GLRE / Greenlight Capital Re, Ltd. - Pengajuan SECLaporan Tahunan, Pernyataan Proksi

GREENLIGHT RE ANNOUNCES FINANCIAL RESULTS FOR SECOND QUARTER AND SIX MONTHS ENDED JUNE 30, 2025 Delivers 95.0% Combined Ratio and Returns $5 million to Shareholders Through Buybacks

GREENLIGHT RE ANNOUNCES FINANCIAL RESULTS FOR SECOND QUARTER AND SIX MONTHS ENDED JUNE 30, 2025 Delivers 95.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 July 29, 2025 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL R

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 July 29, 2025 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Q2 2025 Investor Presentation Greenlight Capital Re, Ltd. NASDAQ: GLRE Cautionary Note Regarding Forward-Looking Statements and Non-GAAP Measures and Investment Disclosures This Investor Presentation (this “Presentation”) is intended solely for the i

investorpresentation-q22 Q2 2025 Investor Presentation Greenlight Capital Re, Ltd.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2025 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) o Definitive Proxy State

Second Amended and Restated Exempted Limited Partnership Agreement of Solasglas Investments, LP, between DME Advisors II, LLC, as General Partner, Greenlight Reinsurance, Ltd., Greenlight Reinsurance Ireland, a Designated Activity Company, Greenlight Capital Re, Ltd. and the initial limited partner, dated as of January 7, 2021 (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on January 12, 2021)

SOLASGLAS INVESTMENTS, LP A Cayman Islands Exempted Limited Partnership Second Amended and Restated Exempted Limited Partnership Agreement Dated January 7, 2021, effective as of January 1, 2021 NOTICE NEITHER SOLASGLAS INVESTMENTS, LP (THE “PARTNERSHIP”) NOR THE LIMITED PARTNERSHIP INTERESTS THEREIN HAVE BEEN OR WILL BE REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED, THE INVESTMENT COMPANY ACT OF 1940, AS AMENDED, OR THE SECURITIES LAWS OF ANY OF THE STATES OF THE UNITED STATES.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2025 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 7, 2025 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission file

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2025 FINANCIAL RESULTS Net Income Expands to $29.6 million Despite California Wildfire Losses, Leading to Fully Diluted Book Value Per Share Growth of 5.1%

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2025 FINANCIAL RESULTS Net Income Expands to $29.

Greenlight Capital Re, Ltd. Short-Term Incentive Plan

Greenlight Capital Re, Ltd. Short-Term Incentive Plan 1.Purpose. The purpose of this Greenlight Capital Re, Ltd. Short-Term Incentive Plan (as amended, restated or otherwise modified from time to time, the “Plan”) is to foster and promote the success of Greenlight Capital Re, Ltd. (the “Company”) and its subsidiaries (together with the Company, collectively, the “Greenlight Group”) by motivating t

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ý Definitive Proxy State

Insurance Letters of Credit – confirmation of uncommitted facility amount, dated as of December 19, 2024, from Citibank Europe plc to Greenlight.

FACILITY LETTER FOR ISSUANCE OF CREDITS FROM: Citibank Europe Plc, a company incorporated in Ireland (with company registration number 132781) whose registered office is at 1 North Wall Quay, Dublin 1, Republic of Ireland (the “Bank").

Amendment and Restatement Agreement, dated as of December 19, 2024, by and between Greenlight and Citibank Europe plc.

Amendment and Restatement Agreement Dated 19 December 2024 Between Greenlight Reinsurance, Ltd.

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR-END 2024 FINANCIAL RESULTS Grows Fully Diluted Book Value by 7.2% in 2024, Marking Fifth Consecutive Year of Book Value Growth; Increases Transparency with New Reporting Segments

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR-END 2024 FINANCIAL RESULTS Grows Fully Diluted Book Value by 7.

Fee Letter for Issuance of Credits, dated as of December 19, 2024, by and between Citibank Europe plc and Greenlight.

- 1 - FEE LETTER FOR ISSUANCE OF CREDITS (the “Fee Letter”) FROM: Citibank Europe Plc, a company incorporated in Ireland (with company registration number 132781) whose registered office is at 1 North Wall Quay, Dublin 1, Republic of Ireland (the “Bank").

Greenlight Capital Re, Ltd. Form of Employees’ Restricted Stock Unit Award

TEMPLATE GREENLIGHT CAPITAL RE, LTD. 2023 OMNIBUS STOCK INCENTIVE PLAN RESTRICTED STOCK UNIT AWARD AGREEMENT This Restricted Stock Unit Award Agreement (the “Agreement”) is made, effective as of the [●] day of [●], (the “Grant Date”), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the “Company”), and [●] (the “Participant”). RECITALS: WHEREAS, the Company has adopted the G

nsider Trading Policy

SECOND AMENDED AND RESTATED GREENLIGHT CAPITAL RE, LTD. POLICY PROHIBITING INSIDER TRADING AND UNAUTHORIZED DISCLOSURE OF INFORMATION TO OTHERS This policy (the “Policy”) supersedes all previous insider trading policies and supplemental insider trading policies adopted by our board of directors. Introduction United States federal and state securities laws prohibit any person who is aware of materi

Subsidiaries of the registrant.

Exhibit 21.1 SUBSIDIARIES OF THE REGISTRANT As of December 31, 2024 Full Name of Subsidiary Place of Incorporation Greenlight Reinsurance, Ltd. Cayman Islands Greenlight Reinsurance Ireland, Designated Activity Company Ireland Greenlight Re Marketing (UK) Limited United Kingdom Verdant Holding Company, Ltd. Delaware Greenlight Re Corporate Member Ltd. United Kingdom Viridis Re SPC, Ltd. Cayman Isl

Continuing Letter of Credit Agreement, dated as of December 17, 2024, by and between HSBC Bank USA, National Association and Greenlight.

Execution Version Continuing Letter of Credit Agreement dated as of December 17, 2024 between HSBC Bank USA, National Association and Greenlight Reinsurance, Ltd.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 March 10, 2025 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fi

employment from Greenlight Reinsurance Ireland DAC to Greenlight Re Ireland Services Limited

Greenlight Reinsurance Ireland, DAC. First Floor 50 City Quay Dublin 2 Ireland D02 F588 PRIVATE AND CONFIDENTIAL Patrick O’ Brien [email protected] By EMAIL 25 June 2024 Matter: Transfer of your employment from Greenlight Reinsurance Ireland DAC to Greenlight Re Ireland Services Limited Dear Patrick, This letter is to inform you that your employer, Greenlight Reinsurance Ireland DAC (“GRIL”

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2024 ☐ TRANSITION REPORT PURSUANT TO SECTI

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2024 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934For the transition period from to Commission file number 001-33493 Greenlight Capital Re, Ltd.

Greenlight Capital Re, Ltd. Form of Directors’ Restricted Stock Unit Award

[FORM OF DIRECTOR RESTRICTED STOCK AWARD AGREEMENT] GREENLIGHT CAPITAL RE, LTD. 2023 OMNIBUS INCENTIVE PLAN RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (the “Agreement”) is made, effective as of the day of (the “Grant Date”), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the “Company”) and [NAME] (the “Grantee”). RECITALS: WHEREAS, the Company h

Audited Financial Statements of Solasglas Investments, LP as of and for the year ended December 31,

solasglasinvestmentslp20 F I N A N C I A L S T A T E M E N T S Solasglas Investments, LP For the years ended December 31, 2024, 2023 and 2022 With Report of Independent Auditors DME Advisors, LP (the “Manager”) is registered as a Commodity Pool Operator (“CPO”) under the United States Commodity Exchange Act.

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 December 17, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Greenlight Capital Re, Ltd. 1 2024 Investor Day Presentation Tuesday, November 19, 2024 Agenda WELCOME & INTRO 01 02 FINANCIAL OVERVIEW 03 04 STRATEGIC OVERVIEW INVESTMENTS UPDATE This Investor Presentation (this “Presentation”) is intended solely fo

Greenlight Capital Re, Ltd. 1 2024 Investor Day Presentation Tuesday, November 19, 2024 Agenda WELCOME & INTRO 01 02 FINANCIAL OVERVIEW 03 04 STRATEGIC OVERVIEW INVESTMENTS UPDATE This Investor Presentation (this “Presentation”) is intended solely for the informational purposes of the persons to whom it is presented in connection with the 2024 Investor Day of Greenlight Capital Re, Ltd. (the “Comp

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 November 19, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPIT

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 November 19, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2024 FINANCIAL RESULTS Achieves Combined ratio of 95.9% and Net income of $35.2 million; Leading to Earnings of $1.01 Per Diluted Share;

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2024 FINANCIAL RESULTS Achieves Combined ratio of 95.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 November 4, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2024 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENL

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 August 1, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fi

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 August 6, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fi

Amendment No. 2, dated as of August 1, 2024, to the Second Amended and Restated Exempted Limited Partnership Agreement of Solasglas Investments, LP, between DME Advisors II, LLC, as General Partner, Greenlight Reinsurance, Ltd., Greenlight Reinsurance Ireland, Designated Activity Company, Greenlight Capital Re, Ltd. and the initial limited partner, dated as of January 7, 2021 and effective as of January 1, 2021.

