(557,950)
(5,592)
1,816,485
623,422
2,439,907

The Company utilizes a variety of standard actuarial methods in its analysis of loss reserves. The selections from these various methods are based on the loss development characteristics of the specific line of business and significant

actuarial judgment. The actuarial methods utilized include:

The Expected Loss Ratio ("ELR") method is a technique that is multiplicative and applies an expected loss ratio to premium earned to yield the estimated ultimate losses. The ELR assumption is generally derived from pricing
information and historical experience of the business. This method is frequently used for the purpose of stability in the early valuations of an underwriting year with large and uncertain loss development factors. This technique does not
take into account actual loss emergence for the underwriting year being projected. As an underwriting year matures and actual loss experience becomes more credible, other methods may be applied in determining the estimated ultimate
losses.

F-33

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

The Loss Development ("LD") method is a reserving method in which ultimate losses are estimated by applying a loss development factor to actual reported (or paid) loss experience. This method fully utilizes actual experience.
Multiplication of underwriting year actual reported (or paid) losses by its respective development factor produces the estimated ultimate losses. The LD method is based upon the assumption that the relative change in a given
underwriting year’s losses from one evaluation point to the next is similar to the relative change in prior underwriting years’ losses at similar evaluation points. In addition, this method is based on the assumption that the reserving and
payment patterns as well as the claim handling procedures have not changed substantially over time. In the case where changes to the payment patterns or the claim handling procedures are identified, historical losses are adjusted to the
current basis, and development factors are selected based on the relative change of the adjusted losses (the Berquist Sherman method is one example of this approach). When a company has a sufficiently reliable loss development
history, a development pattern based on the company’s historical indications may be used to develop losses to ultimate values.

The Bornhuetter-Ferguson ("BF") reserving technique is used for long-tailed or lower frequency, more volatile lines. It is also useful in situations where the reported loss experience is relatively immature and/or lacks sufficient
credibility for the application of methods that are more heavily reliant on emerged experience. The BF method is an additive IBNR method that combines the ELR and LD techniques by splitting the expected loss into two pieces -
expected reported (or paid) losses and expected unreported (or unpaid) losses. Expected unreported (unpaid) losses, estimated by the use of loss development factors, are added to the current actual reported (or paid) losses to produce an
estimate of ultimate losses by underwriting year. The BF method introduces an element of stability that moderates the impact of inconsistent changes in paid and reported losses.

The average frequency and severity ("FS") reserving technique is used for lines where claim count is available, and the estimate of loss development factors is more difficult due to volatility in historical data. The available data for
such lines is usually more volatile in the estimation of future losses using the LD and BF reserving methods. The FS method uses historical data to estimate the average number of ultimate claims (frequency) and the average costs of
closed claims (severity). The estimate of ultimate losses by underwriting year is the result of the multiplication of the ultimate number of claims and the average cost of a claim.

With the guidance of the methods above, actuarial judgment is applied in the determination of ultimate losses. In general, the Company’s segments have varying levels of seasoning with which the Company has direct experience and

as a result, differing methods are utilized to estimate loss and LAE reserves in each segment.

In the Diversified Reinsurance segment, the Company utilizes the ELR approach at the onset of reserving an account, the BF method for business with less but maturing loss experience, and as the experience matures the LD method.
For proportional or pro-rata business, the Company typically relies heavily on the actual historical contract experience to estimate reserving parameters such as loss development factors, whereas for excess of loss business there will be
more usage of industry and/or Company benchmark assumptions.

The Company underwrote the AmTrust Reinsurance segment from July 1, 2007 until the Final AmTrust QS Terminations effective January 1, 2019. A large proportion of the exposure in the underlying book of business has
significant seasoning, and allows for a significant amount of credibility in using parameters derived from historical experience to calculate reserve estimates. Some segments of the book are a result of recent acquisitions or newer
markets for AmTrust. These segments require a greater level of assumptions and professional judgment in deriving ultimate losses, which inherently implies a wider range of reasonable estimates. As a result, the Company has tended to
rely on a weighted approach which primarily employs the LD method for aspects of the segment with ample historical data, while also considering the ELR or BF method for exposure resulting from recent acquisitions, or a relative
business with a more limited level of experience. The FS method is also considered for segments of the AmTrust Reinsurance book of business for which claim count information is available, particularly for the Hospital Liability
exposure. Additional data detailing items such as class of business, state, claim counts, frequency and severity is available, further enhancing the reserve analysis.

Prior Year Development

Prior period development arises from changes to loss estimates recognized in the current year that relate to loss reserves established in previous calendar years. The favorable or unfavorable development reflects changes in
management's best estimate of the ultimate losses under the relevant reinsurance policies after considerable review of changes in actuarial assessments. The following table summarizes the favorable (adverse) prior period development
experienced in each of our reportable segments for the years ended December 31, 2020 and 2019:

For the Year Ended
December 31, 2020
December 31, 2019

Diversified Reinsurance

AmTrust Reinsurance

Other

Total

1,295 $
1,488

15,238 $

(113,722)

— $

(312)

16,533
(112,546)

F-34

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

During 2020, the Company decreased incurred losses for 2019 and prior accident years by $16,533 or 0.9% of prior year net loss and LAE reserves. This was in contrast to increased incurred losses for 2018 and prior accident years
of $124,635 or 4.1% during 2019. The net favorable prior year loss development of $16,533 for the year ended December 31, 2020 was primarily driven by $15,238 of favorable loss development in the AmTrust Reinsurance segment
combined with net favorable loss development of $1,295 in the Diversified Reinsurance segment.

In addition, some premium for prior accident years is reported to the Company in subsequent periods which leads to increases in the provision for loss and LAE in prior years during current periods, that is not considered adverse
development. During 2020, incurred losses in the AmTrust segment were unaffected by changes in premiums for prior accident years. For 2019, incurred losses of $21,710 were associated with earned premiums of $36,739 that were
reported during 2019 attributable to prior accident years in the AmTrust segment.

In the Diversified Reinsurance segment, net favorable prior year loss development was $1,295 for the year ended December 31, 2020 (2019 - $1,488) primarily due to favorable development in facultative reinsurance run-off lines
partly offset by adverse development in European Capital Solutions. The favorable prior year development of $1,488 for the year ended December 31, 2019 was primarily due to favorable reserve development in German Auto
Programs as well as facultative reinsurance run-off lines.

In the AmTrust Reinsurance segment, net favorable prior year development was $15,238 for the year ended December 31, 2020 (2019 - adverse $113,722). This was primarily due to favorable development of $39,016 in Workers

Compensation and favorable development of $12,889 in Other lines, partly offset by adverse development of $17,650 in Commercial Auto Liability and adverse development of 18,334 in General Liability.

Net adverse prior year development of $113,722 for the year ended December 31, 2019 was driven by Commercial Auto Liability of $118,462 and General Liability of $116,746 primarily from accident years 2014 to 2018, partly
offset by favorable development in Workers Compensation of $113,003, gross of the increase in loss from prior year premium recognized during the current period, primarily from accident years 2016 to 2018. The adverse development
for the year ended December 31, 2019 included $9,286 recognized from application of the $40,500 loss corridor cap on AmTrust program business. Please see "Note 10 — Related Party Transactions" for details of the loss corridor.

Retroactive reinsurance adjustment of $38,009 represents the decrease in the reinsurance recoverable on unpaid losses under the LPT/ADC Agreement with Cavello that was recognized in the year ended December 31, 2020 (2019 -
$557,950 increase) in the reconciliation of our beginning and ending gross and net loss and LAE reserves presented above. The $38,009 adjustment includes the corresponding decrease in the deferred gain on retroactive reinsurance for
favorable development both on reserves covered under the LPT/ADC Agreement of $14,304 and Workers Compensation commuted losses of $23,705 during the year ended December 31, 2020 (2019 - $112,950 increase in deferred
gain liability). The deferred gain on retroactive reinsurance represents the cumulative adverse development under the AmTrust Quota Share covered under the LPT/ADC Agreement at December 31, 2020 and 2019. Amortization of the
deferred gain will not occur until paid losses have exceeded the minimum retention under the LPT/ADC Agreement, which is estimated to be in 2024.

Under the Commutation and Release Agreement with AmTrust on July 1, 2019, Maiden Reinsurance transferred cash and invested assets of $312,786 which totals the net ceded reserves of $330,682 related to the Commuted
Business as of December 31, 2018 less payments of $17,896 made by Maiden Reinsurance for the Commuted Business from January 1, 2019 through July 31, 2019. Settlement of the commutation payment occurred on August 12, 2019
and is reflected in the reconciliation of our beginning and ending gross and net loss and LAE reserves presented above under net paid losses related to prior years in 2019.

Our Other category had net adverse prior year development of $312 for the year ended December 31, 2019 due to increased reserves in the run-off of the NGHC Quota Share which was commuted in November 2019.

a) Claims Development

The following is a summary of the Company's incurred and paid loss development by accident year, net of reinsurance, from the last ten calendar years including the total reserve for losses, IBNR, plus development on reported loss
and LAE for both of our reportable segments, Diversified Reinsurance and AmTrust Reinsurance, as of December 31, 2020. Information prior to 2020 is included as unaudited supplementary information. Only ten years of information
has been presented as it was impractical to obtain the sufficiently detailed additional information on earlier years. The incurred and paid amounts have been translated from the local currency to U.S. dollars using the December 31, 2020
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.

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 Diversified Reinsurance segment incurred and paid losses are analyzed by the following lines of business: (1) International; and (2) European Capital Solutions. The AmTrust Reinsurance segment incurred and paid losses are
analyzed by the following lines of business: (1) Workers’ Compensation; (2) Commercial Auto Liability; (3) General Liability; (4) European Hospital Liability; and (5) All Other Lines. There are a number of factors to consider when
evaluating the information in these tables:

• In the Diversified Reinsurance segment, contracts are written on both an accident year and underwriting year basis, some are multi-line and the majority of the premium is associated with proportional contracts. Many
proportional treaty reinsurance contracts are submitted using quarterly bordereau reporting by underwriting year. However, the remaining losses can generally only be allocated to accident years based on estimated premium
earning and loss reporting patterns. Further estimates are required to allocate losses to line of business. Multi-line accounts are generally analyzed on an individual basis by line of business, but are booked in the Company’s
records to a contract, rather than to each individual line of business within a contract. For the purpose of this disclosure allocations are made to the various lines of business. Management’s assumptions and allocation
procedures for these tables may produce results that differ from the actual loss emergence reported by line of business each quarter;

• The AmTrust Reinsurance segment consists primarily of two contracts, the European Hospital Liability Quota Share and a much larger quota share that includes all other covered business, the AmTrust Quota Share. There is
also a small amount of excess of loss business that has not been written since 2009 which is included as a reconciling item. Maiden receives several cession statements and uses these to report premiums in three categories -
Small Business Commercial, Specialty Program and Specialty Risk and Extended Warranty in Note 3. Segment Information. The tables provided include allocations of IBNR reserves to line of business by accident year.
Management’s assumptions and allocation procedures for these tables may produce results that differ from the actual loss emergence reported by line of business each quarter; and

• For both segments, the premium and exposure for prior accident years is often reported to us in subsequent periods, as reporting lags exist from an insurer to a reinsurer. This leads to increases in the provision for loss and LAE

in prior years, but does not reduce expected income (and in many cases can result in additional income).

Diversified Reinsurance Segment

The following tables represent information on the Company's incurred loss and LAE and cumulative paid loss and LAE, both net of reinsurance, since 2011 for our Diversified Reinsurance segment. The development tables below
included reserves acquired from the loss portfolio transfer agreement associated with the GMAC International Insurance Services ("IIS") business as at November 30, 2010 of $98,827. For the purposes of disclosure, the reserves from
the loss portfolio transfer was allocated to the original accident year.

Many pro-rata contracts are big enough that specific company development patterns are used. The ELR from the pricing of the account is typically used for the first year or more until the data suggests an alternative result is likely.
Use of the ELR method transitions to the BF and then the LD method. For smaller contracts, benchmark development patterns may be used in both the pricing to establish the ELR and the reserving. The use of benchmark patterns is
more prevalent in excess of loss business and the movement to experience based methods is slower.

Diversified Reinsurance - International

The international business written by our IIS team is mainly proportional treaty business, a significant portion of which is Personal Auto quota share but also comprises credit life quota share. Life and personal accident business is
also written on a direct basis by Maiden LF. The IIS team works with insurance partners, automobile manufacturers and their related credit providers and other organizations to design and implement insurance programs in both auto
distribution-related and other consumer insurance products.

For the auto quota share exposure, our initial underwriting year loss projections are generally based on the ELR method, derived from account pricing analyses. Payment and reporting patterns are predominantly short-tailed, and the
movement away from the ELR to BF or LD methods typically happens very rapidly. Credit life reserves are primarily a function of reporting lag, typically only one or several months on average. The reserves are calculated using a FS
methodology, where the frequency is a function of the average claims lag and the average per claims severity.

F-36

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

2011
Unaudited

85,125
53,559

2012
Unaudited

84,642
52,042
54,357

2011
Unaudited

36,257
26,454

2012
Unaudited

45,772
48,866
25,489

Diversified
Reinsurance -
International

For the Year
Ended December 31,
Accident Year:
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020

Total

For the Year
Ended December 31,
Accident Year:
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
Total

Total net reserves

84,570
52,063
52,501
48,443

2013
Unaudited

50,912
50,618
43,637
26,170

Incurred loss and LAE, net of reinsurance

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

84,321
52,249
52,788
53,644
42,870

82,702
52,207
52,895
54,970
48,714
42,979

84,777
52,037
52,977
54,472
48,595
44,399
38,793

2017

Unaudited
$

86,777
52,416
53,238
55,072
48,497
44,908
40,817
36,914

Cumulative paid loss and LAE, net of reinsurance

2014
Unaudited

2015
Unaudited

2016
Unaudited

52,650
51,863
46,035
45,538
23,985

54,239
52,284
47,130
48,033
42,325
21,935

55,754
52,517
47,459
49,381
44,612
39,569
22,596

2017

Unaudited
$

57,234
52,658
48,042
49,852
45,843
41,648
36,744
19,240

F-37

2018
Unaudited

2019
Unaudited

At December 31

2020

Total IBNR

86,470
52,662
52,957
55,293
48,270
44,345
40,155
36,366
45,194

2018
Unaudited

58,916
52,772
48,156
50,067
46,101
42,680
38,578
33,701
20,843

87,511
52,621
52,909
55,682
48,346
44,361
40,114
35,292
43,148
36,802

87,623
52,580
52,838
55,612
48,085
44,201
40,511
34,173
43,406
37,895
27,928

524,852

749
(12
47
(160
173
(461
(4
(437
44
1,644
11,876
13,459

2019
Unaudited

2020

60,353
52,837
48,169
50,145
46,208
43,099
39,342
35,515
37,467
17,034

61,541
52,929
48,261
50,472
46,280
43,395
39,968
36,314
38,930
29,825
15,782
463,697
61,155

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Diversified Reinsurance - European Capital Solutions

The European Capital Solutions business is mainly a portfolio of assumed reinsurance in Europe which is now in run-off. Maiden Reinsurance began writing treaty reinsurance contracts under this initiative in 2016 therefore only

five calendar years of the Company's incurred and paid loss development by accident year have been provided in the tables below.

Diversified Reinsurance - European Capital Solutions
For the Year Ended December 31,
Accident Year:
2016
2017
2018
2019
2020

Total

For the Year Ended December 31,
Accident Year:
2016
2017
2018
2019
2020
Total

Total net reserves

2016

Unaudited

5,203 $

2016

Unaudited

849 $

Incurred loss and LAE, net of reinsurance
2018

2019

2017

Unaudited

2020

At December 31, 2020
Total IBNR

5,282 $
9,261

5,696 $

10,727
24,035

5,946 $
9,587
25,992
16,273

Cumulative paid loss and LAE, net of reinsurance
2019
2018

2017

Unaudited

2020

2,510 $
2,077

3,544 $
4,387
3,397

4,965 $
6,158
6,230
5,945

6,290 $
9,256
26,623
16,664
259
59,092 $

5,105
6,917
12,987
6,226
18
31,253
27,839

34
688
7,249
5,219
128
13,318

The following tables represent information on the Company's incurred loss and LAE and cumulative paid loss and LAE, both net of reinsurance, by significant line of business since 2011 for our AmTrust Reinsurance segment. All
data shown for the AmTrust Reinsurance segment in the tables that follow are from the Company’s quota share contracts with AmTrust, both the multi-year AmTrust Quota Share and the annually renewable European Hospital Liability
Quota Share. AmTrust purchases significant reinsurance for losses above $10 million covered by the AmTrust Quota Share. The Company’s share of AmTrust’s losses net of reinsurance in the AmTrust Quota Share is generally 40%.

