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SiriusPoint Ltd

For the period ended May 20, 2026. Filed Apr 10, 2026.

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What shareholders are asked to vote on at a company's meeting. It is where to find what directors and top executives are paid, and who owns the most shares.

May 20, 2026 · Filed Apr 10, 2026

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SPNT$26.33+0.2%Stored close · as of Nov 6, 2026
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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))
☒Definitive Proxy Statement
☐Definitive Additional Materials
☐Soliciting Material under §240.14a-12

SIRIUSPOINT LTD.

(Name of Registrant as Specified In Its Charter)

(Name of Person(s) Filing Proxy Statement, if other than the Registrant)

Payment of Filing Fee (Check all boxes that apply):

☒No fee required.
☐Fee paid previously with preliminary materials.
☐Fee computed on table in exhibit required by Item 25(b) per Exchange Act Rules 14a-6(i)(1) and 0-11.

WHO WE ARE

ABOUT US

SiriusPoint is a global specialty underwriter providing solutions to clients and brokers around the world. Bermuda-headquartered with offices in New York, London, Stockholm and other locations, we are listed on the New York Stock Exchange (SPNT). We have licenses to write Property & Casualty and Accident & Health insurance and reinsurance globally, including admitted & non-admitted licensed companies in the United States, a Bermuda Class 4 company, a Lloyd’s of London syndicate and managing agency, and an internationally licensed company domiciled in Sweden. Our offering and distribution capabilities are strengthened by a portfolio of strategic partnerships with Managing General Agents and Program Administrators. Our business model is diversified as we benefit from three sources of earnings: (a) underwriting results; (b) services fee income from the Managing General Agents we consolidate; and (c) investment results. Our approach is to be nimble and attuned to market opportunities, allocating capital where we see profitable opportunity, while remaining disciplined and consistently focused on our specified risk tolerances and areas of expertise. With over $3 billion total capital, SiriusPoint’s operating companies have a financial strength rating of A (Strong) from Fitch, A- (Excellent) from AM Best and S&P, and A3 from Moody’s. As of December 31, 2025, we had common shareholders’ equity of $2.3 billion, total capital of $3.2 billion and total assets of $12.6 billion. For more information, please visit www.siriuspt.com

OUR PURPOSE, VISION & VALUES
PURPOSEVISION
Providing security and resilience in an uncertain world.To be recognized as a best-in-class specialty underwriter, utilizing deep capabilities to protect our customers. Blending our talent, expertise, and data to provide intelligent risk solutions.
VALUES
• Integrity: Integrity, respect, and trust are our core principles.
• Customer-Focused: Our customers are the reason we exist.
• Solutions Driven: Creating solutions is our mindset.
• Inclusion: Inclusion, belonging, and allyship make us stronger.
• Collaboration: Collaboration drives out-performance.

LETTER FROM OUR INDEPENDENT CHAIRMAN OF THE BOARD

Our 2026 Annual General Meeting

April 10, 2026

Dear Fellow Shareholders,

On behalf of the Board of Directors, it is my pleasure to invite you to attend the 2026 Annual General Meeting of Shareholders of SiriusPoint Ltd. The meeting will be held in a virtual format on Wednesday, May 20, 2026, beginning at 10:00 a.m. (Atlantic Daylight Time). The meeting will be conducted via a live audio webcast athttps://meetnow.global/MAUQ2A2, where you will be able to vote electronically and submit questions during the meeting.

Your vote is important, and all shareholders are cordially invited to attend the annual general meeting virtually. Details are in the attached proxy statement. Whether or not you plan to attend the annual general meeting, you are encouraged to submit your proxy as soon as possible.

Our Board is deeply committed to the company, its shareholders, and enhancing shareholder value. We look forward to your participation at the annual general meeting. Thank you for your support of SiriusPoint Ltd.

Sincerely,

/s/ BRONEK MASOJADA Chairman of the Board of Directors

SiriusPoint Ltd. | Point Building |3 Waterloo Lane | Pembroke HM 08, Bermuda 1 (441) 542-3333 | siriuspt.com

**NOTICE OF 2026 ANNUAL GENERAL MEETING OF SHAREHOLDERS OF

SIRIUSPOINT LTD.

WHENVIRTUAL WEBCASTRECORD DATE
Wednesday, May 20, 2026 10:00 a.m. Atlantic Daylight TimeVia live audio webcast at https://meetnow.global/MAUQ2A2Monday, March 30, 2026
ITEMS OF BUSINESSBOARD RECOMMENDATIONS
1Election of two Class I director nominees for 3-year terms expiring in 2029: • Susan L. Cross • Sabra R. PurtillFOR the nominees
2Approval, by a non-binding advisory vote, of the executive compensation payable to the Company’s named executive officersFOR
3Approval of: (a) the appointment of PricewaterhouseCoopers LLP (“PwC”) as our independent auditor, to serve until the annual general meeting to be held in 2027; and (b) the authorization of our Board of Directors, acting through the Audit Committee, to determine PwC’s remunerationFOR
4Approval of the SiriusPoint SharePlanFOR
5Transaction of any other business as may properly come before the annual general meeting and any adjournments or postponements thereof

Our audited financial statements for the year ended December 31, 2025, as approved by our Board of Directors, will be presented at the 2026 Annual General Meeting, pursuant to the provisions of the Companies Act 1981 of Bermuda, as amended, and the Bye-laws of SiriusPoint Ltd. (“Company,” “SiriusPoint,” “we,” “our” or “us”). Shareholders of record at the close of business on March 30, 2026, are entitled to notice of, and to vote at, the annual general meeting and any adjournments or postponements thereof.

