Q1 for Q1 2024 Investor Presentation 2024

Investor Presentation

First Quarter 2024

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Cautionary Statement

Some of the statements in this presentation, including our business and financial plans and any statements regarding our anticipated future financial performance, business prospects, growth and operating strategies and similar matters, such as performance outlook, financial objectives, business drivers, our ability to gain market share, and the strength, diversity, predictability and resiliency of enterprise and segment earnings, cash flows and other results, may constitute forward-looking statements within the meaning of the U.S. Private Securities Litigation Reform Act of 1995. Refer to Exhibit 1 in the Appendix for more information such as factors that could cause our actual results to differ materially from those currently estimated by management, including those projected in the company outlook and financial objectives, and information on where you can find a more detailed discussion of these factors in our SEC filings.

Assurant uses non-GAAP financial measures to analyze the company's operating performance. Assurant's non-GAAP financial measures should not be

considered in isolation or as a substitute for GAAP financial measures. Because Assurant's calculation of these measures may differ from similar

measures used by other companies, investors should be careful when comparing Assurant's non-GAAP financial measures to those of other

companies. Refer to Exhibit 2 in the Appendix for more information, including a reconciliation of non-GAAP financial measures to the most comparable

GAAP financial measures.

Assurant, Inc. is an insurance holding company and the ownership of its stock is subject to certain state and foreign insurance law requirements. Refer

to Exhibit 3 in the Appendix for additional detail.

© 2024 Assurant, Inc. All rights reserved. Company confidential. 3

Differentiated & Unique Business Model Positions Assurant to Deliver Long-term Outperformance

B2B2C Model

Aligned with

Industry

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Global Housing Highlights

Global Housing Adjusted EBITDA, excl. cats(1), delivered significant year-over-year growth

• Q1 performance continues to highlight Global Housing's unique and differentiated P&C businesses

Homeowners

• Improving loss experience, top-line growth, and ongoing expense leverage drove continued strong performance
• Began to onboard loan portfolio of a major U.S. banking client in
  Q1'24

Renters and Other

1. • Grew Renters gross written premiums by over 15%, continuing to benefit from strong growth in our PMC channel
   • Leveraged premium technical support capabilities from Connected Living to launch Assurant Tech Pro for PMC channel
2. Excludes reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures.

Global Housing

Adjusted EBITDA, excl. cats(1) ($ millions)

205 +74%

118

Q1'23Q1'24

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Enterprise Q1'24 Financial

Highlights

Significant Adjusted EBITDA and Adjusted EPS growth, both excl. cats(1)

• Adjusted EBITDA, excl.cats(1) up 31% year-over-year
• Adjusted EPS(1) outpaced Adjusted EBITDA growth, both excl. cats

Continued strong balance sheet and liquidity

• Holding company liquidity of $622 million

Disciplined capital return

• Share repurchases of $40 million
• Common stock dividends of $37 million

Information listed is for the period ended March 31, 2024, other than liquidity, which is as of March 31, 2024.

1. Excludes reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures.

Adjusted EBITDA, excl. cats(1) ($ millions)

Adjusted EPS, excl. cats(1) ($ per share)

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