AMENDMENT NO. 2 TO THE SECOND AMENDED AND RESTATED EXEMPTED LIMITED PARTNERSHIP AGREEMENT OF SOLASGLAS INVESTMENTS, LP This Amendment No. 2 (this “Amendment”) to the Second Amended and Restated Exempted Limited Partnership Agreement of Solasglas Investments, LP (the “Partnership”) dated January 7, 2021 and effective as of January 1, 2021 (the “Partnership Agreement”), as amended on December 15, 20

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2024 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2024 FINANCIAL RESULTS Premium Growth of 9.1%; 2024 Investor Day to be Held on Tuesday November 19, 2024

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2024 FINANCIAL RESULTS Premium Growth of 9.

Financial Statements and Exhibits, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 July 25, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Greenlight Capital Re, Ltd. 65 Market Street, Suite 1207, Jasmine Court P.O. Box 31110 Camana Bay Grand Cayman, KY1-1205 Cayman Islands

Greenlight Capital Re, Ltd. 65 Market Street, Suite 1207, Jasmine Court P.O. Box 31110 Camana Bay Grand Cayman, KY1-1205 Cayman Islands July 2, 2024 VIA EDGAR Division of Corporation Finance Office of Trade and Services United States Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549 Attention: John Stickel Re: Greenlight Capital Re, Ltd. Registration Statement on Form S-

As Filed with the Securities and Exchange Commission on July 1, 2024

As Filed with the Securities and Exchange Commission on July 1, 2024 Registration No.

As Filed with the Securities and Exchange Commission on June 28, 2024

As Filed with the Securities and Exchange Commission on June 28, 2024 Registration No.

As Filed with the Securities and Exchange Commission on June 21, 2024

As Filed with the Securities and Exchange Commission on June 21, 2024 Registration No.

Form F-N

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM F-N APPOINTMENT OF AGENT FOR SERVICE OF PROCESS BY FOREIGN BANKS AND FOREIGN INSURANCE COMPANIES AND CERTAIN OF THEIR HOLDING COMPANIES AND FINANCE SUBSIDIARIES MAKING PUBLIC OFFERINGS OF SECURITIES IN THE UNITED STATES A. Name of issuer or person filing (“Filer”): Greenlight Capital Re, Ltd. B. This is (select one): an o

Form T-1 Statement of Eligibility under the Trust Indenture Act of 1939 of Computershare. Trust Company, N.A. under the Senior Debt Indenture and Subordinated Debt Indenture

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM T-1 STATEMENT OF ELIGIBILITY UNDER THE TRUST INDENTURE ACT OF 1939 OF A CORPORATION DESIGNATED TO ACT AS TRUSTEE ☐ CHECK IF AN APPLICATION TO DETERMINE ELIGIBILITY OF A TRUSTEE PURSUANT TO SECTION 305(b)(2) COMPUTERSHARE TRUST COMPANY, NATIONAL ASSOCIATION (Exact name of trustee as specified in its charter) A National Banking Associati

Filing Fee Table

Exhibit 107 Calculation of Filing Fee Tables Form S-3 (Form Type) Greenlight Capital Re, Ltd.

Amendment No. 3 to Shareholders’ Agreement, dated May 30, 2024, by and between Greenlight Capital Re, Ltd. and David Einhorn (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on May 30, 2024)

AMENDMENT NO. 3 TO SHAREHOLDERS’ AGREEMENT This Amendment No. 3, dated as of May 30, 2024 (this “Amendment”), to the Shareholders’ Agreement, dated as of August 11, 2004 (the “Agreement”), is made between Greenlight Capital Re, Ltd., a company organized under the laws of the Cayman Islands (the “Company”), and David Einhorn (the “Shareholder”). Capitalized terms not otherwise defined herein have t

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 30, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission file

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) o Definitive Proxy State

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2024 FINANCIAL RESULTS Strong Premium Growth of 16.5%, Leading to Net income of $27.0 million

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2024 FINANCIAL RESULTS Strong Premium Growth of 16.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2024 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 8, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission file

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ý Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 April 12, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 April 12, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fi

Audited Financial Statements of Solasglas Investments, LP as of and for the year ended December 31, 2023.

F I N A N C I A L S T A T E M E N T S Solasglas Investments, LP For the years ended December 31, 2023, 2022 and 2021 With Report of Independent Auditors DME Advisors, LP (the “Manager”) is registered as a Commodity Pool Operator (“CPO”) under the United States Commodity Exchange Act.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 March 5, 2024 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Stock Option Agreement by and between Greenlight Capital Re, Ltd. and

GREENLIGHT CAPITAL RE, LTD. 2023 OMNIBUS INCENTIVE PLAN OPTION AGREEMENT This Option Agreement (this “Agreement”) is made and entered into as of the date of the grant of the Option set forth below (the “Date of Grant”) by and between Greenlight Capital Re, Ltd. (the “Company”), and the participant named below (“Participant”). Capitalized terms not defined herein shall have the meaning ascribed to

Clawback Policy

GREENLIGHT CAPITAL RE, LTD. Clawback Policy Effective as of March 3, 2023 Section 1. Purpose This Clawback Policy (this “Policy”) has been adopted by the Board of Directors (the “Board”)of Greenlight Capital Re., Ltd. (the “Company”) effective as of March 3, 2023. This Policy is designed to comply with Section 10D of the Securities Exchange Act of 1934 (the “Exchange Act”) and with Nasdaq Stock Ma

Description of Registrant’s Securities (incorporated by reference to Exhibit 4.1 of the Company’s Form 10-K filed on March 05, 2024)

Exhibit 4.1 DESCRIPTION OF THE REGISTRANT’S SECURITIES The following is a description of the material terms and provisions relating to our Ordinary Shares. Because it is a summary, the following description is not complete and is subject to and qualified in its entirety by reference to our Fourth Amended and Restated Memorandum and Articles of Association, or our Articles, which define the rights

Subsidiaries of the registrant.

Exhibit 21.1 SUBSIDIARIES OF THE REGISTRANT As of December 31, 2023 Full Name of Subsidiary Place of Incorporation Greenlight Reinsurance, Ltd. Cayman Islands Greenlight Reinsurance Ireland, Designated Activity Company Ireland Greenlight Re Marketing (UK) Limited United Kingdom Verdant Holding Company, Ltd. Delaware Greenlight Re Corporate Member Ltd. United Kingdom Viridis Re SPC, Ltd. Cayman Isl

Credit Agreement, dated as of December 22, 2023, by and between Greenlight Reinsurance, Ltd. and CIBC Bank USA, as lender.

EXECUTION VERSION CREDIT AGREEMENT dated as of December 22, 2023 between GREENLIGHT REINSURANCE, LTD.

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR-END 2023 FINANCIAL RESULTS Achieves Record Underwriting Income of $32.0 million for Full Year 2023

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR-END 2023 FINANCIAL RESULTS Achieves Record Underwriting Income of $32.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2023 ☐ TRANSITION REPORT PURSUANT TO SECTI

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 Greenlight Capital Re, Ltd

Employment Agreement dated March 6, 2023, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and David Sigmon.

EXECUTION VERSION EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (as it may be amended, the “Agreement”), effective as of March 6, 2023 (the “Effective Date”), is made between: (1) Greenlight Capital Re, Ltd.

GLRE / Greenlight Capital Re, Ltd. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

SC 13G/A 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 7 )* Greenlight Capital Re Ltd (Name of Issuer) Common Stock (Title of Class of Securities) G4095J109 (CUSIP Number) December 29, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 December 22, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2023 FINANCIAL RESULTS Gross premiums written increased 18.0% Net income of $13.5 million ($0.39 per diluted ordinary share) Fully diluted book value per share increased 2.3% to $16.58

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2023 FINANCIAL RESULTS Gross premiums written increased 18.

Employment Agreement, dated as of November 3, 2023, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Greg Richardson

EXECUTION COPY EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (as it may be amended, the “Agreement”), dated as of November 3, 2023, is made between: (1) Greenlight Capital Re, Ltd.

