Transaction Details

Footnotes

Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Restricted Stock Units ("RSUs") listed in Table II. | The number of securities reported reflects the June 1, 2025 acquisition of 152 shares and the December 1, 2025 acquisition of 168 shares of the Company's Common Stock pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Employee Stock Purchase Plan ("ESPP") for the ESPP purchase periods of December 1, 2024 through May 31, 2025, and June 1, 2025 through November 30, 2025, respectively. | The disposition reported on this Form 4 represents shares withheld to cover tax withholding obligations in connection with the vesting and settlement of the RSUs listed in Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person. | The number of shares withheld by the Issuer for the Reporting Owner was calculated using the closing price of the Issuer's Common Stock for the trading day immediately preceding the vesting date, December 31, 2025, pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Long Term Incentive Plan. | Each RSU represents the right to receive one share of the Issuer's Common Stock upon settlement. | On February 27, 2023, the Reporting Person was granted an RSU Award in the amount of 2,020 RSUs. Subject to the terms of the RSU Agreement, this award fully vested on January 1, 2026.