SPNT / SiriusPoint Ltd. - Pemfailan SEC, Laporan Tahunan, Penyata Proksi

SiriusPoint Ltd.
US ˙ NYSE ˙ BMG8192H1060

Statistik Asas
LEI 2LTXLGOFX5N78LZ32691
CIK 1576018
SEC Filings
All companies that sell securities in the United States must register with the Securities and Exchange Commission (SEC) and file reports on a regular basis. These reports include company annual reports (10K, 10Q), news updates (8K), investor presentations (found in 8Ks), insider trades (form 4), ownership reports (13D, and 13G), and reports related to the specific securities sold, such as registration statements and prospectus. This page shows recent SEC filings related to SiriusPoint Ltd.
SEC Filings (Chronological Order)
Halaman ini menyediakan senarai kronologi lengkap bagi Pemfailan SEC, tidak termasuk pemfailan pemilikan yang kami sediakan di tempat lain.
September 3, 2025 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 Date of Report (Date of Earliest Event Reported): September 1, 2025 SIRIUSPOINT 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 Date of Report (Date of Earliest Event Reported): September 1, 2025 SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commission File

September 3, 2025 EX-99.1

SiriusPoint appoints Martin Hudson to Board of Directors

EX-99.1 Exhibit 99.1 PRESS RELEASE SiriusPoint appoints Martin Hudson to Board of Directors HAMILTON, Bermuda, September 3, 2025 – SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), a global specialty insurer and reinsurer, has today announced the appointment of Martin Hudson as Board Director, effective September 1, 2025. Mr. Hudson has more than 40 years of international (re)insuran

August 5, 2025 EX-10.1

SIRIUSPOINT LTD. EXECUTIVE SEVERANCE PLAN AND SUMMARY PLAN DESCRIPTION

EX-10.1 Exhibit 10.1 SIRIUSPOINT LTD. EXECUTIVE SEVERANCE PLAN AND SUMMARY PLAN DESCRIPTION The Company has adopted this SiriusPoint Ltd. Executive Severance Plan, which defines those circumstances under which the Company may provide Severance Benefits to a Participant in the event of such Participant’s Qualifying Termination (each, as defined below), subject to the terms and conditions of the Pla

August 5, 2025 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 Date of Report (Date of Earliest Event Reported): July 30, 2025 SIRIUSPOINT LTD. (E

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 Date of Report (Date of Earliest Event Reported): July 30, 2025 SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commission File Numb

August 4, 2025 EX-99.1

SiriusPoint Reports Second Quarter 2025 Results with Improvement in Core Combined Ratio to 89.5%

SiriusPoint Reports Second Quarter 2025 Results with Improvement in Core Combined Ratio to 89.

August 4, 2025 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 Date of Report (Date of Earliest Event Reported): August 4, 2025 (August 4, 2025) S

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 Date of Report (Date of Earliest Event Reported): August 4, 2025 (August 4, 2025) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Co

August 4, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2025 ☐ TRANSITION REPORT PURSUANT TO S

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD. (Exac

August 4, 2025 EX-99.2

Page 2 of 21

SiriusPoint Ltd. Financial Supplement June 30, 2025 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Liam Blackledge - Investor Relations and Strategy Manager 3 Waterloo Lane Tel: + 44 2

August 4, 2025 EX-99.3

Q2 2025 INVESTOR PRESENTATION August 4, 2025 NYSE: SPNT Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "Siriu

q22025spntinvestorpresen Q2 2025 INVESTOR PRESENTATION August 4, 2025 NYSE: SPNT Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd.

August 4, 2025 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda August 4, 2025 - SiriusPoint Ltd.

June 6, 2025 8-K

Current Report

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 Date of Report (Date of Earliest Event Reported): June 6, 2025 (June 6, 2025) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 21, 2025 8-K

Current Report

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 Date of Report (Date of Earliest Event Reported): May 21, 2025 (May 20, 2025) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 5, 2025 EX-99.2

Page 2 of 18

SiriusPoint Ltd. Financial Supplement March 31, 2025 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Liam Blackledge - Investor Relations and Strategy Manager 3 Waterloo Lane Tel: + 44

May 5, 2025 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): May 5, 2025 (May 1, 2025) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commissi

May 5, 2025 EX-99.3

Q1 2025 INVESTOR PRESENTATION May 5, 2025 NYSE: SPNT Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPo

Q1 2025 INVESTOR PRESENTATION May 5, 2025 NYSE: SPNT Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd.

May 5, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2025 ☐ TRANSITION REPORT PURSUANT TO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD. (Exa

May 5, 2025 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda May 5, 2025 - SiriusPoint Ltd.

May 5, 2025 EX-99.1

SiriusPoint reports tenth consecutive quarter of underwriting profits and strong net income of $58m

SiriusPoint reports tenth consecutive quarter of underwriting profits and strong net income of $58m HAMILTON, Bermuda, May 5, 2025 - SiriusPoint Ltd.

April 10, 2025 DEF 14A

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 (Amendment No. )

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 (Amendment No. ) 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)) ☒ Defin

February 27, 2025 EX-99.1

SiriusPoint Announces Closing of CM Bermuda Transaction & Completion of Registered Secondary Offering of 4,106,631 Common Shares by Entities Associated with Daniel S. Loeb

EX-99.1 Exhibit 99.1 SiriusPoint Announces Closing of CM Bermuda Transaction & Completion of Registered Secondary Offering of 4,106,631 Common Shares by Entities Associated with Daniel S. Loeb HAMILTON, Bermuda (February 27, 2025) – SiriusPoint Ltd. (“SiriusPoint”) (NYSE: SPNT), a global specialty insurer and reinsurer, announced today the closing of its previously announced transaction to repurch

February 27, 2025 EX-1.1

Underwriting Agreement, dated February 25, 2025, among SiriusPoint Ltd., the Selling Shareholders named therein and Jefferies LLC, as underwriter.

Exhibit 1.1 Execution Version 4,106,631 Common Shares SiriusPoint Ltd. UNDERWRITING AGREEMENT February 25, 2025 JEFFERIES LLC As Representative of the several Underwriters c/o JEFFERIES LLC 520 Madison Avenue New York, New York 10022 Ladies and Gentlemen: Introductory. The shareholders of SiriusPoint Ltd., a company duly incorporated and organized under the laws of Bermuda (the “Company”), named i

February 27, 2025 8-K

Current Report

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 Date of Report (Date of Earliest Event Reported): February 27, 2025 (February 25, 2025) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

February 26, 2025 424B7

4,106,631 Shares SiriusPoint Ltd. Common Shares

Filed Pursuant to Rule 424(b)(7) Registration No. 333-283827 Prospectus Supplement (To Prospectus dated December 16, 2024) 4,106,631 Shares SiriusPoint Ltd. Common Shares The Selling Shareholders (as defined herein) are offering 4,106,631 common shares, par value $0.10 per share (the “Shares”), of SiriusPoint Ltd. (“SPNT”). We have agreed to repurchase an aggregate of 500,000 common shares offered

February 26, 2025 EX-FILING FEES

Calculation of Filing Fee Table (Form Type) SiriusPoint Ltd. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities

Exhibit 107 Calculation of Filing Fee Table 424(b)(7) (Form Type) SiriusPoint Ltd.

February 25, 2025 424B5

SUBJECT TO COMPLETION, DATED FEBRUARY 25, 2025

424B5 Table of Contents Filed Pursuant to Rule 424(b)(5) Registration No. 333-283827 The information in this preliminary prospectus supplement is not complete and may be changed. This preliminary prospectus supplement and the accompanying prospectus are not an offer to sell and are not soliciting an offer to buy these securities in any jurisdiction where the offer or sale is not permitted. SUBJECT

February 21, 2025 EX-10.36

Anthony Shapella Offer Letter (Chief Underwriting Officer), dated as of November 4, 2024.

November 4, 2024 Anthony Shapella 108 Retford Avenue Cranford, NJ 07016 Dear Anthony, We are pleased to offer you the position of Chief Underwriting Officer with SiriusPoint Ltd.

February 21, 2025 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

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 1934 For the transition period from to Commission File Number 001-36052 SIRIUSPOINT LTD. (Exact na

February 21, 2025 EX-19.1

Insider Trading Policy, dated as of January 23, 2024.

Insider Trading Policy 1. Permitted Trading Periods Standard Trading Window. All Insiders (as defined below) and directors of the Company, and family members who share their households (collectively, “restricted persons”), may only trade Company securities during the period commencing on the Trading Day following two full Trading Days after the public release of quarterly financial results and end

February 21, 2025 EX-10.35

Stephen Yendall Termination Letter, dated as of May 21, 2024, and amended as of July 19, 2024.

May 21, 2024 - Amended July 19, 2024 WITHOUT PREJUDICE CONFIDENTIAL Stephen Yendall Dear Stephen: Thank you for our discussion.

February 21, 2025 EX-10.39

Securities Purchase Agreement, dated as of December 30, 2024, by and between the Company and CM Bermuda Limited.

SECURITIES PURCHASE AGREEMENT THIS SECURITIES PURCHASE AGREEMENT (this “Agreement”) is made as of December 30, 2024, by and between SiriusPoint Ltd.

February 21, 2025 EX-10.40

Share Repurchase Agreement, dated as of August 1, 2024, by and among the Company, CM Bermuda Limited and CMIG International Holding Pte. Ltd.

SHARE REPURCHASE AGREEMENT THIS SHARE REPURCHASE AGREEMENT (this “Share Repurchase Agreement”) is made as of August 1, 2024, by and among SiriusPoint Ltd.

February 21, 2025 EX-99.1

Audited Financial Statements of Third Point Enhanced LP as of and for the year ended December 31, 202

F IN A N C IA L S T A T E M E N T S T H I R D P O I N T E N H A N C E D L P As of and for the Years Ended 12/31/2024, 12/31/2023 and 12/31/2022 With Report of Independent Auditors Contents 01 Report of Independent Auditors 03 Statements of Financial Condition 04 Condensed Schedules of Investments 15 Statements of Operations 16 Statements of Changes in Partners’ Capital 18 Statements of Cash Flows 20 Notes to Financial Statements THIRD POINT ENHANCED LP REPORT OF INDEPENDENT AUDITORS FINANCIAL STATEMENTS 2024 1 Ernst & Young Ltd.

February 21, 2025 EX-10.37

Anthony Shapella Offer Letter (Deputy Chief Underwriting Officer), dated as of August 4, 2023.

August 4, 2023 Via Email Anthony Shapella Via email to the confidential email address maintained in the Company’s records Dear Anthony, We are pleased to offer you the position of Deputy Chief Underwriting Officer with SiriusPoint (the “Company”) on the terms outlined in this offer letter (the “Offer Letter”).

February 21, 2025 EX-21.1

List of Subsidiaries as of December 31, 2024.