Additionally, for the Specialty Program portion of Covered Business only, AmTrust will be responsible for ultimate net loss otherwise recoverable from Maiden Reinsurance to the extent that the loss ratio to Maiden Reinsurance,
which shall be determined on an inception to date basis from July 1, 2007 through the date of calculation, is between 81.5% and 95%. Above and below the defined corridor, Maiden Reinsurance has reinsured losses at its proportional
40% share per the AmTrust Quota Share. Effective July 31, 2019, the Loss Corridor was amended such that the maximum amount covered is $40,500, the amount calculated by Maiden Reinsurance for the Loss Corridor coverage as of
March 31, 2019. As of December 31, 2020, the projected amount covered by the Loss Corridor is $38,984. Any development above this maximum amount will be subject to the coverage of the LPT/ADC Agreement.

Recoverables from the LPT/ADC Agreement are displayed in the column "Impact of LPT/ADC" in the tables below. Amounts have been allocated to Accident Year and line of business according to the timing of the respective
losses, based on the currently projected payout patterns. These allocations may shift over time as actual payments are made and payout patterns are re–estimated. Please refer to "Note 8 — Reinsurance" for additional information
regarding the LPT/ADC Agreement..

F-38

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: Workers’ Compensation

This reserve class consists of the Workers’ Compensation portion of the AmTrust Quota Share. The business is written in the U.S. by AmTrust from both their Small Commercial Business and Specialty Program business units. The
Small Commercial Business unit focuses on writing smaller, niche workers' compensation exposures in generally low-hazard occupations. Workers’ Compensation business written in the Specialty Program unit is typically part of
programs consisting of multiple lines of business. The business is produced by managing general agents with AmTrust regularly adding new programs and terminating or renegotiating unprofitable ones. Our initial underwriting year
loss projections are generally based on the ELR method, derived from historical performance after the consideration of loss and premium trends. Since it is proportional exposure, and due to the size and the classes of business insured
by AmTrust, this reserving class is much shorter tailed than a traditional workers compensation book, and the transition to the BF and the LD methods happens relatively quickly, within the first several years.

F-39

Workers'
Compensation

For the Year Ended
December 31,

Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
Total

For the Year Ended
December 31,

Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
Total

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

Incurred loss and LAE, net of reinsurance (excluding impact of ADC)

At December 31, 2020

2020

Total IBNR

Impact of
LPT/ADC

80,800
102,240
106,799
104,923

81,493
102,245
113,880
125,549
136,960

82,438
103,864
118,209
130,712
168,016
237,019

81,240
109,213
120,243
132,728
173,946
245,765
379,589

82,301
106,204
125,020
133,995
171,040
238,392
365,515
474,140

83,039
105,901
124,073
133,916
172,692
242,447
382,260
474,212
528,906

83,622
107,165
123,968
135,379
181,616
261,915
419,748
526,269
568,006
615,957

84,710
110,175
127,215
138,600
192,087
276,249
457,363
551,145
627,728
654,362
592,566

83,952 $

109,664
127,381
139,685
188,879
273,571
455,521
545,271
603,529
613,577
580,528
12,751

86,117
109,021
126,621
141,272
192,263
281,580
449,374
549,857
579,849
593,920
575,765
9,945

3,695,584

2,665
1,370
6,602
6,624
11,706
18,079
35,147
43,175
69,537
50,255
43,320
1,311
289,791

2,529
3,086
5,720
7,942
12,939
19,411
37,364
56,114
68,467
84,180
98,477

—
396,229

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020

Cumulative paid loss and LAE, net of reinsurance

68,400
71,963
61,322
33,089

72,823
83,464
82,614
69,357
45,030

76,018
89,462
95,120
91,414
88,382
56,249

77,370
93,425
103,280
105,584
119,059
121,182
69,512

78,161
96,396
108,171
114,107
138,706
168,785
189,954
86,695

79,230
98,811
114,639
115,966
150,543
199,300
268,467
246,616
110,051

81,159
100,103
115,014
122,579
158,807
216,527
321,258
338,642
284,501
111,508

82,436
101,823
115,959
124,315
164,512
227,502
355,414
388,640
380,602
274,596
110,954

All outstanding liabilities prior to 2008, net of reinsurance

82,709 $

102,877
116,332
125,843
168,154
234,342
370,176
417,736
428,651
448,551
409,986
3,907

82,286
103,771
114,730
129,408
172,251
248,103
383,529
448,867
449,347
485,611
465,762
5,821
3,089,486
249
606,347
(396,229)
210,118

Total net reserves excluding impact of ADC
Impact of ADC
Total net reserves including impact of ADC

F-40

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: General Liability

This reserve class consists of the General Liability portion of the AmTrust Quota Share. The business is written in the U.S. by AmTrust from both their Small Commercial Business and Specialty Program business units. The Small
Commercial Business unit focuses on writing smaller niche business, typically under-served by the broader insurance market, which typically have limits of $1,000. General Liability business written in the Small Commercial Business
unit grew substantially following AmTrust’s renewal rights acquisition in 2014. Specialty Program business may contain a mix of exposures from retail operations, contractors, manufacturers, and other premises.

Our initial underwriting year loss projections are generally based on the ELR method, derived from historical performance after the consideration of loss and premium trends. This proportional exposure is medium tailed, and the

IBNR is typically derived from the use of the initial ELR, or the FS method as claim counts emerge, for the first several years following the earning of the exposure, followed by a transition to the BF and the LD methods.

F-41

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)

General Liability

Incurred loss and LAE, net of reinsurance (excluding impact of ADC)

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

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

28,786
19,311
15,783
11,334

31,921
28,384
28,850
24,731
21,281

33,051
29,123
34,761
35,628
33,445
42,021

33,792
30,902
36,455
40,557
42,450
43,116
65,469

34,169
32,418
38,536
42,100
48,851
66,869
66,558
118,111

35,985
34,040
38,298
45,303
50,800
68,641
77,930
95,766
98,149

36,627
34,863
41,597
49,338
55,991
79,731
99,873
122,942
114,864
116,158

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

Cumulative paid loss and LAE, net of reinsurance

20,935
7,840
5,140
2,813

26,288
13,904
11,187
6,072
5,084

29,384
19,727
19,010
12,158
13,224
4,996

32,849
24,298
26,429
22,963
18,020
10,226
3,503

32,423
28,312
30,948
31,619
29,752
32,249
24,581
20,849

32,765
30,924
34,125
39,350
40,864
44,698
36,026
33,963
6,402

34,935
32,878
37,317
41,257
45,775
58,377
57,678
52,350
21,959
6,967

Total net reserves excluding impact of ADC
Impact of ADC
Total net reserves including impact of ADC

All outstanding liabilities prior to 2008, net of reinsurance

F-42

At December 31, 2020

2020

Total IBNR

Impact of
LPT/ADC

3,521
1,199
1,296
2,268
5,147
4,452
11,697
19,486
28,163
39,884
60,290
4,883
182,286

202
290
866
1,307
1,963
3,207
5,837
10,026
13,924
18,703
24,162
—
80,487

37,605
35,138
42,884
52,746
59,948
89,204
111,970
139,518
120,911
133,533
121,991

2018
Unaudited

36,699
33,473
39,214
47,141
53,526
70,074
77,259
79,291
45,855
27,001
7,907

36,996 $
35,410
43,062
53,499
63,429
92,032
116,085
154,071
148,371
165,268
153,822
5,427

40,398
36,228
45,490
55,607
63,704
95,050
119,367
154,529
147,858
161,354
148,817
6,017

1,074,419

2019
Unaudited

2020

34,893 $
32,487
39,888
49,178
56,538
76,996
86,101
98,278
67,064
51,545
24,618
27

37,253
34,984
42,509
51,492
55,350
83,571
92,861
112,542
88,627
79,531
42,792
314
721,826
135
352,728
(80,487)
272,241

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: Commercial Auto Liability

Commercial Auto Liability is written in the U.S. and included in the Small Commercial Business and Specialty Program business units within the AmTrust Quota Share. The Small Commercial Business unit focuses on writing
smaller niche business, typically under-served by the broader insurance market, and policies typically have limits of $1,000. Auto Liability business written in the Small Commercial Business unit grew substantially following a large
renewal rights acquisition completed by AmTrust in 2014. Commercial Auto Liability business written in the Specialty Program unit is typically part of programs consisting of multiple lines of business.

the transition to the BF and the LD methods happens relatively quickly, within the first several years.

F-43

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Commercial
Auto Liability

For the Year Ended
December 31,
Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020

Total

For the Year Ended
December 31,
Accident Year:
2008
2009
2010
2011
2012
2013
2014
2015
2016
2017
2018
2019
2020
Total

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

Incurred loss and LAE, net of reinsurance (excluding impact of ADC)

At December 31, 2020

2020

Total IBNR

Impact of
LPT/ADC

29,890
22,183
26,239
16,193

32,769
26,275
33,457
24,292
20,863

33,700
28,551
37,154
29,577
32,691
33,473

34,522
30,812
38,043
32,578
40,076
44,771
47,525

34,584
31,024
40,193
33,839
44,812
50,647
55,023
66,967

35,975
30,468
40,523
34,790
48,116
59,702
73,966
92,955
121,828

35,521
30,919
42,146
36,149
46,150
63,162
82,427
106,560
118,210
156,575

35,382
31,033
41,996
36,065
45,753
62,163
89,299
119,141
144,077
189,257
177,150

35,542 $
31,064
42,070
34,643
45,917
63,620
92,572
127,560
171,504
220,457
224,780
79,172

37,746
31,082
40,637
34,707
45,902
63,532
94,238
129,849
170,275
230,972
230,200
77,371
—

1,186,511

2,083
502
218
489
83
383
1,885
3,298
10,345
36,791
67,728
36,931
(7)
160,729

$
$

81
72
28
37
—
26
123
353
1,468
3,930
10,153
—
—
16,271

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020

Cumulative paid loss and LAE, net of reinsurance

25,207
14,532
14,203
5,721

29,386
18,736
21,050
12,333
6,693

30,975
22,959
28,602
18,813
14,979
8,267

32,643
26,975
34,855
25,808
26,508
19,865
8,450

33,536
29,226
37,734
29,769
35,460
34,379
22,858
13,102

34,074
29,829
39,413
32,362
43,745
48,122
42,960
39,179
19,071

34,803
29,842
39,750
33,130
44,165
57,349
64,459
62,945
48,595
26,863

35,284
30,204
40,282
33,155
45,555
59,600
79,766
86,433
76,635
69,657
30,018

36,968 $
31,194
40,395
33,451
45,751
62,331
87,458
107,707
113,174
115,623
67,080
9,456

34,982
30,337
40,407
33,872
45,819
62,562
90,761
118,753
133,826
154,600
107,184
22,799
7
875,909
65
310,667
(16,271)
294,396

Total net reserves excluding impact of ADC
Impact of ADC
Total net reserves including impact of ADC

All outstanding liabilities prior to 2008, net of reinsurance

F-44

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance: European Hospital Liability

AmTrust entered this line of business in Italy in 2010 when it believed there were significant opportunities in what had traditionally been an under-performing market. European Hospital Liability policies are written on a claim made
basis. Maiden wrote a separate annually renewable contract covering this exposure in 2011 which is not part of the AmTrust Quota Share. Currently, most exposure remains in Italy with a modest amount of exposure to other European
nations. The European Hospital Liability Quota Share is a claims made exposure, and in many instances claims are eventually closed with no liability. This phenomena is estimated during the reserving process, and can result in a
provision for pure IBNR (reserves for claims which have not yet been reported) which is minimal or negative. This estimate will vary as the exposure matures which could result in changes to the level of reserves. Also, severity for
known claims and expenses can increase over time, which requires a provision for IBNR. The net result is a relatively small amount of IBNR.

Our initial underwriting year loss projections are generally based on the ELR method, derived from historical performance after the consideration of loss and premium trends. Loss reporting for this line is unique, as a large
proportion of claims are initially reserved but eventually closed with no payment, as the insurer is found to have no liability after investigation of the fundamentals of the claim. In addition, the underlying insurance policies assumed are
subject to deductibles on both a per claim and aggregate basis. For these reasons, the LD method is not typically employed to estimate aggregate losses, although development methodologies are used in estimating ultimate claim counts
and severities. After the first several years, we utilize a FS methodology; frequency is estimated on a reported claim basis and adjusted for an estimate of the proportion of claims which will close with no payment, while severity is
estimated on both a gross and net of deductible basis.

European Hospital
Liability
For the Year Ended
December 31,

Accident Year:
2011
2012
2013
2014
2015
2016
2017
2018
2019

Total

For the Year Ended
December 31,

Accident Year:
2011
2012
2013
2014
2015
2016
2017
2018
2019
Total

Total net reserves

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

Incurred loss and LAE, net of reinsurance

At December 31,
2020

2020

Total IBNR

53,686 $

25,077 $
86,197

38,818 $
87,851
52,960

53,632 $
87,000
66,535
55,098

51,016 $
111,555
69,407
58,019
51,369

70,247 $
99,792
91,182
62,145
49,873
48,094

68,115 $
94,490
83,373
69,148
64,935
55,367
44,277

65,312 $
122,115
106,864
87,192
71,395
72,467
56,413
48,199

67,770 $
127,380
113,194
92,886
74,802
75,207
58,715
34,186
17,174

68,076 $
128,394
114,707
94,020
75,060
73,562
57,146
35,196
15,897
662,058 $

(2,016)
5,327
6,568
8,802
7,381
8,135
7,174
867
2,127
44,365

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

2018
Unaudited

2019
Unaudited

2020

Cumulative paid loss and LAE, net of reinsurance

1,185 $

4,696 $
5,195

13,855 $
16,611
3,228

25,424 $
37,805
16,238
4,544

31,100 $
49,240
27,939
12,799
3,752

38,642 $
63,306
42,628
26,605
11,932
3,872

44,708 $
74,646
53,587
37,866
24,634
11,502
1,382

49,239 $
83,322
60,054
42,489
31,439
19,057
4,772
995

53,327 $
89,942
67,891
50,120
37,756
25,349
8,178
2,449
12,388

58,251
100,802
82,179
62,995
49,524
37,625
15,873
5,836
1,731
414,816
247,242

F-45

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

AmTrust Reinsurance - All Other Lines: This category includes all lines except Workers' Compensation, General Liability, and Commercial Auto from the Small Commercial Business and Specialty Program Divisions. The
predominant exposures are property and auto physical damage.

