James Richard Slaughter - 25 Feb 2026 Form 4 Insider Report for Skyward Specialty Insurance Group, Inc. (SKWD)

Role: CUO - Apollo, Division of Skyward Group
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, 16:05:33 UTC
Previous filing: 05 Jan 2026
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Slaughter James Richard	CUO - Apollo, Division of Skyward Group	800 GESSNER, SUITE 600, HOUSTON	/s/ Stacy E. Skelton, Attorney-in-Fact	27 Feb 2026	0002102458

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
holding	SKWD	Common Stock						55,475	25 Feb 2026	Direct
holding	SKWD	Common Stock						12,724	25 Feb 2026	Hillside Family Trust 2025	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 MIP - RSUs	Award	$0	+108,154		$0.000000	108,154	25 Feb 2026	Common Stock	108,154		Direct	F2, F3

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

Explanation of Responses:

Id	Content
F1	The Reporting Person is Trustee of the entity.
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 108,154 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.