SUBSIDIARIES OF SIRIUSPOINT LTD. (as of December 31, 2024) Subsidiary Jurisdiction of Organization Akeso Care Management, Inc. Indiana ALC Health (Hong Kong) LTD. Hong Kong Alstead Reinsurance Ltd. Bermuda Armada Administrators, LLC Maryland ArmadaCare, LLC Maryland ArmadaCorp Capital, LLC Maryland Gate's Bay Services Limited United Kingdom Global Response, Ltd. United Kingdom IMG CANADA INSURANCE

February 18, 2025 EX-99.2

Page 2 of 21

SiriusPoint Ltd. Financial Supplement December 31, 2024 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Annual Report on Form 10-K. Point Building Liam Blackledge - Investor Relations and Strategy Manager 3 Waterloo Lane Tel: + 44

February 18, 2025 EX-99.1

SiriusPoint reports ninth consecutive quarter of underwriting profits with FY Core combined ratio of 91.0%

SiriusPoint reports ninth consecutive quarter of underwriting profits with FY Core combined ratio of 91.

February 18, 2025 EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2024 Full Year and Fourth Quarter Results February 18, 2025 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2024 Full Year and Fourth Quarter Results February 18, 2025 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries, as a combined entity

February 18, 2025 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): February 18, 2025 (February 18, 2025) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

February 10, 2025 EX-99

JOINT FILING AGREEMENT

JOINT FILING AGREEMENT The undersigned hereby agree that this Schedule 13G (the “Schedule 13G”) with respect to the common stock of SiriusPoint Ltd.

January 29, 2025 EX-99.1

SiriusPoint Announces Dividend on Series B Preference Shares

Exhibit 99.1 SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda January 29, 2025 — SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), a global specialty insurer and reinsurer, has today announced that the Audit Committee of the Board of Directors of SiriusPoint Ltd. has approved a quarterly cash dividend of $0.50 per share on its 8.00% Resettable Fixed Rate

January 29, 2025 8-K

Current Report

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 Date of Report (Date of Earliest Event Reported): January 29, 2025 (January 25, 2025) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

December 30, 2024 EX-99.1

SiriusPoint Announces Full Repurchase of CM Bermuda Shares

Exhibit 99.1 PRESS RELEASE SiriusPoint Announces Full Repurchase of CM Bermuda Shares HAMILTON, Bermuda. December 30, 2024 – SiriusPoint Ltd. (“SiriusPoint”) (NYSE: SPNT), a global specialty insurer and reinsurer, announced today it has entered into an agreement to repurchase all SiriusPoint common shares and warrants held by CM Bermuda Limited (“CM Bermuda”) for an aggregate purchase price of $73

December 30, 2024 8-K

Current Report

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 Date of Report (Date of Earliest Event Reported): December 30, 2024 SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commission File

December 30, 2024 EX-99.2

A Big Step Forward in Repositioning SiriusPoint Our three strategic priorities have been clear: Focus on Profitability Simplify the Business Reduce Volatility and ROE 2 • Today’s agreement marks a significant milestone against these priorities : 1 o

Exhibit 99.2 CM Bermuda Investor Agreement December 30, 2024 Disclaimer Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to we, our, us, the Company, and SiriusPoint refer to SiriusPoint Ltd. and directly and indirectly owned subsidiaries, as a combined entity, except where otherwise stated or where i

December 23, 2024 8-K

Entry into a Material Definitive Agreement, 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 Date of Report (Date of Earliest Event Reported): December 20, 2024 (December 19, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

December 23, 2024 EX-10.1

Amended and Restated Credit Agreement, dated as of December 19, 2024, by and among the Company, JPMorgan Chase Bank, N.A. as administrative agent, the lenders from time to time party thereto, and the other parties party thereto.

Exhibit 10.1 EXECUTION VERSION Published CUSIP Number: G8200BAA7 Revolving Credit CUSIP Number: G8200BAC3 $400,000,000 AMENDED AND RESTATED CREDIT AGREEMENT dated as of December 19, 2024, by and among SIRIUSPOINT LTD. as Parent Borrower, THE OTHER SUBSIDIARIES OF THE PARENT BORROWER FROM TIME TO TIME PARTY HERETO, as Co-Borrowers, THE LENDERS FROM TIME TO TIME PARTY HERETO, as Lenders JPMORGAN CHA

December 16, 2024 EX-FILING FEES

Filing Fee Table.

Exhibit 107 Calculation of Filing Fee Tables FORM S-3 (Form Type) SIRIUSPOINT LTD.

December 16, 2024 EX-25.1

Statement of Eligibility on Form T-1 of The Bank of New York Mellon with respect to the Senior Indenture, dated as of April 5, 2024.

UNITED STATES 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) THE BANK OF NEW YORK MELLON (Exact name of trustee as specified in its charter) New York 13-5160382 (Jurisdiction of

December 16, 2024 S-3ASR

As filed with the U.S. Securities and Exchange Commission on December 16, 2024

S-3ASR As filed with the U.S. Securities and Exchange Commission on December 16, 2024 Registration No. 333-    UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM S-3 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 98-1599372 (State or other jurisdiction of incorporation or organization

November 26, 2024 SC 13D/A

SPNT / SiriusPoint Ltd. / CM BERMUDA Ltd - SC 13D/A Activist Investment

SC 13D/A 1 d895872dsc13da.htm SC 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D/A Under the Securities Exchange Act of 1934* (Amendment No. 2) SIRIUSPOINT LTD. (Name of Issuer) Common Shares, par value $0.10 per share (Title of Class of Securities) G8192H106 (CUSIP Number) Cheryl Li, General Counsel CMIG International Holding Pte. Ltd. 3 Temasek Avenue C

November 22, 2024 SC 13D/A

SPNT / SiriusPoint Ltd. / CM BERMUDA Ltd - SC 13D/A Activist Investment

SC 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D/A Under the Securities Exchange Act of 1934* (Amendment No. 1) SIRIUSPOINT LTD. (Name of Issuer) Common Shares, par value $0.10 per share (Title of Class of Securities) G8192H106 (CUSIP Number) Cheryl Li, General Counsel CMIG International Holding Pte. Ltd. 3 Temasek Avenue Centennial Tower, #17-10, Singa

November 22, 2024 EX-99.H

Joint Filing Agreement

EX-99.H EXHIBIT H Joint Filing Agreement In accordance with Rule 13d-1(k) promulgated under the Securities Exchange Act of 1934, as amended, the undersigned hereby agree to the joint filing on behalf of each of them of a statement on Schedule 13D (including amendments thereto) with respect to the Common Shares, par value $0.10 per share, and warrants to purchase Common Shares of SiriusPoint Ltd.,

November 1, 2024 8-K

Current Report

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 Date of Report (Date of Earliest Event Reported): October 30, 2024 SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commission File N

October 31, 2024 EX-4.6

Loss Portfolio Transfer Reinsurance Agreement, dated as of October 1, 2024, between SiriusPoint America Insurance Company and Clarendon National Insurance Company (incorporated by reference to Exhibit 4.1 to the Company’s Quarterly Report on Form 10-Q filed on October 31, 2024).

CONFIDENTIAL EXECUTION VERSION LOSS PORTFOLIO TRANSFER REINSURANCE AGREEMENT BY AND BETWEEN SIRIUSPOINT AMERICA INSURANCE COMPANY AND CLARENDON NATIONAL INSURANCE COMPANY DATED AS OF OCTOBER 1, 2024 CONFIDENTIAL EXECUTION VERSION NOTE: CERTAIN IDENTIFIED INFORMATION HAS BEEN EXCLUDED FROM THIS EXHIBIT BECAUSE IT IS BOTH (I) NOT MATERIAL AND (II) WOULD BE COMPETITIVELY HARMFUL IF PUBLICLY DISCLOSED.

October 31, 2024 EX-99.1

SiriusPoint reports eighth consecutive quarter of underwriting profits and seventh consecutive quarter of positive net income

SiriusPoint reports eighth consecutive quarter of underwriting profits and seventh consecutive quarter of positive net income HAMILTON, Bermuda, October 31, 2024 - SiriusPoint Ltd.

October 31, 2024 EX-99.2

Page 2 of 21

SiriusPoint Ltd. Financial Supplement September 30, 2024 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Liam Blackledge - Senior Associate, Investor Relations and Strategy 3 Waterloo L

October 31, 2024 EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2024 Nine Months and Third Quarter Results October 31, 2024 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2024 Nine Months and Third Quarter Results October 31, 2024 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries, as a combined entity

October 31, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2024 ☐ TRANSITION REPORT PURSUANT

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD.

October 31, 2024 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): October 31, 2024 (October 31, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

October 31, 2024 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda October 31, 2024 - SiriusPoint Ltd.

August 2, 2024 8-K/A

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/A (Amendment No. 1) CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of Earliest Event Reported): July 31, 2024 (May 24, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of i

August 1, 2024 EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2024 Second Quarter and Half Year Results August 1, 2024 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2024 Second Quarter and Half Year Results August 1, 2024 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries, as a combined entity, e

August 1, 2024 EX-99.1

SiriusPoint reports seventh consecutive quarter of underwriting profits and strong net income at $109.9m

SiriusPoint reports seventh consecutive quarter of underwriting profits and strong net income at $109.

August 1, 2024 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda August 1, 2024 - SiriusPoint Ltd.

August 1, 2024 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): August 1, 2024 (August 1, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Co

August 1, 2024 EX-4.6

Form of Master Agreement, dated as of April 30, 2024, by and between SiriusPoint America Insurance Company and Clarendon National Insurance Company (incorporated by reference to Exhibit 4.6 to the Company’s Quarterly Report on Form 10-Q filed on August 1, 2024).

CONFIDENTIAL MASTER AGREEMENT BY AND BETWEEN SIRIUSPOINT AMERICA INSURANCE COMPANY AND CLARENDON NATIONAL INSURANCE COMPANY DATED AS OF APRIL 30, 2024 NOTE: CERTAIN IDENTIFIED INFORMATION HAS BEEN EXCLUDED FROM THIS EXHIBIT BECAUSE IT IS BOTH (I) NOT MATERIAL AND (II) WOULD BE COMPETITIVELY HARMFUL IF PUBLICLY DISCLOSED.

August 1, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2024 ☐ TRANSITION REPORT PURSUANT TO S

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD. (Exac

August 1, 2024 EX-99.2

Page 2 of 20

SiriusPoint Ltd. Financial Supplement June 30, 2024 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Sarah Singh - VP, Strategy and Investor Relations 3 Waterloo Lane Tel: +1 646 884 431

May 28, 2024 EX-99.1

SiriusPoint Appoints Susan Cross to Board of Directors

Exhibit 99.1 PRESS RELEASE SiriusPoint Appoints Susan Cross to Board of Directors HAMILTON, Bermuda, May 28, 2024 — SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT), a global specialty insurer and reinsurer, has today announced the appointment of Susan Cross as Board Director, effective May 24, 2024. Susan takes up a new role on the SiriusPoint Board, bringing the total number of memb

May 28, 2024 8-K

Current Report

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 Date of Report (Date of Earliest Event Reported): May 28, 2024 (May 24, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 23, 2024 EX-99.1

SiriusPoint Announces Jim McKinney as Chief Financial Officer

Exhibit 99.1 PRESS RELEASE SiriusPoint Announces Jim McKinney as Chief Financial Officer HAMILTON, Bermuda, May 23, 2024 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), a global specialty insurer and reinsurer, has announced the appointment of Jim McKinney as Chief Financial Officer, effective June 3, 2024. Throughout his 20+ year career, Jim has established a track record as a p

May 23, 2024 EX-10.1

James J. McKinney Employment Letter, dated as of May 21, 2024 (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on May 23, 2024).