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

Incurred loss and LAE, net of reinsurance (excluding impact of ADC)

27,630
12,516
14,440
18,822

28,724
20,349
15,182
19,948
14,697

28,715
11,959
24,718
26,343
18,443
17,806

29,149
13,329
15,484
27,509
19,426
17,630
20,597

29,237
14,309
16,078
22,359
21,898
28,058
25,268
52,706

29,070
14,492
16,105
22,616
18,673
22,918
26,021
54,857
79,654

29,576
16,088
17,071
23,376
19,850
21,313
24,958
49,631
74,948
104,637

2018

Unaudited
$

29,574
15,653
17,059
23,506
20,260
21,669
26,278
49,463
72,384
96,812
96,910

2019
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

At December 31, 2020

2020

Total IBNR

Impact of ADC

24,045
15,750
15,905
21,515
17,969
20,644
21,496
44,939
67,060
96,196
101,553
43,146
—

(779)
379
52
155
(140)
498
(2)
793
3,039
1,252
(1,795)
597
(29)
4,020

—
—
—
—
152
246
123
50
113
218
627
—
—
1,529

2011
Unaudited

2012
Unaudited

2013
Unaudited

2014
Unaudited

2015
Unaudited

2016
Unaudited

2017
Unaudited

Cumulative paid loss and LAE, net of reinsurance

25,776
7,891
12,373
13,840

29,710
8,084
12,332
16,424
10,308

29,900
8,743
13,012
17,571
14,031
11,877

31,217
11,093
15,375
21,279
16,033
15,997
12,028

29,388
13,105
15,748
22,044
16,936
17,509
20,277
28,929

29,177
13,870
16,058
22,715
17,946
20,258
20,940
45,208
42,795

30,833
15,224
16,919
23,892
18,205
20,456
22,018
42,631
69,805
48,903

Total net reserves excluding impact of ADC
Impact of ADC
Total net reserves including impact of ADC

All outstanding liabilities prior to 2008, net of reinsurance

F-46

490,218

2018

2019

2020

Unaudited
$

30,683
15,051
16,786
23,661
18,685
20,447
26,194
41,962
65,452
80,726
56,539

29,234 $
14,009
15,285
21,481
17,559
19,343
21,405
44,179
63,234
80,735
86,455
22,095

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
474,037

(1)

16,180

(1,529)
14,651

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
Total

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

9. Reserve for Loss and Loss Adjustment Expenses (continued)

Reconciliation of Development Tables to Consolidated Balance Sheet

The following table represents a reconciliation of the net incurred and paid claims development tables to the reserve for loss and LAE in the Consolidated Balance Sheet at December 31, 2020:

Diversified Reinsurance

International
European Capital Solutions
Other reconciling items

Total Diversified Reinsurance - Segment

AmTrust Reinsurance

Workers' Compensation
General Liability
Commercial Auto Liability
European Hospital Liability
All Other Lines
Total
Other reconciling items

Total AmTrust Reinsurance - Segment

Total reserves and LAE

b) Claims duration disclosure

Total Net Reserves (including
impact of ADC)

December 31, 2020
Reinsurance Recoverables on
unpaid claims

Total Gross Reserves

61,155 $
27,839
4,482
93,476

210,118
272,241
294,396
247,242
14,651
1,038,648
168,604
1,207,252
1,300,728 $

4,658 $
—
67,972
72,630

396,229
80,487
16,271
—
1,529
494,516
25,425
519,941
592,571 $

65,813
27,839
72,454
166,106

606,347
352,728
310,667
247,242
16,180
1,533,164
194,029
1,727,193
1,893,299

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, 2020:

Diversified Reinsurance

International

European Capital Solutions
AmTrust Reinsurance

Workers' Compensation
General Liability
Commercial Auto Liability
European Hospital Liability
All other lines

Year 1

Year 2

Year 3

Year 4

Year 5

Year 6

Year 7

Year 8

Year 9

Year 10

Average annual payout of incurred claims by age, net of reinsurance

50.0 %
18.2 %

18.6 %
6.1 %
11.9 %
3.6 %
56.9 %

37.2 %
18.8 %

31.5 %
10.9 %
17.6 %
8.1 %
32.3 %

5.2 %
20.2 %

17.7 %
13.7 %
19.0 %
12.3 %
2.5 %

2.7 %
19.6 %

9.1 %
16.7 %
19.3 %
12.7 %
5.9 %

(0.4)%
4.3 %

5.6 %
14.8 %
14.4 %
11.3 %
6.2 %

— %
— %

4.1 %
9.8 %
6.8 %
9.3 %
(0.8)%

(0.5)%
— %

3.1 %
7.4 %
4.1 %
6.9 %
3.1 %

(0.3)%
— %

2.4 %
6.3 %
0.9 %
7.2 %
(0.6)%

1.9 %
— %

1.3 %
2.0 %
0.9 %
7.1 %
(0.7)%

4.8 %
— %

1.6 %
3.2 %
1.1 %
7.1 %
(0.2)%

The average annual payout of incurred claims by age, net of reinsurance, is calculated using the amount of claims paid in each development year and is compared with the estimated incurred claims as of the most recent period

presented.

F-47

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

10. Related Party Transactions

The Founding Shareholders of the Company were Michael Karfunkel, George Karfunkel and Barry Zyskind. Based on each individual's most recent public filing, Leah Karfunkel (wife of the late Michael Karfunkel) owns or
controls approximately 7.9% of the outstanding shares of the Company and Barry Zyskind (the Company's non-executive chairman) owns or controls approximately 7.4% of the outstanding shares of the Company. George Karfunkel
owns or controls less than 5.0% of the outstanding shares of the Company. Leah Karfunkel and George Karfunkel are directors of AmTrust, and Barry Zyskind is the chief executive officer and chairman of AmTrust. Leah Karfunkel,
George Karfunkel and Barry Zyskind own or control approximately 53.2% of the ownership interests of Evergreen Parent LP, the ultimate parent of AmTrust.

The following describes transactions that have transpired between the Company and AmTrust:

AmTrust Quota Share

Effective July 1, 2007, the Company and AmTrust entered into a master agreement, as amended ("Master Agreement"), pursuant to which Maiden Reinsurance and AmTrust's Bermuda reinsurance subsidiary, AII, entered 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 premiums written. On June 11, 2008, Maiden Reinsurance and AII amended the AmTrust Quota Share to add Retail Commercial Package Business to
the Covered Business. AII receives a ceding commission of 34.375% on Retail Commercial Package Business. On July 1, 2016, the agreement was renewed through June 30, 2019. Effective July 1, 2018, the amount AEL ceded to
Maiden Reinsurance was reduced to 20%.

Effective July 1, 2013, for the Specialty Program portion of Covered Business only, AII was responsible for ultimate net loss otherwise recoverable from Maiden Reinsurance to the extent that the loss ratio to Maiden Reinsurance,
which shall be determined on an inception to date basis from July 1, 2007 through the date of calculation, is between 81.5% and 95% ("Loss Corridor"). Above and below the Loss Corridor, Maiden Reinsurance continued to reinsure
losses at its proportional 40% share of the AmTrust Quota Share. Effective July 31, 2019, the Loss Corridor was amended such that the maximum amount covered is $40,500, the amount calculated by Maiden Reinsurance for the Loss
Corridor coverage as of March 31, 2019. Any development above this maximum amount will be subject to the coverage of the LPT/ADC Agreement.

Effective January 1, 2019, Maiden Reinsurance and AII entered into the Partial Termination Amendment which amended the AmTrust Quota Share. The Partial Termination Amendment provided for the cut-off of the ongoing and
unearned premium of AmTrust’s Small Commercial Business, comprising workers’ compensation, general liability, umbrella liability, professional liability (including cyber liability) insurance coverages, and U.S. Specialty Risk and
Extended Warranty ("Terminated Business") as of December 31, 2018. Under the Partial Termination Amendment, the ceding commission payable by Maiden Reinsurance for its remaining in-force business immediately prior to
January 1, 2019 increased by five percentage points with respect to in-force remaining business (excluding Terminated Business) and related unearned premium as of January 1, 2019. The Partial Termination Amendment resulted in
Maiden Reinsurance returning $647,980 in unearned premium to AII, or $436,760 net of applicable ceding commission and brokerage as calculated during the second quarter of 2019.

Subsequently, on January 30, 2019, Maiden Reinsurance and AII agreed to terminate the remaining business subject to the AmTrust Quota Share on a run-off basis effective as of January 1, 2019.

Effective July 31, 2019, Maiden Reinsurance and AII entered into a Commutation and Release Agreement which provided for AII to assume all reserves ceded by AII to Maiden Reinsurance with respect to its proportional 40%
share of the ultimate net loss under the AmTrust Quota Share related to the commuted business including: (a) all losses incurred in Accident Year 2017 and Accident Year 2018 under California workers' compensation policies and as
defined in the AmTrust Quota Share ("Commuted California Business"); and (b) all losses incurred in Accident Year 2018 under New York workers' compensation policies ("Commuted New York Business"), and together with the
Commuted California Business ("Commuted Business") in exchange for the release and full discharge of Maiden Reinsurance from all of its obligations to AII with respect to the Commuted Business. The Commuted Business excludes
any business classified by AII as Specialty Program or Specialty Risk business.

Maiden Reinsurance transferred cash and invested assets in the amount of $312,786 ("Commutation Payment") which is the sum of the net ceded reserves in the amount of $330,682 with respect to the Commuted Business as of
December 31, 2018 less payments in the amount of $17,896 made by Maiden Reinsurance with respect to the Commuted Business from January 1, 2019 through July 31, 2019. Settlement of the Commutation Payment occurred on
August 12, 2019 and Maiden Reinsurance paid AII approximately $6,335 in interest related to the Commutation Payment premium, calculated at the rate of 3.30% per annum from January 1, 2019 through August 12, 2019.

AII and Maiden Reinsurance also agreed that, as of July 31, 2019, the AmTrust Quota Share shall be deemed amended as applicable so that the Commuted Business is no longer included as part of the Covered Business under the

AmTrust Quota Share.

On January 30, 2019, in connection with the termination of the reinsurance agreement described above, the Company and AmTrust entered into a second amendment to the Master Agreement between the parties, originally entered

into on July 3, 2007, to remove the provisions requiring AmTrust to reinsure business with the Company.

F-48

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

10. Related Party Transactions (continued)

European Hospital Liability Quota Share

Effective April 1, 2011, Maiden Reinsurance entered into the European Hospital Liability Quota Share with AEL and AIU DAC. Pursuant to the terms of the European Hospital Liability Quota Share, Maiden Reinsurance assumed
40% of the premiums and losses related to policies classified as European Hospital Liability, including associated liability coverages and policies covering physician defense costs, written or renewed on or after April 1, 2011. The
European Hospital Liability Quota Share also covers policies written or renewed on or before March 31, 2011, but only with respect to losses that occur, accrue or arise on or after April 1, 2011. The maximum limit of liability attaching
shall be €5,000 (€10,000 effective January 1, 2012) or currency equivalent (on a 100% basis) per original claim for any one original policy. Maiden Reinsurance paid a ceding commission of 5% on contracts assumed under the
European Hospital Liability Quota Share.

Effective July 1, 2016, the European Hospital Liability Quota Share was amended such that Maiden Reinsurance assumes from AEL 32.5% of the premiums and losses of all policies written or renewed on or after July 1, 2016 until
June 30, 2017 and 20% of all policies written or renewed on or after July 1, 2017. Thereafter, on January 30, 2019, Maiden Reinsurance, AEL and AIU DAC agreed to terminate the European Hospital Liability Quota Share on a run-off
basis effective as of January 1, 2019.

The table below shows the effect of both of these quota share arrangements with AmTrust on the Company's Consolidated Income Statements for the years ended December 31, 2020 and 2019, 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

2020

2019

(9,068) $
57,992
(17,031)
(20,321)

(581,001)
364,711
(402,679)
(139,862)

To provide AmTrust's U.S. insurance subsidiaries with credit for reinsurance on their statutory financial statements, AII, as the direct reinsurer of the AmTrust's insurance subsidiaries, established trust accounts ("Trust Accounts")
for their benefit. Maiden Reinsurance agreed to provide appropriate collateral to secure its proportional share under the AmTrust Quota Share of AII's obligations to the AmTrust subsidiaries to whom AII is required to provide
collateral. This collateral can take the form of (a) assets loaned by Maiden Reinsurance to AII for deposit into the Trust Accounts, pursuant to a loan agreement between those parties, (b) assets transferred by Maiden Reinsurance for
deposit into the Trust Accounts, (c) a letter of credit obtained by Maiden Reinsurance and delivered to an AmTrust subsidiary on AII's behalf. Maiden Reinsurance may provide any or a combination of these forms of collateral,
provided that the aggregate value thereof equals Maiden Reinsurance's proportionate share of its obligations under the AmTrust Quota Share. Maiden Reinsurance satisfied its collateral requirements under the AmTrust Quota Share
with AII as follows:

•. by lending funds of $167,975 at December 31, 2020 and 2019 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, is carried at cost, and interest is payable at a rate equivalent to the Federal Funds Effective Rate ("Fed Funds") plus 200 basis points per annum. The interest income on the loan was
$3,996 for the year ended December 31, 2020 (2019 - $6,983) and the effective yield was 2.4% (2019 - 4.2%).

•. 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, extending the maturity date to January 1, 2025 and acknowledges that due to the termination of the AmTrust Quota Share, no further loans or advances may be made pursuant to the Loan
Agreement;

•. effective December 1, 2008, the Company entered into a Reinsurer Trust Assets Collateral agreement to provide 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, 2020 was approximately $666,879 (2019 - $1,155,955) and the accrued interest was $3,048 (2019 - $7,366). Please refer to "Note 4. (e) Investments" for additional information.

•. on January 11, 2019, a portion of the existing trust accounts used for collateral on the AmTrust Quota Share were converted to a funds withheld arrangement. The Company transferred cash and investments of $575,000 to
AmTrust as a funds withheld receivable which initially had an annual interest rate of 3.5%, subject to annual adjustment. The annual interest rate was adjusted to 2.65% for the year ended December 31, 2020. At December 31,
2020, the balance of funds withheld was $575,000 (2019 - $575,000) and the accrued interest was $3,845 (2019 - $5,073). The interest income on the funds withheld receivable was $15,297 for the year ended December 31,
2020 (2019 - $19,572).

F-49

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

10. Related Party Transactions (continued)

Pursuant to the terms of the LPT/ADC Agreement, Maiden Reinsurance, Cavello and AmTrust and certain of its affiliated companies entered into a Master Collateral Agreement (“MCA”) to define and enable the operation of
collateral provided under the AmTrust Quota Share. Under the MCA, Cavello provided letters of credit to AmTrust on behalf of Maiden Reinsurance in an amount representing Cavello's obligations under the LPT/ADC Agreement.
Because these letters of credit replaced other collateral previously provided directly by Maiden Reinsurance to AmTrust, the MCA coordinates the collateral protection that will be provided to AmTrust to ensure that no gaps in
collateral funding occur by operation of the LPT/ADC Agreement and related MCA. As a result of entering into both the LPT/ADC Agreement and the MCA, certain post-termination endorsements (“PTEs”) to the AmTrust Quota
Share between AII and Maiden Reinsurance were required.

Effective July 31, 2019, the PTEs: i) enable the operation of both the LPT/ADC Agreement and MCA by making provision for certain forms of collateral, including letters of credit provided by Cavello on Maiden Reinsurance’s
behalf, and further defines the permitted use and return of collateral; and ii) increase the required funding percentage for Maiden Reinsurance under the collateral arrangements between the parties to 105% of its obligations, subject to a
minimum excess funding requirement of $54,000, as may be mutually amended by the parties from time to time. Under certain defined conditions, Maiden Reinsurance may be required to increase this funding percentage to 110%.

Effective March 16, 2020, Maiden Reinsurance discontinued as a Bermuda company and completed its re-domestication to the State of Vermont. Bermuda is a Solvency II equivalent jurisdiction and the State of Vermont is not such
a jurisdiction; therefore, the collateral provided under the respective agreements with AmTrust subsidiaries was strengthened to reflect the impact of the re-domestication concurrent with the date of Maiden Reinsurance’s re-
domestication to Vermont. Maiden Reinsurance and AmTrust agreed to: 1) amend the AmTrust Quota Share pursuant to Post Termination Endorsement No. 2 effective March 16, 2020; and 2) amend the European Hospital Liability
Quota Share pursuant to Post Termination Endorsement No. 1 effective March 16, 2020.

Pursuant to the terms of Post Termination Endorsement No. 2 to the AmTrust Quota Share, Maiden Reinsurance strengthened the collateral protection provided by Maiden Reinsurance to AII by increasing the required funding
percentage for Maiden Reinsurance under the collateral arrangements between the parties to 110% of its obligations, subject to a minimum excess funding requirement of $54,000, as may be mutually amended by the parties from time
to time. Post Termination Endorsement No. 2 also sets forth conditions by which the funding percentage will be reduced and the sequence of how collateral will be utilized as obligations as defined under the AmTrust Quota Share are
satisfied.

Pursuant to the terms of Post Termination Endorsement No. 1 to the European Hospital Liability Quota Share, Maiden Reinsurance strengthened the collateral protection provided by Maiden Reinsurance to AEL and AIU DAC by
increasing the required funding percentage for Maiden Reinsurance under the collateral arrangements between the parties to the greater of 120% of the Exposure (as defined therein) and the amount of security required to offset the
increase in the Solvency Capital Requirement (“SCR”) that results from the changes in the SCR which arise out of Maiden Reinsurance's re-domestication as compared to the SCR calculation if Maiden Reinsurance had remained
domesticated in a Solvency II equivalent jurisdiction with a solvency ratio above 100% and provided collateral equivalent to 100% of the Exposure.

b) European Hospital Liability Quota Share

Collateral has been provided to both AEL and AIU DAC under the European Hospital Liability Quota Share. For AEL, the amount of collateral held in reinsurance trust accounts at December 31, 2020 was $318,063
(2019 - $253,631) and the accrued interest was $2,283 (2019 - $1,821). For AIU DAC, Maiden Reinsurance utilizes funds withheld to satisfy its collateral requirements. AIU DAC pays Maiden Reinsurance a fixed annual interest rate
of 0.5% on the average daily funds withheld balance which is subject to annual adjustment. At December 31, 2020, the funds withheld balance was $28,093 (2019 - $57,305) and the accrued interest was $318 (2019 - $269). The interest
income on the funds withheld receivable was $350 for the year ended December 31, 2020 (2019 - $268).

