X0508 4 2026-01-01 0001519449 Skyward Specialty Insurance Group, Inc. SKWD 0001937132 Kapadia Sandip A 800 GESSNER SUITE 600 HOUSTON TX 77024 false true false false Head of Actuarial 0 Common Stock 2026-01-01 4 M 0 2020 0 A 10079 D Common Stock 2026-01-01 4 F 0 741 51.11 D 9338 D 2023 LTIP - RSUs 2026-01-01 4 M 0 2020 0 D Common Stock 2020 0 D 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 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. /s/ Stacy E. Skelton, Attorney-in-Fact 2026-01-05