May 21, 2024 By email James J. McKinney Email: [email protected] Dear James: We are pleased to offer you the position of Chief Financial Officer of SiriusPoint Ltd., a Bermuda exempted company limited by shares and (the “Company”), on the terms and conditions outlined in this offer letter (the “Offer Letter” or the “Agreement”). Your position with the Company will sometimes be referred to

May 23, 2024 8-K

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 Date of Report (Date of Earliest Event Reported): May 23, 2024 (May 21, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 21, 2024 8-K

Current Report

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 Date of Report (Date of Earliest Event Reported): May 21, 2024 (May 20, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 1, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2024 ☐ TRANSITION REPORT PURSUANT TO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD. (Exa

April 30, 2024 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda April 30, 2024 - SiriusPoint Ltd.

April 30, 2024 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): April 30, 2024 (April 30, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Co

April 30, 2024 EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2024 First Quarter Results April 30, 2024 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,”

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2024 First Quarter Results April 30, 2024 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries, as a combined entity, except where oth

April 30, 2024 EX-99.2

Page 2 of 18

SiriusPoint Ltd. Financial Supplement March 31, 2024 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Dhruv Gahlaut - Head of Investor Relations and Chief Strategy Officer 3 Waterloo Lan

April 30, 2024 EX-99.1

SiriusPoint reports sixth consecutive quarter of underwriting profits and strong net income at $90.8m

SiriusPoint reports sixth consecutive quarter of underwriting profits and strong net income at $90.

April 9, 2024 DEF 14A

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 (Amendment No. )

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 (Amendment No. ) 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)) ☒ Defin

April 9, 2024 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 (Amendment No. )

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 (Amendment No. ) 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)) ☐ Defin

April 5, 2024 EX-99.1

SiriusPoint Announces Early Tender Results and Receipt of Requisite Consents for Its 4.600% Senior Notes due 2026

Exhibit 99.1 SiriusPoint Announces Early Tender Results and Receipt of Requisite Consents for Its 4.600% Senior Notes due 2026 HAMILTON, Bermuda, April 5, 2024 — SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT) announced today the early tender results of its previously announced cash tender offer (the “Tender Offer”) for any and all of its 4.600% Senior Notes due 2026 (the “2026 Note

April 5, 2024 EX-4.1

Senior Indenture, dated as of April 5, 2024, between SiriusPoint Ltd. and The Bank of New York Mellon, as trustee.(incorporated by reference to Exhibit 4.1 to he Company’s Current Report on Form 8-K filed on April 5, 2024).

Exhibit 4.1 SIRIUSPOINT LTD., ISSUER AND THE BANK OF NEW YORK MELLON, TRUSTEE SENIOR INDENTURE DATED AS OF APRIL 5, 2024 CROSS-REFERENCE TABLE(1) TRUST INDENTURE ACT SECTION SECTION OF INDENTURE 310(a) 7.09 310(b) 7.08 311(a) 7.13 311(b) 7.13 312(a) 5.01; 5.02(a) 312(b) 5.02(c) 312(c) 5.02(d) 313(a) 5.04(a) 313(b) 5.04(b) 313(c) 5.04(b) 313(d) 5.04(c) 314(a) 5.03; 4.04; 14.07 314(b) Inapplicable 3

April 5, 2024 8-K

Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, 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 Date of Report (Date of Earliest Event Reported): April 5, 2024 (April 5, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Comm

April 5, 2024 EX-4.2

First Supplemental Indenture, dated as of April 5, 2024, between SiriusPoint Ltd. and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.2 to the Company’s Current Report on Form 8-K filed on April 5, 2024).

Exhibit 4.2 SIRIUSPOINT LTD. AND THE BANK OF NEW YORK MELLON, as TRUSTEE FIRST SUPPLEMENTAL INDENTURE Dated as of April 5, 2024 to SENIOR INDENTURE Dated as of April 5, 2024 7.000% Senior Notes due 2029 i TABLE OF CONTENTS Page ARTICLE I Definitions SECTION 1.01. Conventions 1 SECTION 1.02. Certain Terms Defined 2 ARTICLE II General Terms and Conditions of the Notes SECTION 2.01. Designation and P

April 5, 2024 EX-4.4

Fourth Supplemental Indenture, dated as of April 4, 2024, between SiriusPoint Ltd. and The Bank of New York Mellon, as trustee (incorporated by reference to Exhibit 4.4 to the Company’s Current Report on Form 8-K filed on April 5, 2024).

Exhibit 4.4 FOURTH SUPPLEMENTAL INDENTURE, dated as of April 4, 2024 (this “Fourth Supplemental Indenture”), between SIRIUSPOINT LTD., a Bermuda exempted company (the “Company”), as issuer and successor to the Former Issuer (as defined below), and THE BANK OF NEW YORK MELLON, as trustee (the “Trustee”). W I T N E S S E T H WHEREAS, Sirius International Group, Ltd., as issuer (the “Former Issuer”)

March 29, 2024 424B5

SiriusPoint Ltd. $400,000,000 7.000% Senior Notes due 2029

TABLE OF CONTENTS Filed Pursuant to Rule 424(b)(5) Registration Statement No. 333-255917 Prospectus Supplement (To Prospectus dated May 7, 2021)   SiriusPoint Ltd. $400,000,000 7.000% Senior Notes due 2029 We are offering $400,000,000 aggregate principal amount of 7.000% Senior Notes due 2029 (the “Notes”). Interest on the Notes is payable semi-annually in arrears on October 5 and April 5 of each

March 29, 2024 EX-FILING FEES

Calculation of Filing Fee Tables(1) Form S-3 (Form Type) SiriusPoint Ltd. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities

Exhibit 107 Calculation of Filing Fee Tables(1) Form S-3 (Form Type) SiriusPoint Ltd.

March 28, 2024 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 Date of Report (Date of Earliest Event Reported): March 28, 2024 (March 27, 2024) S

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 Date of Report (Date of Earliest Event Reported): March 28, 2024 (March 27, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Co

March 28, 2024 EX-1.1

SIRIUSPOINT LTD. 7.000% Senior Notes due 2029 UNDERWRITING AGREEMENT

Exhibit 1.1 $400,000,000 SIRIUSPOINT LTD. 7.000% Senior Notes due 2029 UNDERWRITING AGREEMENT Dated: March 27, 2024 $400,000,000 SIRIUSPOINT LTD. 7.000% Senior Notes due 2029 UNDERWRITING AGREEMENT March 27, 2024 BMO Capital Markets Corp. HSBC Securities (USA) Inc. Jefferies LLC J.P. Morgan Securities LLC As Representatives of the several Underwriters c/o HSBC Securities (USA) Inc. 452 Fifth Avenu

March 27, 2024 FWP

SIRIUSPOINT LTD. Pricing Term Sheet $400,000,000 7.000% Senior Notes due 2029 This term sheet should be read together with SiriusPoint Ltd.’s preliminary prospectus supplement dated March 21, 2024 (the “preliminary prospectus supplement”) and the rel

Filed Pursuant to Rule 433 Registration No. 333-255917 March 27, 2024 SIRIUSPOINT LTD. Pricing Term Sheet $400,000,000 7.000% Senior Notes due 2029 This term sheet should be read together with SiriusPoint Ltd.’s preliminary prospectus supplement dated March 21, 2024 (the “preliminary prospectus supplement”) and the related prospectus dated May 7, 2021. Capitalized terms used but not otherwise defi

March 21, 2024 424B5

Subject to completion, dated March 21, 2024

TABLE OF CONTENTS The information in this preliminary prospectus supplement is not complete and may be changed.

February 29, 2024 EX-10.33

SiriusPoint Ltd. Form of Director Services Agreement.

EXHIBIT 10.33 SiriusPoint Ltd. Director Service Agreement This DIRECTOR SERVICE AGREEMENT, dated as of , 20 ], is entered into by and between SiriusPoint Ltd., a Bermuda corporation (the “Company”), and the Director whose name appears on the signature page hereof (the “Director”). Capitalized terms used herein without definition shall have the meanings given to such terms in Section 6. WHEREAS, th

February 29, 2024 EX-10.7(1)

SiriusPoint Ltd. 2023 Omnibus Incentive Plan - Form of Director Restricted Shares Agreement.

EXHIBIT 10.7.1 SIRIUSPOINT LTD. 2023 OMNIBUS INCENTIVE PLAN DIRECTOR RESTRICTED SHARES AWARD NOTICE Dear [NAME], You have been granted a number of shares of Restricted Shares as set forth below of SiriusPoint Ltd. (the “Company”), US$0.10 par value, pursuant to the terms and conditions of the SiriusPoint Ltd. 2023 Omnibus Incentive Plan (the “Plan”) and the Director Restricted Shares Agreement (to

February 29, 2024 EX-10.7(3)

SiriusPoint Ltd. 2023 Omnibus Incentive Plan - Form of Employee Performance Restricted Share Unit Agreement.

EXHIBIT 10.7.3 THE SIRIUSPOINT LTD. 2023 OMNIBUS INCENTIVE PLAN EMPLOYEE PERFORMANCE RESTRICTED SHARE UNITS AWARD NOTICE [insert name] As part of the 2023-2025 annual long-term incentive award cycle of SiriusPoint Ltd. (the “Company”), you have been granted a number of Restricted Share Units as set forth below with respect to common shares of the Company, par value U.S.$0.10 per share (“Share”), p

February 29, 2024 EX-10.32

Clawback Policy (adopted October 2, 2023 and amended January 2024)

EXHIBIT 10.32 CLAWBACK POLICY October 2, 2023 The Compensation Committee (the “Committee”) of the Board of Directors (the “Board”) of SiriusPoint Ltd. (the “Company”) believes that it is appropriate for the Company to adopt this Clawback Policy (the “Policy”) to be applied to the Covered Executive of the Company. 1. Definitions For purposes of this Policy, terms defined in the preamble have their

February 29, 2024 EX-10.16

Second Amended and Restated Director Compensation Policy (adopted November 7, 2023).

