Equity awards granted to Skyward Specialty (SKWD) Chief Legal Officer

Rhea-AI Filing Summary

RYAN PATRICIA A. reported acquisition or exercise transactions in this Form 4 filing.

Skyward Specialty Insurance Group granted equity awards to its Chief Legal Officer, Patricia A. Ryan. She received an award of 1,442 restricted stock units (RSUs) under the 2026 LTIP that will fully vest on January 1, 2029, assuming continued service.

Ryan was also granted two separate awards of 1,442 performance stock units (PSUs) each. Every PSU equals one share of common stock, and the number that ultimately vests can range from 0% to 200% of the granted amount, based on performance targets through December 31, 2028.

In addition, she received 10,815 RSUs under the 2026 Bright Future program. Half of these RSUs are scheduled to vest on January 1, 2029, and the remaining half on January 1, 2030, contingent on the terms of the RSU agreement and her continued service.

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^*

RYAN PATRICIA A.

(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)
	Chief Legal 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

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	(1)	02/25/2026		A		1,442		(2)	(2)	Common Stock	1,442	$0	1,442	D
2026 LTIP - PSUs	(3)	02/25/2026		A		1,442		(3)	(3)	Common Stock	1,442	$0	1,442	D
2026 LTIP - PSUs	(4)	02/25/2026		A		1,442		(4)	(4)	Common Stock	1,442	$0	1,442	D
2026 Bright Future - RSUs	(1)	02/25/2026		A		10,815		(5)	(5)	Common Stock	10,815	$0	10,815	D

Explanation of Responses:

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

2. On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 1,442 RSUs. Subject to the Reporting Person's continuous service through the vesting date, 100% of the RSUs shall vest on January 1, 2029.

3. On February 25, 2026, the Reporting Person was granted 1,442 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.

4. On February 25, 2026, the Reporting Person was granted 1,442 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 an RSU Award in the amount of 10,815 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 Skyward Specialty (SKWD) grant to its Chief Legal Officer?

Skyward Specialty granted Patricia A. Ryan RSUs and PSUs. She received 1,442 RSUs and two PSU awards of 1,442 units each, plus 10,815 RSUs under the 2026 Bright Future program, all subject to future vesting conditions.

How many restricted stock units did Patricia Ryan receive from Skyward Specialty (SKWD)?

Patricia Ryan received two RSU awards totaling 12,257 units. One 2026 LTIP grant covers 1,442 RSUs vesting in 2029, and a 2026 Bright Future grant covers 10,815 RSUs vesting 50% in 2029 and 50% in 2030.

When do Patricia Ryan’s RSU awards from Skyward Specialty (SKWD) vest?

Her 1,442 2026 LTIP RSUs vest fully on January 1, 2029. The 10,815 Bright Future RSUs vest in two tranches: 50% on January 1, 2029 and the remaining 50% on January 1, 2030, assuming continuous service.

What are the terms of Patricia Ryan’s performance stock units at Skyward Specialty (SKWD)?

She received two PSU grants of 1,442 units each, with each PSU equal to one share. The number that actually vests can range from 0% to 200% of each grant, based on performance targets through December 31, 2028.

Are Patricia Ryan’s equity grants from Skyward Specialty (SKWD) tied to performance?

Part of her awards are performance-based. Two separate grants of 1,442 PSUs each can vest between 0% and 200% of the granted units, depending on performance condition targets measured through December 31, 2028.

Does Patricia Ryan pay for the RSUs and PSUs granted by Skyward Specialty (SKWD)?

No purchase price is shown for these grants; they are described as awards. Each RSU or PSU represents the right to receive one share of common stock upon settlement, subject to vesting and service or performance conditions.