X0508 4 2026-02-25 0001519449 Skyward Specialty Insurance Group, Inc. SKWD 0001883071 RYAN PATRICIA A. 800 GESSNER ROAD SUITE 600 HOUSTON TX 77024 false true false false Chief Legal Officer 0 2026 LTIP - RSUs 2026-02-25 4 A 0 1442 0 A Common Stock 1442 1442 D 2026 LTIP - PSUs 2026-02-25 4 A 0 1442 0 A Common Stock 1442 1442 D 2026 LTIP - PSUs 2026-02-25 4 A 0 1442 0 A Common Stock 1442 1442 D 2026 Bright Future - RSUs 2026-02-25 4 A 0 10815 0 A Common Stock 10815 10815 D 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 1,442 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 1,442 Performance Stock Units ("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 1,442 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 10,815 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