EXHIBIT 10.16 SIRIUSPOINT LTD. SECOND AMENDED AND RESTATED DIRECTOR COMPENSATION POLICY Purpose and Objective The Compensation Committee of the Board of Directors (the “Board”) of SiriusPoint Ltd. (the “Company”) has adopted this Second Amended and Restated Director Compensation Policy applicable to its independent directors, effective as of November 7, 2023 (the “Policy”). This Policy supersedes

February 29, 2024 EX-99.1

Audited Financial Statements of Third Point Enhanced LP as of and for the year ended December 31, 2023

F IN A N C IA L S T A T E M E N T S T H I R D P O I N T E N H A N C E D L P As of and for the Years Ended 12/31/2023, 12/31/2022 and 12/31/2021 With Report of Independent Auditors Contents 01 Report of Independent Auditors 03 Statements of Financial Condition 04 Condensed Schedules of Investments 22 Statements of Operations 23 Statements of Changes in Partners’ Capital 25 Statements of Cash Flows 27 Notes to Financial Statements THIRD POINT ENHANCED LP REPORT OF INDEPENDENT AUDITORS FINANCIAL STATEMENTS 2023 1 A member firm of Ernst & Young Global Limited Ernst & Young Ltd.

February 29, 2024 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

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 001-36052 SIRIUSPOINT LTD. (Exact na

February 29, 2024 EX-10.34

SiriusPoint Ltd. Form of Director and Officer Indemnification Agreement (incorporated by reference to Exhibit 10.34 to the Company’s Form 10-K filed on February 29, 2024).

EXHIBIT 10.34 Director and Officer Indemnification Agreement This Agreement is made as of the day of , 20 ] by and between SiriusPoint Ltd., a Bermuda exempted company (the "Company"), and (the "Indemnitee"), a Director of the Company. WHEREAS it is essential to the Company to retain and attract as Directors and Officers the most capable persons available, and WHEREAS the substantial increase in c

February 29, 2024 EX-21.1

List of Subsidiaries as of December 31, 202

SUBSIDIARIES OF SIRIUSPOINT LTD. (as of December 31, 2023) Subsidiary Jurisdiction of Organization Akeso Care Management, Inc. Indiana ALC Health (Hong Kong) LTD. Hong Kong Alstead Reinsurance Ltd. Bermuda Armada Administrators, LLC Maryland ArmadaCare, LLC Maryland ArmadaCorp Capital, LLC Maryland ArmadaHealth, LLC Maryland Fund American Holdings AB Sweden Gate's Bay Services Limited United Kingd

February 29, 2024 EX-10.7(2)

SiriusPoint Ltd. 2023 Omnibus Incentive Plan - Form of Employee Service Restricted Share Unit Agreement.

EXHIBIT 10.7.2 THE SIRIUSPOINT LTD. 2023 OMNIBUS INCENTIVE PLAN EMPLOYEE SERVICE RESTRICTED SHARE UNITS AWARD NOTICE [Insert Name] As part of the 2023-2025 annual long-term incentive award cycle of SiriusPoint Ltd. (the “Company”), you have been granted a number of Restricted Share Units as set forth below with respect to common shares of the Company, par value U.S.$0.10 per share (“Share”), pursu

February 20, 2024 EX-99.2

Page 2 of 20

SiriusPoint Ltd. Financial Supplement December 31, 2023 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Annual Report on Form 10-K. Point Building Dhruv Gahlaut - Head of Investor Relations and Chief Strategy Officer 3 Waterloo Lan

February 20, 2024 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 Date of Report (Date of Earliest Event Reported): February 20, 2024 (February 20, 2

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 Date of Report (Date of Earliest Event Reported): February 20, 2024 (February 20, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

February 20, 2024 EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2023 Full Year and Fourth Quarter Results February 20, 2024 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2023 Full Year and Fourth Quarter Results February 20, 2024 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries, as a combined entity

February 20, 2024 EX-99.1

SiriusPoint reports 89.1% Combined ratio for its Core operations with Net Income up $742m from FY 22

SiriusPoint reports 89.1% Combined ratio for its Core operations with Net Income up $742m from FY 22 HAMILTON, Bermuda, February 20, 2024 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT) today announced results for its fourth quarter ended December 31, 2023. •Strong progress in 2023 as we deliver record underwriting profits, net services fee income and net income, while growing book

February 13, 2024 SC 13G/A

SPNT / SiriusPoint Ltd. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SC 13G/A 1 tv01929-siriuspointltd.htm SCHEDULE 13G/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 6)* Name of issuer: SIRIUSPOINT LTD Title of Class of Securities: Common Stock CUSIP Number: G8192H106 Date of Event Which Requires Filing of this Statement: December 29, 2023 Check the appropriate box to designate the

February 9, 2024 SC 13G/A

SPNT / SiriusPoint Ltd. / Capital Research Global Investors - 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. 2 )* SiriusPoint Ltd. (Name of Issuer) Common Stock (Title of Class of Securities) G8192H106 (CUSIP Number) December 29, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to de

February 9, 2024 EX-10.1

Amendment No. 2 to Credit Agreement, dated as of February 6, 2024 (incorporated by reference to Form 8-K filed on February 9 2024).

Exhibit 10.1 Execution Version AMENDMENT NO. 2 TO CREDIT AGREEMENT THIS AMENDMENT NO. 2 TO CREDIT AGREEMENT (this “Agreement” or “Second Amendment”), dated as of February 6, 2024, is entered into among SIRIUSPOINT LTD. (F/K/A THIRD POINT REINSURANCE LTD.) (the “Borrower Representative”), the Lenders party hereto (which constitute Required Lenders (as defined in the Credit Agreement) under the Cred

February 9, 2024 8-K

Entry into a Material Definitive Agreement, 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 Date of Report (Date of Earliest Event Reported): February 9, 2024 (February 6, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

February 8, 2024 SC 13G

SPNT / SiriusPoint Ltd. / WELLINGTON MANAGEMENT GROUP LLP - SEC SCHEDULE 13G Passive Investment

SC 13G 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. )* SiriusPoint Ltd (Name of Issuer) Common Stock (Title of Class of Securities) G8192H106 (CUSIP Number) December 29, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designa

February 5, 2024 8-K

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 Date of Report (Date of Earliest Event Reported): February 2, 2024 (February 1, 2024) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

February 5, 2024 EX-99.1

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda February 2, 2024 - SiriusPoint Ltd.

November 8, 2023 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda November 8, 2023 - SiriusPoint Ltd.

November 8, 2023 EX-99.2

Page 2 of 19

SiriusPoint Ltd. Financial Supplement September 30, 2023 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Dhruv Gahlaut - Head of Investor Relations and Chief Strategy Officer 3 Waterloo

November 8, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2023 ☐ TRANSITION REPORT PURSUANT

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD.

November 8, 2023 EX-99.1

SiriusPoint reports 87.6% Combined ratio for its Core operations with Net Income up $622m at 9M’23

SiriusPoint reports 87.6% Combined ratio for its Core operations with Net Income up $622m at 9M’23 HAMILTON, Bermuda, November 8, 2023 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT) today announced results for its third quarter ended September 30, 2023. •Report another quarter of positive capital generation as we delivered first-ever underwriting profit during Q3 since the Merger

November 8, 2023 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): November 8, 2023 (November 8, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

November 8, 2023 EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2023 Nine Months and Third Quarter Results November 8, 2023 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2023 Nine Months and Third Quarter Results November 8, 2023 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries, as a combined entity

September 8, 2023 8-K

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 Date of Report (Date of Earliest Event Reported): September 8, 2023 (September 7, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

August 9, 2023 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 Date of Report (Date of Earliest Event Reported): August 9, 2023 (August 9, 2023) S

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 Date of Report (Date of Earliest Event Reported): August 9, 2023 (August 9, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Co

August 9, 2023 EX-99.1

SiriusPoint and Dan Loeb Enter Standstill Agreement

Exhibit 99.1 SiriusPoint and Dan Loeb Enter Standstill Agreement HAMILTON, Bermuda. Wednesday 9th August, 2023 – SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), a global specialty insurer and reinsurer, has entered into a standstill agreement (the “Agreement”) with Mr Daniel S. Loeb. The entry by the parties into the Agreement follows the conclusion of exploratory discussions relat

August 9, 2023 SC 13D/A

SPNT / SiriusPoint Ltd / Loeb Daniel S - SC 13D/A #4 Activist Investment

SC 13D/A #4 SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 4)* Siriuspoint Ltd. (Name of Issuer) Common Shares, par value $0.10 per share (Title of Class of Securities) G8192H106 (CUSIP Number) c/o Third Point LLC 55 Hudson Yards New York, New York 10001 (212) 715-3880 with a copy to: Willkie Farr & Gallagher LLP 787

August 9, 2023 EX-99.4

STANDSTILL AGREEMENT

EX-99.4 2 d528314dex994.htm EX-99.4 Exhibit 99.4 STANDSTILL AGREEMENT THIS STANDSTILL AGREEMENT (this “Agreement”) dated as of August 9, 2023, is by and between SiriusPoint Ltd., a Bermuda exempted company limited by shares (the “Company”), and Daniel S. Loeb (the “Investor”). WHEREAS, the Company and the Investor wish to specify in this Agreement the terms of their agreement as to certain matters

August 2, 2023 EX-10.4

Loss Portfolio Transfer Reinsurance and Retrocession Agreement by and between SiriusPoint International Forsakringsaktiebolag (PUBL) and Pallas Reinsurance Company Ltd. dated as of June 30, 2023

EXECUTION VERSION LOSS PORTFOLIO TRANSFER REINSURANCE AND RETROCESSION AGREEMENT BY AND BETWEEN SIRIUSPOINT INTERNATIONAL FÖRSÄKRINGSAKTIEBOLAG (PUBL) AND PALLAS REINSURANCE COMPANY LTD.

August 2, 2023 EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2023 Half Year and Second Quarter Results August 2, 2023 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we

q22023spntinvestorpresen SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2023 Half Year and Second Quarter Results August 2, 2023 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiaries

August 2, 2023 EX-10.5

Loss Portfolio Transfer Reinsurance and Retrocession Agreement by and between Sirius International Managing Agency Limited (In Its Capacity as the Managing Agent for Sirius International Syndicate 1945 at Lloyds) and Pallas Reinsurance Company Ltd. dated as of June 30,2023

LOSS PORTFOLIO TRANSFER REINSURANCE AND RETROCESSION AGREEMENT BY AND BETWEEN SIRIUS INTERNATIONAL MANAGING AGENCY LIMITED (IN ITS CAPACITY AS THE MANAGING AGENT FOR SIRIUS INTERNATIONAL SYNDICATE 1945 AT LLOYD’S) AND PALLAS REINSURANCE COMPANY LTD.

