X0508 4 2023-08-10 0001519449 Skyward Specialty Insurance Group, Inc. SKWD 0001976607 Kuczinski Anthony J 800 GESSNER ROAD SUITE 600 HOUSTON TX 77024 true false false false 0 Common Stock 2023-08-10 4 P 0 1000 25.0843 A 4026 D The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $25.05 to $25.099, inclusive. The reporting person undertakes to provide to Skyward Specialty Insurance Group, Inc., any security holder of Skyward Specialty Insurance Group, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth. /s/ Leslie Shaunty, Attorney-in-Fact 2023-08-14