Skyward Specialty (SKWD) officer receives multiple RSU and PSU grants

Rhea-AI Filing Summary

Khan Shakoor reported acquisition or exercise transactions in this Form 4 filing.

Skyward Specialty Insurance Group, Inc. reported that Corporate Development Officer Shakoor Khan received multiple equity awards on February 25, 2026. He was granted 1,261 Restricted Stock Units (RSUs) under the 2026 LTIP that vest 100% on January 1, 2029, plus 4,326 RSUs under the 2026 Bright Future program, vesting 50% on January 1, 2029 and 50% on January 1, 2030, subject to continued service. He also received two separate Performance Stock Unit (PSU) awards of 1,261 units each, which can vest from 0% to 200% of the stated amount based on performance conditions and fully vest on December 31, 2028. Each RSU or PSU represents the right to receive one share of common stock upon settlement, and his directly held common stock position reflects prior purchases through the company’s Employee Stock Purchase Plan.

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Khan Shakoor

(Last) (First) (Middle)

800 GESSNER ROAD, SUITE 600

(Street)

HOUSTON TX 77024

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Skyward Specialty Insurance Group, Inc. [ SKWD ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Corp. Dev. Officer

3. Date of Earliest Transaction (Month/Day/Year)
02/25/2026

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock								694(1)	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
2026 LTIP - RSUs	(2)	02/25/2026		A		1,261		(3)	(3)	Common Stock	1,261	$0	1,261	D
2026 LTIP - PSUs	(4)	02/25/2026		A		1,261		(4)	(4)	Common Stock	1,261	$0	1,261	D
2026 LTIP - PSUs	(5)	02/25/2026		A		1,261		(5)	(5)	Common Stock	1,261	$0	1,261	D
2026 Bright Future - RSUs	(2)	02/25/2026		A		4,326		(6)	(6)	Common Stock	4,326	$0	4,326	D

Explanation of Responses:

1. 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.

2. Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement.

3. 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.

4. 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.

5. 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.

6. 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.

	/s/ Stacy E. Skelton, Attorney-in-Fact	02/27/2026
	** Signature of Reporting Person	Date
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FAQ

What equity awards did Shakoor Khan receive from Skyward Specialty Insurance Group (SKWD)?

Shakoor Khan received several equity grants on February 25, 2026: 1,261 RSUs under the 2026 LTIP, 4,326 RSUs under the 2026 Bright Future program, and two PSU awards of 1,261 units each, all tied to Skyward Specialty common stock.

How do the RSU awards for SKWD’s Shakoor Khan vest over time?

The 1,261 LTIP RSUs vest 100% on January 1, 2029, assuming continuous service. The 4,326 Bright Future RSUs vest in two equal installments: 50% on January 1, 2029 and the remaining 50% on January 1, 2030, subject to the RSU agreement terms.

What are the performance conditions for Shakoor Khan’s PSUs at Skyward Specialty (SKWD)?

Khan received two PSU awards of 1,261 units each. Each PSU equals one share of common stock, and the number of units that ultimately vest can range from 0% to 200% of 1,261, depending on achievement of performance targets, with full vesting on December 31, 2028.

When do Shakoor Khan’s PSU awards in SKWD fully vest?

Both PSU awards granted to Shakoor Khan on February 25, 2026 fully vest on December 31, 2028. The actual number of shares delivered will depend on performance condition outcomes measured over the applicable service period leading up to that date.

What does each RSU and PSU granted to SKWD’s Shakoor Khan represent?

Each Restricted Stock Unit and Performance Stock Unit represents the right to receive one share of Skyward Specialty’s common stock upon settlement. For PSUs, the final number of shares depends on achieving specified performance targets, while RSUs depend primarily on continued service and time-based vesting.

How were Shakoor Khan’s SKWD common stock holdings affected by the ESPP?

A footnote explains that his reported common stock holdings include 134 shares acquired on June 1, 2025 and 156 shares acquired on December 1, 2025 through the 2022 Employee Stock Purchase Plan, covering purchase periods ending May 31, 2025 and November 30, 2025.