August 2, 2023 EX-99.2

Page 2 of 19

SiriusPoint Ltd. Financial Supplement June 30, 2023 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Dhruv Gahlaut - Head of Investor Relations and Chief Strategy Officer 3 Waterloo Lane

August 2, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2023 ☐ TRANSITION REPORT PURSUANT TO S

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD. (Exac

August 2, 2023 EX-10.3

Amendment No.1 to Credit Agreement dated as of June 15, 2023, by and among SiriusPoint Ltd., each lender party to the Credit Agreement and JPMorgan Chase Bank, N.A as administrative agent

Execution Version AMENDMENT NO. 1 TO CREDIT AGREEMENT THIS AMENDMENT NO. 1 TO CREDIT AGREEMENT (this “Agreement”), dated as of June 15, 2023, is entered into among SIRIUSPOINT LTD. (F/K/A THIRD POINT REINSURANCE LTD.) (the “Borrower Representative”), each lender party to the Credit Agreement as of the date hereof (collectively, the “Lenders") and JPMORGAN CHASE BANK, N.A., as administrative agent

August 2, 2023 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 Date of Report (Date of Earliest Event Reported): August 2, 2023 (August 2, 2023) S

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 Date of Report (Date of Earliest Event Reported): August 2, 2023 (August 2, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Co

August 2, 2023 EX-99.1

SiriusPoint reports 84.4% Combined ratio for its Core operations at Q2’23 with Net Income up $483m from half year 2022

SiriusPoint reports 84.4% Combined ratio for its Core operations at Q2’23 with Net Income up $483m from half year 2022 HAMILTON, Bermuda, August 2, 2023 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT) today announced results for its second quarter ended June 30, 2023. •Building on the progress made during the last three quarters as we report positive capital generation across all b

August 2, 2023 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda August 2, 2023 - SiriusPoint Ltd.

July 13, 2023 EX-99.1

SiriusPoint Appoints Thomas Leonardo Global Head of Accident & Health

PRESS RELEASE SiriusPoint Appoints Thomas Leonardo Global Head of Accident & Health HAMILTON, Bermuda, July 12th, 2023 - SiriusPoint Ltd.

July 13, 2023 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 Date of Report (Date of Earliest Event Reported): July 12, 2023 (July 12, 2023) SIR

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 Date of Report (Date of Earliest Event Reported): July 12, 2023 (July 12, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Comm

July 3, 2023 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 Date of Report (Date of Earliest Event Reported): July 3, 2023 (June 30, 2023) SIRI

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 Date of Report (Date of Earliest Event Reported): July 3, 2023 (June 30, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commi

July 3, 2023 EX-99.1

SiriusPoint and Compre complete significant reinsurance Loss Portfolio Transfer

Press release 3rd July 2023 SiriusPoint and Compre complete significant reinsurance Loss Portfolio Transfer SiriusPoint Ltd.

June 6, 2023 S-8 POS

As filed with the Securities and Exchange Commission on June 6, 2023

As filed with the Securities and Exchange Commission on June 6, 2023 Registration No.

June 5, 2023 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 Date of Report (Date of Earliest Event Reported): June 5, 2023 (June 1, 2023) SIRIU

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 Date of Report (Date of Earliest Event Reported): June 5, 2023 (June 1, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

June 2, 2023 EX-99.1

Bronek Masojada appointed Chair of SiriusPoint

Bronek Masojada appointed Chair of SiriusPoint HAMILTON, Bermuda. June 2, 2023 – SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT) a global specialty insurer and reinsurer, has announced the appointment of Bronek Masojada as Chair of the Company’s Board of Directors, effective immediately. Mr Masojada, who joined the board on May 2 this year, is an insurance market veteran with over 30

June 2, 2023 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 Date of Report (Date of Earliest Event Reported): June 2, 2023 (June 1, 2023) SIRIU

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 Date of Report (Date of Earliest Event Reported): June 2, 2023 (June 1, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 19, 2023 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 Date of Report (Date of Earliest Event Reported): May 19, 2023 (May 17, 2023) SIRIU

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 Date of Report (Date of Earliest Event Reported): May 19, 2023 (May 17, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 19, 2023 EX-10.1

Scott Egan Employment Agreement dated May 17, 2023 (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on May 19, 2023).

scottegan-bermudaemploym

May 12, 2023 SC 13D/A

SPNT / SiriusPoint Ltd / Loeb Daniel S - SC 13D/A Activist Investment

SC 13D/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 3)* Siriuspoint Ltd. (Name of Issuer) Common Shares, par value $0.10 per share (Title of Class of Securities) G8192H106 (CUSIP Number) c/o Third Point LLC 55 Hudson Yards New York, New York 10001 (212) 715-3880 with a copy to: Willkie Farr & Gallagher LLP 787 Sev

May 3, 2023 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda May 3, 2023 - SiriusPoint Ltd.

May 3, 2023 EX-99.3

For information purposes only SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2023 First Quarter Results May 3, 2023 For information purposes only Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as u

q12023spntinvestorpresen For information purposes only SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2023 First Quarter Results May 3, 2023 For information purposes only Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its

May 3, 2023 EX-99.1

SiriusPoint reports 80.5% Combined ratio for its Core operations at Q1’23 with Net Income up $358m year on year

SiriusPoint reports 80.5% Combined ratio for its Core operations at Q1’23 with Net Income up $358m year on year HAMILTON, Bermuda, May 3, 2023 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT) today announced results for its first quarter ended March 31, 2023. •9% growth in book value per diluted common share, capital generation across all business areas, improving asset and financia

May 3, 2023 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 Date of Report (Date of Earliest Event Reported): May 3, 2023 (May 3, 2023) SIRIUSP

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 Date of Report (Date of Earliest Event Reported): May 3, 2023 (May 3, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commissi

May 3, 2023 EX-99.1

SiriusPoint Appoints Insurance Industry Veteran Bronek Masojada to Board of Directors

Exhibit 99.1 SiriusPoint Appoints Insurance Industry Veteran Bronek Masojada to Board of Directors HAMILTON, Bermuda, May 03, 2023 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), a global specialty insurer and reinsurer, today announced that it has appointed Bronek Masojada to the Company’s Board of Directors, effective May 2, 2023. An insurance industry veteran, Mr. Masojada bri

May 3, 2023 EX-10.1

Master Agreement, dated as of March 2, 2023, by and among SiriusPoint International Försäkringsaktiebolag (publ), Sirius International Managing Agency Limited (in its capacity as the managing agent for Sirius International Syndicate 1945 at Lloyd’s), and Pallas Reinsurance Company Ltd.

EXECUTION VERSION MASTER AGREEMENT BY AND AMONG SIRIUSPOINT INTERNATIONAL FÖRSÄKRINGSAKTIEBOLAG (PUBL), SIRIUS INTERNATIONAL MANAGING AGENCY LIMITED (IN ITS CAPACITY AS THE MANAGING AGENT FOR SIRIUS INTERNATIONAL SYNDICATE 1945 AT LLOYD'S) AND PALLAS REINSURANCE COMPANY LTD.

May 3, 2023 EX-99.2

Page 2 of 17

SiriusPoint Ltd. Financial Supplement March 31, 2023 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Dhruv Gahlaut - Head of Investor Relations and Chief Strategy Officer 3 Waterloo Lan

May 3, 2023 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 Date of Report (Date of Earliest Event Reported): May 3, 2023 (May 2, 2023) SIRIUSP

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 Date of Report (Date of Earliest Event Reported): May 3, 2023 (May 2, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commissi

May 3, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2023 ☐ TRANSITION REPORT PURSUANT TO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD. (Exa

May 3, 2023 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 (AMENDMENT NO. )

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 (AMENDMENT NO. ) Filed by the Registrant x 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)) ¨ Defin

April 21, 2023 DEF 14A

OUR PURPOSE

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 (Amendment No. ) Filed by the Registrant x 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 Defin

April 12, 2023 EX-99.1

SiriusPoint Acknowledges Indication of Interest from Third Point

PRESS RELEASE SiriusPoint Acknowledges Indication of Interest from Third Point HAMILTON, Bermuda, April 12th, 2023 - Today SiriusPoint Ltd.

April 12, 2023 SC 13D/A

SPNT / SiriusPoint Ltd / Loeb Daniel S - SC 13D/A Activist Investment

SC 13D/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 2)* Siriuspoint Ltd. (Name of Issuer) Common Shares, par value $0.10 per share (Title of Class of Securities) G8192H106 (CUSIP Number) c/o Third Point LLC 55 Hudson Yards New York, New York 10001 (212) 715-3880 with a copy to: Willkie Farr & Gallagher LLP 787 Sev

April 12, 2023 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 Date of Report (Date of Earliest Event Reported): April 12, 2023 (April 12, 2023) S

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 Date of Report (Date of Earliest Event Reported): April 12, 2023 (April 12, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Co

April 12, 2023 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 Date of Report (Date of Earliest Event Reported): April 12, 2023 (April 6, 2023) SI

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 Date of Report (Date of Earliest Event Reported): April 12, 2023 (April 6, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Com

March 2, 2023 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 Date of Report (Date of Earliest Event Reported): March 2, 2023 (March 2, 2023) SIR

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 Date of Report (Date of Earliest Event Reported): March 2, 2023 (March 2, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Comm

March 2, 2023 EX-99.1

SiriusPoint and Compre announce second significant reinsurance Loss Portfolio Transfer

Press release 2nd March 2023 SiriusPoint and Compre announce second significant reinsurance Loss Portfolio Transfer SiriusPoint Ltd.

February 24, 2023 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

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 001-36052 SIRIUSPOINT LTD. (Exact na

February 24, 2023 EX-10.52

Offer Letter Agreement, dated as of March 25, 2021, by and between Stuart Liddell and SiriusPoint Ltd

Stuart Liddell Via Email March 25, 2021 Dear Stuart, Offer and Position We are pleased to offer you the position of Global President of A&H of SiriusPoint Ltd, employed by Sirius International Insurance Corporation (the “Company”), subject to the following revised terms and conditions set forth in this offer letter agreement (the “Offer Letter”).

February 24, 2023 EX-10.51

Confidential Settlement Agreement and General Release, dated as of November 14, 2022, by and between Sirius Global Services LLC and Vievette Henry.

SETTLEMENT AGREEMENT AND GENERAL RELEASE This Settlement Agreement and General Release (the “Agreement”) is entered into by and between Sirius Global Services LLC (collectively with its parents, subsidiaries and affiliates, the “Company”) and Vievette Henry (“you,” and together with the Company collectively referred to as the “Parties”).

February 24, 2023 EX-21.1

List of Subsidiaries as of December 31, 2022.

SUBSIDIARIES OF SIRIUSPOINT LTD. (as of December 31, 2022) Subsidiary Jurisdiction of Organization A La Carte Healthcare Limited United Kingdom Akeso Care Management, Inc. Indiana ALC Health (Hong Kong) LTD. Hong Kong Alstead Reinsurance Ltd. Bermuda Armada Administrators, LLC Maryland ArmadaCare, LLC Maryland ArmadaCorp Capital, LLC Maryland ArmadaHealth, LLC Maryland Banyan Risk Ltd. Bermuda Ban

February 24, 2023 EX-10.53

Bonus Letter Agreement, dated as of August 3, 2020, by and between Stuart Liddell and Sirius International Insurance Group Plc.

August 3, 2020 Stuart Liddell Dear Stuart, Reference is made to your annual incentive agreement dated March 1, 2012 (“Bonus Agreement”) providing for an annual cash incentive award equaling five percent (5%) of the A&H technical underwriting profits over successive three year rolling periods, capped at 3.