Deed of Settlement and Release, dated as of November 3, 2023, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Simon Burton

EXECUTION COPY DATED: November 3, 2023 DEED OF SETTLEMENT AND RELEASE Simon Burton, GREENLIGHT REINSURANCE, LTD.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2023 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENL

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES NEW CHIEF EXECUTIVE OFFICER Simon Burton to Depart; Greg Richardson to be Appointed Chief Executive Officer, Effective January 1, 2024

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES NEW CHIEF EXECUTIVE OFFICER Simon Burton to Depart; Greg Richardson to be Appointed Chief Executive Officer, Effective January 1, 2024 GRAND CAYMAN, Cayman Islands – November 7, 2023 - Greenlight Capital Re, Ltd. (Nasdaq: GLRE) (the “Company” or “Greenlight Re”), a multiline property and casualty insurer and reinsurer, today announced that Simon Burton, the Co

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 November 3, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 August 2, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fi

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2023 FINANCIAL RESULTS Gross premiums written increased 15.0% Net income of $49.9 million ($1.32 per diluted ordinary share) Fully diluted book value per share increased 9.9% to $16.21

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2023 FINANCIAL RESULTS Gross premiums written increased 15.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2023 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Filing Fee Table

Exhibit 107.1 Calculation of Filing Fee Tables Form S-8 (Form Type) GREENLIGHT CAPITAL RE, LTD. (Exact Name of Registrant as Specified in its Charter) Newly Registered Securities CALCULATION OF REGISTRATION FEE Security Type Title of Securities to be Registered Fee Calculation Rule Amount to be Registered(1) Proposed Maximum Offering Price Per Share(2) Maximum Aggregate Offering Price Fee Rate Amo

Greenlight Capital Re, Ltd. 2023 Omnibus Incentive Plan (incorporated by reference to Appendix E of the Registrant’s Definitive Proxy Statement filed April 26, 2023)

APPENDIX E 2023 OMNIBUS INCENTIVE PLAN Greenlight Capital Re, Ltd. 2023 Omnibus Incentive Plan 1. Purpose. The purpose of the Plan is to assist the Company in attracting, retaining, motivating, and rewarding certain employees, officers, directors, and consultants of the Company and its Affiliates and promoting the creation of long-term value for shareholders of the Company by closely aligning the

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM S-8 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 GREENLIGHT CAPITAL RE, LTD.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM S-8 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in its charter) Cayman Islands Not applicable (State or other jurisdiction of incorporation or organization) (I.R.S. Employer Identification No.) 65 Market Street, Suite 1207, Jasmine Court P.O. B

JOINT FILING AGREEMENT

Exhibit 99.1 JOINT FILING AGREEMENT This Joint Filing Agreement, dated as of July 27, 2023, is by and among David Einhorn, DME 2022 Holdings, LLC and The David M. Einhorn 2021-07 Family Trust (collectively, the "Filers"). Each of the Filers may be required to file with the United States Securities and Exchange Commission a statement on Schedule 13G and/or 13D with respect to Ordinary Shares of Gre

GLRE / Greenlight Capital Re Ltd - Class A / EINHORN DAVID - AMENDMENT NO. 1 Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Amendment No. 1)* Under the Securities Exchange Act of 1934 Greenlight Capital Re, Ltd. (Name of Issuer) Ordinary Shares, par value $0.10 (Title of Class of Securities) G4095J109 (CUSIP Number) Andrew Weinfeld, Esq. Greenlight Capital, Inc. 140 East 45 Street Floor 24 New York, NY 10017 (212) 973-1900 (Name, Addr

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 July 25, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL R

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 July 25, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Fourth Amended and Restated Memorandum and Articles of Association of the Company (incorporated by reference to Exhibit 3.1 of the Company’s Form 8-K filed on July 27, 2023).

THE COMPANIES ACT (AS AMENDED) OF THE CAYMAN ISLANDS COMPANY LIMITED BY SHARES FOURTH AMENDED AND RESTATED MEMORANDUM AND ARTICLES OF ASSOCIATION OF GREENLIGHT CAPITAL RE, LTD.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 June 16, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL R

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 June 16, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Credit Agreement, dated as of June 16, 2023, among the Company, as borrower, the subsidiaries of the Company party thereto, as subsidiary guarantors, the lenders party thereto, and CIBC Bank USA, as administrative agent for the lenders (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on June 22, 2023).

EXECUTION VERSION CREDIT AGREEMENT dated as of June 16, 2023 Among GREENLIGHT CAPITAL RE, LTD.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A 1 defa14anoticeandaccessagm2.htm DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permit

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2023 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 9, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 9, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission file

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2023 FINANCIAL RESULTS Gross premiums written increased 27.8%; Net income of $5.9 million ($0.17 per diluted ordinary share); Fully diluted book value per share increased 1.1% to $14.75

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2023 FINANCIAL RESULTS Gross premiums written increased 27.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ý Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: ý Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) o Definitive Proxy State

GREENLIGHT RE ANNOUNCES LEADERSHIP CHANGES Faramarz Romer to be Appointed Chief Financial Officer

FOR IMMEDIATE RELEASE GREENLIGHT RE ANNOUNCES LEADERSHIP CHANGES Faramarz Romer to be Appointed Chief Financial Officer GRAND CAYMAN, Cayman Islands, March 7, 2023 (GLOBE NEWSWIRE) - Greenlight Capital Re, Ltd.

Consulting Agreement, dated as of March 6, 2023, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Neil Greenspan (incorporated by reference to Exhibit 10.3 of the Company’s Form 8-K filed on March 9, 2023).

EXECUTION VERSION CONSULTING AGREEMENT THIS CONSULTING AGREEMENT (this “Agreement”), dated as of March 6, 2023 (the “Effective Date”), by and among Greenlight Capital Re, Ltd.

Amended and Restated Employment Agreement, dated as of March 6, 2023, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Faramarz Romer (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on March 9, 2023).

EXECUTION VERSION AMENDED AND RESTATED EMPLOYMENT AGREEMENT THIS AMENDED AND RESTATED EMPLOYMENT AGREEMENT (as it may be amended, the “Agreement”), dated as of March 6, 2023, is made between: (1) Greenlight Capital Re, Ltd.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 March 6, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL R

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 March 6, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Deed of Settlement and Release, dated as of March 6, 2023, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Neil Greenspan (incorporated by reference to Exhibit 10.2 of the Company’s Form 8-K filed on March 9, 2023).

EXECUTION VERSION DATED: March 6, 2023 DEED OF SETTLEMENT AND RELEASE NEIL GREENSPAN, GREENLIGHT REINSURANCE, LTD.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 ☐ TRANSITION REPORT PURSUANT TO SECTI

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 Greenlight Capital Re, Ltd

Description of Registrant’s Securities

Exhibit 4.3 DESCRIPTION OF THE REGISTRANT’S SECURITIES The following is a description of the material terms and provisions relating to our Class A and Class B ordinary shares. Because it is a summary, the following description is not complete and is subject to and qualified in its entirety by reference to our Third Amended and Restated Memorandum and Articles of Association, or our Articles, which

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR-ENDED DECEMBER 31, 2022 FINANCIAL RESULTS Net income for the quarter of $34.8 million; Fully diluted book value per share increased 7.7% in the quarter to $14.59

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR-ENDED DECEMBER 31, 2022 FINANCIAL RESULTS Net income for the quarter of $34.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 March 8, 2023 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Audited Financial Statements of Solasglas Investments, LP as of and for the year ended December 31, 2022.

solasglasinvestmentslp20 F I N A N C I A L S T A T E M E N T S Solasglas Investments, LP For the years ended December 31, 2022, 2021 and 2020 With Report of Independent Auditors Solasglas Investments, LP Financial Statements As of December 31, 2022 and 2021 and for the years ended December 31, 2022, 2021 and 2020 Contents Report of Independent Auditors………………………….

Subsidiaries of the registrant.

