AIZ · Assurant, Inc. · Insider Trading

Represents shares withheld to satisfy withholding obligations upon the October 1, 2026 vesting of restricted stock units.

Includes restricted stock units.

Represents shares withheld to satisfy withholding obligations upon the October 1, 2026 vesting of restricted stock units.

Includes restricted stock units.

Gift to a charitable donor-advised fund.

Includes restricted stock units.

Includes 35.055 shares acquired under the Assurant, Inc. Amended and Restated 2004 Employee Stock Purchase Plan ("ESPP") on June 30, 2026.

Includes the disposition of a 0.660 fractional share in connection with a transfer of shares between brokerage accounts.

The price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $302.0901 through $302.9001, inclusive. The Reporting Person undertakes to provide Assurant, Inc., any security holder of Assurant, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote to Form 4.

Includes restricted stock units.

Includes 35.0550 shares acquired under the Assurant, Inc. Amended and Restated 2004 Employee Stock Purchase Plan ("ESPP") on June 30, 2026.

All of the sales set forth on this Form 4 were made pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 20, 2026.

The price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $261.2400 through $264.6100, inclusive. The Reporting Person undertakes to provide Assurant, Inc., any security holder of Assurant, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote to Form 4.

Includes restricted stock units.

The price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $255.3000 through $255.9300, inclusive. The Reporting Person undertakes to provide Assurant, Inc., any security holder of Assurant, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote to Form 4.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

All of the sales set forth on this Form 4 were made pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on February 13, 2026.

The price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $251.5500 through $257.1400, inclusive. The Reporting Person undertakes to provide Assurant, Inc., any security holder of Assurant, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote to Form 4.

Includes restricted stock units.

Includes restricted stock units.

Includes restricted stock units.

Includes restricted stock units.

Includes restricted stock units.

The price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $210.4000 through $210.7000, inclusive. The Reporting Person undertakes to provide Assurant, Inc., any security holder of Assurant, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote to Form 4.

Includes restricted stock units.

Includes restricted stock units.

Includes restricted stock units.

Represents shares withheld to satisfy withholding obligations upon the March 16, 2026 vestings of PSUs and restricted stock units.

Represents shares withheld to satisfy withholding obligations upon the March 16, 2026 vesting of PSUs and restricted stock units.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

These shares are represented by restricted stock units.

Includes 42.196 shares and 42.159 shares acquired under the Assurant, Inc. Amended and Restated 2004 Employee Stock Purchase Plan ("ESPP") on June 30, 2025 and December 31, 2025.

Includes restricted stock units.

Represents shares withheld to satisfy withholding obligations upon the March 16, 2026 vesting of PSUs and restricted stock units.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

Represents shares withheld to satisfy withholding obligations upon the March 16, 2026 vesting of PSUs and restricted stock units.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

These shares are represented by restricted stock units.

Includes restricted stock units.

Represents shares withheld to satisfy withholding obligations upon the March 16, 2026 vesting of PSUs and restricted stock units.

These shares are represented by restricted stock units.

Includes 42.159 shares acquired under the Assurant, Inc. Amended and Restated 2004 Employee Stock Purchase Plan ("ESPP") on December 31, 2025.

Includes restricted stock units.

Represents shares withheld to satisfy withholding obligations upon the March 16, 2026 vesting of PSUs and restricted stock units.

These shares are represented by restricted stock units.

Includes 42.196 shares and 42.159 shares acquired under the Assurant, Inc. Amended and Restated 2004 Employee Stock Purchase Plan ("ESPP") on June 30, 2025 and December 31, 2025.

Includes restricted stock units.

Represents shares withheld to satisfy withholding obligations upon the March 16, 2026 vesting of PSUs and restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

These shares are represented by restricted stock units.

Includes restricted stock units.

Represents shares withheld to satisfy withholding obligations upon the March 16, 2026 vesting of PSUs and restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

These shares are represented by restricted stock units.

Includes restricted stock units.

Includes 42.159 shares acquired under the Assurant, Inc. Amended and Restated 2004 Employee Stock Purchase Plan ("ESPP") on December 31, 2025.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.

These shares are represented by restricted stock units.

Includes restricted stock units.

Represents the number of shares issued upon vesting of performance share units ("PSUs") based on the relative performance achieved during the 2023-2025 performance cycle.