Brokerage Agreement

Effective July 1, 2007, the Company entered into a reinsurance brokerage agreement with AII Reinsurance Broker Ltd. ("AIIB"), a wholly owned subsidiary of AmTrust. Pursuant to the brokerage agreement, AIIB provided
brokerage services relating to the AmTrust Quota Share and the European Hospital Liability Quota Share for a fee equal to 1.25% of the premium assumed. AIIB was not the Company's exclusive broker. The brokerage agreement was
terminated as of March 15, 2019.

Maiden Reinsurance recorded $725 of reinsurance brokerage expense for the year ended December 31, 2020 (2019 - $4,559), and deferred reinsurance brokerage of $1,534 at December 31, 2020 (2019 - $2,372) as a result of this

agreement.

Asset Management Agreement

Effective July 1, 2007, the Company entered into an asset management agreement with AII Insurance Management Limited ("AIIM"), a wholly owned subsidiary of AmTrust, pursuant to which AIIM agreed to provide investment
management services to the Company. Effective January 1, 2018, AIIM provides investment management services for a quarterly fee of 0.02125% of the average value of the account. The agreement may be terminated upon 30 days
written notice by either party. The Company recorded $1,369 of investment management fees for the year ended December 31, 2020 (2019 - $2,512) under this agreement.

F-50

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

10. Related Party Transactions (continued)

On September 9, 2020, Maiden Reinsurance, AmTrust and AIIM entered into a novation agreement, effective July 1, 2020, which provided for the novation of the asset management agreement, dated January 1, 2018 between
Maiden Reinsurance and AIIM, and the release by Maiden Reinsurance of AIIM's obligations under the asset management agreement. The novation mandates that AmTrust is to be bound by the terms of the asset management
agreement in place of AIIM and AmTrust agrees to perform any and all past, present and future obligations of AIIM under the asset management agreement.

On November 13, 2020, Maiden LF, Maiden GF, AmTrust and AIIM entered into a novation agreement, effective July 1, 2020, which provided for the novation of the asset management agreement, dated January 1, 2018 between
Maiden LF, Maiden GF and AIIM, and the release by Maiden LF and Maiden GF of AIIM's obligations under the asset management agreement. The novation mandates that AmTrust is to be bound by the terms of the asset management
agreement in place of AIIM and AmTrust agrees to perform any and all past, present and future obligations of AIIM under the asset management agreement.

Insurance Management Services Agreement

Effective August 31, 2019, the Company entered into an agreement with Risk Services - Vermont, Inc. ("Risk Services"), an affiliate of AmTrust. Pursuant to the agreement, Risk Services agreed to provide insurance management
services to the Company including regulatory compliance services in connection with the re-domestication, licensing and operation of Maiden Reinsurance in the State of Vermont. The initial term of the agreement is three years and
will automatically renew for an additional three years until either party gives written notice of its intention to terminate this agreement at least three months prior to the commencement of the next applicable period.

The fee for this agreement was an initial $100 retainer for re-domestication services and $100 annually and reimbursement for reasonable out-of-pocket expenses incurred by Risk Services pursuant to the terms of the agreement. The

Company recorded $100 of annual fees for the year ended December 31, 2020 (2019 - $101 which included the initial retainer plus fees).

683 Capital Partners, LP (“683 Partners”)

At December 31, 2020, 683 Partners and its affiliates own or control approximately 8.9% of the outstanding common shares of the Company. 683 Partners and its affiliates are not related parties as defined in ASC 850: Related Party

Disclosures.

683 Partners had previously reported in a SEC filing that they own Preference Shares of the Company and Senior Notes issued by both Maiden Holdings and Maiden NA. Effective December 24, 2020, 683 Partners ceased to own
any Preference Shares as it sold all its Preference Shares to Maiden Reinsurance through the Company’s cash tender offer ("2020 Tender Offer") to purchase these Preference Shares. In addition, 683 Partners owns $369 of the
Company's 2016 Senior Notes and $663 of the Company's 2013 Senior Notes.

Limited Partnership Agreement with 683 Capital Management, LLC ("683 Capital")

In July 2020, the Company and 683 Capital entered into a limited partnership agreement (“683 LP Agreement”) whereby 683 Capital will separately manage certain funds of Maiden Reinsurance at its discretion, subject to
guidelines established by the parties. Under the 683 LP Agreement, Maiden Reinsurance will pay 683 Capital a management fee and subject to certain metrics agreed to by the parties, an incentive fee upon attainment of those metrics.
Maiden Reinsurance may periodically and in its discretion increase the amount invested under the 683 LP Agreement, and subject to certain conditions, reduce the amount invested under the 683 LP Agreement. Hedge fund investments
of $29,435 were managed by 683 Capital under this agreement at December 31, 2020.

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 Concentrations

a) Concentrations of Credit Risk

At December 31, 2020 and 2019, the Company’s assets where significant concentrations of credit risk may exist include investments, cash and cash equivalents, loan to related party, funds withheld receivable and reinsurance
recoverable on unpaid losses. Please refer to "Note 8 — Reinsurance" for additional information regarding the Company's credit risk exposure on its reinsurance counterparties including the impact of the LPT/ADC Agreement effective
January 1, 2019. The Company requires its reinsurers to have adequate financial strength. The Company evaluates the financial condition of its reinsurers and monitors its concentration of credit risk on an ongoing basis. Provisions are
made for amounts considered potentially uncollectible. Letters of credit are provided by its reinsurers for material amounts recoverable as discussed further in "Note 8 — Reinsurance".

The Company manages concentration of credit risk in the investment portfolio through issuer and sector exposure limitations. The Company believes it bears minimal credit risk in its cash on deposit. The Company also monitors
the credit risk related to the loan to related party and funds withheld receivable, within which the largest balances are due from AmTrust. AmTrust has a financial strength/credit rating of A- from A.M. Best at December 31, 2020. 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, 2020 will be fully
collectible.

b) Concentrations of Revenue

During the year ended December 31, 2020, net premiums earned from AmTrust accounted for $57,992 or 54.7% of total net premiums earned (2019 – $364,711 or 81.5%).

c) Brokers

The Company formerly marketed its Diversified Reinsurance segment through third-party intermediaries as well as directly through its own marketing efforts. The majority of business within the Diversified Reinsurance segment

was marketed directly through our own efforts therefore there was no significant reliance on brokers for the years ended December 31, 2020 and 2019.

d) Letters of Credit

At December 31, 2020, the Company had letters of credit outstanding of $67,386 (2019 - $66,652) for collateral purposes which are secured by cash and fixed maturities with a fair value of $83,041 at December 31, 2020 (2019 -

$86,032).

e) Employment Agreements

The Company has entered into employment agreements with certain individuals. The employment agreements provide for executive benefits and severance payments under certain circumstances.

f) Operating Lease Commitments

The Company leases office spaces, housing, office equipment and company vehicles under various operating leases expiring in various years through 2024. The Company did not enter into any new lease arrangements during the
year ended December 31, 2020 however during the year one of its existing leases had been renewed through 2024. The Company's leases are all currently classified as operating leases and none of them have any non-lease components.
For operating leases that have a lease term of more than twelve months, the Company recognized a lease liability and a right-of-use asset in the Consolidated Balance Sheets at the present value of the remaining lease payments until
expiration. As the lease contracts generally do not provide an implicit discount rate, the Company used the weighted-average discount rate of 10%, representing its secured incremental borrowing rate, in calculating the present value of
the lease liability.

The 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 approximately 2.3 years at December 31, 2020.

At December 31, 2020, the Company's future lease obligations of $1,638 (December 31, 2019 - $2,342) was calculated based on the present value of future annual rental commitments excluding taxes, insurance and other operating
costs for non-cancellable operating leases discounted using its secured incremental borrowing rate. This amount has been recognized on the Consolidated Balance Sheets as a lease liability of $1,638 within accrued expenses and other
liabilities with an equivalent amount for the right-of-use asset presented as part of other assets.

Under Topic 842, Leases, the Company continues to recognize the related leasing expense on a straight-line basis over the lease term on the Consolidated Statements of Income. The Company's total lease expense for the year ended
December 31, 2020 was $1,563 (2019 - $1,776) recognized within net income consistent with the prior accounting treatment under Topic 840. The operating cash outflows from operating leases included in the measurement of the lease
liability during the year ended December 31, 2020 was $1,233 (2019 - $1,363).

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 Concentrations (continued)

At December 31, 2020, the scheduled maturity of the Company's operating lease liabilities are expected to be as follows:

2021
2022
2023
2024
Discount for present value

Total discounted operating lease liabilities

g) Other Commitments

December 31, 2020

847
847
96
48
(200)
1,638

The Company has remaining unfunded commitments on its investment in limited partnerships of $326 at December 31, 2020 (2019 - $340). The Company also has remaining unfunded commitments on its investments in special
purpose vehicles focused on lending activities of $19,823 at December 31, 2020 (2019 - $767). Lastly, the Company has remaining unfunded commitments on its private equity investments of $43,164 at December 31, 2020 (2019 - $0).

h) Other Collateral

In the ordinary course of business, the Company enters into reinsurance agreements that may include terms which could require the Company to collateralize certain of its obligations.

i) Deposit Insurance

The Company maintains cash and cash equivalents balances at financial institutions in the U.S., Bermuda and other international jurisdictions. In the U.S., the Federal Deposit Insurance Corporation secures accounts up to $250. In

certain other international jurisdictions, there exist similar protections. Management monitors balances in excess of insured limits and believes they do not represent a significant credit risk to the Company.

j) Legal Proceedings

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

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

F-53

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

11. Commitments, Contingencies and Concentrations (continued)

F-54

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 (loss) per common share:

For the Year Ended December 31,
Numerator:
Net income (loss) from continuing operations

Gain from repurchase of preference shares – Series A, C and D

(1)

Amount allocated to participating common shareholders
Income (loss) available to Maiden common shareholders, before discontinued operations
Loss from discontinued operations, net of income tax expense
Net income (loss) allocated to Maiden common shareholders
Denominator:
Weighted average number of common shares – basic and diluted
Potentially dilutive securities:
Share options and restricted share units
Adjusted weighted average common shares and assumed conversions – diluted
Basic and diluted earnings (loss) from continuing operations per share attributable to Maiden common shareholders:
Basic and diluted loss from discontinued operations per share attributable to Maiden common shareholders

(2)

Basic and diluted earnings (loss) per share attributable to Maiden common shareholders:

2020

2019

41,762 $
38,195
(1,386)
78,571
—
78,571 $

84,333,514

141
84,333,655

0.93 $
—
0.93 $

(109,362)
—
—
(109,362)
(22,541)
(131,903)

83,061,259

—
83,061,259
(1.32)
(0.27)
(1.59)

(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 13. 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, 2020, there

were 141 potentially dilutive securities.

13. Shareholders’ Equity

At December 31, 2020, the aggregate authorized share capital of the Company is 150,000,000 shares from which 89,815,175 common shares were issued, of which 84,801,161 common shares are outstanding, and 18,600,000
preference shares were issued, all of which are outstanding. The remaining 41,584,825 shares are undesignated at December 31, 2020. Excluding the preference shares held by Maiden Reinsurance, a total of 15,772,405 preference
shares are held by non-affiliates.

Pursuant to the 2020 Tender Offer, on December 24, 2020, Maiden Reinsurance accepted for purchase (i) 545,218 shares of the Company's 8.25% Non-Cumulative Preference Shares Series A, (ii) 1,203,466 shares of the Company's
7.125% Non-Cumulative Preference Shares Series C and (iii) 1,078,911 shares of the Company's 6.7% Non-Cumulative Preference Shares Series D for a total amount of $29,690 excluding other fees and expenses. The acquisition by
Maiden Reinsurance of the Preference Shares pursuant to the 2020 Tender Offer was made in compliance with the Company's investment policy previously approved by the Vermont DFR. Please refer to "Notes to Consolidated
Financial Statements - Note 17 — Subsequent Events" for further information on our preference shares.

The following table shows the summary of changes in the Company's preference and common shares outstanding:

For the Year Ended December 31, 2020
Outstanding shares – January 1 and December 31
Shares purchased and held by Maiden Reinsurance

Shares held by non-affiliates – December 31

For the Year Ended December 31,
Outstanding shares – January 1

Issuance of vested restricted shares and restricted share units
Shares repurchased

Outstanding shares – December 31

Series A

Series C

Series D

Total

6,000,000
(545,218)
5,454,782

6,600,000
(1,203,466)
5,396,534

6,000,000
(1,078,911)
4,921,089

18,600,000
(2,827,595)
15,772,405

2020

2019

83,148,458
1,653,537
(834)
84,801,161

82,948,577
223,10
(23,220
83,148,458

F-55

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

13. Shareholders’ Equity (continued)

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, 2020 and 2019, the Company's Board of Directors did not declare any dividends to common shareholders.

b) Preference Shares – Series D

On June 15, 2017, the Company issued and authorized a total of 6,000,000, 6.7% Preference Shares – Series D (the "Series D"), par value $0.01 per share, at a price of $25 per preference share. The Series D have no stated maturity
date and are redeemable in whole or in part at the sole option of the Company any time after June 15, 2022, subject to certain regulatory restrictions at a redemption price of $25 per preference share plus any declared and unpaid
dividends, without accumulation of any undeclared dividends. Additionally, at any time prior to June 15, 2022, the Company may redeem all but not less than all of the Series D at a redemption price of $25 per share, plus declared and
unpaid dividends, if any, to, but excluding, the date of redemption subject to certain conditions and regulatory approval. Pursuant to the 2020 Tender Offer, on December 24, 2020, Maiden Reinsurance accepted for purchase 1,078,911
shares of the Company's 6.7% Series D for $10.50 per share.

Dividends on the Series D shares are non-cumulative. Consequently, in the event a dividend is not declared on the Series D for any dividend period, holders of Series D will not be entitled to receive a dividend for such period, and
such undeclared dividend will not accrue and will not be payable. The holders of Series D will be entitled to receive dividend payments only when, as and if declared by the Company's Board of Directors or a duly authorized committee
of the Board of Directors. During any dividend period, so long as any Series D remain outstanding, unless the full dividends for the latest completed dividend period on all outstanding Series D have been declared and paid, no dividend
shall be paid or declared on the common shares.

The holders of the Series D, together with other preference share series, have no voting rights other than the right to elect up to two directors if preference share dividends are not declared and paid for six or more dividend periods.
For the years ended December 31, 2020 and 2019, the Company did not declare or pay dividends on the Series D shares. No dividends have been declared by the Company's Board of Directors on the Series D shares since the fourth
quarter of 2018. On December 15, 2020, pursuant to their rights under the securities as stipulated, holders of the Preference Share Series A, C and D collectively elected two additional members to the Company's Board of Directors.

c) Preference Shares – Series C

On November 25, 2015, the Company issued and authorized a total of 6,600,000 7.125% Preference Shares – Series C (the "Series C"), par value $0.01 per share, at a price of $25 per preference share. The Series C shares have no
stated maturity date and are redeemable in whole or in part at the sole option of the Company any time after December 15, 2020 at a redemption price of $25 per preference share plus any declared and unpaid dividends, without
accumulation of any undeclared dividends. Pursuant to the 2020 Tender Offer, on December 24, 2020, Maiden Reinsurance accepted for purchase 1,203,466 shares of the Company's 7.125% Series C for $10.50 per share.

Dividends on the Series C are non-cumulative. Consequently, in the event a dividend is not declared on the Series C for any dividend period, holders of Series C will not be entitled to receive a dividend for such period, and such
undeclared dividend will not accrue and will not be payable. During any dividend period, so long as any Series C remain outstanding, unless the full dividends for the latest completed dividend period on all outstanding Series C have
been declared and paid, no dividend shall be paid or declared on the common shares.

The holders of the Series C, together with other preference share series, have no voting rights other than the right to elect up to two directors if preference share dividends are not declared and paid for six or more dividend periods.
For the years ended December 31, 2020 and 2019, the Company did not declare or pay dividends on the Series C shares. No dividends have been declared by the Company's Board of Directors on the Series C shares since the fourth
quarter of 2018. On December 15, 2020, pursuant to their rights under the securities as stipulated, holders of the Preference Share Series A, C and D collectively elected two additional members to the Company's Board of Directors.

d) Preference Shares - Series A

On August 22, 2012, the Company issued and authorized a total of 6,000,000 8.25% Preference Shares – Series A (the "Series A"), par value $0.01 per share, at a price of $25 per preference share. The Series A have no stated
maturity date and are redeemable in whole or in part at the sole option of the Company any time after August 29, 2017 at a redemption price of $25 per preference share plus any declared and unpaid dividends, without accumulation of
any undeclared dividends. Pursuant to the 2020 Tender Offer, on December 24, 2020, Maiden Reinsurance accepted for purchase 545,218 shares of the Company's 8.25% Series A for $10.50 per share.

