X0508 4 2026-02-25 0001519449 Skyward Specialty Insurance Group, Inc. SKWD 0002102458 Slaughter James Richard 800 GESSNER SUITE 600 HOUSTON TX 77024 false true false true CUO - Apollo Division of Skyward Group 0 Common Stock 55475 D Common Stock 12724 I Hillside Family Trust 2025 2026 MIP - RSUs 2026-02-25 4 A 0 108154 0 A Common Stock 108154 108154 D The Reporting Person is Trustee of the entity. 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 108,154 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