Exhibit 21.1 SUBSIDIARIES OF THE REGISTRANT As of December 31, 2022 Full Name of Subsidiary Place of Incorporation Greenlight Reinsurance, Ltd. Cayman Islands Greenlight Reinsurance Ireland, Designated Activity Company Ireland Greenlight Re Marketing (UK) Limited United Kingdom Verdant Holding Company, Ltd. Delaware

GLRE / Greenlight Capital Re, Ltd. / Orchard Capital Managment, LLC - SC 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G* (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(b), (c), AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2 (Amendment No. )* Greenlight Capital Re, Ltd. (GLRE) (Name of Issuer) Class A (Title of Class of Securities) G4095J109 (CUSIP Number) June 10th, 2021 (Date of

GLRE / Greenlight Capital Re, Ltd. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

SC 13G/A 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 6 )* Greenlight Capital Re Ltd (Name of Issuer) Common Stock (Title of Class of Securities) G4095J109 (CUSIP Number) December 30, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropriate

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 December 15, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Amendment No. 1, dated as of December 15, 2022, to the Second Amended and Restated Exempted Limited Partnership Agreement of Solasglas Investments, LP, between DME Advisors II, LLC, as General Partner, Greenlight Reinsurance, Ltd., Greenlight Reinsurance Ireland, Designated Activity Company, Greenlight Capital Re, Ltd. and the initial limited partner, dated as of January 7, 2021 and effective as of January 1, 2021 (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on December 15, 2022)

AMENDMENT NO. 1 TO THE SECOND AMENDED AND RESTATED EXEMPTED LIMITED PARTNERSHIP AGREEMENT OF SOLASGLAS INVESTMENTS, LP This Amendment No. 1 (this ?Amendment?) to the Second Amended and Restated Exempted Limited Partnership Agreement of Solasglas Investments, LP (the ?Partnership?) dated January 7, 2021 and effective as of January 1, 2021 (the ?Partnership Agreement?) is entered into on this 15th d

Greenlight Capital Re, Ltd. 2022 Investor Day Presentation Thursday, November 17, 2022 1 CAUTIONARY NOTE REGARDING FORWARD-LOOKING STATEMENTS 2 This Investor Presentation (this “Presentation”) is intended solely for the informational purposes of the

Greenlight Capital Re, Ltd. 2022 Investor Day Presentation Thursday, November 17, 2022 1 CAUTIONARY NOTE REGARDING FORWARD-LOOKING STATEMENTS 2 This Investor Presentation (this ?Presentation?) is intended solely for the informational purposes of the persons to whom it is presented in connection with the 2022 Investor Day of Greenlight Capital Re, Ltd. (the ?Company?) to be held on November 17, 202

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 November 17, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2022 FINANCIAL RESULTS Net loss for the quarter of $18.5 million Fully diluted book value per share decreased 3.9% in the quarter to $13.55

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2022 FINANCIAL RESULTS Net loss for the quarter of $18.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 November 2, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2022 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENL

Consulting Agreement, dated as of October 25, 2022, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Laura Accurso

CONSULTING AGREEMENT THIS CONSULTING AGREEMENT (this ?Agreement?), dated as of October 25, 2022 (the ?Effective Date?), by and among Greenlight Capital Re, Ltd.

Deed of Settlement and Release, dated as of October 25, 2022, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Laura Accurso (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed October 25, 2022)

DATED: October 25, 2022 DEED OF SETTLEMENT AND RELEASE LAURA ACCURSO, GREENLIGHT REINSURANCE, LTD.

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 October 25, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Greenlight Re to Host Investor Day in New York on November 17, 2022

FOR IMMEDIATE RELEASE Greenlight Re to Host Investor Day in New York on November 17, 2022 GRAND CAYMAN, Cayman Islands ? October 17, 2022 ? Greenlight Capital Re, Ltd.

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 October 17, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Greenlight Re Announces Underwriting Leadership Changes

FOR IMMEDIATE RELEASE Greenlight Re Announces Underwriting Leadership Changes GRAND CAYMAN, Cayman Islands ? October 5, 2022 ? Greenlight Capital Re, Ltd.

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 October 3, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission f

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2022 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 August 2, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fi

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2022 FINANCIAL RESULTS Net income for the quarter of $14.8 million Fully diluted book value per share increased 3.3% in the quarter to $14.10

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2022 FINANCIAL RESULTS Net income for the quarter of $14.

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 July 26, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) o Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2022 or ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Greenlight Capital Re, Ltd. Form of Employee Restricted Stock Unit Award Agreement (UK Employees)

UK Employee Version GREENLIGHT CAPITAL RE, LTD. AMENDED AND RESTATED 2004 STOCK INCENTIVE PLAN STOCK AWARD AGREEMENT This Stock Award Agreement (the ?Agreement?) is made, effective as of the [?] day of [?], 20[?] (the ?Grant Date?), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the ?Company?), and [?] (the ?Grantee?). RECITALS: WHEREAS, the Company has adopted the Greenli

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 3, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission file

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2022 FINANCIAL RESULTS Net loss for the quarter of $5.7 million Fully diluted book value per share decreased 2.4% in the quarter to $13.65

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2022 FINANCIAL RESULTS Net loss for the quarter of $5.

Greenlight Capital Re, Ltd. Form of Employee Restricted Stock Award Agreement

GREENLIGHT CAPITAL RE, LTD. AMENDED AND RESTATED 2004 STOCK INCENTIVE PLAN RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (the ?Agreement?) is made, effective as of the [?] day of [?], 20[?] (the ?Grant Date?), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the ?Company?), and [?] (the ?Grantee?). RECITALS: WHEREAS, the Company has adopted the Green

Greenlight Capital Re, Ltd. Form of Employee Restricted Stock Unit Award Agreement (Irish Employees)

Irish Employee Version GREENLIGHT CAPITAL RE, LTD. AMENDED AND RESTATED 2004 STOCK INCENTIVE PLAN STOCK AWARD AGREEMENT This Stock Award Agreement (the ?Agreement?) is made, effective as of the [?] day of [?], 20[?] (the ?Grant Date?), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the ?Company?), and [?] (the ?Grantee?). RECITALS: WHEREAS, the Company has adopted the Gree

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive Proxy State

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 March 8, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Subsidiaries of the registrant.

Exhibit 21.1 SUBSIDIARIES OF THE REGISTRANT As of December 31, 2021 Full Name of Subsidiary Place of Incorporation Greenlight Reinsurance, Ltd. Cayman Islands Greenlight Reinsurance Ireland, Designated Activity Company Ireland Greenlight Re Marketing (UK) Limited United Kingdom Verdant Holding Company, Ltd. Delaware

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 ☐ TRANSITION REPORT PURSUANT TO SECTI

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 Greenlight Capital Re, Ltd

Audited Financial Statements of Solasglas Investments, LP as of and for the year ended December 31, 2021.

F I N A N C I A L S T A T E M E N T S Solasglas Investments, LP For the years ended December 31, 2021, 2020 and 2019 With Report of Independent Auditors Solasglas Investments, LP Financial Statements As of December 31, 2021 and 2020 and for the years ended December 31, 2021, 2020 and 2019 Contents Report of Independent Auditors??????????.

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR END 2021 FINANCIAL RESULTS Net income for the quarter of $24.3 million Fully diluted book value per share increased 5.6% in the quarter to $13.99

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR END 2021 FINANCIAL RESULTS Net income for the quarter of $24.

Description of Registrant’s Securities.

Exhibit 4.4 DESCRIPTION OF THE REGISTRANT?S SECURITIES The following is a description of the material terms and provisions relating to our Class A and Class B ordinary shares. Because it is a summary, the following description is not complete and is subject to and qualified in its entirety by reference to our Third Amended and Restated Memorandum and Articles of Association, or our Articles, which

Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 February 22, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Amended and Restated Employment Agreement, dated as of February 22, 2022, by and among Greenlight Capital Re, Ltd, Greenlight Reinsurance, Ltd. and Simon Burton (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on February 22, 2022)

EXECUTION VERSION AMENDED AND RESTATED EMPLOYMENT AGREEMENT THIS AMENDED AND RESTATED EMPLOYMENT AGREEMENT (as it may be amended, the ?Agreement?), effective as of January 1, 2022 (the ?Effective Date?), is made between: (1) Greenlight Capital Re, Ltd.

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 February 24, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES DATE OF ANNUAL GENERAL MEETING OF SHAREHOLDERS

EX-99.1 2 glre-pressreleasejuly2022a.htm EX-99.1 PRESS RELEASE FOR IMMEDIATE RELEASE GREENLIGHT CAPITAL RE, LTD. ANNOUNCES DATE OF ANNUAL GENERAL MEETING OF SHAREHOLDERS GRAND CAYMAN, Cayman Islands – February 24, 2022 - Greenlight Capital Re, Ltd. (Nasdaq: GLRE) (“Greenlight Re” or the “Company”), a specialist property and casualty reinsurance company headquartered in the Cayman Islands, has esta

GLRE / Greenlight Capital Re, Ltd. / Orchard Capital Managment, LLC - GREENLIGHT CAPITAL RE, LTD. Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G* (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(b), (c), AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2 (Amendment No. )* Greenlight Capital Re, Ltd. (GLRE) (Name of Issuer) Class A (Title of Class of Securities) G4095J109 (CUSIP Number) June 10th, 2021 (Date of

GLRE / Greenlight Capital Re, Ltd. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 5 )* Greenlight Capital Re Ltd (Name of Issuer) Common Stock (Title of Class of Securities) G4095J109 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which t

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 January 31, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Greenlight Re Innovations Receives In-Principle Approval to Establish Insurtech-focused Syndicate 3456

FOR IMMEDIATE RELEASE Greenlight Re Innovations Receives In-Principle Approval to Establish Insurtech-focused Syndicate 3456 GRAND CAYMAN, Cayman Islands ? January 31, 2022 ? Greenlight Re Innovations (?GRI?), part of Greenlight Capital Re, Ltd.

