Transaction Details

Footnotes

Sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 12, 2025. | Prices reported in Column 4 are weighted average prices. Shares were sold in multiple transactions at prices ranging from $58.34-$59.23, inclusive (weighted average of $58.76210199). Reporting Person undertakes to provide to Issuer or staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within ranges set forth herein. | The number of securities reported reflects the June 6, 2025 acquisition of 231 shares of the Issuer's Common Stock pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Employee Stock Purchase Plan ("ESPP") for the ESPP purchase period of December 1, 2024 through May 31, 2025. | Prices reported in Column 4 are weighted average prices. Shares were sold in multiple transactions at prices ranging from $58.98-$59.42, inclusive (weighted average of $59.06773394). Reporting Person undertakes to provide to Issuer or staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within ranges set forth herein.