Dividends on the Series A are non-cumulative. Consequently, in the event a dividend is not declared on the Series A for any dividend period, holders of Series A will not be entitled to receive a dividend for such period, and such
undeclared dividend will not accrue and will not be payable. During any dividend period, so long as any Series A remain outstanding, unless the full dividends for the latest completed dividend period on all outstanding Series A have
been declared and paid, no dividend shall be paid or declared on the common shares.

The holders of the Series A, together with other preference share series, have no voting rights other than the right to elect up to two directors if preference share dividends are not declared and paid for six or more dividend periods.
For the years ended December 31, 2020 and 2019, the Company did not declare or pay dividends on the Series A shares. No dividends have been declared by the Company's Board of Directors on the Series A shares since the fourth
quarter of 2018.

F-56

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

13. Shareholders’ Equity (continued)

On December 15, 2020, pursuant to their rights under the securities as stipulated, holders of the Preference Share Series A, C and D collectively elected two additional members to the Company's Board of Directors.

f) Treasury Shares

On February 21, 2017, the Company's Board of Directors approved the repurchase of up to $100,000 of the Company's common shares from time to time at market prices. At December 31, 2020 and 2019, the Company has a

remaining authorization of $74,245 for share repurchases. No repurchases were made during the years ended December 31, 2020 and 2019 under the share repurchase plan.

During the year ended December 31, 2020, the Company repurchased a total of 834 shares (2019 - 23,220) at an average price per share of $1.13 (2019 - $0.78) from employees, which represent tax withholding in respect of tax

obligations on the vesting of restricted shares and performance based shares.

g) Accumulated Other Comprehensive Income

The following tables set forth financial information regarding the changes in the balances of each component of AOCI for the years ended December 31, 2020 and 2019:

For the Year Ended December 31, 2020
Beginning balance
Other comprehensive income (loss) before reclassifications
Amounts reclassified from AOCI to net income, net of tax
Net current period other comprehensive income (loss)

Ending balance, Maiden shareholders

For the Year Ended December 31, 2019
Beginning balance
Other comprehensive income before reclassifications
Amounts reclassified from AOCI to net income, net of tax
Net current period other comprehensive income

Ending balance, Maiden shareholders

The following table presents details about amounts reclassified from AOCI:

Consolidated Statements of Income Line Item that Includes Reclassification

Net realized gains on investment
Net impairment losses recognized in earnings
Total before tax
Income tax expense

Total after tax

Change in net unrealized gains on
investment

Foreign currency translation
adjustments

Total

21,996 $
40,008
(12,647)
27,361
49,357 $

(4,160) $
(21,340)
—
(21,340)
(25,500) $

Change in net unrealized gains on
investment

Foreign currency translation
adjustments

Total

(59,762) $
97,198
(15,440)
81,758
21,996 $

(5,932) $
1,772
—
1,772
(4,160) $

For the Year Ended December 31,

2020

2019

15,115 $
(2,468)
12,647
—
12,647 $

17,836
18,668
(12,647)
6,021
23,857

(65,694)
98,970
(15,440)
83,530
17,836

15,605
(165)
15,440
—
15,440

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

The Company’s Amended and Restated 2007 Share Incentive Plan ("2007 Plan") provided for grants of options, restricted shares and restricted share units. New shares were issued upon exercise of options and vesting of restricted
shares and share units. The total number of common shares currently reserved for issuance under the Plan was 10,000,000. The 2007 Plan was administered by the Compensation Committee of the Board of Directors (the "Committee").

2019 Omnibus Incentive Plan

During the 2019 Annual General Meeting of Shareholders of the Company held on December 10, 2019, the 2007 Plan was terminated, assumed by and replaced with the 2019 Omnibus Incentive Plan ("2019 Omnibus Plan"). The
Company filed with the Securities and Exchange Commission ("SEC") the Form S-8 "Securities offered to employees pursuant to employee benefit plans" on January 20, 2020, which covers the offer and resale of up to 11,289,956 of
the Company's common shares. Such shares may be offered and sold from time to time by certain officers and directors of the Company who have acquired or will acquire such shares pursuant to the 2019 Plan.

Share Options

Exercise prices of options are established at or above the fair market value of the Company’s common shares at the date of grant. Under the 2019 Omnibus Plan, unless otherwise determined by the Committee and provided in an
award agreement, 25% of the options will become exercisable on the first anniversary of the grant date, with an additional 6.25% of the options vesting each quarter thereafter based on the grantee’s continued employment over a four-
year period, and will expire ten years after grant date.

The fair value of each option grant is separately estimated for each vesting date. The fair value of each option is amortized into compensation expense on a straight-line basis between the grant date for the award and each vesting
date. The Company has estimated the fair value of all share option awards on the date of the grant by applying the Black-Scholes-Merton multiple-option pricing valuation model. The application of this valuation model involves
assumptions that are judgmental and highly sensitive in the determination of compensation expense.

The following table shows all share option activity under the 2007 Plan for the years ended December 31, 2020 and 2019:

Outstanding, December 31, 2018

Granted
Expired
Forfeited

Outstanding, December 31, 2019

Expired
Forfeited

Outstanding, December 31, 2020

Total exercisable at December 31, 2020

Weighted Average Grant-
Date Fair Value

0.25

Number of
Share
Options

Weighted
Average
Exercise
Price

657,824

7,500
(119,320)
(61,875)
484,129

(213,379)
(6,250)
264,500

207,625

$
$
$

$
$

7.92

1.31
5.78
7.15

8.44

7.50
7.20

9.22

10.01

Weighted
Average
Remaining
Contractual
Term

4.40 years

3.63 years

4.72 years

4.02 years

Aggregate
Intrinsic
Value

Range of Option Exercise Prices (Low to High)

—

$3.24

$13.98

—

$1.31

$13.98

$1.31

$13.98

The weighted average grant date fair value is $2.23 (2019 - $2.29) for all options outstanding at December 31, 2020. There was $9 (2019 - $65) of total unrecognized compensation cost related to non-vested options at December 31,

2020 which will be recognized during the next 0.27 years. There were no options exercised for the years ended December 31, 2020 and 2019.

Restricted Shares and Restricted Share Units

The fair value of each restricted share or restricted share unit is determined based on the market value of the Company's common shares on the date of grant. The total estimated fair value is amortized as an expense on a straight-line

basis over the requisite service period as determined by the Committee, which varies between zero to three years for employees and one year for directors.

Performance-Based Restricted Share Units ("PB-RSU")

In 2011, the Committee formed a long-term incentive program under the 2007 Plan for certain senior leaders of the Company. Performance cycles were for three years, and settlement of the grants were made in common shares upon

the decision of the Committee. This long-term incentive program was concluded in 2018 with final payouts in early 2019.

Non-Performance-Based Restricted Share Units ("NPB-RSU")

Beginning in 2012, the Committee approved an annual award of NPB-RSU with each annual award vesting over three years. The total fair value of restricted share units vested during the year ended December 31, 2020 was $0

(2019 - $219).

F-58

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

14. Share Compensation and Pension Plans (continued)

Non-Performance-Based ("NPB") Restricted Shares

Starting in fiscal year 2019, the Company changed its practice of awarding a fixed number of restricted share units to the non-employee directors and instead now grants each director $65 worth of compensation in the form of either

restricted shares, which vest on the first anniversary of the grant, share options or cash.

For the year ended December 31, 2020, the Company issued a total of 333,330 restricted shares to non-employee directors for compensation related to their services. The restricted shares were issued on June 1, 2020 pursuant to the
2019 Omnibus Plan and will vest in full on June 1, 2021. In 2019, compensation was granted in the form of cash paid to each director. It is the Company's intention that annually, on or around June 1, each non-employee director will
receive a grant of $65 worth of compensation which, if non-cash compensation, will vest on the first anniversary of the grant.

The total fair value of NPB Restricted Shares that vested during the year ended December 31, 2020 was $1,136 (2019 - $582).

Discretionary Performance-Based ("PB") Restricted Shares

During the year ended December 31, 2020, a total of 982,974 restricted shares were granted to senior management pursuant to the 2019 Omnibus Plan, of which 744,680 restricted shares vested immediately with the remaining

annual awards to vest after two years of service. The total fair value of PB Restricted Shares that vested during the year ended December 31, 2020 was $700.

The following table shows the summary of activity for the Company's restricted share awards:

Non-vested at December 31, 2018
Awards granted
Awards vested
Awards forfeited
Non-vested at December 31, 2019
Awards granted
Awards vested
Awards forfeited

Non-vested at December 31, 2020

Non-Performance-Based Restricted Share Units

Number of
Restricted Units

25,000
—
(25,000)
—
—
—
—
—
—

Weighted Average
Grant-Date Fair Value
8.75
$
—
$
8.75
$
—
$
—
$
—
$
—
$
—
$

—

Non-Performance-Based Restricted Shares
Number of
Restricted Shares

Weighted Average Grant-
Date Fair Value

Performance Based Restricted Share Units
Number of
Restricted Units

Weighted Average Grant-
Date Fair Value

Discretionary Performance-Based Restricted Shares

Number of
Restricted Shares

Weighted Average Grant-
Date Fair Value

260,971
1,669,490
(91,823)
(19,841)
1,818,797
333,330
(908,857)
—
1,243,270

$
$
$
$
$
$
$
$

5.94
0.79
6.34
1.26
1.24
1.20
1.25
—

1.22

847,645
—
(83,751)
(763,894)
—
—
—
—
—

$
$
$
$
$
$
$
$

10.71
—
13.16
10.44
—
—
—
—

—

— $
— $
— $
— $
— $
982,974 $
(744,680) $
— $
238,294 $

—
—
—
—
—
1.02
0.94
—

1.26

Total unrecognized compensation cost of $831 related to restricted shares at December 31, 2020, which will be recognized during the next 0.70 years. Total share-based expense for the year ended December 31, 2020 was $2,445
(2019 - $1,911).

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, 2020 was $782 (2019 - $774).

F-59

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

15. Statutory Requirements and Dividend Restrictions

Our insurance and reinsurance operations are subject to insurance and/or reinsurance laws and regulations in the jurisdictions in which they operate. These regulations include certain liquidity and solvency requirements whereby
restrictions are imposed on the amount of dividends or other distributions, such as loans or cash advances, available to shareholders without prior approval of the insurance regulatory authorities. The statutory capital and surplus and
statutory net (loss) income of our principal operating subsidiaries in their respective jurisdictions were as follows:

Statutory Capital and Surplus
December 31, 2020
December 31, 2019

Statutory Net Income (Loss)
For the Year Ended December 31, 2020
For the Year Ended December 31, 2019

Maiden Reinsurance

Maiden LF

Maiden GF

(a)

972,350 $
921,984

52,707 $

(103,521)

10,612 $
10,234

(540) $
(785)

10,650
8,791

20
410

Effective March 16, 2020, the Company's principal operating subsidiary Maiden Reinsurance re-domesticated from Bermuda to the State of Vermont in the United States. Maiden Reinsurance is therefore subject to the statutes and
regulations of Vermont in the ordinary course of business. We determined that re-domesticating Maiden Reinsurance to Vermont enables us to better align our capital and resources with our liabilities, which originate mostly in the
United States, resulting in a more efficient structure. The re-domestication, in combination with transactions completed pursuant to the Strategic Review, continue to strengthen the Company’s capital position and solvency ratios. While
the Vermont DFR is currently the group supervisor for the Company, the re-domestication did not apply to the Parent Company which remains a Bermuda-based holding company.

a) Bermuda

Prior to its re-domestication to Vermont, Maiden Reinsurance was registered as a Class 3B reinsurer under The Insurance Act 1978 (Bermuda), amendments thereto and related regulations (the "Insurance Act"). Under the Insurance
Act, Maiden Reinsurance was subject to enhanced capital requirements in addition to minimum solvency and liquidity requirements. Maiden Reinsurance was also required to maintain statutory economic capital and surplus at a level at
least equal to its Enhanced Capital Requirement ("ECR") which is the greater of its minimum solvency margin ("MSM") and the required capital calculated by reference to the Bermuda Solvency Capital Requirement ("BSCR").

Furthermore, pursuant to Bermuda law, the Company was required to ensure that the value of the group's assets exceeded the amount of the group's liabilities by the aggregate minimum margin of solvency of each qualifying
member of the group ("Group MSM"). Since December 31, 2013, the Company has been required to maintain available group capital and surplus at a level equal to or in excess of the Group Enhanced Capital Requirement ("Group
ECR") which is established by reference to either the Group Bermuda Solvency Capital Requirement ("Group BSCR") model or an approved group internal capital model. Both the Company and Maiden Reinsurance met and exceeded
their respective MSM and ECR ratios as required by Bermuda insurance legislation at December 31, 2019.

The statutory capital and surplus at December 31, 2019 and statutory net loss for the year ended December 31, 2019 in the table above were calculated in accordance with the Insurance Act as mandated by Bermuda law.

b) United States of America

Under Vermont statutory regulations, no captive insurance company may pay a dividend out of, or other distribution with respect to, capital or surplus without the prior approval of the Commissioner. Approval of an ongoing plan for
the payment of dividends or other distributions shall be conditioned upon the retention, at the time of each payment, of capital or surplus in excess of amounts specified by, or determined in accordance with formulas approved by, the
Commissioner. Notwithstanding the provisions of 11B Vermont Statutes Annotated chapter 13, a captive insurance may make such distributions as are in conformity with its purposes and approved by the Commissioner. Maiden
Reinsurance did not pay any dividends during the year ended December 31, 2020.

Maiden Reinsurance is also required to maintain minimum levels of solvency and liquidity as determined by Vermont law, and to comply with Risk-Based Capital ("RBC") requirements and licensing rules as specified by the
National Association of Insurance Commissioners ("NAIC"). RBC is used to evaluate the adequacy of capital and surplus maintained by Maiden Reinsurance in relation to risks associated with: (i) asset risk; (ii) insurance risk; (iii)
interest rate risk and (iv) business risk. At December 31, 2020, Maiden Reinsurance's statutory capital and surplus exceeded the amount required to be maintained of $146,983 as of that date.

F-60

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

15. Statutory Requirements and Dividend Restrictions (continued)

c) Sweden

The Company has two Swedish domiciled insurance subsidiaries in Sweden, Maiden LF and Maiden GF, both regulated by the Swedish Finansinspektionen ("Swedish FSA").

Maiden LF was required to maintain a minimum level of statutory capital and surplus of $5,163 at December 31, 2020 (2019 - $5,530). This requirement was met by Maiden LF throughout the respective years. The statutory assets
were $18,927 at December 31, 2020 (2019 - $16,165) and the statutory capital and surplus was $10,612 at December 31, 2020 (2019 - $10,234). Maiden LF is subject to statutory and regulatory restrictions under the Swedish FSA that
limit the maximum amount of annual dividends or distributions paid by Maiden LF to Maiden Holdings. As of December 31, 2020, Maiden LF was allowed to pay dividends or distributions not exceeding $485 (2019 - $975). No
dividends were paid during the years ended December 31, 2020 and 2019.

Maiden GF was required to maintain a minimum level of statutory capital and surplus of $6,910 at December 31, 2020 (2019 - $5,520). This requirement was met by Maiden GF throughout the respective years. The statutory assets
were $13,817 at December 31, 2020 (2019 - $10,921) and the statutory capital and surplus was $10,650 at December 31, 2020 (2019 - $8,791). Maiden GF is subject to statutory and regulatory restrictions under the Swedish FSA that
limit the maximum amount of annual dividends or distributions paid by Maiden GF to Maiden Holdings. As of December 31, 2020, Maiden GF was allowed to pay dividends or distributions not exceeding $298 (2019 - $253). No
dividends were paid during the years ended December 31, 2020 and 2019.

F-61

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

16. Taxation

Under current Bermuda law, Maiden Holdings received an undertaking from the Bermuda government exempting them from all local income, withholding and capital gains taxes until March 31, 2035. At the present time, no such
taxes are levied in Bermuda. Maiden Holdings believes that they operate in a manner such that they will not be considered to be engaged in a trade or business in the U.S. Accordingly, Maiden Holdings has not recorded any provision
for U.S. taxation.

