X0508 4 2026-01-01 0001519449 Skyward Specialty Insurance Group, Inc. SKWD 0002101244 Ibeson David Christopher Ben 800 GESSNER ROAD SUITE 600 HOUSTON TX 77024 false true false true CEO - Apollo Division of Skyward Group 0 Common Stock 2026-01-01 4 A 0 266867 50 A 266867 D Common Stock 2026-01-01 4 A 0 79708 50 A 79708 I The Ibeson Family Trust On January 1, 2026, the Issuer completed the acquisition of the entire issued share capital of Apollo Group Holdings Limited ("Apollo"). Pursuant to the terms of the Apollo Share Purchase Agreements, the consideration for the acquisition of Apollo was satisfied by the issuance of shares of Common Stock by the Issuer to the "Minority Sellers" and together with the "Majority Sellers", the "Sellers" with the remainder paid by the Issuer to the Sellers in cash The Reporting Person was a Seller in the transaction and as such acquired 266,867 shares of Common Stock of the Issuer at a purchase price of $50.00 per share, in conjunction with the completion of the transaction The Reporting Person is Trustee of Seller in the transaction and as such acquired 79,708 shares of Common Stock of the Issuer at a purchase price of $50.00 per share, in conjunction with the completion of the transaction. The Reporting Person is Trustee of the entity. /s/ Patricia Ryan, Attorney-in-Fact 2026-01-05