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 January 26, 2022 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

2

December 16, 2021 VIA EDGAR United States Securities and Exchange Commission Division of Corporation Finance Office of Finance Washington, D.

2

November 12, 2021 VIA EDGAR United States Securities and Exchange Commission Division of Corporate Finance Office of Finance Washington, D.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2021 or ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENL

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 November 3, 2021 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Greenlight Capital Re, Ltd., Short-Term Incentive Plan (incorporated by reference to Exhibit 10.1 to the Company’s Form 10-Q filed November 3, 2021)

Greenlight Capital Re, Ltd. Short-Term Incentive Plan 1.Purpose. The purpose of this Greenlight Capital Re, Ltd. Short-Term Incentive Plan (as amended, restated or otherwise modified from time to time, the ?Plan?) is to foster and promote the success of Greenlight Capital Re, Ltd. (the ?Company?) and its subsidiaries (together with the Company, collectively, the ?Greenlight Group?) by motivating t

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2021 FINANCIAL RESULTS Net loss for the quarter of $13.9 million Fully diluted book value per share decreased 2.6% in the quarter to $13.25

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2021 FINANCIAL RESULTS Net loss for the quarter of $13.

October 22, 2021

October 22, 2021 Michael Volley United States Securities and Exchange Commission Division of Corporation Finance 100 F Street, NE Washington, D.

October 4, 2021

October 4, 2021 Securities and Exchange Commission 100 F Street N.E. Washington, D.C. 20549 We have been furnished with a copy of the response to Item 4.01 of Form 8-K for the event that occurred on September 30, 2021, to be filed by Greenlight Capital Re, Ltd. We agree with the statements made in response to that Item insofar as they relate to our Firm. Very truly yours, /s/ BDO USA, LLP

Financial Statements and Exhibits, Changes in Registrant's Certifying Accountant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 September 30, 2021 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commissio

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Results of Operations and Financial Condition, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 July 29, 2021 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2021 or ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Greenlight Capital Re, Ltd. Share Ownership and Retention Policy for Executives and Non-Employee Directors (Effective July 29, 2021)

Greenlight Capital Re, Ltd. Share Ownership and Retention Policy for Executives and Non-Employee Directors (Effective July 29, 2021) General Purpose: The purpose of the Greenlight Capital Re, Ltd. Share Ownership and Retention Policy for Executives and Non-Employee Directors (as it may be amended from time to time, this ?Policy?) is to: (i) further align the long-term interests of named executive

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2021 FINANCIAL RESULTS Net income for the quarter of $0.6 million Fully diluted book value per share increased 0.8% in the quarter to $13.60

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2021 FINANCIAL RESULTS Net income for the quarter of $0.

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES NEW DIRECTOR APPOINTMENTS

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES NEW DIRECTOR APPOINTMENTS GRAND CAYMAN, Cayman Islands - August 3, 2021 - Greenlight Capital Re, Ltd. (Nasdaq: GLRE) (?Greenlight Re? or the ?Company?) announced today that the board of directors of the Company (the ?Board?) has been expanded to nine members and that each of Johnny Ferrari, Ursuline Foley and Victoria Guest has been appointed as an independent

GREENLIGHT CAPITAL RE, LTD. 65 Market Street, Suite 1207, Jasmine Court P.O. Box 31110 Camana Bay Grand Cayman, KY1-1205 Cayman Islands

GREENLIGHT CAPITAL RE, LTD. 65 Market Street, Suite 1207, Jasmine Court P.O. Box 31110 Camana Bay Grand Cayman, KY1-1205 Cayman Islands July 12, 2021 VIA EDGAR Securities and Exchange Commission Division of Corporation Finance 100 F. Street, N.E. Washington, D.C. 20549 Attention: Susan Block Re: Greenlight Capital Re, Ltd. Registration Statement on Form S-3 Filed July 1, 2021 File No. 333-257613 M

Form T-1 Statement of Eligibility under the Trust Indenture Act of 1939 of Computershare Trust Company, N.A. under the Senior Debt Indenture and Subordinated Debt Indenture.

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM T-1 STATEMENT OF ELIGIBILITY UNDER THE TRUST INDENTURE ACT OF 1939 OF A CORPORATION DESIGNATED TO ACT AS TRUSTEE ? CHECK IF AN APPLICATION TO DETERMINE ELIGIBILITY OF A TRUSTEE PURSUANT TO SECTION 305(b)(2) COMPUTERSHARE TRUST COMPANY, NATIONAL ASSOCIATION (Exact name of trustee as specified in its charter) A National Banking Associati

Form F-N.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM F-N APPOINTMENT OF AGENT FOR SERVICE OF PROCESS BY FOREIGN BANKS AND FOREIGN INSURANCE COMPANIES AND CERTAIN OF THEIR HOLDING COMPANIES AND FINANCE SUBSIDIARIES MAKING PUBLIC OFFERINGS OF SECURITIES IN THE UNITED STATES A. Name of issuer or person filing (?Filer?): Greenlight Capital Re, Ltd. B. This is (select one): an o

As Filed with the Securities and Exchange Commission on July 1, 2021

As Filed with the Securities and Exchange Commission on July 1, 2021 Registration No.

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 June 30, 2021 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Amendment No. 2 to Shareholders Agreement, dated and effective as of June 30, 2021 (incorporated by reference to Exhibit 10.1 to the Company Form 8-K filed June 30, 2021).

AMENDMENT NO. 2 TO SHAREHOLDERS? AGREEMENT This Amendment No. 2, dated as of June 30, 2021 (this ?Amendment?), to the Shareholders? Agreement, dated as of August 11, 2004 (the ?Agreement?), is made between Greenlight Capital Re, Ltd., a company organized under the laws of the Cayman Islands (the ?Company?), and David Einhorn (the ?Shareholder?). Capitalized terms not otherwise defined herein have

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2021 or ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2021 FINANCIAL RESULTS Net income for the quarter of $6.5 million Fully diluted book value per share increased 0.5% in the quarter to $13.49

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2021 FINANCIAL RESULTS Net income for the quarter of $6.

Financial Statements and Exhibits, Results of Operations and Financial Condition, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 4, 2021 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission file

- DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (RULE 14a-101) Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definit

- DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) o Definitive Proxy State

available here

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive Proxy State

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR-END 2020 FINANCIAL RESULTS Net income for the quarter of $42.0 million Fully diluted book value per share increased 11.6% in the quarter to $13.42 at December 31, 2020

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR-END 2020 FINANCIAL RESULTS Net income for the quarter of $42.

Annual Report - 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2020 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 Greenlight Capital Re, Ltd

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 March 10, 2021 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fi

Subsidiaries of the

Exhibit 21.1 SUBSIDIARIES OF THE REGISTRANT As of December 31, 2020 Full Name of Subsidiary Place of Incorporation Greenlight Reinsurance, Ltd. Cayman Islands Greenlight Reinsurance Ireland, Designated Activity Company Ireland Greenlight Re Marketing (UK) Limited United Kingdom Verdant Holding Company, Ltd. Delaware

Audited Financial Statements of Solasglas Investments, LP as of and for the year ended December 31, 2020.

F I N A N C I A L S T A T E M E N T S Solasglas Investments, LP For the years ended December 31, 2020, December 31, 2019 and for the period from September 1, 2018 (Commencement of Operations) to December 31, 2018 With Report of Independent Auditors Solasglas Investments, LP Financial Statements For the years ended December 31, 2020, December 31, 2019 and for the period from September 1, 2018 (Commencement of Operations) to December 31, 2018 Contents Report of Independent Auditors??????????.

SCHEDULE 13G

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 4 )* Greenlight Capital Re Ltd (Name of Issuer) Common Stock (Title of Class of Securities) G4095J109 (CUSIP Number) December 31, 2020 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which t

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 8)*

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 8)* Name of issuer: Greenlight Capital Re Ltd. Class A Title of Class of Securities: Common Stock CUSIP Number: G4095J109 Date of Event Which Requires Filing of this Statement: December 31, 2020 Check the appropriate box to designate the rule pursuant to which this Sched

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Other Events - 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 January 7, 2021 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission f

Second Amended and Restated Exempted Limited Partnership Agreement of Solasglas Investments, LP, between DME Advisors II, LLC, as General Partner, Greenlight Reinsurance, Ltd., Greenlight Reinsurance Ireland, a Designated Activity Company, Greenlight Capital Re, Ltd. and the initial limited partner, dated as of January 7, 2021 (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on January 12, 2021).

