SiriusPoint Investor Presentation May 2022

Q1 2022 COMPANY

OVERVIEW

May 4, 2022

siriuspt.com

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 and uncertainties that could cause actual results to differ materially from those contained in forward-looking statements made on behalf of SiriusPoint. These risks and uncertainties include our ability to execute on our strategic transformation, including changing the mix of business between insurance and reinsurance; theimpact of the novel coronavirus ("COVID-19") pandemic or other unpredictable catastrophic events including uncertainties with respect to current and future

COVID-19 losses across many classes of insurance business and the amount of insurance losses that may ultimately be ceded to the reinsurance market, supply chain issues, labor shortages and related increased costs, changing interest rates, equity market volatility and ongoing business and financial market impacts of COVID-19; the costs, expenses and difficulties of the integration of the operations of Sirius International Insurance Group, Ltd. ("Sirius Group"); fluctuations inour results of operations; a downgrade or withdrawal of our financial ratings; inadequacy of loss and loss adjustment expense reserves, the lack of availability of capital, and periods characterized by excess underwriting capacity and unfavorable premium rates; the performance of financial markets, impact of inflation, and foreign currency fluctuations; legal restrictions on certain ofSiriusPoint's insurance and reinsurance subsidiaries' ability to pay dividends and otherdistributions to SiriusPoint; our ability to compete successfully in the (re)insurance market and the effect of consolidation in the (re)insurance industry; technology breaches or failures, including those resulting from a malicious cyber-attack on us, our business partners or service providers; the effects of global climate change, including increased severity and frequency of weather-related natural disasters and catastrophes and increased coastal flooding in many geographic areas; our ability to retain key employees and the effects of potential labor disruptions due to COVID-19 or otherwise; the outcome of legal and regulatory proceedings, regulatory constraints on our business, including legal restrictions on certain of our insurance and reinsurance subsidiaries' ability topay dividends and other distributions to us, and losses from unfavorable outcomes from litigation and other legal proceedings; reduced returns or losses inSiriusPoint'sinvestment portfolio; our concentrated exposure in funds and accounts managed by Third Point LLC, our lack of control over Third Point LLC, our limited ability to withdraw our capital accounts and conflicts of interest among various members of Third Point Advisors LLC, TP Enhanced Fund, Third Point LLC and us; our potential exposure to U.S. federal income and withholding taxes and our significant deferred tax assets, which could become devalued if we do not generate future taxable income or applicable corporate tax rates are reduced; future strategic transactions such as acquisitions, dispositions, investments, mergers or joint ventures and other risks and factors listed in the Company's most recent Annual Report on Form 10-K and subsequent periodic and current disclosures filed with the Securities and Exchange Commission. Except as required by applicable law or regulation, we disclaim any obligation to publicly update or revise any forward-looking statement to reflect changes in underlying assumptions or factors, or new information, data or methods, future events or other circumstances after the date of this report.

Non-GAAP Financial Measures

This presentation may also contain non-GAAP financial information.SiriusPoint'smanagement uses this information in its internal analysis of results and believes that this information may be informative to investors in gauging the quality ofSiriusPoint'sfinancial performance, identifyingtrends in our results and providing meaningful period-to-period comparisons. Core underwriting income, Core net services income, Core income, and Core combined ratio are non-GAAP financial measures. Management believes it is important to review Core results as it better reflects how management views the business and reflects the

Company's decision to exit the runoff business.

Basic book value per share, tangible basic book value per share, diluted book value per share andtangible diluted book value per share are alsonon-GAAP financial measures.SiriusPoint'smanagement believes that long-term growth in book value per share is an important measure ofthe Company's financial performance because itallows management and investors to track over time the value created by the retention of earnings. In addition,SiriusPoint'smanagement believes this metric is useful to investors because it provides a basis for comparison with other companies in the industry that also report asimilar measure. Reconciliations of such measuresto the most comparable GAAP figures are included in the attached financial information in accordance with Regulation G.

CONTENTS - UPDATE

4-6

OVERVIEW OF SIRIUSPIONT: KEY HIGHLIGHTS

GLOBAL INSURER & REINSURER GLOBAL PLATFORM

7

EXECUTIVE LEADERSHIP TEAM

8-9

BUSINESS SEGMENTS

11-12

INSURANCE & SERVICES

13

INVESTMENT PORTFOLIO 4Q 2021

14

OUR APPROACH TO ESG

17-18

APPENDIX: SIRIUSPOINT LTD. ISSUED CAPITAL INSTRUMENTS

19

APPENDIX: 1Q 2022 SEGMENT REPORTING

10

REINSURANCE

15-16

SIRIUSPOINT MISSION, VISION AND VALUES

OVERVIEW OF SIRIUSPOINT: KEY HIGHLIGHTS

SiriusPoint Ltd. is a global insurer and reinsurer. Bermuda-headquartered with offices around the world, we are listed on the New York Stock Exchange.

NYSE LISTING: SPNT

Financial Strength Ratings:

A-

AM Best

A-

S&P

A-

Fitch

Note: Information is accurate as of March 31 2022 unless otherwise indicated. (1) Total GAAP capital includes common and preferred equity, and debt; (2) Including restricted cash (3) For the 12 months ended March 31 2022

SIRIUSPOINT: A GLOBAL INSURER AND REINSURER

• ▪With $3 billion total capital, we are a fast-moving, responsive partnerthat combines best-in-class underwriting and risk management withpioneering ideas

• ▪We write a global portfolio of Accident & Health (A&H), Specialty, and Property across our insurance and reinsurance franchise

• ▪SiriusPoint has partnered with and invested in over 30 high-quality MGAs and insurance service providers to access specialty insurance business

• ▪We maintain a strong pipeline of strategic partnership opportunitiesglobally to grow our Insurance & Services segment

• ▪Our focus is on underwriting insurance and reinsurance profitably and with discipline, and managing risk and volatility

• ▪Our operational priorities are:

  • ▪Re-underwriting Reinsurance and reducing property cat

  • ▪Growing our Insurance & Services business

  • ▪De-risking our capital investments portfolio

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Disclaimer

SiriusPoint Ltd. published this content on 05 May 2022 and is solely responsible for the information contained therein. Distributed by Public, unedited and unaltered, on 04 May 2022 20:40:54 UTC.