Maiden NA files a consolidated federal income tax return for the Company’s U.S. based subsidiaries, including Maiden Reinsurance, which re-domesticated to Vermont on March 16, 2020 and, as a result, became subject to U.S.
taxes. Maiden NA has Net Operating Loss carry-forwards ("NOLs") and other Deferred Tax Assets (“DTAs”) and Deferred Tax Liabilities (“DTLs”) that are not presently recognized as a net DTA because a full valuation allowance is
currently carried against them.

On March 27, 2020, the U.S. enacted the Coronavirus Aid, Relief and Economic Security Act (the “CARES” Act) to mitigate the economic impacts of COVID-19. The Company believes that the provisions of the CARES Act will

not have a material impact on its U.S. federal tax liabilities.

Our U.S. subsidiaries are subject to federal, state and local corporate income taxes and other taxes applicable to U.S. corporations. The provision for federal income taxes has been determined under the principles of the consolidated
tax provisions of the U.S. Internal Revenue Code and Regulations. Should our U.S. subsidiaries pay a dividend outside the U.S. group, withholding taxes will apply. Tax years 2018 through 2019 are subject to examination in the U.S by
the Internal Revenue Service.

The Company has subsidiary operations in various other locations around the world, including Australia, Ireland, Sweden and the United Kingdom, that are subject to relevant taxes in those jurisdictions. These subsidiaries are not
under examination but generally remain subject to examination in all applicable jurisdictions for tax years from 2017 through 2020. 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, 2020 and 2019. Income (loss) before taxes and income tax benefit for the years ended December 31, 2020 and 2019 are as follows:

For the Year Ended December 31,
Income (loss) from continuing operations before income taxes – Domestic (Bermuda)
Income (loss) from continuing operations before income taxes – Foreign (U.S. and others)

Total income (loss) from continuing operations before income taxes

Current tax expense – Domestic (Bermuda)
Current tax expense – Foreign (U.S. and others)
Total current tax expense

Deferred tax expense – Domestic (Bermuda)
Deferred tax benefit – Foreign (U.S. and others)
Total deferred tax benefit

Total income tax benefit

F-62

2020

2019

(9,648) $
51,306
41,658 $

— $
155
155 $

— $

(259)
(259) $

(104) $

(60,583)
(49,690)
(110,273)

—
112
112

—
(1,023)
(1,023)

(911)

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

16. Taxation (continued)

The following table is a reconciliation of the actual income tax rate for the years ended December 31, 2020 and 2019 to the amount computed by applying the effective tax rate of 0.0% under Bermuda law to the Company's income

(loss) from continuing operations before income taxes:

For the Year Ended December 31,
Income (loss) from continuing operations before income taxes
Less: income tax benefit

Net income (loss) from continuing operations
Reconciliation of effective tax rate (% of income before income taxes)
Bermuda tax rate
U.S. taxes at statutory rates
Re-domestication of Maiden Reinsurance to the U.S.
Valuation allowance in respect of U.S. taxes
Other jurisdictions

Actual tax rate

2020

2019

41,658
(104)
41,762

— %
19.2 %
(117.3)%
98.1 %
(0.3)%
(0.3)%

(110,273)
(911)
(109,362)

— %
0.2 %
— %
0.7 %
(0.1)%
0.8 %

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, 2020 and 2019 were as follows:

December 31,
Deferred tax assets:
Net operating losses
Unearned premiums
Capital loss carry-forward
Discounting of net loss and LAE reserves
Interest limitation
Deferred gain on retroactive reinsurance
Others
Deferred tax assets before valuation allowance
Valuation allowance
Deferred tax assets, net
Deferred tax liabilities:
Deferred commission and other acquisition expenses
Net unrealized gains on investment
Others
Deferred tax liabilities

Net deferred tax asset

2020

2019

44,259 $
6,017
4,234
37,568
—
23,719
776
116,573
96,414
20,159

11,327
8,197
3
19,527

632 $

46,735
—
6,338
—
2,338
—
513
55,924
55,569
355

—
96
—
96
259

The net deferred tax asset at December 31, 2020 was $632 (2019 - $259). The Company recorded an increase in its deferred tax assets of $63,421 and an increase in its deferred tax liabilities of $16,120 as a result of the re-
domestication of Maiden Reinsurance on March 16, 2020. A valuation allowance has been established against the net U.S. deferred tax assets which is primarily attributable to net operating losses and capital losses. At this time, the
Company believes it is necessary to establish a valuation allowance against the U.S. net deferred tax assets, other than the Alternative Minimum Tax credit, due to insufficient positive evidence regarding the utilization of these losses.
During 2020, the Company recorded an increase in the valuation allowance of $40,845 (2019 - decrease of $757).

At December 31, 2020, the Company has available net operating loss carry-forwards of approximately $210,756 (2019 - $222,547) for income tax purposes which expire beginning in 2029. At December 31, 2020, the Company

also has a capital loss carry-forward of $20,161 (2019 - $30,183) which will expire in 2023.

F-63

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

17. Subsequent Events

Preference Shares

On March 3, 2021, the Company's Board of Directors approved the repurchase, including the repurchase by Maiden Reinsurance in accordance with its investment guidelines, of up to $100,000 of the Company's preference shares

from time to time at market prices in open market purchases or as may be privately negotiated.

F-64

NOVATION AGREEMENT This Novation Agreement (as amended, supplemented, restated or otherwise modified from time to time, this "Novation Agreement") is made as of August_, 2020 between: All INSURANCE MANAGEMENT LIMITED, a company organized under the laws of the Islands ofBennuda ("AlllM"); AMTRUST FINANCIAL SERVICES, INC., a corporation organized under the laws of Delaware {"AFSI"); and MAIDEN REINSURANCE LTD. a company organized under the laws of Vennont (the "Compaoy") (hereinafter collectively referred to as the "Parties") WHEREAS, AlllM and the Company have entered into that certain Asset Management Agreement, dated January I, 2018, a copy of which is attached hereto as Annex A (the "Management Agreement"); WHEREAS, AJJJM desires to be released and discharged from its obJjgations to the Company under the Management Agreement and the Company has agreed to release and discharge AtrrM; WHEREAS, the Parties have agreed that as and from the date of the foffective Date (as defined in the signature page below), the Management Agreement shall be novated to AFSI so that from the Effective Date AFSI shall be bound by the tenns of the Management Agreement in place of AllIM and agrees to acknowledge and expressly assume in the name, place and stead of AillM all liabilities and obligations of AIIIM under the Management Agreement. NOW THEREFORE, for valuable consideration, the receipt and sufficiency of which are hereby acknowledged by each Party, the Parties agree as follows: SECTION 1 - NOV A TION AND RELEASE 1.1 Novation As oftbe Effective Date, AfSI agrees and undertakes to perform the obligations of AIIIM under the Management Agreement, whether arising prior to, on or subsequent to the Effective Date, and agrees to be bound by the terms and conditions of the Management Agreement in every way as if AFSI were nan1ed as a party
to the Management Agreement in place of AIIIM. AFS! agrees to perform any and all past, present and future obligations of AlIIM under the Management .Agreement.

NOVATION AGREEMENT This Novation Agreement (as amended, supplemented, restated or otherwise modified from time to time, this “Novation Agreement”) is made as of November 13, 2020 between: AII INSURANCE MANAGEMENT LIMITED, a company organized under the laws of the Islands of Bermuda (“AIIIM”); AMTRUST FINANCIAL SERVICES, INC., a corporation organized under the laws of Delaware (“AFSI”); and MAIDEN LIFE FORSAKRINGS AB. a company organized under the laws of Sweden (the “Company”) (hereinafter collectively referred to as the “Parties”) WHEREAS, AIIIM and the Company have entered into that certain Asset Management Agreement, dated January 1, 2018, a copy of which is attached hereto as Annex A (the “Management Agreement”); WHEREAS, AIIIM desires to be released and discharged from its obligations to the Company under the Management Agreement and the Company has agreed to release and discharge AIIIM; WHEREAS, the Parties have agreed that as and from the date of the Effective Date (as defined in the signature page below), the Management Agreement shall be novated to AFSI so that from the Effective Date AFSI shall be bound by the terms of the Management Agreement in place of AIIIM and agrees to acknowledge and expressly assume in the name, place and stead of AIIIM all liabilities and obligations of AIIIM under the Management Agreement. NOW THEREFORE, for valuable consideration, the receipt and sufficiency of which are hereby acknowledged by each Party, the Parties agree as follows: SECTION 1 — NOVATION AND RELEASE 1.1 Novation As of the Effective Date, AFSI agrees and undertakes to perform the obligations of AIIIM under the Management Agreement, whether arising prior to, on or subsequent to the Effective Date, and agrees to be bound by the terms and conditions of the Management Agreement in every way as if AFSI were
named as a party to the Management Agreement in place of AIIIM. AFSI agrees to perform any and all past, present and future obligations of AIIIM under the Management Agreement.

1.2 Release of the Obligations of AIIIM As of the Effective Date, the Company and AIIIM mutually release each other from the various covenants, undertakings, warranties and other obligations contained in the Management Agreement and from all claims and demands whatsoever in respect of the Management Agreement whether arising prior to, on or subsequent to the Effective Date. SECTION 2 — REPRESENTATIONS AND WARRANTIES OF AIIIM AND AFSI TO THE Company AIIIM and AFSI represent and warrant to the Company as follows: 2.1 Status AFSI and AIIIM are companies duly constituted and validly existing and are in good standing under the laws of their incorporating jurisdictions and are duly qualified to conduct their business in each jurisdiction where the nature and extent of their business and property require the same. 2.2 Authority AIIIM and AFSI possess all requisite authority and power to execute, deliver and comply with the terms of this Novation Agreement. This Novation Agreement has been duly authorized by all necessary action, has been duly executed and delivered by AIIIM and AFSI and constitutes a valid and binding obligation of AIIIM and AFSI enforceable in accordance with its terms, except as the enforcement thereof may be limited by applicable bankruptcy, insolvency, moratorium, rearrangement, reorganization or similar legislation affecting the rights of creditors generally. 2.3 Right to Novate AIIIM has the right to novate its rights and benefits under the Management Agreement to AFSI, free and clear of any charge, lien, pledge, security interest or direct or indirect participation interest in favour of any other person, and as of the Effective Date, the Management Agreement is free and clear of all charges, liens, pledges, security interests or direct or indirect participation interests in favour of any other person. 2.4 Non-Conflict Neither the execution nor the performance of this Novation Agreement
requires the approval of any governmental or regulatory agency having jurisdiction over AIIIM or AFSI, nor is this Novation Agreement in contravention of or in conflict with the articles, by-laws or resolutions of the directors or shareholders of AIIIM or AFSI, or, of the provisions of any agreement to which AIIIM or AFSI is a party, or by which any of the property of AIIIM or AFSI may be bound, or of any statute, regulation, by-law, ordinance or other law, or of any judgment, decree, award, ruling or order to which AIIIM or AFSI, or any of the property of AIIIM or AFSI, may be subject.

SECTION 3 — REPRESENTATIONS AND WARRANTIES OF THE COMPANY TO AFSI The Company represents and warrants to AFSI that: 3.1 Status The Company is duly constituted and validly existing and is in good standing under the laws of its incorporating jurisdiction and is duly qualified to conduct its business in each jurisdiction where the nature and extent of their business and property require the same. 3.2 Authority The Company possesses all requisite power and authority to execute, deliver and comply with the terms of this Novation Agreement. The novation hereunder has been duly authorized by all necessary action, has been duly executed and delivered by the Company and constitutes a valid and binding obligation of the Company, enforceable in accordance with its terms, except as the enforcement thereof may be limited by applicable bankruptcy, insolvency, moratorium, rearrangement, reorganization or similar legislation affecting the rights of creditors generally. SECTION 4 – GENERAL 4.1 Severability If any provision of this Novation Agreement is held to be illegal, invalid or unenforceable under present or future laws effective during the term of this Novation Agreement, the legality, validity and enforceability of the remaining provisions of this Novation Agreement shall not be affected thereby. 4.2 Multiple Counterparts This Novation Agreement may be executed in a number of identical counterparts, each of which, for all purposes, is to be deemed to be an original, and all of which constitute, collectively, one agreement, but in making proof of this Novation Agreement, it shall not be necessary to produce or account for more than one such counterpart. 4.3 Notices Any notice given hereunder, under any of the Management Agreement or pursuant to the provisions hereof or thereof shall be given in accordance with notice provisions of the Management Agreement, except that no notice is required to be delivered to AIIIM after
the Effective Date. For the purposes of the notice provisions of the Management Agreement, address for notices or communications to AFSI shall be as follows: AmTrust Financial Services, Inc. 59 Maiden Lane, 43rd Floor Telephone: (646) 458-7913 Attention: Stephen Ungar, General Counsel 4.4 Governing Law This Novation Agreement shall be interpreted, construed and governed by and in accordance with the laws of New York.

4.5 Confirmation The Parties hereby confirm, in all other respects, that the Management Agreement is in full force and effect, unchanged and unmodified, except in accordance with this Novation Agreement. 4.6 Further Assurances The Parties shall, with reasonable diligence, do all such things and provide all such reasonable assurances as may be required to consummate the transactions contemplated by this Novation Agreement, and each party shall provide such further documents or instruments required by any other party as may be reasonably necessary or desirable to effect the purpose of this Novation Agreement and carry out is provisions. [Remainder of page left blank]

NOVATION AGREEMENT This Novation Agreement (as amended, supplemented, restated or otherwise modified from time to time, this “Novation Agreement”) is made as of November 13, 2020 between: AII INSURANCE MANAGEMENT LIMITED, a company organized under the laws of the Islands of Bermuda (“AIIIM”); AMTRUST FINANCIAL SERVICES, INC., a corporation organized under the laws of Delaware (“AFSI”); and MAIDEN GENERAL FORSAKRINGS AB. a company organized under the laws of Sweden (the “Company”) (hereinafter collectively referred to as the “Parties”) WHEREAS, AIIIM and the Company have entered into that certain Asset Management Agreement, dated January 1, 2018, a copy of which is attached hereto as Annex A (the “Management Agreement”); WHEREAS, AIIIM desires to be released and discharged from its obligations to the Company under the Management Agreement and the Company has agreed to release and discharge AIIIM; WHEREAS, the Parties have agreed that as and from the date of the Effective Date (as defined in the signature page below), the Management Agreement shall be novated to AFSI so that from the Effective Date AFSI shall be bound by the terms of the Management Agreement in place of AIIIM and agrees to acknowledge and expressly assume in the name, place and stead of AIIIM all liabilities and obligations of AIIIM under the Management Agreement. NOW THEREFORE, for valuable consideration, the receipt and sufficiency of which are hereby acknowledged by each Party, the Parties agree as follows: SECTION 1 — NOVATION AND RELEASE 1.1 Novation As of the Effective Date, AFSI agrees and undertakes to perform the obligations of AIIIM under the Management Agreement, whether arising prior to, on or subsequent to the Effective Date, and agrees to be bound by the terms and conditions of the Management Agreement in every way as if AFSI
were named as a party to the Management Agreement in place of AIIIM. AFSI agrees to perform any and all past, present and future obligations of AIIIM under the Management Agreement.

