ASSURANT, INC.

Certain factors may have a material adverse effect on our business, financial condition, results of operations and cash flows, and you should carefully consider them. It is not possible to predict or identify all such factors. For a discussion of potential risks or uncertainties affecting us, please refer to the information under the heading “Item 1A—Risk Factors” in our 2025 Annual Report. Additional risks and uncertainties that are not yet identified or that we currently believe to be immaterial may also materially harm our business, financial condition, results of operations and cash flows.

Issuer Purchases of Equity Securities:

(1)Shares repurchased pursuant to the November 2023 and November 2025 publicly announced share repurchase authorizations of up to $600.0 million and $700.0 million aggregate cost at purchase of outstanding common stock, respectively. As of March 31, 2026, $649.7 million aggregate cost at purchase remained unused under the November 2025 repurchase authorization.

Rule 10b5-1 and non-Rule 10b5-1 Trading Arrangements

On February 13, 2026, Keith Meier, our Chief Financial Officer, adopted a plan intended to satisfy the affirmative defense conditions of Rule 10b5-1(c) under the Exchange Act (a “Plan”). Mr. Meier’s Plan provides for the sale of up to 25,000 shares of our common stock, and terminates on the earlier of: (i)February 26, 2027, (ii) the date all shares are sold thereunder or (iii) such date that the Plan is otherwise terminated according to its terms.

On March 20, 2026, Bob Lonergan, our Chief Strategy and Transformation Officer, adopted a Plan. Mr. Lonergan’s Plan provides for the sale of up to 7,000 shares of our common stock, and terminates on the earlier of: (i)March 31, 2027, (ii) the date all shares are sold thereunder or (iii) such date that the Plan is otherwise terminated according to its terms.