SOLASGLAS INVESTMENTS, LP A Cayman Islands Exempted Limited Partnership Second Amended and Restated Exempted Limited Partnership Agreement Dated January 7, 2021, effective as of January 1, 2021 NOTICE NEITHER SOLASGLAS INVESTMENTS, LP (THE “PARTNERSHIP”) NOR THE LIMITED PARTNERSHIP INTERESTS THEREIN HAVE BEEN OR WILL BE REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED, THE INVESTMENT COMPANY ACT OF 1940, AS AMENDED, OR THE SECURITIES LAWS OF ANY OF THE STATES OF THE UNITED STATES.

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES DATE OF ANNUAL MEETING OF SHAREHOLDERS

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES DATE OF ANNUAL MEETING OF SHAREHOLDERS GRAND CAYMAN, Cayman Islands – January 12, 2021 - Greenlight Capital Re, Ltd. (Nasdaq: GLRE) (“Greenlight Re” or the “Company”), a specialist property and casualty reinsurance company headquartered in the Cayman Islands, has established May 4, 2021 as the date for its 2021 annual general meeting of shareholders (the “Annu

- S-8

As filed with the Securities and Exchange Commission on November 4, 2020 Registration No.

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Results of Operations and Financial Condition, Submission of Matters to a Vote of Security Holders - 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 October 29, 2020 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Greenlight Capital Re, Ltd. Form of Directors’ Restricted Stock Award

GREENLIGHT CAPITAL RE, LTD. AMENDED AND RESTATED 2004 STOCK INCENTIVE PLAN RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (the “Agreement”) is made, effective as of the [•] day of [•], 2020 (the “Grant Date”), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the “Company”) and [•] (the “Grantee”). RECITALS: WHEREAS, the Company has adopted the Greenli

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2020 FINANCIAL RESULTS Net income of $2.2 million Fully diluted book value per share increased to $12.03 at quarter end

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2020 FINANCIAL RESULTS Net income of $2.2 million Fully diluted book value per share increased to $12.03 at quarter end GRAND CAYMAN, Cayman Islands - November 4, 2020 - Greenlight Capital Re, Ltd. (NASDAQ: GLRE) (“Greenlight Re” or the “Company”) today reported net income of $2.2 million, or $0.06 per share, in the third quarter of 2020, compared to net incom

Greenlight Capital Re, Ltd. Form of Employees’ Restricted Stock Award.

Employee Version 3-year cliff vesting GREENLIGHT CAPITAL RE, LTD. AMENDED AND RESTATED 2004 STOCK INCENTIVE PLAN RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (the “Agreement”) is made, effective as of the [•] day of [•], 20[•] (the “Grant Date”), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the “Company”) and [•] (the “Grantee”). RECITALS: WHERE

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2020 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENL

- DEFA14A 2019 YE

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) o Definitive Proxy State

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES LEADERSHIP CHANGES Simon Burton – Chief Executive Officer and Chief Underwriting Officer Neil Greenspan – Chief Financial Officer Faramarz Romer – Chief Accounting Officer and Treasurer

Exhibit 99.1 GREENLIGHT CAPITAL RE, LTD. ANNOUNCES LEADERSHIP CHANGES Simon Burton – Chief Executive Officer and Chief Underwriting Officer Neil Greenspan – Chief Financial Officer Faramarz Romer – Chief Accounting Officer and Treasurer GRAND CAYMAN, Cayman Islands – September 9, 2020 - Greenlight Capital Re, Ltd. (Nasdaq: GLRE) (“Greenlight Re” or the “Company”), a specialist property and casualt

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Other Events - 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 September 4, 2020 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

Greenlight Capital Re, Ltd. Amended and Restated 2004 Stock Incentive Plan (incorporated by reference to Appendix A to the Company’s Definitive Proxy Statement filed on

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ý Definitive Proxy State

Deed of Settlement and Release, effective as of September 9, 2020, by and among Tim Courtis, Greenlight Capital Re, Ltd. and Greenlight Reinsurance, Ltd. (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed September 9, 2020).

Exhibit 10.1 EXECUTION COPY DATED: 9 September 2020 DEED OF SETTLEMENT AND RELEASE TIM COURTIS, GREENLIGHT REINSURANCE, LTD., AND GREENLIGHT CAPITAL RE, LTD. DEED OF SETTLEMENT AND RELEASE This Deed of Settlement and Release is made the 9th day of September 2020 BETWEEN: (1)TIM COURTIS of 607 Yacht Drive, West Bay, Grand Cayman (the "Employee"); (2)GREENLIGHT REINSURANCE, LTD of 65 Market Street,

Deed of Settlement and Release, effective as of September 4, 2020, by and among Brendan Barry, Greenlight Capital Re, Ltd. and Greenlight Reinsurance, Ltd. (incorporated by reference to Exhibit 10.2 to the Company’s Form 8-K filed September 9, 2020).

Exhibit 10.2 EXECUTION COPY DATED: 4 September 2020 DEED OF SETTLEMENT AND RELEASE BRENDAN BARRY, GREENLIGHT REINSURANCE, LTD., AND GREENLIGHT CAPITAL RE, LTD. EXECUTION COPY DEED OF SETTLEMENT AND RELEASE This Deed of Settlement and Release is made the 4th day of September 2020 BETWEEN: (1)BRENDAN BARRY of 27 Crystal Drive, Crystal Harbour, Seven Mile Beach (the "Employee"); (2)GREENLIGHT REINSUR

Retention Bonus Agreement, dated May 4, 2020 by and between Greenlight Reinsurance, Ltd and Tim Courtis.

EXECUTION COPY RETENTION BONUS AGREEMENT This Retention Bonus Agreement (this “Agreement”), dated as of May 4, 2020 (the “Effective Date”), is by and between Greenlight Reinsurance, Ltd.

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 July 30, 2020 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission fil

Retention Bonus Agreement, dated May 4, 2020 by and between Greenlight Reinsurance, Ltd and Thomas Curnock.

EXECUTION COPY RETENTION BONUS AGREEMENT This Retention Bonus Agreement (this “Agreement”), dated as of May 4, 2020 (the “Effective Date”), is by and between Greenlight Reinsurance, Ltd.

Retention Bonus Agreement, dated May 4, 2020 by and between Greenlight Reinsurance, Ltd and Simon Burton.

EXECUTION COPY RETENTION BONUS AGREEMENT This Retention Bonus Agreement (this “Agreement”), dated as of May 4, 2020 (the “Effective Date”), is by and between Greenlight Reinsurance, Ltd.

Retention Bonus Agreement, dated May 4, 2020 by and between Greenlight Reinsurance, Ltd and Neil Greenspan.

EXECUTION COPY RETENTION BONUS AGREEMENT This Retention Bonus Agreement (this “Agreement”), dated as of May 4, 2020 (the “Effective Date”), is by and between Greenlight Reinsurance, Ltd.

Letter Agreement between Greenlight Reinsurance, Ltd, Greenlight Reinsurance Ireland, DAC, DME Advisors II, LLC and DME Advisors LP, effective July 1, 2020 (incorporated by reference to Exhibit 10.9 to the Company’s Form 10-Q filed August 5, 2020).

Solasglas Investments, LP c/o DME Advisors II, LLC 140 East 45th Street, 24th Floor New York, NY 10017 August 5, 2020 Greenlight Reinsurance, Ltd.

Retention Bonus Agreement, dated May 4, 2020 by and between Greenlight Reinsurance, Ltd and Laura Accurso.

EXECUTION COPY RETENTION BONUS AGREEMENT This Retention Bonus Agreement (this “Agreement”), dated as of May 4, 2020 (the “Effective Date”), is by and between Greenlight Reinsurance, Ltd.

Retention Bonus Agreement, dated May 4, 2020 by and between Greenlight Reinsurance, Ltd and Patrick O’Brien.

EXECUTION COPY RETENTION BONUS AGREEMENT This Retention Bonus Agreement (this “Agreement”), dated as of May 4, 2020 (the “Effective Date”), is by and between Greenlight Reinsurance Ireland, DAC whose registered office is at Ground Floor, La Touche House, IFSC, Dublin 1 and Company Registration Number 475022 (the “Company”) and Patrick O’Brien (“Executive”) (each a “Party” and, collectively, the “Parties”).