DocuSign Envelope ID: 0A5AA7A9-8F9C-4522-B808-D018223BC011

1 MAIDEN HOLDINGS, LTD GLOBAL CODE OF BUSINESS CONDUCT AND ETHICS 2020

2 Table of Contents OUR CODE OUR RESPONSIBILITY Introduction Employee and Company Expectations Compliance with Laws, Rules, Statutory and Supervisory Regulations Corporate Communications Compliance Procedures Obligation to Make Reports and Anti-Retaliation Pledge Investigation of Suspected Violations Waivers of the Code of Business Conduct and Ethics OUR PEOPLE Discrimination, Bullying and Harassment Health and Safety OUR BUSINESS PARTNERS Conflicts of Interest The Offer and Acceptance of Entertainment and Gifts Outside Employment or Consulting Competition and Fair Dealing OUR ASSETS AND FINANCIAL INTEGRITYI Internal Controls, Disclosures and Record-Keeping Improper Influence on Conduct of Auditors Confidentiality Protection and Proper Use of Company Assets Insider Trading Board Memberships Fraud Corporate Opportunities Money Laundering and Financial Crime Bribery and Corruption THE GOVERNMENTS AND COMMUNITIES WE WORK WITH Global Business Conduct Political Activities, Lobbying and Contributions Environmental Protection Human Rights Trade Issues CERTIFICATION

3 OUR CODE – OUR RESPONSIBILITY 1. Introduction 2. Employee and Company Expectations 3. Compliance with Laws, Rules, Statutory and Supervisory Regulations 4. Communications 5. Compliance Procedures 6. Obligation to Make Reports and Anti-Retaliation Pledge 7. Investigation of Suspected Violations 8. Waivers of the Code of Business Conduct and Ethics

4 INTRODUCTION This Code of Business Conduct and Ethics (the "Code"), covers a wide range of business practices and procedures. It does not cover every issue that may arise, but it sets out basic principles to guide all employees, directors and officers of Maiden Holdings, Ltd. and its subsidiaries (collectively, the "Company"). All of our employees, directors and officers must conduct themselves accordingly and seek to avoid even the appearance of improper behavior. If a law conflicts with this Code, you must comply with the law. However, if a local custom, industry practice or policy conflicts with this Code, you must comply with the Code. If you have any questions about these conflicts, you should seek appropriate guidance about the best course of action in the particular situation. Those who violate the standards in this Code will be subject to disciplinary action, including possible dismissal. If any breach of the Code is known to you, you are obligated to report these violations as described in more detail below. Furthermore, violations of this Code may also be violations of the law and may result in civil or criminal penalties for you, your manager and/or the Company. If you are in a situation which you believe may violate or lead to a violation of this Code, follow the procedures set out in the "Compliance Procedures" section of this Code. The basic principles discussed in this Code are subject to any related Company policies covering the same issues, some of which are referenced throughout this Code. EMPLOYEE AND COMPANY EXPECTATIONS All employees must understand and comply with the Company's policies, practices and directives. We expect you to observe applicable laws and ethical standards in all matters concerning the Company, and to treat everyone with whom you come in contact, including your co-workers, with respect and dignity. The Company is committed to maintaining high standards of conduct and to providing a
productive, professional atmosphere in which to work. We will not tolerate conduct that is unethical, illegal or dishonest. This Code and other Company policies and procedures are designed to help you understand and meet expected standards. COMPLIANCE WITH LAWS, RULES, STATUTORY AND SUPERVISORY REGULATIONS Obeying the laws, rules and regulations, both in letter and in spirit, is the foundation on which this Company's ethical standards are built. All employees, directors and officers must respect and obey the laws of the cities, states and countries in which we operate. Although each employee, director and officer cannot be expected to know the details of each of these laws, a working familiarity with the legal and regulatory framework associated with their role and activities is necessary. It is important to know enough to determine when to seek advice regarding the best course of action in a particular situation.

5 COMMUNICATIONS . Corporate Communications It is vital that Maiden promote one open, clear, consistent, accurate and appropriate message. This fosters trust and transparency both internally and externally. In addition, laws and regulations restrict Maiden’s ability to selectively disclose certain information to only certain individuals or groups of individuals. We encourage visibility in the media and at conferences, but do not make public statements on Maiden’s behalf unless you are a designated Company spokesperson and have received authorization and guidance from the management team. All press releases and other media communications must go through the appropriate legal approval process before they are issued. Images, comments and other information posted online via various social media outlets such as Facebook, YouTube, Twitter etc. can be circulated globally almost instantaneously. You must check with the General Counsel before speaking on the Company’s behalf or agreeing to be recorded either by video or audio. Analyst, Media and Regulator Inquiries All inquiries by (securities) analysts, journalists, rating agencies or regulators formally or informally requesting information on the Company, our business partners or our clients should be handled by the CEO, CFO, or their designated personnel. Conferences & Publications When conducting Maiden’s business, you may be asked to address external meetings or conferences or to write an article. Before doing so, you must notify the General Counsel and obtain prior approval of any speech or presentation you give. Do not give any interviews or respond to questions from the press at any event, conference or any other time. You must consult the General Counsel prior to speaking to the press. Endorsements If there is a genuine business reason to use any of Maiden’s corporate names in an endorsement, seek authorization from the General Counsel before doing so. COMPLIANCE
PROCEDURES We must all work to ensure prompt and consistent action against violations of this Code. However, in some situations it is difficult to know right from wrong. Since we cannot anticipate every situation that will arise, it is important that we have a way to approach a new question or problem. These are the steps to keep in mind: • Make sure you have all the facts. In order to reach the right solutions, we must be as fully informed as possible. • Ask yourself: What specifically am I being asked to do? Does it seem unethical or improper? This will enable you to focus on the specific question you are faced with, and the alternatives you have. Use your judgment and common sense; if something seems unethical or improper, it probably is.

6 • Discuss the problem with your manager. This is the basic guidance for all situations. In many cases, your manager will be more knowledgeable about the question, and will appreciate being brought into the decision-making process. Remember that it is your manager's responsibility to help solve problems. • Always ask first, act later: If you are unsure of what to do in any situation, seek guidance before you act. • Seek help from Company resources. In a case where it may not be appropriate to discuss an issue with your manager, or where you do not feel comfortable approaching your manager or an officer of your operating unit with your question, you may report through the Maiden Ethics Hotline. OBLIGATION TO MAKE REPORTS AND ANTI-RETALIATION PLEDGE Any employee, officer or director of the Company having any information or knowledge regarding the existence of any violation or suspected violation of the Code has a duty to report the violation or suspected violation to the Maiden Ethics Hotline, the General Counsel or any member of the Audit Committee. Employees, directors and officers are also encouraged to raise any issues or concerns regarding the Company’s business or operations. Failure to report suspected or actual violations is itself a violation of the Code and may subject the employee, director or officer to disciplinary action, up to and including termination of employment or legal action. Reports may be made on a completely confidential and anonymous basis. To the extent any investigation is necessitated by a report, the Company will endeavor to keep the proceedings and the identity of the reporting employee, officer or director confidential to the fullest extent required by applicable law.

7 The Company, as authorized and directed by the Audit Committee, has retained a third party reporting service that employees, directors and officers may contact to report any suspected violations of the Code, federal securities or antifraud laws, accounting issues, or any federal law relating to fraud against shareholders. Employees, directors and officers may also report to this service any other concerns an employee may have with respect to the Company’s business or operations. Employees, directors and officers may make such reports on a completely anonymous and confidential basis. The third party service, will, in turn, provide reports directly to the Audit Committee regarding the confidential reports it receives. Complaints can be submitted anonymously and in complete confidence. Because of strict data privacy laws, particularly in the European Union, employees, directors and officers Maiden associates working outside the U.S. may be subject to certain limitations on reporting to the Maiden Ethics Hotline. If you are outside the U.S., consult your local policies and procedures on reporting, or contact your local human resources department, and they will be able to advise you on the rules applicable to you. You may report ethical violations in confidence and without fear of retaliation. If your situation requires that your identity be kept secret, your anonymity will be protected. Any employee (including officers) who in good faith reports a suspected violation under the Code by the Company, or its agents acting on behalf of the Company, or who in good faith raises issues or concerns regarding the Company’s business or operations, to the Maiden Ethics Hotline, the General Counsel, or any member of the Audit Committee, may not be fired, demoted, reprimanded or otherwise harmed for, or because of, the reporting of the suspected violation, issues or concerns, regardless of whether the suspected violation involves the employee, the employee’s
manager, senior management of the Company or member of the Board In addition, any employee (including officers) who in good faith reports a suspected violation under the Code which the employee reasonably believes constitutes a violation of a federal statute by the Company, or its agents acting on behalf of the Company, to a federal regulatory or law enforcement agency, may not be reprimanded, discharged, demoted, suspended, threatened, harassed or in any manner discriminated against in the terms and conditions of the employee’s employment for, or because of, the reporting of the suspected violation, regardless of whether the suspected violation involves the employee, the employee’s manager, senior management of the Company or member of the Board.

8 INVESTIGATION OF SUSPECTED VIOLATIONS When a suspected violation is reported to the Maiden Ethics Hotline, the General Counsel or a member of the Audit Committee will gather information about the allegation by interviewing the employee, officer or director reporting the suspected violation, the employee, officer or director who is accused of the violation and/or any co-workers of the accused employee or officer to determine if a factual basis for the allegation exists. The reporting employee’s immediate manager will not be involved in the investigation if the reported violation involved that manager. Should the concern involve the Audit Committee Chair or the General Counsel, the head of Compliance will be notified. The Company will keep the identity of the reporting employee, officer or director confidential to the fullest extent required by applicable law. If the report is not substantiated, the reporting employee, officer or director will be informed and at that time will be asked for any additional information not previously communicated. If there is no additional information, the General Counsel will close the matter as unsubstantiated. If the allegation is substantiated, the Audit Committee will make a judgment as to the degree of severity of the violation and the appropriate disciplinary response. In more severe cases, the Audit Committee will make a recommendation to the Board of Directors of the Company for its approval. The Board of Directors’ decision as to disciplinary and corrective action will be final. In the case of less severe violations, the General Counsel may refer the violation to the Human Resources Department for appropriate disciplinary action. WAIVERS OF THE CODE OF BUSINESS CONDUCT AND ETHICS No waiver of this code may be made without the approval of the Board of Directors. Any waiver of this Code for executive officers or directors may be made only by disinterested members of the Audit
Committee and will be promptly disclosed as required by law or regulation.

9 OUR PEOPLE 1. Discrimination Harassment and Bullying 2. Health and Safety

10 DISCRIMINATION, BULLYING AND HARASSMENT The Company hires, pays, promotes and makes other employment decisions based upon lawful factors, such as qualifications and performance, and without regard to race, sex, color, religion, age, national origin, sexual orientation, gender identity, disability or any other basis that is protected under any applicable law. Bully ing is the use of force, threat, or coercion to abuse, intimidate, or aggressively dominate others. Harassment is unwelcome conduct that is based on race, color, religion, sex, national origin, age, disability or genetic information. Harassment becomes unlawful where enduring the offensive conduct becomes a condition of continued employment, or the conduct is severe or pervasive enough to create a work environment that a reasonable person would consider intimidating, hostile, or abusive. We are committed to an environment free from all forms of harassment, bullying and unlawful discrimination or retaliation. Employees who engage in harassment, bullying, discriminatory behavior or retaliation, and managers who tolerate it are in violation of the Code. HEALTH AND SAFETY The Company strives to provide each employee, director and officer with a safe and healthful work environment. Each employee and officer has responsibility for maintaining a safe and healthy workplace for all employees and officers by following environmental, safety and health rules and practices and reporting accidents, injuries and unsafe equipment, practices or conditions. Violence and threatening behavior are not permitted. Employees and officers should report to work in condition to perform their duties, free from the influence of illegal drugs or alcohol. The use of illegal drugs or alcohol in the workplace will not be tolerated and may lead to termination of employment.

11 OUR BUSINESS PARTNERS 1. Conflicts of Interest 2. The Offer and Acceptance of Entertainment and Gifts 3. Outside Employment or Consulting 4. Competition and Fair Dealing CONFLICTS OF INTEREST Employees, directors and officers should avoid any situation that may involve, or even appear to involve, a conflict between their personal interests and the interests of the Company. A "conflict of interest" exists when a person's private interest interferes in any way, or even appears to interfere, with the interests of the Company as a whole. A conflict situation can arise when an employee, officer or director takes actions or has interests that may make it difficult to perform his or her Company work objectively and effectively. Conflicts of interest may also arise when an employee, officer or director, or a member of his or her family, receives improper personal benefits as a result of his or her position in the Company. Loans to, or guarantees of obligations of, employees, directors and officers and their family members almost always create conflicts of interest. It is almost always a conflict of interest for a Company employee, director or officer to work simultaneously for a competitor, customer or supplier. Additionally, you are not allowed to be associated with a competitor as a consultant or board member. You should avoid any direct or indirect business connection with our customers, suppliers or competitors, except on our behalf. Conflicts of interest are prohibited as a matter of Company policy, except under guidelines approved by our Board of Directors. Conflicts of interest may not always be clear-cut, so if you have a question, you should consult with your manager or follow the procedures set out in the "Compliance Procedures" section of this Code. Any employee, officer or director who becomes aware of a conflict or potential conflict must bring it to the attention of a manager or other appropriate personnel or consult the procedures
provided in the "Compliance Procedures" section of this Code. The Audit Committee (or the Compensation Committee in the case of compensatory matters) will review and approve, in advance, all related-party transactions, as required by the Securities and Exchange Commission, any securities exchange or automated inter-dealer quotation system on which any of the Company's securities are traded, or any other regulatory body to which the Company is subject.

12 THE OFFER AND ACCEPTANCE OF ENTERTAINMENT AND GIFTS The purpose of business entertainment and gifts in a commercial setting is to create goodwill and sound working relationships, not to gain unfair advantage with customers, vendors or other counterparties. No gift or entertainment should ever be offered, given, provided or accepted by any Company employee, director or officer, family member of an employee, director or officer, or agent unless it: (1) is not a cash gift, (2) is consistent with customary business practices, (3) is not excessive in value, (4) cannot be construed as a bribe or payoff and (5) does not violate any laws or regulations. You should discuss with your manager any gifts. All employees shall exercise care and discretion to ensure that their business decisions are made solely on the basis of the Company’s best interest, and that any business courtesy extended or given does not influence or appear to influence the outcome of such decisions. OUTSIDE EMPLOYMENT OR CONSULTING Employment as a consultant, officer, or manager of another business organization requires prior management approval. Outside employment or consulting must never interfere with your job performance, utilize Company property or facilities, involve the implicit or explicit sponsorship of the Company, or create the possibility of adverse publicity for the Company. COMPETITION AND FAIR DEALING We seek to outperform our competition fairly and honestly. We seek competitive advantages through superior performance, never through unethical or illegal business practices. Stealing proprietary information, possessing trade secret information that was obtained without the owner's consent, or inducing such disclosures by past or present employees of other companies is prohibited. Each employee, officer and director should endeavor to respect the rights of and deal fairly with the Company's customers, suppliers, competitors and
employees. No employee, officer or director should take unfair advantage of anyone through manipulation, concealment, abuse of privileged information, misrepresentation of material facts, or any other intentional unfair-dealing practice. We comply with all applicable anti-trust laws and regulations, whether federal, state or foreign. No employee, director or officer is permitted to engage in price fixing, bid rigging, allocation of markets or customers, and similar anti-competitive activities. To maintain the Company's valuable reputation, compliance with our quality processes and safety requirements is essential. All inspection and testing documents must be handled in accordance with all applicable regulations.

13 OUR ASSETS AND FINANCIAL INTEGRITY 1. Internal Controls, Disclosures and Record-Keeping 2. Improper Influence on Conduct of Auditors 3. Confidentiality 4. Protection and Proper Use of Company Assets and Data 5. Insider Trading 6. Board Memberships 7. Fraud 8. Corporate Opportunities 9. Money Laundering and Financial Crime 10. Bribery and Corruption

14 INTERNAL CONTROLS, DISCLOSURES AND RECORD-KEEPING The Company requires honest and accurate recording and reporting of information in order to make responsible business decisions. The Company has developed and maintains a system of internal controls to provide reasonable assurance that transactions are executed in accordance with management’s authorization, are properly recorded and posted, and is in compliance with regulatory requirements. The system of internal controls within the Company includes written policies and procedures, budgetary controls, supervisory review and monitoring various other checks and balances, and safeguards such as password protection to access certain computer systems. Accordingly, all of the Company's books, records, accounts and financial statements must be maintained in reasonable detail, must appropriately reflect the Company's transactions, must be promptly disclosed as appropriate in accordance with any applicable laws or regulations and must conform both to applicable legal requirements and to the Company's system of internal controls. The Company has also developed and maintains a set of disclosure controls and procedures to ensure that all of the information required to be disclosed by the Company in the reports that it files or submits under the Securities Exchange Act of 1934, as amended, is recorded, processed, summarized and reported within the time periods specified by the Securities and Exchange Commission’s rules and forms. Employees, directors and officers are expected to be familiar with, and to adhere strictly to, these internal controls and disclosure controls and procedures. Responsibility for compliance with these internal controls and disclosure controls and procedures rests not solely with the Company’s accounting personnel, but with all employees, directors and officers involved in approving transactions, supplying documentation for transactions, and
recording, processing, summarizing and reporting of transactions and other information required by periodic reports filed with the Securities and Exchange Commission. Because the integrity of the Company’s external reports to shareholders and the Securities and Exchange Commission depends on the integrity of the Company’s internal reports and record-keeping, all employees, directors and officers must adhere to the highest standards of care with respect to our internal records and reporting. In performing his or her duties, each employee shall endeavor to promote, and shall take appropriate action within his or her areas of responsibility to cause the Company to provide, full, fair, accurate, timely and understandable disclosure in reports and documents that the Company files with or submits to the Securities and Exchange Commission and in other public communications. Many employees, directors and officers regularly use business expense accounts, which must be documented and recorded accurately. If you are not sure whether a certain expense is legitimate refer to the published expense guidelines as applicable for your business unit or seek appropriate guidance. Business records and communications often become public, and we should avoid exaggeration, derogatory remarks, guesswork or inappropriate characterizations of people and companies that can be misunderstood. This applies equally to email, internal memos, and formal reports.

