X0508 4 2026-02-25 0001519449 Skyward Specialty Insurance Group, Inc. SKWD 0001937549 Bodnar Dan PK 800 GESSNER SUITE 600 HOUSTON TX 77024 false true false false Chief Information Officer 0 Common Stock 2026-02-25 4 M 0 2343 0 A 27341 D Common Stock 2026-02-26 4 F 0 876 45.89 D 26465 D 2023 LTIP - PSUs 2026-02-25 4 M 0 2020 0 D Common Stock 2020 0 D 2026 LTIP - RSUs 2026-02-25 4 A 0 1261 0 A Common Stock 1261 1261 D 2026 LTIP - PSUs 2026-02-25 4 A 0 1261 0 A Common Stock 1261 1261 D 2026 Bright Future - RSUs 2026-02-25 4 A 0 4326 0 A Common Stock 4326 4326 D Represents the number of shares that were acquired by the Reporting Person in connection with the settlement of the Performance Share Units ("PSUs") listed in Line I of 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 PSUs listed in Line I of Table II. The disposition is mandated by the Issuer and does not represent a discretionary transaction by the Reporting Person. Each PSU represents the right to receive one share of the Issuer's Common Stock upon settlement. On February 27, 2023, the Reporting Person was awarded 2,020 PSUs. The PSUs are subject to obtaining specified performance criteria from January 1, 2023 through December 31, 2025. The number of PSUs subject to vest under this award can range from 0% to 150% of the amount shown. This award fully vested on December 31, 2025 and settled upon certification by the Compensation Committee of the Board of Directors. Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement. On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,261 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029. On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028. On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 RSUs. Subject to the terms of the RSU Agreement and the Reporting Person's continuous service through the vesting dates, 50% of the RSUs shall vest on January 1, 2029 and the remaining 50% of the RSUs will vest on January 1, 2030. /s/ Stacy E. Skelton, Attorney-in-Fact 2026-02-27