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2020 FINANCIAL RESULTS Net loss of $0.1 million Fully diluted book value per share increased to $11.81 at quarter end

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2020 FINANCIAL RESULTS Net loss of $0.1 million Fully diluted book value per share increased to $11.81 at quarter end GRAND CAYMAN, Cayman Islands - August 5, 2020 - Greenlight Capital Re, Ltd. (NASDAQ: GLRE) (“Greenlight Re” or the “Company”) today reported a net loss of $0.1 million, or $0.00 per share, in the second quarter of 2020, compared to net income

Amended and Restated Restricted Stock Award Agreement dated July 30, 2020, by and between Greenlight Capital Re, Ltd and Simon Burton (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed August 5, 2020).

GREENLIGHT CAPITAL RE, LTD. AMENDED AND RESTATED 2004 STOCK INCENTIVE PLAN AMENDED AND RESTATED RESTRICTED STOCK AWARD AGREEMENT This Amended and Restated Restricted Stock Award Agreement (the “Agreement”) is made, effective as of the 30th day of July 2020 (the “Effective Date”), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the “Company”) and Simon Burton (the “Grantee”)

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2020 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Retention Bonus Agreement, dated May 4, 2020 by and between Greenlight Reinsurance, Ltd and Brendan Barry.

EXECUTION COPY RETENTION BONUS AGREEMENT This Retention Bonus Agreement (this “Agreement”), dated as of May 4, 2020 (the “Effective Date”), is by and between Greenlight Reinsurance, Ltd.

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 OR 15(d) of the Securities Exchange Act of 1934 July 21, 2020 Date of Report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in its charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES DATE OF ANNUAL MEETING OF SHAREHOLDERS

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES DATE OF ANNUAL MEETING OF SHAREHOLDERS GRAND CAYMAN, Cayman Islands – July 21, 2020 - Greenlight Capital Re, Ltd. (Nasdaq: GLRE) (“Greenlight Re” or the “Company”), a specialist property and casualty reinsurance company headquartered in the Cayman Islands, has established October 29, 2020 as the date for its 2020 annual general meeting of shareholders (the “An

Third Amendment to Employment Agreement, dated as of May 1, 2020, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Laura Accurso (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed May 5, 2020).

THIRD AMENDMENT TO EMPLOYMENT AGREEMENT This THIRD AMENDMENT TO THE EMPLOYMENT AGREEMENT (this “Third Amendment”), dated as of May 1, 2020 (the “Third Amendment Date”), is entered into by and among GREENLIGHT CAPITAL RE, LTD.

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2020 or ¨ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 April 30, 2020 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands (State or other jurisdiction of incorporation) 001-33493 (Commission file n

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2020 FINANCIAL RESULTS Net loss per share of $1.11 for the quarter Fully diluted book value per share of $11.63 at quarter end Company to Hold Conference Call at 9:00 a.m. ET on Wednesday May 6, 2020

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2020 FINANCIAL RESULTS Net loss per share of $1.

Annual Report - 10-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K/A (Amendment No. 1) x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2019 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 Greenl

GREENLIGHT RE ANNOUNCES PRELIMINARY FIRST QUARTER 2020 RESULTS

GREENLIGHT RE ANNOUNCES PRELIMINARY FIRST QUARTER 2020 RESULTS GRAND CAYMAN, Cayman Islands - April 13, 2020 - Greenlight Capital Re, Ltd.

Financial Statements and Exhibits, Results of Operations and Financial Condition, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 OR 15(d) of the Securities Exchange Act of 1934 April 13, 2020 Date of Report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in its charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commissio

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 OR 15(d) of the Securities Exchange Act of 1934 April 2, 2020 Date of Report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in its charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commission

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES COMPLETION OF STRATEGIC REVIEW AND SECURITIES REPURCHASE AUTHORIZATION

GREENLIGHT CAPITAL RE, LTD. ANNOUNCES COMPLETION OF STRATEGIC REVIEW AND SECURITIES REPURCHASE AUTHORIZATION GRAND CAYMAN, Cayman Islands – April 2, 2020 - Greenlight Capital Re, Ltd. (Nasdaq: GLRE) (“Greenlight Re” or the “Company”), a specialist property and casualty reinsurance company headquartered in the Cayman Islands, today announced that its Board of Directors (the “Board”) has completed i

Amendment to Employment Offer entered into as of October 31, 2018 by and between Greenlight Reinsurance, Ltd. and Tom Curnock (incorporated by reference to Exhibit 10.55 of the Company’s Form 10-K filed on March 9, 2020).

AMENDMENT TO EMPLOYMENT OFFER This Amendment (this "Amendment") to the Employment Offer dated March 23, 2009 between Greenlight Reinsurance, Ltd.

GLRE / Greenlight Capital Re, Ltd. 10-K - Annual Report - 10-K GLRE 2019

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2019 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 Greenlight Capital Re, Ltd

Employment Offer, dated March 23, 2009, by and between Greenlight Reinsurance, Ltd. and Tom Curnock (incorporated by reference to Exhibit 10.54 of the Company’s Form 10-K filed on March 9, 2020).

Tom Curnock 116 Liberty View Drive Jersey City, NJ 07302 March 23, 2009 Dear Mr. Curnock: I am pleased to offer you the position of Vice President Underwriter at Greenlight Reinsurance, Ltd. (the "Company"), subject to our customary background checks which you authorize us to conduct and immigration approval. This position reports directly to the President. The following letter outlines the key te

Description of Registrant’s Securities

Exhibit 4.4 DESCRIPTION OF THE REGISTRANT’S SECURITIES The following is a description of the material terms and provisions relating to our Class A and Class B ordinary shares. Because it is a summary, the following description is not complete and is subject to and qualified in its entirety by reference to our Third Amended and Restated Memorandum and Articles of Association, or our Articles, which

Second Amendment to Employment Offer entered into September 10, 2019, by and between Greenlight Reinsurance, Ltd. and Tom Curnock (incorporated by reference to Exhibit 10.56 of the Company’s Form 10-K filed on March 9, 2020).

SECOND AMENDMENT TO EMPLOYMENT OFFER This Second Amendment (this "Second Amendment") to the Employment Offer, dated March 23, 2009, by and between Greenlight Reinsurance, Ltd.

Subsidiaries of the registrant

Exhibit 21.1 SUBSIDIARIES OF THE REGISTRANT AS OF December 31, 2019 Full Name of Subsidiary Place of Incorporation Greenlight Reinsurance, Ltd. Cayman Islands Greenlight Reinsurance Ireland, Designated Activity Company Ireland Verdant Holding Company, Ltd. Delaware

Greenlight Capital Re, Ltd. Bonus Plan.

GREENLIGHT CAPITAL RE, LTD. BONUS PLAN 1.Purpose. The purpose of this Greenlight Capital Re, Ltd. Bonus Plan (as amended, restated or otherwise modified from time to time, the “Plan”) is to foster and promote the financial success of Greenlight Capital Re, Ltd. (the “Company”) and its subsidiaries (together with the Company, collectively, the “Greenlight Group”) and reward certain employees of the

Greenlight Capital Re, Ltd. Form of Bonus Plan Bonus Agreement.

GREENLIGHT CAPITAL RE, LTD. BONUS PLAN BONUS AGREEMENT This Bonus Agreement (this “Agreement”) is entered into by and between Greenlight Capital Re, Ltd. (the “Company”) and [●] (the “Participant”), as of the last date set forth below. Each capitalized term not otherwise defined in this Agreement will have the meaning ascribed to such term in the Greenlight Capital Re, Ltd. Bonus Plan (as amended,

Audited Financial Statements of Solasglas Investments, LP as of and for the year ended December 31, 2019.

solasglasinvestmentslp20 F INANCIAL S TATEMENTS Solasglas Investments, LP For the year ended December 31, 2019 and for the period from September 1, 2018 (Commencement of Operations) to December 31, 2018 Solasglas Investments, LP Financial Statements For the year ended December 31, 2019 and for the period from September 1, 2018 (Commencement of Operations) to December 31, 2018 Contents Report of Independent Auditors………………………….

Amendment to Employment Agreement, entered into as of September 2, 2019, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd and Neil Greenspan (incorporated by reference to Exhibit 10.53 of the Company’s Form 10-K filed on March 9, 2020).

