Investor Presentaiton

Second Quarter 2023 Segment Results Global Lifestyle Adjusted EBITDA $197 million (11)% YoY (10)% YoY constant currency(1) Decline driven by lower Global Automotive and Connected Living results, including the absence of a $12.9 million gain from the sale of a real estate joint venture partnership in the prior year period. Excluding the real estate joint venture partnership gain, underlying Global Lifestyle results declined $11.1 million, or 5%, mainly from ongoing elevated claims costs in Global Automotive and weaker results in Asia Pacific and Europe within Connected Living. This was partially offset by higher investment income across Global Lifestyle and modest growth in extended service contracts and mobile device protection results in North America. Global Housing Adjusted EBITDA (2) $168 million • +107% YoY Adjusted EBITDA increased 153 percent compared to the second quarter 2022, primarily due to significant growth in Homeowners from higher lender-placed net earned premiums and lower non-catastrophe loss experience, including a $40.0 million year-over-year decrease in prior period reserve development. Second quarter 2023 included $13.4 million of reportable catastrophes, compared to $20.3 million in the prior year period. Excluding reportable catastrophes, Adjusted EBITDA (2) increased 107 percent primarily due to the factors noted above. Information listed as of June 30, 2023. (1) Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (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. ASSURANTⓇ © 2023 Assurant, Inc. All rights reserved. 9

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