Skyward Specialty (SKWD) CFO awarded 37,854 RSUs in long-term grant

Rhea-AI Filing Summary

McHarg Taryn Leonie reported acquisition or exercise transactions in this Form 4 filing.

Skyward Specialty Insurance Group, Inc. reported that executive Taryn Leonie McHarg received a grant of 37,854 Restricted Stock Units under the 2026 MIP. Each RSU represents one share of common stock upon settlement. According to the award terms, 50% of the RSUs vest on January 1, 2029 and the remaining 50% vest on January 1, 2030, contingent on continued service. The RSUs were granted at no cash cost per unit. Following this award, McHarg directly holds 7,764 shares of Skyward common stock.

Insider Trade Summary

2 transactions reported

Mixed 2 txns

Insider McHarg Taryn Leonie

Role CFO - Apollo

Type	Security	Shares	Price	Value
Grant/Award	2026 MIP - RSUs	37,854	$0.00	--
holding	Common Stock	--	--	--

Holdings After Transaction: 2026 MIP - RSUs — 37,854 shares (Direct); Common Stock — 7,764 shares (Direct)

Footnotes (1)

1. Each Restricted Stock Unit ("RSU") represents the right to receive one share of the Issuer's Common Stock upon settlement. On February 25, 2026, the Reporting Person was granted an RSU Award in the amount of 37,854 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.

Form 4 Insider Transactions: What Each Field Means →

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

OMB APPROVAL

OMB Number:			3235-0287
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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^*

McHarg Taryn Leonie

(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)	X	Other (specify below)
	CFO - Apollo		Division of Skyward Group

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								7,764	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 MIP - RSUs	(1)	02/25/2026		A		37,854		(2)	(2)	Common Stock	37,854	$0	37,854	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 37,854 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
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
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FAQ

What did the Skyward Specialty (SKWD) Form 4 disclose for Taryn McHarg?

The Form 4 shows Taryn Leonie McHarg received a grant of 37,854 Restricted Stock Units. These RSUs are part of the 2026 MIP and represent future rights to Skyward common stock, subject to vesting conditions over several years.

How many RSUs did Skyward Specialty (SKWD) grant to Taryn McHarg?

Skyward Specialty granted 37,854 Restricted Stock Units to Taryn McHarg. Each RSU represents the right to receive one share of common stock upon settlement, providing equity-based compensation aligned with long-term service and company performance incentives.

When do Taryn McHarg’s Skyward (SKWD) RSUs vest according to the filing?

The filing states that 50% of the 37,854 RSUs vest on January 1, 2029. The remaining 50% vest on January 1, 2030, conditioned on McHarg’s continuous service through the applicable vesting dates under the RSU agreement.

What does each RSU in the Skyward Specialty (SKWD) grant represent?

Each Restricted Stock Unit represents the right to receive one share of Skyward Specialty’s common stock. The shares are delivered upon settlement of vested RSUs, making this a non-cash, equity-based compensation award tied to the company’s stock.

Did Taryn McHarg buy or sell Skyward Specialty (SKWD) shares in this Form 4?

The Form 4 reports an acquisition via a grant of 37,854 RSUs, not an open-market stock purchase or sale. It reflects equity compensation awarded at a reported price of zero dollars per unit, rather than a cash transaction in the market.

How many Skyward Specialty (SKWD) common shares does Taryn McHarg hold after the grant?

After the reported transactions, Taryn McHarg directly holds 7,764 shares of Skyward Specialty common stock. This figure reflects her direct ownership position disclosed as of the transaction date in the Form 4 filing.