AMENDMENT TO EMPLOYMENT AGREEMENT This AMENDMENT TO THE EMPLOYMENT AGREEMENT (this "Amendment"), dated as of September 2, 2019 (the "Amendment Date"), is entered into by and among GREENLIGHT CAPITAL RE, LTD.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 March 9, 2020 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands (State or other jurisdiction of incorporation) 001-33493 (Commission file nu

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR END 2019 FINANCIAL RESULTS Decrease in fully diluted book value per share of 1.7% for the year to $12.88; Fully diluted net loss per share of $0.11 for the year Company to Hold Conference Call at 9:00 a

GREENLIGHT RE ANNOUNCES FOURTH QUARTER AND YEAR END 2019 FINANCIAL RESULTS Decrease in fully diluted book value per share of 1.

GLRE / Greenlight Capital Re, Ltd. / DIMENSIONAL FUND ADVISORS LP - SCHEDULE 13G/A Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 3)* GREENLIGHT CAPITAL RE LTD-A (Name of Issuer) Common Stock (Title of Class of Securities) G4095J109 (CUSIP Number) December 31, 2019 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which

GLRE / Greenlight Capital Re, Ltd. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 7)* Name of issuer: Greenlight Capital Re Ltd Title of Class of Securities: Common Stock CUSIP Number: G4095J109 Date of Event Which Requires Filing of this Statement: December 31, 2019 Check the appropriate box to designate the rule pursuant to which this Schedule is fi

Amended and Restated Letter Agreement, dated as of December 27, 2019, by and among Greenlight Reinsurance, Ltd., Greenlight Reinsurance Ireland, a Designated Activity Company, and Solasglas Investments, LP.

Solasglas Investments, LP c/o DME Advisors II, LLC 140 East 45th Street, 24th Floor New York, NY 10017 December 27, 2019 Greenlight Reinsurance, Ltd.

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 December 27, 2019 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands (State or other jurisdiction of incorporation) 001-33493 (Commission fil

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 November 6, 2019 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands (State or other jurisdiction of incorporation) 001-33493 (Commission file

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2019 FINANCIAL RESULTS Increase in fully diluted book value per share of 4.4% for the year; Fully diluted net income per share of $0.14 for the third quarter of 2019 Company to Hold Conference Call at 9:00 a.m. E

GREENLIGHT RE ANNOUNCES THIRD QUARTER 2019 FINANCIAL RESULTS Increase in fully diluted book value per share of 4.

GLRE / Greenlight Capital Re, Ltd. 10-Q - Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2019 or ¨ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENL

Restricted Stock Award Agreement, effective as of September 22, 2019 by and between Greenlight Capital Re, Ltd. and Simon Burton (incorporated by reference to Exhibit 10.2 of the Company’s Form 8-K filed on September 23, 2019).

EXECUTION VERSION GREENLIGHT CAPITAL RE, LTD. AMENDED AND RESTATED 2004 STOCK INCENTIVE PLAN RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (the “Agreement”) is made, effective as of the 22nd day of September 2019 (the “Grant Date”), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the “Company”) and Simon Burton (the “Grantee”). RECITALS: WHEREAS, th

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 OR 15(d) of the Securities Exchange Act of 1934 September 22, 2019 Date of Report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in its charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commi

Bonus Agreement, dated as of September 22, 2019, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Simon Burton (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on September 23, 2019).

EXECUTION VERSION BONUS AGREEMENT This Bonus Agreement (this “Agreement”), dated as of September 22, 2019 (the “Effective Date”), is by and among Greenlight Capital Re, Ltd.

Amendment to Employment Agreement, dated as of September 2, 2019, by and between Greenlight Reinsurance Ireland, DAC and Patrick O’Brien (incorporated by reference to Exhibit 10.2 of the Company’s Form 8-K filed on September 3, 2019).

Exhibit 10.2 EXECUTION VERSION AMENDMENT TO EMPLOYMENT AGREEMENT This AMENDMENT TO THE EMPLOYMENT AGREEMENT (this “Amendment”), dated as of September 2, 2019, (the "Amendment Date"): is entered into by and between: (1) GREENLIGHT REINSURANCE IRELAND, DAC, whose registered office is at Ground Floor, La Touche House, IFSC Dublin 1 and Company Registration Number 475022 (the “Company”); and (2) Patri

Second Amendment to Employment Agreement, dated as of September 2, 2019, by and among Greenlight Capital Re, Ltd., Greenlight Reinsurance, Ltd. and Laura Accurso (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed on September 3, 2019).

Exhibit 10.1 EXECUTION VERSION SECOND AMENDMENT TO EMPLOYMENT AGREEMENT This SECOND AMENDMENT TO THE EMPLOYMENT AGREEMENT (this “Second Amendment”), dated as of September 2, 2019 (the “Second Amendment Date”), is entered into by and among GREENLIGHT CAPITAL RE, LTD. (the “Company”), GREENLIGHT REINSURANCE, LTD. (the “Subsidiary”) and LAURA ACCURSO (the “Executive”). RECITALS WHEREAS, the Company,

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 OR 15(d) of the Securities Exchange Act of 1934 September 2, 2019 Date of Report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in its charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commis

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 August 9, 2019 Date of Report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in its charter) Cayman Islands 001-33493 N/A (State or other jurisdiction of incorporation) (Commissio

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 August 5, 2019 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands (State or other jurisdiction of incorporation) 001-33493 (Commission file n

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2019 FINANCIAL RESULTS Increase in fully diluted book value per share of 3.2% and fully diluted net income per share of $0.42 for second quarter of 2019 Company to Hold Conference Call at 9:00 a.m. ET on Tuesday

GREENLIGHT RE ANNOUNCES SECOND QUARTER 2019 FINANCIAL RESULTS Increase in fully diluted book value per share of 3.

Letter agreement between Greenlight Reinsurance, Ltd, Greenlight Reinsurance Ireland, DAC, DME Advisors II, LLC and DME Advisors, LP, effective June 1, 2019.

Solasglas Investments, LP c/o DME Advisors II, LLC 140 East 45th Street, 24th Floor New York, NY 10017 June 18, 2019 Greenlight Reinsurance, Ltd.

GLRE / Greenlight Capital Re, Ltd. 10-Q - Quarterly Report - FORM 10-Q Q2 2019

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2019 or ¨ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

GLRE / Greenlight Capital Re, Ltd. / Sirius International Insurance Group, Ltd. Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* GREENLIGHT CAPITAL RE, LTD. (Name of Issuer) Class A Ordinary Shares, par value $0.10 per share (Title of Class of Securities) G4095J109 (CUSIP Number) May 9, 2018** (Date of Event which Requires Filing of this Statement) Check the appropriate box to desi

GLRE / Greenlight Capital Re, Ltd. / Sirius International Insurance Group, Ltd. Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* GREENLIGHT CAPITAL RE, LTD. (Name of Issuer) Class A Ordinary Shares, par value $0.10 per share (Title of Class of Securities) G4095J109 (CUSIP Number) December 31, 2018** (Date of Event which Requires Filing of this Statement) Check the appropriate box

GLRE / Greenlight Capital Re, Ltd. / Sirius International Insurance Group, Ltd. Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 2)* GREENLIGHT CAPITAL RE, LTD. (Name of Issuer) Class A Ordinary Shares, par value $0.10 per share (Title of Class of Securities) G4095J109 (CUSIP Number) June 13, 2019** (Date of Event which Requires Filing of this Statement) Check the appropriate box to d

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 31, 2019 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands (State or other jurisdiction of incorporation) 001-33493 (Commission file num

Financial Statements and Exhibits, Results of Operations and Financial Condition, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 May 2, 2019 Date of report (Date of earliest event reported) GREENLIGHT CAPITAL RE, LTD. (Exact name of registrant as specified in charter) Cayman Islands (State or other jurisdiction of incorporation) 001-33493 (Commission file numb

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2019 FINANCIAL RESULTS Company to Hold Conference Call at 9:00 a.m. ET on Tuesday, May 7, 2019

GREENLIGHT RE ANNOUNCES FIRST QUARTER 2019 FINANCIAL RESULTS Company to Hold Conference Call at 9:00 a.

GLRE / Greenlight Capital Re, Ltd. 10-Q Quarterly Report 10-Q Q1 2019

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2019 or ¨ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file number 001-33493 GREENLIGHT

Restricted Stock Award Agreement by and between Greenlight Capital Re, Ltd. and Simon Burton, dated March 15, 2019. (incorporated by reference to Exhibit 10.1 of the Company’s Form 10-Q filed on May 6, 2019)

GREENLIGHT CAPITAL RE, LTD. AMENDED AND RESTATED 2004 STOCK INCENTIVE PLAN RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (the “Agreement”) is made, effective as of the 15th day of March 2019 (the “Grant Date”), between Greenlight Capital Re, Ltd., a Cayman Islands exempted company (the “Company”) and Simon Burton (the “Grantee”). RECITALS: WHEREAS, the Company has adopted