February 24, 2023 EX-99.1

Audited Financial Statements of Third Point Enhanced LP as of and for the year ended December 31, 20

tpenhanced2022auditedfin F IN A N C IA L S T A T E M E N T S T H I R D P O I N T E N H A N C E D L P As of and for the Years Ended 12/31/2022, 12/31/2021 and 12/31/2020 With Report of Independent Auditors Contents 01 Report of Independent Auditors 03 Statements of Financial Condition 04 Condensed Schedules of Investments 28 Statements of Operations 29 Statements of Changes in Partners’ Capital 31 Statements of Cash Flows 33 Notes to Financial Statements THIRD POINT ENHANCED LP REPORT OF INDEPENDENT AUDITORS FINANCIAL STATEMENTS 2022 1 Ernst & Young Ltd.

February 23, 2023 EX-99.1

SiriusPoint reports significant progress made during 2022 and aims to achieve double-digit return on average common equity by 2024

EX-99.1 2 exhibit991-earningspressre.htm EX-99.1 EARNINGS PRESS RELEASE SiriusPoint reports significant progress made during 2022 and aims to achieve double-digit return on average common equity by 2024 HAMILTON, Bermuda, February 23, 2023 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT) today announced results for its fourth quarter ended December 31, 2022. •Progress made as accide

February 23, 2023 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 Date of Report (Date of Earliest Event Reported): February 23, 2023 (February 23, 2

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 Date of Report (Date of Earliest Event Reported): February 23, 2023 (February 23, 2023) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

February 23, 2023 EX-99.3

SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2022 Full Year and Fourth Quarter Results February 23, 2023 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to

spntinvestorpresentation SIRIUSPOINT LTD. – A GLOBAL UNDERWRITER 2022 Full Year and Fourth Quarter Results February 23, 2023 Basis of Presentation and Non-GAAP Financial Measures: Unless the context otherwise indicates or requires, as used in this presentation references to “we,” “our,” “us,” the “Company,” and "SiriusPoint" refer to SiriusPoint Ltd. and its directly and indirectly owned subsidiar

February 23, 2023 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

EX-99.4 5 siriuspointannouncesdivide.htm EX-99.4 PRESS RELEASE PRESS RELEASE SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda. February 23, 2023 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), an international specialty insurer and reinsurer, has announced that the Board of Directors of SiriusPoint Ltd. approved a quarterly cash dividend of $0.50 per

February 23, 2023 EX-99.2

Page 2 of 19

SiriusPoint Ltd. Financial Supplement December 31, 2022 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Annual Report on Form 10-K. Point Building Dhruv Gahlaut - Head of Investor Relations and Chief Strategy Officer 3 Waterloo Lan

February 13, 2023 SC 13G/A

SPNT / Siriuspoint Ltd / Capital Research Global Investors - 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. 1 )* SiriusPoint Ltd. (Name of Issuer) Common Stock (Title of Class of Securities) G8192H106 (CUSIP Number) December 30, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to de

February 9, 2023 SC 13G/A

SPNT / Siriuspoint Ltd / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SC 13G/A 1 tv01899-siriuspointltd.htm SCHEDULE 13G/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 5)* Name of issuer: SiriusPoint Ltd. Title of Class of Securities: Common Stock CUSIP Number: G8192H106 Date of Event Which Requires Filing of this Statement: December 30, 2022 Check the appropriate box to designate th

February 6, 2023 SC 13G/A

SPNT / Siriuspoint Ltd / WELLINGTON MANAGEMENT GROUP LLP - 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. 1 )* SiriusPoint Ltd (Name of Issuer) Common Stock (Title of Class of Securities) G8192H106 (CUSIP Number) December 30, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which this Schedu

November 2, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2022 ☐ TRANSITION REPORT PURSUANT

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ? 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 001-36052 SIRIUSPOINT LTD.

November 2, 2022 EX-99.3

1 Q3 2022 COMPANY OVERVIEW November 2, 2022 DISCLAIMER Non-GAAP Financial Measures This presentation may also contain non-GAAP financial information. SiriusPoint’s management uses this information in its internal analysis of results and believes that

EX-99.3 6 siriuspointinvestorprese.htm EX-99.3 INVESTOR PRESENTATION 1 Q3 2022 COMPANY OVERVIEW November 2, 2022 DISCLAIMER Non-GAAP Financial Measures This presentation may also contain non-GAAP financial information. SiriusPoint’s management uses this information in its internal analysis of results and believes that this information may be informative to investors in gauging the quality of Siriu

November 2, 2022 EX-99.1

SiriusPoint reports year-over-year improvement of underwriting results and simplifies operating platform

SiriusPoint reports year-over-year improvement of underwriting results and simplifies operating platform •Third quarter 2022 gross premiums written of $844 million with split of 62% insurance and 38% reinsurance reflecting execution of strategic shift towards Insurance & Services •Strong contribution from SiriusPoint’s strategic partnerships HAMILTON, Bermuda, November 2, 2022 - SiriusPoint Ltd.

November 2, 2022 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda. November 2, 2022 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), an international specialty insurer and reinsurer, has announced that the Board of Directors of SiriusPoint Ltd. approved a quarterly cash dividend of $0.50 per share on its 8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10 p

November 2, 2022 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Costs Associated with Exit or Disposal Activities, 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 Date of Report (Date of Earliest Event Reported): November 2, 2022 (November 2, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

November 2, 2022 EX-10.2

Confidential Settlement Agreement and Release, dated as of September 30, 2022, by and between SiriusPoint Ltd. and Prashanth Gangu

CONFIDENTIAL SETTLEMENT AGREEMENT AND RELEASE This CONFIDENTIAL SETTLEMENT AGREEMENT AND RELEASE (the “Agreement”), dated as of September 30, 2022, is entered into by and between SiriusPoint Ltd.

November 2, 2022 EX-10.1

David Govrin Employment Letter, dated as of October 31, 2022 (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on November 2, 2022).

SiriusPoint Ltd. Point House 3 Waterloo Lane Pembroke HM 08, Bermuda October 31, 2022 David Govrin Via email to the email address on file with the Company Dear David: We are pleased to offer you the position of Group President & Chief Underwriting Officer of SiriusPoint Ltd., a Bermuda exempted company limited by shares (the “Company”), on the terms and conditions outlined in this offer letter (th

November 2, 2022 EX-99.2

Page 2 of 19

SiriusPoint Ltd. Financial Supplement September 30, 2022 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Quarterly Report on Form 10-Q. Point Building Clare Kerrigan - Chief Communications Officer 3 Waterloo Lane Tel: (441) 542-333

October 12, 2022 EX-10.1

Stephen Yendall Employment Letter, dated as of October 7, 2022 (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on October 12, 2022).

Sirius America Insurance Company 80 Bloor Street West #1202 Toronto, Ontario M5S 2V1 October 7, 2022 PRIVATE AND CONFIDENTIAL Mr.

October 12, 2022 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 Date of Report (Date of Earliest Event Reported): October 12, 2022 (October 7, 2022

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 Date of Report (Date of Earliest Event Reported): October 12, 2022 (October 7, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

October 12, 2022 EX-99.1

SiriusPoint Announces Steve Yendall as Chief Financial Officer

PRESS RELEASE SiriusPoint Announces Steve Yendall as Chief Financial Officer Hamilton, Bermuda, October 12 2022 - SiriusPoint Ltd.

September 7, 2022 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): September 7, 2022 (September 6, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

September 7, 2022 EX-10.1

Scott Egan Employment Letter, dated as of September 6, 2022 (incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed on September 7, 2022).

?Exhibit?10.1 ? [EXECUTION VERSION] CONFIDENTIAL ? SiriusPoint International Insurance Corporation 20 Fenchurch Street, 4th Floor London EC3M 3BY ? September?6, 2022 ? Scott Egan Via email to the confidential email address maintained in the Company?s records ? Dear Scott: ? We are pleased to offer you employment with SiriusPoint International Insurance Corporation whose registered office is 4th fl

September 7, 2022 EX-99.1

SiriusPoint Announces Scott Egan as Chief Executive Officer

Exhibit 99.1 PRESS RELEASE SiriusPoint Announces Scott Egan as Chief Executive Officer HAMILTON, Bermuda. September 7th, 2022 ? SiriusPoint Ltd. (?SiriusPoint? or the ?Company?) (NYSE: SPNT), a global specialty insurer and reinsurer, has announced that Scott Egan has been appointed as the Company?s Chief Executive Officer, effective September 21st, 2022. ?The Board of Directors has concluded a rig

August 3, 2022 EX-99.2

Page 2 of 19

SiriusPoint Ltd. Financial Supplement June 30, 2022 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company?s Quarterly Report on Form 10-Q. Point Building Clare Kerrigan - SVP, Head of IR, External Marketing & Communications 3 Waterloo Lane

August 3, 2022 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): August 3, 2022 (August 3, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Co

August 3, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2022 ☐ TRANSITION REPORT PURSUANT TO S

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ 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 001-36052 SIRIUSPOINT LTD. (Exac

August 3, 2022 EX-99.3

August 3rd, 2022 siriuspt.com Q2 2022 COMPANY OVERVIEW DISCLAIMER Non-GAAP Financial Measures This presentation may also contain non-GAAP financial information. SiriusPoint’s management uses this information in its internal analysis of results and be

August 3rd, 2022 siriuspt.com Q2 2022 COMPANY OVERVIEW DISCLAIMER Non-GAAP Financial Measures This presentation may also contain non-GAAP financial information. SiriusPoint?s management uses this information in its internal analysis of results and believes that this information may be informative to investors in gauging the quality of SiriusPoint?s financial performance, identifying trends in our

August 3, 2022 EX-99.1

SiriusPoint reports a Q2 2022 combined ratio of 93.1% driven by positive underwriting results and growth in Insurance & Services segment

SiriusPoint reports a Q2 2022 combined ratio of 93.1% driven by positive underwriting results and growth in Insurance & Services segment ?Second quarter 2022 gross premiums written of $813 million with split of 53% insurance and 47% reinsurance reflecting execution of strategic shift towards Insurance & Services ?Strong contribution from SiriusPoint?s strategic partnerships HAMILTON, Bermuda, Augu

August 3, 2022 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda. August 3, 2022 - SiriusPoint Ltd. (?SiriusPoint? or the ?Company?) (NYSE: SPNT), an international specialty insurer and reinsurer, has announced that the Board of Directors of SiriusPoint Ltd. approved a quarterly cash dividend of $0.50 per share on its 8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10 par

August 3, 2022 EX-10.1

Daniel Malloy Employment Offer Letter, dated as of June 1, 2022

CONFIDENTIAL SiriusPoint Ltd. Dan Malloy Via Email June 1, 2022 Dear Dan, This letter agreement (the ?Offer Letter?) confirms the terms and condition of your service as Interim Chief Executive Officer of SiriusPoint Ltd., a Bermuda exempted company limited by shares (the ?Company?). You commenced to serve as Interim Chief Executive Officer of the Company effective as of May 17, 2022. Duties In you

June 6, 2022 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): June 6, 2022 (June 3, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

June 6, 2022 EX-99.1

SiriusPoint Announces Appointments to Executive Leadership Team and Insurance & Services Segment

PRESS RELEASE SiriusPoint Announces Appointments to Executive Leadership Team and Insurance & Services Segment Hamilton, Bermuda, 06 June 2022 - SiriusPoint Ltd.

