Bowhead CAO logs RSU grant and tax share surrender

Bowhead Specialty Holdings Inc. Chief Accounting Officer Shirley Shek Li Yap reported two stock-based compensation entries involving the company’s common stock.

Rhea-AI Filing Summary

Bowhead Specialty Holdings Inc. Chief Accounting Officer Shirley Shek Li Yap reported two stock-based compensation entries involving the company’s common stock. On February 19, 2026, she acquired 9,826 shares through a grant of restricted stock units at a stated price of $0.0000 per share, as noted in a footnote explaining it reflects an RSU grant. On February 20, 2026, she disposed of 524 shares at $24.90 per share to satisfy required tax withholdings upon vesting of restricted stock units, with a footnote clarifying these shares were surrendered to the issuer for tax purposes rather than sold in the open market.

Insider Trade Summary

2 transactions reported

Mixed 2 txns

Insider Yap Shirley Shek Li

Role Chief Accounting Officer

Type	Security	Shares	Price	Value
Exercise Price or Tax Liability	Common Stock	524	$24.90	$13K
Grant/Award	Common Stock	9,826	$0.00	$0.00

Holdings After Transaction: Common Stock — 83,558 shares (Direct)

Footnotes (2)

1. F1. Reflects a grant of restricted stock units.
2. F2. Represents shares surrendered to the Issuer by the Reporting Person to pay required tax withholdings due upon vesting of restricted stock units.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transactions did Bowhead Specialty (BOW) report for Shirley Shek Li Yap?

Bowhead Specialty reported that Chief Accounting Officer Shirley Shek Li Yap received a grant of 9,826 restricted stock units and surrendered 524 common shares to the company to cover tax withholdings upon RSU vesting, according to a Form 4 insider filing.

Was the Bowhead Specialty (BOW) insider transaction an open-market sale?

The filing indicates it was not an open-market sale. The 524 shares were surrendered to Bowhead Specialty to pay required tax withholdings triggered by vesting of restricted stock units, rather than sold on the open market to outside buyers.

How many Bowhead Specialty (BOW) shares were granted to the Chief Accounting Officer?

The Chief Accounting Officer was granted 9,826 shares of Bowhead Specialty common stock in the form of restricted stock units. The Form 4 describes this as a grant or award acquisition with a stated price of $0.0000 per share.

What price was used for the Bowhead Specialty (BOW) tax-withholding share surrender?

The tax-withholding share surrender used a price of $24.90 per share for 524 shares. These shares were returned to Bowhead Specialty to satisfy tax obligations arising when previously granted restricted stock units vested.

What is Shirley Shek Li Yap’s role at Bowhead Specialty (BOW) in this Form 4?

In this Form 4, Shirley Shek Li Yap is identified as an officer of Bowhead Specialty, serving as Chief Accounting Officer. The reported transactions reflect stock-based compensation activity and related tax-withholding share surrenders tied to that role.

How did the Bowhead Specialty (BOW) Form 4 classify the insider transactions?

The Form 4 classified the 9,826-share entry as an acquisition from a grant or award, and the 524-share entry as a disposition for tax-withholding purposes, described as payment of tax liability by delivering securities back to the issuer.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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Accepted by SEC EDGAR 02/23/2026 - 04:13 PM Learn about SEC filing dates

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
Estimated average burden
hours per response:			0.5

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^*

Yap Shirley Shek Li

(Last) (First) (Middle)

C/O BOWHEAD SPECIALTY HOLDINGS INC.

452 FIFTH AVENUE

(Street)

NEW YORK NY 10018

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Bowhead Specialty Holdings Inc. [ BOW ]

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

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Accounting Officer

3. Date of Earliest Transaction (Month/Day/Year)
02/19/2026

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	02/19/2026		A		9,826(1)	A	$0	84,082	D
Common Stock	02/20/2026		F		524(2)	D	$24.9	83,558	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

Explanation of Responses:

1. Reflects a grant of restricted stock units.

2. Represents shares surrendered to the Issuer by the Reporting Person to pay required tax withholdings due upon vesting of restricted stock units.

Remarks:

	/s/ H. Matthew Crusey, as attorney-in-fact	02/23/2026
	** 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).
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