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Investor Presentaiton

Strong Cash Generation Provides Significant Flexibility . Robust cash flow with over $5.8B in . segment dividends over the past 10 years(1) $495M holding company liquidity available as of June 30, 2023 Balanced portfolio creates diversified source of cash flows • Homeowners generates strong cash flows and provides capital to support growth $900 $800 $700 $600 $500 $400 $300 $200 $100 • Growth in less capital-intensive businesses expected to generate more predictable cash flows over time $- Segment Dividend History ($ in millions) (2) (2,4) (5) (2,3) (2,3) 2013 2014 2015 2016 2017 2018 2019 2020 2021 2022 (1) Consists of dividends or returns of capital from operating subsidiaries to the holding company, net of infusions of liquid assets, and excluding acquisitions and divestitures. (2) 2015-2018 exclude dividends and infusions relating to Assurant Health and Assurant Employee Benefits. (3) 2016-2017 exclude $1.5 billion proceeds received from sale of Assurant Employee Benefits and Assurant Health wind-down. (4) 2018 includes $237M in proceeds received from a reduction in deferred tax liabilities from U.S. tax reform. Also includes $148M in dividends from The Warranty Group. (5) 2020 includes a portion of the cash received from the tax benefit related to the federal Coronavirus Aid, Relief, and Economic Security Act, or "CARES" Act. ASSURANTⓇ © 2023 Assurant, Inc. All rights reserved. 10
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