May 19, 2022 8-K

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 Date of Report (Date of Earliest Event Reported): May 19, 2022 (May 19, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 17, 2022 EX-10.1

Resignation Agreement and Release, dated as of May 16, 2022, by and between SiriusPoint Ltd. and Siddhartha Sankaran.

Exhibit 10.1 RESIGNATION AGREEMENT AND RELEASE This RESIGNATION AGREEMENT AND RELEASE (the ?Agreement?), dated as of May 16, 2022, is entered into by and between SiriusPoint Ltd., a Bermuda corporation (the ?Company?), and Sid Sankaran (the ?Executive?). WHEREAS, the Executive and the Company are parties to (x) that certain Amended and Restated Employment Agreement, dated as of February 15, 2021 (

May 17, 2022 EX-99.1

SIRIUSPOINT ANNOUNCES CHAIRMAN AND CEO SANKARAN TO RESIGN FROM COMPANY Daniel Malloy, Former CEO of Third Point Re and Former President, Global Distribution and Services of the Company, Appointed Interim CEO Director Sharon Ludlow Appointed Interim C

Exhibit 99.1 FOR IMMEDIATE RELEASE SIRIUSPOINT ANNOUNCES CHAIRMAN AND CEO SANKARAN TO RESIGN FROM COMPANY Daniel Malloy, Former CEO of Third Point Re and Former President, Global Distribution and Services of the Company, Appointed Interim CEO Director Sharon Ludlow Appointed Interim Chair HAMILTON, Bermuda, May 17, 2022 - SiriusPoint Ltd. (?SiriusPoint? or the ?Company?) (NYSE: SPNT), an internati

May 17, 2022 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

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 x 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)) ? Definitive Proxy State

May 17, 2022 8-K

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 Date of Report (Date of Earliest Event Reported): May 17, 2022 (May 16, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commis

May 17, 2022 SC 13D/A

SPNT / Siriuspoint Ltd / Loeb Daniel S - SCHEDULE 13D (AMENDMENT NO. 1) Activist Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 1)* Siriuspoint Ltd. (Name of Issuer) Common Shares, par value $0.10 per share (Title of Class of Securities) G8192H106 (CUSIP Number) c/o Third Point LLC 55 Hudson Yards New York, New York 10001 (212) 715-3880 (Name, Address and Telephone Number of Person Authorized to R

May 17, 2022 EX-99.2

SIRIUSPOINT ANNOUNCES DANIEL S. LOEB JOINING BOARD OF DIRECTORS Loeb to Focus on Executing Asset Management Strategy and Recruiting Permanent CEO

Exhibit 99.2 FOR IMMEDIATE RELEASE SIRIUSPOINT ANNOUNCES DANIEL S. LOEB JOINING BOARD OF DIRECTORS Loeb to Focus on Executing Asset Management Strategy and Recruiting Permanent CEO HAMILTON, Bermuda, May 17, 2022 - SiriusPoint Ltd. (?SiriusPoint? or the ?Company?) (NYSE: SPNT), an international specialty insurer and reinsurer, has announced that Daniel S. Loeb, its largest individual shareholder,

May 4, 2022 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): May 4, 2022 (May 4, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Commissi

May 4, 2022 EX-99.3

May 4, 2022 siriuspt.com Q1 2022 COMPANY OVERVIEW DISCLAIMER Forward- Looking Statements We make statements in this report that are forward-looking statements within the meaning of the U.S. federal securities laws. We intend these forward-looking sta

May 4, 2022 siriuspt.com Q1 2022 COMPANY OVERVIEW DISCLAIMER Forward- Looking Statements We make statements in this report that are forward-looking statements within the meaning of the U.S. federal securities laws. We intend these forward-looking statements to be covered by the safe harbor provisions for forward-looking statements in the U.S. Federal securities laws. These statements involve risks

May 4, 2022 EX-99.2

Key Performance Indicators Key Performance Indicators 4 Consolidated Financial Statements Consolidated Balance Sheets - by Quarter 5 Consolidated Statements of Income (Loss) 6 Consolidated Statements of Income (Loss) - by Quarter 7 Operating Segment

SiriusPoint Ltd. Financial Supplement March 31, 2022 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company?s Quarterly Report on Form 10-Q. Point House Clare Kerrigan - Corporate Communications and Investor Relations 3 Waterloo Lane Tel: (

May 4, 2022 EX-99.1

SiriusPoint reports a Q1 2022 combined ratio of 93.7% driven by positive underwriting results and growth in Insurance & Services segment

SiriusPoint reports a Q1 2022 combined ratio of 93.7% driven by positive underwriting results and growth in Insurance & Services segment ?First quarter 2022 gross premiums written of $1 billion evenly split between insurance and reinsurance on execution of strategic shift towards Insurance & Services ?Strong contribution from SiriusPoint?s strategic partnerships HAMILTON, Bermuda, May 4, 2022 - Si

May 4, 2022 EX-10.3

Employment Contract, dated as of November 11, 2021, between SiriusPoint International Insurance Corporation (publ) and Andreas Kull (incorporated by reference to Exhibit 10.3 to the Company’s Quarterly Report on Form 10-Q filed on May 4, 2022).

Employment Contract between SiriusPoint International Insurance Corporation (publ), Zurich Branch Dreik?nigstrasse 12 8002 Z?rich (the ?Company?) and Andreas Kull Chief Risk Officer (the ?Employee?) Whereas the rights and duties of the Employee are controlled by this contract and, in as far this contract does not provide otherwise, the rules according to the Swiss Code of Obligation shall apply, the parties agree as follows: 1.

May 4, 2022 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda. May 4, 2022 - SiriusPoint Ltd. (?SiriusPoint? or the ?Company?) (NYSE: SPNT), an international specialty insurer and reinsurer, has announced that the Board of Directors of SiriusPoint Ltd. approved a quarterly cash dividend of $0.50 per share on its 8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10 par va

May 4, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2022 ☐ TRANSITION REPORT PURSUANT TO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ? 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 001-36052 SIRIUSPOINT LTD. (Exa

May 4, 2022 EX-10.2

, dated as of December 3, 2021, by and between Monica Cramér Manhem and SiriusPoint Ltd

Monica Cram?r Manhem Via Email October 17, 2021 Amendment to Employment Contract Dear Monica, We are pleased to offer you the position of President, International Reinsurance of SiriusPoint Ltd.

April 14, 2022 DEF 14A

definitive proxy statement on Schedule 14A filed on April 14, 2022

DEF 14A 1 a2022definitiveproxystatem.htm DEF 14A 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 (Amendment No. ) Filed by the Registrant x Filed by a Party other than the Registrant o Check the appropriate box: o Preliminary Proxy Statement o Confidential, for Use of the Commissio

April 7, 2022 EX-10.1

Settlement Agreement, dated as of April 6, 2022, by and between SiriusPoint Ltd. and Daniel Malloy.

DATED: April 6, 2022 SIRIUSPOINT LTD. and DANIEL MALLOY SETTLEMENT AGREEMENT Without Prejudice and Subject to Contract THIS AGREEMENT is entered into on the 6th day of April, 2022. BETWEEN (1)SiriusPoint Ltd. of Point Building, 3 Waterloo Lane, Pembroke HM 08, Bermuda (Company); and (2)DANIEL MALLOY of High Tide, 60 Pitts Bay Road, Pembroke (Employee). WHEREAS (A)The Employee has served in various

April 7, 2022 8-K

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 Date of Report (Date of Earliest Event Reported): April 7, 2022 (April 1, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (Comm

March 1, 2022 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

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 001-36052 SIRIUSPOINT LTD. (Exact na

March 1, 2022 EX-10.43

Fourth Amended and Restated Exempted Limited Partnership Agreement of Third Point Enhanced LP, dated as of February 23, 2022, by and among Third Point Advisors L.L.C., SiriusPoint Ltd., SiriusPoint Bermuda Insurance Company Ltd. and Sirius Re Holdings, Inc (incorporated by reference to Exhibit 10.43 to the Company’s Annual Report on Form 10-K filed on March 1, 2022).

EXECUTION COPY Fourth Amended and Restated Exempted Limited Partnership Agreement of Third Point Enhanced LP Dated February 23, 2022 ACTIVE 277660570v.

March 1, 2022 8-K

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 Date of Report (Date of Earliest Event Reported): March 1, 2022 (February 24, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (

March 1, 2022 EX-10.44

Amended and Restated Investment Management Agreement, dated as of February 23, 2022, by and between Third Point LLC, SiriusPoint Ltd., SiriusPoint America Insurance Company, SiriusPoint Bermuda Insurance Company Ltd. and SiriusPoint International Insurance Corporation (incorporated by reference to Exhibit 10.44 to the Company’s Annual Report on Form 10-K filed on March 1, 2022).

Execution Version AMENDED AND RESTATED INVESTMENT MANAGEMENT AGREEMENT This Amended and Restated Investment Management Agreement (this ?Agreement?), dated as of February 23, 2022, is made by and between Third Point LLC, a Delaware limited liability company (the ?Investment Manager?), SiriusPoint Ltd.

March 1, 2022 EX-21.1

List of Subsidiaries as of December 31, 2021

SUBSIDIARIES OF SIRIUSPOINT LTD. (as of December 31, 2021) Subsidiary Jurisdiction of Organization A La Carte Healthcare Limited United Kingdom Akeso Care Management, Inc. Indiana ALC Health (Hong Kong) Ltd. Hong Kong Alstead Reinsurance Ltd. Bermuda Armada Administrators, LLC Maryland ArmadaCare, LLC Maryland ArmadaCorp Capital, LLC Maryland ArmadaHealth, LLC Maryland Banyan Risk Ltd. Bermuda Fun

March 1, 2022 EX-4.6

Description of Share Capital (incorporated by reference to Exhibit 4.6 to the Company’s Annual Report on Form 10-K filed on March 1, 2022).