Even if you plan to attend the annual general meeting virtually, you are encouraged to submit your proxy as soon as possible. You may vote your shares by Internet, telephone or mail pursuant to the instructions included in the proxy card or voting instruction form. If you attend the annual general meeting virtually and want to revoke your previously submitted proxy, you may do so as described in the accompanying proxy statement and vote during the meeting on all matters properly brought before the annual general meeting.

If you hold shares beneficially in street name, you may direct your vote in the manner prescribed by your broker, bank or other nominee or you may vote during the annual general meeting. Please refer to the voting instruction form provided by your broker, bank or nominee.

By Order of the Board of Directors

/s/ LINDA S. LIN

Chief Legal Officer & Corporate Secretary

April 10, 2026

Pembroke, Bermuda

IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR THE ANNUAL GENERAL MEETING OF SHAREHOLDERS TO BE HELD ON MAY 20, 2026

Please see www.edocumentview.com/SPNT for our notice of annual general meeting, proxy statement and most recent Annual Report on Form 10-K

TABLE OF CONTENTS

32026 Annual General Meeting - Voting Roadmap
4Board of Directors Overview
5Corporate Governance Highlights
6Our Business Segments
7Sustainability & Corporate Responsibility
10Stakeholder Engagement
11PROPOSAL 1― ELECTION OF TWO CLASS I DIRECTORS
12Board of Directors
13Board Composition
13Director Nominating Process
14Election & Classification of Directors
14Director Qualifications
16Director Skills & Experience
18Board Composition Following the Annual General Meeting
19Continuing Director Biographies
22CORPORATE GOVERNANCE FRAMEWORK
23Board Responsibilities
24Board Leadership
24Director Independence
25Compensation Committee Interlocks & Insider Participation
25Committees of the Board of Directors
29Committee Charters & Code of Business Conduct
29Board Meetings & Director Attendance
31Board & Board Committee Performance Evaluations
32Director Compensation
35Risk Management & Oversight
37Cybersecurity
39Outside Advisors
39Board Policies
39Director Share Ownership
39Trading In Company Securities
40Director Membership on Other Boards
40Director & Officer Liability Insurance
40Director Retirement Age Policy
40Director Resignation Policy
41Policies & Procedures for Related Person Transactions
43Security Ownership of Certain Beneficial Owners & Management
46PROPOSAL 2―ADVISORY VOTE TO APPROVE NAMED EXECUTIVE OFFICER COMPENSATION
47Executive Officer Biographies
50Compensation Discussion & Analysis
67Compensation Committee Report
68Compensation Tables
79CEO Pay Ratio Disclosure
80Pay Versus Performance
83Equity Compensation Plan
84PROPOSAL 3 — APPOINTMENT OF INDEPENDENT AUDITOR & TO DETERMINE THE INDEPENDENT AUDITOR’S REMUNERATION
85Report of the Audit Committee
86Policy on Audit Committee Pre-Approval of Audit & Permissible Non-Audit Services
87Independent Registered Public Accounting Firm Fees
88PROPOSAL 4 —APPROVAL OF THE SIRIUSPOINT SHAREPLAN
96ADDITIONAL INFORMATION REGARDING THE ANNUAL MEETING
96Householding of Proxy Materials
97Frequently Asked Questions About the Annual General Meeting
107Submitting Proxy Proposals & Director Nominations for the Next Annual General Meeting
108Communications with the Board of Directors
109Delinquent Section 16(a) Reports
109Other Matters
110Appendix A: Non-GAAP Financial Measures
116Appendix B: SiriusPoint SharePlan
131Annual General Meeting Notice & Proxy Card

Safe Harbor Statement Regarding Forward-Looking Statements

This letter and the accompanying proxy statement include “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. Forward-looking statements are subject to known and unknown risks and uncertainties, many of which may be beyond the Company’s control. The Company cautions you that the forward-looking information included in this letter and the accompanying proxy statement is not a guarantee of future events, and that actual events may differ materially from those made in or suggested by the forward-looking information contained in this letter and the accompanying proxy statement. In addition, forward-looking statements generally can be identified by the use of forward-looking terminology such as “believes,” “intends,” “seeks,” “anticipates,” “aims,” “plans,” “targets,” “estimates,” “expects,” “assumes,” “continues,” “guidance,” “should,” “could,” “will,” “may,” and the negative of these or similar terms and phrases. These risks and uncertainties include, but are not limited to, the risk factors described in the Company’s most recent Annual Report on Form 10-K and subsequent periodic reports filed with the U.S. Securities and Exchange Commission. All forward-looking statements speak only as of the date made and the Company undertakes no obligation to update or revise publicly any forward-looking statements, whether as a result of new information, future events or otherwise.

ContentsView on SEC.gov

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