144 0001937132 XXXXXXXX LIVE 0001519449 Skyward Specialty Insurance Inc 001-41591 800 Gessner Road Suite 600 Houston TX 77024 346-584-5837 Sandip Kapadia Officer Common Stock Merrill Lynch

800 Capitol Street Suite 1900 Houston TX 77002

5030 251402.03 40487365 12/18/2025 NYSE Common Stock 11/30/2025 Stock Grant Skyward Specialty Insurance Group Inc. N 530 11/30/2025 Compensatory Payment Common Stock 01/01/2024 Stock Grant Skyward Specialty Insurance Group Inc. N 3968 01/01/2024 Compensatory Payment Common Stock 01/01/2024 Stock Grant Skyward Specialty Insurance Group Inc. N 532 01/01/2024 Compensatory Payment N Merrill Lynch

800 Capitol Street Suite 1900 Houston TX 77002

Common Stock 12/12/2025 2686 134269.67 12/18/2025 09/08/2025 Sandip Kapadia