15 Numerous federal and state statutes require the proper retention of many categories of records and documents that are commonly maintained by companies. Any record, regardless of the forms, characteristics or media (e.g., electronic, paper, audio, video, flash drives, voicemail, databases, smart phone/tablet , etc.), relevant to a threatened, anticipated or actual internal or external inquiry, investigation, matter or lawsuit may not be discarded, concealed, falsified, altered, or otherwise made unavailable, once an employee, officer or director has become aware of the existence of such threatened, anticipated or actual internal or external inquiry, investigation, matter or lawsuit. Such records must always be managed according to Maiden’s Information Governance Program. In accordance with those policies, in the event of litigation or governmental investigation, please consult the General Counsel IMPROPER INFLUENCE ON CONDUCT OF AUDITORS You are prohibited from directly or indirectly taking any action to coerce, manipulate, mislead or fraudulently influence, the Company's independent auditors for the purpose of rendering the financial statements of the Company materially misleading. Prohibited actions include but are not limited to those actions taken to coerce, manipulate, mislead or fraudulently influence an auditor: (1) to issue or reissue a report on the Company's financial statements that is not warranted in the circumstances (due to material violations of generally accepted accounting principles, generally accepted auditing standards or other professional or regulatory standards); (2) not to perform audit, review or other procedures required by generally accepted auditing standards or other professional standards; (3) not to withdraw an issued report; or (4) not to communicate matters to the Company's Audit Committee. CONFIDENTIALITY Employees, directors and officers must maintain the confidentiality of information entrusted to
them by the Company or its customers, except when disclosure is authorized by the General Counsel or required by laws or regulations. Confidential information includes all non-public information that might be of use to competitors or harmful to the Company or its customers if disclosed. It also includes information that suppliers and customers have entrusted to us. These are costly, valuable resources developed or obtained for the exclusive benefit of the Company. No employee, officer or director shall use the Company’s confidential information for his or her own personal benefit. The obligation to preserve confidential information continues even after employment ends. PROTECTION AND PROPER USE OF COMPANY ASSETS AND DATA All employees, directors and officers must protect the Company's assets and ensure their efficient use. Theft, carelessness and waste have a direct impact on the Company's profitability. All Company assets should be used for legitimate Company purposes. Any suspected incident of fraud or theft must be immediately reported for investigation. Company equipment should not be used for non-Company business, though incidental personal use may be permitted. The obligation of employees, directors and officers to protect the Company's assets includes the Company's proprietary information. Proprietary information includes intellectual property such as trade secrets, patents, trademarks, and copyrights, as well as business, marketing and service plans, designs, databases, records, pricing models, premium information, client lists, employee data and information,

16 salary information and any unpublished financial data and reports. Unauthorized use or distribution of this information would violate Company policy. It could also be illegal and result in civil or even criminal penalties. Employees, directors and officers must comply with security programs to safeguard such assets against unauthorized use or removal, as well as against loss by criminal act or breach of trust. The provisions hereof relating to protection of the Company’s property also apply to property of others entrusted to it (including proprietary and confidential information). Protection of Data Maiden requires all employees to comply with applicable data protection legislation. Maiden considers it important that any individuals' personal data which it holds is carefully and considerately handled and classifies this data as confidential. Personal data means data relating to a living individual. For example: their name, date of birth or address. This personal data could be provided by individual clients, claimants, business associates, Company employees and others. Maiden follows a "privacy by design" principle. Namely, how personal data is kept appropriately is a priority when designing or amending processes and/or systems relating to personal data. Maiden employees must always ensure personal data is: • kept secure and safe; • only accessed by employees who need to see it as part of their job; • only retained for as long as it is needed; • only shared outside Maiden where we have appropriate authority. If you have any questions relating to data protection please consult your local data protection officer or contact or the Global Privacy Officer. INSIDER TRADING Employees, directors and officers who have access to confidential information are not permitted to use or share that information for stock trading purposes or for any other purpose except the conduct of our business. All non-public information about the Company should be considered confidential
information. To use non- public information for personal financial benefit or to "tip" others who might make an investment decision on the basis of this information is not only unethical but also illegal. If you have any questions, please consult the Maiden Holdings, Ltd. Insider Trading Policy and Outside Investment Policy. BOARD MEMBERSHIPS You may serve on the board of directors (or serve in a comparable position) of an outside organization provided no conflict of interest exists or appears to exist. Management approval is, however, required before you become a board member of any for-profit organization.

17 MONEY LAUNDERING AND FINANCIAL CRIME All employees must take care that Group companies are not misused for money laundering or other illegal purposes. This includes the requirement that, prior to a business transaction, employees procure sufficient information about the client’s business environment, the client itself and the purpose of the intended business. Where there are grounds for suspicion that activities may be illegal, enquiries should be made. Transactions that appear to be illegal must be rejected, even if we cannot actually prove any violation has occurred. Besides this, the company has internal guidelines designed to prevent the facilitation of Money Laundering which must be complied with, especially the prohibition on accepting cash. Complying with all laws, identifying current risks and monitoring financial crime is key in the Company’s aim to uphold the rule of law and value ethical standards. The employees of the Company are required to reflect this attitude in their day-to-day duties and to communicate any concerns immediately to the Maiden Ethics Hotline, the General Counsel or any member of the Audit Committee. FRAUD You may not engage in fraudulent conduct. "Fraud" is the deliberate practice of deception in order to receive unfair or unlawful gain. Fraud - is the deliberate practice of deception in order to receive unfair or unlawful gain. Lying, misleading or concealing material facts with the intent to induce another to act on such false information to his/her detriment or injury. Examples include, but are not limited to, the following: • impropriety in the handling or reporting of financial transactions; • improper or premature revenue recognition; • embezzlement, payroll fraud or expense fraud; • revenue or assets gained through illegal acts, such as deceptive sales practices or accelerated revenue; • expenses or liabilities avoided by fraudulent acts, such as bribery, kickbacks or falsifying regulatory compliance
data; • accepting or seeking anything of material value from contractors, third-party vendors or persons providing materials/services to Maiden; • impermissible and/or undisclosed conflicts of interest; insider trading; theft of trade secrets; • antitrust practices; • mortgage, bank and insurance fraud schemes; • or credit losses due to fraud The nature of our businesses presents a variety of opportunities for individuals within or outside the Company to commit fraud. You must be sensitive to that fact and immediately report any suspicion or discovery of fraud

18 CORPORATE OPPORTUNITIES Employees, directors and officers are prohibited from taking for themselves opportunities that are discovered through the use of corporate property, information or position without the consent of our Board of Directors. No employee, officer or director may use corporate property, information, or position for personal gain, and no employee, officer, or director may compete with the Company directly or indirectly. Employees, directors and officers owe a duty to the Company to advance the Company's legitimate interests when the opportunity to do so arises. BRIBERY AND CORRUPTION The Bermuda Bribery Act of 2016, The UK Bribery Act and the U.S. Foreign Corrupt Practices Act prohibit giving anything of value, directly or indirectly, to officials of foreign governments or foreign political candidates in order to obtain or retain business. It is strictly prohibited to make illegal payments to government officials of any country. A gift is “corrupt” if it is made for the purpose of: • influencing any act or decision of a foreign official in his official capacity; • inducing a foreign official to do or omit to do any act in violation of his lawful duty; • inducing a foreign official to use his position to affect any decision of the government; or • inducing a foreign official to secure any “improper advantage.” In addition, all jurisdictions have a number of laws and regulations regarding business gratuities which may be accepted by government personnel. The promise, offer or delivery to an official or employee of a government of a gift, favor or other gratuity in violation of these rules would not only violate Company policy but could also be a criminal offense. State and local governments, may have similar rules. In addition, you must not make facilitation payments. Facilitation payments are small payments made to expedite or guarantee the performance of routine services or actions to which the Company is otherwise entitled. Any
violation of the Bermuda Bribery Act or similar laws or regulations of foreign governments is strictly prohibited under this Code.

19 THE GOVERNMENTS AND COMMUNITIES WE WORK WITH 1. Global Business Conduct 2. Political Activities, Lobbying and Contributions 3. Environmental Protection 4. Human Rights 5. Trade Issues 6. Sanctions

20 GLOBAL BUSINESS CONDUCT It is our corporate policy to comply with the laws of the countries in which the Company operates and with the regulatory requirements affecting our businesses. This includes compliance with antitrust/competition, trade, securities, copyright, employment, health and safety, environmental, and other business regulations, as well as with laws governing criminal offenses. In countries where legal requirements and common business practices may be less restrictive than those set forth in this Code, you should follow those set forth in this Code. POLITICAL ACTIVITIES, LOBBYING AND CONTRIBUTIONS In support of the democratic process, the Company encourages its key functionaries and employees to exercise their rights and participate as individuals in the political process, but such activity should always be kept separate from their work. If an individual is engaged in a political activity of any kind, he or she must be careful not to use the name or any resources of the Company in furtherance of such activity, and ensure that such activities do not adversely affect any business relationships of the Company. An individual’s personal and lawful political contributions will not influence their compensation, job security, or the opportunity for advancement. Maiden’s lobbying functions are managed by the General Counsel. Lobbying activity is commonly defined as contact with government officials, including senior level state insurance department officials, to influence legislation, regulatory policy or rulemaking. Governments and a number of U.S. states extend the definition of lobbying to contacts intended to influence the decision to enter into a contract or financial arrangement. Any and all lobbying activities on behalf of Maiden or a client must be at the approval and direction of the General Counsel. Contacts with state insurance departments to comply with standard or routine regulatory requirements (e.g.
mandatory filings, market conduct and financial examinations and data calls) do not require the General Counsel’s approval. If you are not sure whether your activities could be considered lobbying, you should contact the General Counsel first, for clarification. The Company will comply with all laws and regulations concerning lobbying and will only make contributions to political candidates or parties to the extent permitted by applicable law. ENVIRONMENTAL PROTECTION The Company complies with and expects its employees and officers to follow all applicable environmental laws and regulations. Maiden acknowledges its responsibility for environmental protection. We urge employees to consider the implications for the environment in their actions and decisions and to avoid or reduce negative impacts as far as possible.

21 HUMAN RIGHTS The Company seeks to conduct our business in a manner that respects the human rights and dignity of all people. All employees play a role in the elimination of human rights abuses such as child labor human trafficking and involuntary labor. You are obligated to report any human rights abuse in our operations or in our supply chain as outlined in the Compliance Procedures section. Under the UK Modern Slavery Act 2015, the Company is required to make an annual slavery and human trafficking statement setting out how it has ensured that modern slavery is not occurring within the Company and its supply chains. TRADE ISSUES All employees must take care that companies are not misused for money laundering, for the criminal facilitation of tax evasion, for breaching sanctions or for any other illegal purposes. An employee must never be involved in money laundering, tax evasion, sanctions breach and/or any other financial crime and the Company has a zero tolerance approach in these matters. The Company has procedures designed to prevent the facilitation of tax evasion. Criminal-prosecution risks would arise if prevention procedures are not implemented, adhered to and monitored and a breach would cause reputational damage to the Company. SANCTIONS From time to time foreign governments and the United Nations have imposed boycotts and trading sanctions against various governments, regions, groups and individuals which must be obeyed. Prior to a business transaction, employees must carry out appropriate due diligence. This includes procuring sufficient information about their prospective client and its business environment and the purpose of the intended business. The Company has a sanctions screening program to identify any potential involvement of sanctioned targets in transactions, and operates an approval process that serves as an important compliance control. Where there are grounds for suspicion that
activities may be illegal, this should be reported and inquiries made. Transactions that appear to be illegal must be rejected, even if we cannot actually prove any violation has occurred. Internal guidelines and policies must be complied with, especially the prohibition on accepting cash. Further, employees must attend any requisite information/training sessions on financial crime. Sanctions and embargoes, trading and financial sanctions imposed by the United Nations and the European Union or by competent national institutions within their respective jurisdictions, including measures to prevent terrorist financing (sanctions regulations), must be fully complied with in accordance with the Global Sanctions Program. Complying with laws, identifying current risks and monitoring financial crime is key in the Company’s aim to uphold the rule of law and value ethical standards. The employees of the Company are required to reflect this attitude in their day-to-day duties and to communicate any concerns immediately to the General Counsel.

22 CERTIFICATION To help ensure compliance with this Code of Business Conduct and Ethics, the Company will require that all employees, directors and officers periodically review the Code of Business Conduct and Ethics and acknowledge their understanding and adherence in writing.

SUBSIDIARIES OF THE REGISTRANT

Subsidiary
Maiden Holdings, Ltd.

Maiden Holdings North America, Ltd.

Maiden Re Insurance Services, LLC
Maiden Global Servicing Company, LLC

Maiden Reinsurance Ltd.

Genesis Legacy Solutions, LLC ("GLS")

GLS Services Company

Maiden Life Försäkrings AB
Maiden General Försäkrings AB
Regulatory Capital Limited
Maiden Global Holdings Ltd.

.
Maiden Australia Holdings PTY Ltd

Exhibit 21.1

Jurisdiction

Delaware
Delaware
Delaware
Vermont
Delaware
Delaware
Sweden
Sweden
Ireland
England
Australia

Note
(1)

(2)
(2)
(3)
(4)
(5)

(6)

100% wholly owned subsidiary of Maiden Holdings North America, Ltd.

(1) All subsidiaries are 100% wholly owned by Maiden Holdings, Ltd. unless otherwise noted.
(2)
(3) Effective March 16, 2020, Maiden Reinsurance Ltd. is domiciled in Vermont, United States and became 100% wholly owned subsidiary by Maiden Holdings North America, Ltd.
(4) GLS was acquired by Maiden Reinsurance Ltd. on November 24, 2020.
(5)
(6)

100% wholly owned subsidiary of GLS.
100% wholly owned subsidiary of Maiden Global Holdings Ltd.

We consent to the incorporation by reference in the Registration Statement (Form S-8 No. 333-235948) of our reports dated March 15, 2021, 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,
2020.

Consent of Independent Registered Public Accounting Firm

Exhibit 23.1

/s/ Ernst & Young LLP

New York, NY

March 15, 2021

We consent to the incorporation by reference in Registration Statement No. 333-235948 on Form S-8 of our report dated March 18, 2020, relating to the consolidated financial statements of
Maiden Holdings, Ltd. and subsidiaries (the “Company”) appearing in this Annual Report on Form 10-K of Maiden Holdings, Ltd. for the year ended December 31, 2019.

Consent of Independent Registered Public Accounting Firm

Exhibit 23.2

/s/ Deloitte Ltd.
Hamilton, Bermuda
March 18, 2020

CERTIFICATION

EXHIBIT 31.1

I, Lawrence F. Metz, certify that:

I have reviewed this annual report on Form 10-K of Maiden Holdings, Ltd.;

Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were
made, not misleading with respect to the period covered by this report;

Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of,
and for, the periods presented in this report;

The registrant's other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial
reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f) for the registrant and have:

(a)

(b)

(c)

(d)

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;

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.

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

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

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 15, 2021

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

CERTIFICATION

EXHIBIT 31.2

I, Patrick J. Haveron, certify that:

I have reviewed this annual report on Form 10-K of Maiden Holdings, Ltd.;

(a)

(b)

(c)

(d)

(a)

(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 15, 2021

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

Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 (subsections (a) and (b) of Section 1350, chapter 63 of title 18, United States Code), the undersigned officer of Maiden Holdings, Ltd. (the “Company”), hereby certifies, to

such officer's knowledge, that:

The Company's Annual Report on Form 10-K for the year ended December 31, 2020 (the “Report”) fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934 and the information

contained in the Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

CERTIFICATION

Exhibit 32.1

March 15, 2021

By:

/s/ Lawrence F. Metz
Lawrence F. Metz

President and Co-Chief Executive Officer

The foregoing certification is being furnished solely pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 (subsections (a) and (b) of Section 1350, chapter 63 of title 18, United States Code) and is not being filed as part of the

Report.

such officer's knowledge, that:

contained in the Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

CERTIFICATION

Exhibit 32.2

March 15, 2021

By:

/s/ Patrick J. Haveron
Patrick J. Haveron

Co-Chief Executive Officer and Chief Financial Officer

Report.