Exhibit 4.6 DESCRIPTION OF THE REGISTRANT?S SECURITIES REGISTERED PURSUANT TO SECTION 12 OF THE SECURITIES EXCHANGE ACT OF 1934 As of the end of the period covered by the most recent Annual Report on Form 10-K of SiriusPoint Ltd. (the ?Registrant? or ?SiriusPoint?), the following securities of the Registrant were registered under Section 12 of the Securities Exchange Act of 1934, as amended: (1) C

March 1, 2022 EX-99.1

Audited Financial Statements of Third Point Enhanced LP as of and for the year ended December 31, 2021

T H I R D P O I N T E N H A N C E D L P F IN A N C IA L S TA T E M E N T S As of and for the Years Ended 12/31/2021, 12/31/2020 and 12/31/2019 With Report of Independent Auditors Contents 01 Report of Independent Auditors 03 Statements of Financial Condition 04 Condensed Schedules of Investments 31 Statements of Operations 32 Statements of Changes in Partners? Capital 34 Statements of Cash Flows 36 Notes to Financial Statements REPORT OF INDEPENDENT AUDITORS THIRD POINT ENHANCED LP FINANCIAL STATEMENTS 2021 1 Ernst & Young Ltd.

March 1, 2022 EX-99.1

SiriusPoint Announces the Appointment of Jason Robart to its Board of Directors

PRESS RELEASE SiriusPoint Announces the Appointment of Jason Robart to its Board of Directors Hamilton, Bermuda, 1 March 2022.

February 24, 2022 EX-99.3

February 24, 2022 siriuspt.com Q4 2021 COMPANY OVERVIEW DISCLAIMER Forward‐ Looking Statements We make statements in this report that are forward‐looking statements within the meaning of the U.S. federal securities laws. We intend these forward‐looki

EX-99.3 4 siriuspointinvestorprese.htm EX-99.3 INVESTOR PRESENTATION February 24, 2022 siriuspt.com Q4 2021 COMPANY OVERVIEW DISCLAIMER Forward‐ Looking Statements We make statements in this report that are forward‐looking statements within the meaning of the U.S. federal securities laws. We intend these forward‐looking statements to be covered by the safe harbor provisions for forward‐looking sta

February 24, 2022 EX-99.1

SiriusPoint Announces Fourth Quarter and Full Year 2021 Earnings Results

EX-99.1 2 exhibit991-earningspressre.htm EX-99.1 EARNINGS PRESS RELEASE SiriusPoint Announces Fourth Quarter and Full Year 2021 Earnings Results HAMILTON, Bermuda, February 24, 2022 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE:SPNT) today announced results for its fourth quarter ended December 31, 2021. Fourth Quarter 2021 Highlights •Net loss of $140 million, or $0.88 per diluted com

February 24, 2022 EX-99.2

Key Performance Indicators Key Performance Indicators 4 Consolidated Financial Statements Consolidated Balance Sheets - by Quarter 5 Consolidated Statements of Income (Loss) 6 Consolidated Statements of Income (Loss) - by Quarter 7 Operating Segment

EX-99.2 3 exhibit992-financialsupple.htm EX-99.2 FINANCIAL SUPPLEMENT SiriusPoint Ltd. Financial Supplement December 31, 2021 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company’s Annual Report on Form 10-K. Point House Clare Kerrigan -

February 24, 2022 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): February 24, 2022 (February 24, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

February 16, 2022 EX-99.1

SiriusPoint Announces Dividend on Series B Preference Shares

SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda. February 16, 2022 - SiriusPoint Ltd. (?SiriusPoint? or the ?Company?) (NYSE: SPNT), an international specialty insurer and reinsurer, has announced that the Board of Directors of SiriusPoint Ltd. approved a quarterly cash dividend of $0.50 per share on its 8.00% Resettable Fixed Rate Preference Shares, Series B, $0.10

February 16, 2022 8-K

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 Date of Report (Date of Earliest Event Reported): February 16, 2022 (February 15, 2022) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

February 11, 2022 SC 13G

SPNT / Siriuspoint Ltd / Capital Research Global Investors - 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. )* SiriusPoint Ltd. (Name of Issuer) Common Stock (Title of Class of Securities) G8192H106 (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 this Schedul

February 10, 2022 SC 13G/A

SPNT / Siriuspoint 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.: 4)* Name of issuer: SiriusPoint Ltd. Title of Class of Securities: Common Stock CUSIP Number: G8192H106 Date of Event Which Requires Filing of this Statement: December 31, 2021 Check the appropriate box to designate the rule pursuant to which this Schedule is filed: ??Ru

February 8, 2022 SC 13G/A

SPNT / Siriuspoint 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. 3 )* SiriusPoint Ltd (Name of Issuer) Common Stock (Title of Class of Securities) G8192H106 (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 this Schedu

February 4, 2022 SC 13G

SPNT / Siriuspoint Ltd / WELLINGTON MANAGEMENT GROUP LLP - 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. )* SiriusPoint Ltd (Name of Issuer) Common Stock (Title of Class of Securities) G8192H106 (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 this Schedule

January 3, 2022 EX-4.3

Second Supplemental Indenture, dated as of December 31, 2021, among Third Point Re (USA) Holdings Inc., as issuer, SiriusPoint Ltd. (formerly known as Third Point Reinsurance Ltd.), as guarantor, and The Bank of New York Mellon, as Trustee (incorporated by reference to Exhibit 4.3 to the Company’s Current Report on Form 8-K filed on January 3, 2022).

SECOND SUPPLEMENTAL INDENTURE Supplemental Indenture (this ?Supplemental Indenture?), dated as of December 31, 2021, among Third Point Re (USA) Holdings Inc.

January 3, 2022 8-K

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 Date of Report (Date of Earliest Event Reported): January 3, 2022 (December 31, 2021) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

December 9, 2021 8-K

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 Date of Report (Date of Earliest Event Reported): December 9, 2021 (December 4, 2021) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

November 3, 2021 EX-99.3

September 30 2021 siriuspt.com Q3: INVESTOR PRESENTATION 1 2 DISCLAIMER Forward‐ Looking Statements We make statements in this presentation that are “forward‐looking statements” within the meaning of the Private Securities Litigation Reform Act of 19

EX-99.3 4 siriuspointinvestorprese.htm EX-99.3 INVESTOR PRESENTATION September 30 2021 siriuspt.com Q3: INVESTOR PRESENTATION 1 2 DISCLAIMER Forward‐ Looking Statements We make statements in this presentation that are “forward‐looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. The Company cautions you that the forward‐looking information presented in th

November 3, 2021 EX-99.1

SiriusPoint Announces Third Quarter 2021 Earnings Results

SiriusPoint Announces Third Quarter 2021 Earnings Results HAMILTON, Bermuda, November 3, 2021 - SiriusPoint Ltd.

November 3, 2021 EX-99.2

Key Performance Indicators Key Performance Indicators 4 Consolidated Financial Statements Condensed Consolidated Balance Sheets - by Quarter 5 Condensed Consolidated Statements of Income (Loss) 6 Condensed Consolidated Statements of Income (Loss) - b

SiriusPoint Ltd. Financial Supplement September 30, 2021 (UNAUDITED) This financial supplement is for informational purposes only. It should be read in conjunction with documents filed with the Securities and Exchange Commission by SiriusPoint Ltd., including the Company?s Quarterly Report on Form 10-Q. Point House Clare Kerrigan - Corporate Communications and Investor Relations 3 Waterloo Lane Te

November 3, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2021 ☐ TRANSITION REPORT PURSUANT

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q ? 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 001-36052 SIRIUSPOINT LTD.

November 3, 2021 EX-10.2

oss Portfolio Transfer Reinsurance Agreement

EX-10.2 3 exhibit102lpta-ccooctober2.htm EX-10.2 LOSS PORTFOLIO TRANSFER REINSURANCE AGREEMENT LOSS PORTFOLIO TRANSFER REINSURANCE AGREEMENT by and among SIRIUSPOINT AMERICA INSURANCE COMPANY SIRIUSPOINT BERMUDA INSURANCE COMPANY LTD. and PALLAS REINSURANCE COMPANY LTD. ARTICLES TABLE OF CONTENTS PAGE 1 BACKGROUND 1 2 DEFINITIONS 2 3 LPT COVERAGE; ADMINISTRATION OF REINSURED LIABILITIES 12 4 REPOR

November 3, 2021 EX-99.4

SiriusPoint Announces Dividend on Series B Preference Shares

EX-99.4 5 exhibit994-siriuspointanno.htm EX-99.4 PRESS RELEASE SiriusPoint Announces Dividend on Series B Preference Shares HAMILTON, Bermuda. November 3, 2021 - SiriusPoint Ltd. (“SiriusPoint” or the “Company”) (NYSE: SPNT), a global specialty insurer and reinsurer, has announced that the Board of Directors of SiriusPoint Ltd. approved a quarterly cash dividend of $0.50 per share on its 8.00% Res

November 3, 2021 EX-10.1

Amended and Restated SiriusPoint

EX-10.1 2 exhibit101amendedrestateds.htm EX-10.1 AMENDED AND RESTATED SIRIUSPOINT LTD. 2013 OMNIBUS INCENTIVE PLAN SIRIUSPOINT LTD. 2013 OMNIBUS INCENTIVE PLAN (As Amended and Restated effective as of February 26, 2021) SECTION 1. PURPOSE The purposes of the SiriusPoint Ltd. 2013 Omnibus Incentive Plan (the “Plan”) are to promote the interests of SiriusPoint Ltd. and its shareholders by (i) attrac

November 3, 2021 8-K

Regulation FD Disclosure, 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 Date of Report (Date of Earliest Event Reported): November 3, 2021 (November 3, 2021) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation)

September 9, 2021 8-K

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 Date of Report (Date of Earliest Event Reported): September 9, 2021 (September 9, 2021) SIRIUSPOINT LTD. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporatio

September 9, 2021 EX-99.1

SiriusPoint Announces Estimated Impact on Q3 2021 Results from European Floods

EX-99.1 2 pressrelease-siriuspointan.htm EX-99.1 SiriusPoint Announces Estimated Impact on Q3 2021 Results from European Floods HAMILTON, Bermuda, September 9th, 2021 - SiriusPoint Ltd. ("SiriusPoint" or the "Company") (NYSE: SPNT), a global specialty insurer and reinsurer, has revised its previously disclosed estimated third quarter losses arising from the European floods in July 2021. Severe flo

August 19, 2021 8-K

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 Date of Report (Date of Earliest Event Reported): August 19, 2021 (August 12, 2021) SiriusPoint Ltd. (Exact name of registrant as specified in its charter) Bermuda 001-36052 98-1599372 (State or other jurisdiction of incorporation) (

August 19, 2021 EX-1.1

Underwriting Agreement, dated August 12, 2021, by and among SiriusPoint Ltd., the selling shareholders named therein and Morgan Stanley & Co. LLC, BofA Securities, Inc., UBS Securities LLC and Wells Fargo Securities, LLC.

EX-1.1 2 tm2124798d4ex1-1.htm EXHIBIT 1.1 Exhibit 1.1 SIRIUSPOINT LTD. 2,480,000 8.00% Resettable Fixed Rate Preference Shares, Series B UNDERWRITING AGREEMENT August 12, 2021 Morgan Stanley & Co. LLC 1585 Broadway, 29th Floor New York, New York 10036 BofA Securities, Inc. One Bryant Park New York, New York 10036 UBS Securities LLC 1285 Avenue of the Americas New York, New York 10019 Wells Fargo S

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