Shakoor Khan - 25 Feb 2026 Form 4 Insider Report for Skyward Specialty Insurance Group, Inc. (SKWD)

Role: Corp. Dev. Officer
Signature: /s/ Stacy E. Skelton, Attorney-in-Fact
Issuer symbol: SKWD
Transactions as of: 25 Feb 2026
Net transactions value: $0
Form type: 4
Filing time: 27 Feb 2026, 16:05:28 UTC
Previous filing: 27 Feb 2025
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Khan Shakoor	Corp. Dev. Officer	800 GESSNER ROAD, SUITE 600, HOUSTON	/s/ Stacy E. Skelton, Attorney-in-Fact	27 Feb 2026	0002033298

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
holding	SKWD	Common Stock						694	25 Feb 2026	Direct	F1

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	SKWD	2026 LTIP - RSUs	Award	$0	+1,261		$0.000000	1,261	25 Feb 2026	Common Stock	1,261		Direct	F2, F3
transaction	SKWD	2026 LTIP - PSUs	Award	$0	+1,261		$0.000000	1,261	25 Feb 2026	Common Stock	1,261		Direct	F4
transaction	SKWD	2026 LTIP - PSUs	Award	$0	+1,261		$0.000000	1,261	25 Feb 2026	Common Stock	1,261		Direct	F5
transaction	SKWD	2026 Bright Future - RSUs	Award	$0	+4,326		$0.000000	4,326	25 Feb 2026	Common Stock	4,326		Direct	F2, F6

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	The number of securities reported reflects the June 1, 2025 acquisition of 134 shares and the December 1, 2025 acquisition of 156 shares of the Company's Common Stock pursuant to the Skyward Specialty Insurance Group, Inc. 2022 Employee Stock Purchase Plan ("ESPP") for the ESPP purchase periods of December 1, 2024 through May 31, 2025, and June 1, 2025 through November 30, 2025, respectively.
F2	Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.
F3	On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,261 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029.
F4	On February 25, 2026, the Reporting Person was granted 1,261 Performance Stock Units ("PSUs"). Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028.
F5	On February 25, 2026, the Reporting Person was granted 1,261 PSUs. Each PSU is equivalent to one share of the Issuer's Common Stock. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of performance condition targets during the requisite service period. This award fully vests on December 31, 2028.
F6	On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 4,326 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.