Executive stock grant at Bowhead Specialty (NYSE: BOW) with tax share surrender

Rhea-AI Filing Summary

Bowhead Specialty Holdings Inc. Chief Underwriting Officer David John Newman reported two equity-related transactions in common stock. On February 19, 2026, he acquired 23,488 shares at a stated price of $0.00 per share as a grant of restricted stock units. On February 20, 2026, he disposed of 1,443 shares at $24.90 per share, surrendering them back to the company to cover required tax withholdings upon vesting. After these transactions, he directly held just under 300,000 shares.

Insider Trade Summary

2 transactions reported

Mixed 2 txns

Insider Newman David John

Role Chief Underwriting Officer

Type	Security	Shares	Price	Value
Tax Withholding	Common Stock	1,443	$24.90	$36K
Grant/Award	Common Stock	23,488	$0.00	--

Holdings After Transaction: Common Stock — 297,195 shares (Direct)

Footnotes (1)

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

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
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^*

Newman David John

(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 Underwriting 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		23,488(1)	A	$0	298,638	D
Common Stock	02/20/2026		F		1,443(2)	D	$24.9	297,195	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).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What insider transactions did Bowhead Specialty (BOW) report for David John Newman?

David John Newman reported an RSU grant and a tax share surrender. He received 23,488 common shares as a restricted stock unit grant and then surrendered 1,443 shares back to the company to satisfy tax withholdings upon vesting.

How many Bowhead Specialty (BOW) shares were granted to David John Newman?

Newman was granted 23,488 shares of common stock. The filing describes this as a grant of restricted stock units, recorded at a price of $0.00 per share, reflecting an equity award rather than an open-market purchase.

Why did David John Newman surrender 1,443 Bowhead Specialty (BOW) shares?

He surrendered 1,443 shares to cover tax withholdings. The filing states these shares were returned to Bowhead Specialty to pay required tax obligations that arose when previously granted restricted stock units vested.

Were David John Newman’s Bowhead Specialty (BOW) transactions open-market buys or sells?

The transactions were equity award-related, not open-market trades. One entry reflects a grant of restricted stock units, while the other is a disposition of shares back to the issuer solely to satisfy tax withholding obligations on that vesting.

What does Bowhead Specialty (BOW) disclose about David John Newman’s ownership after these transactions?

The filing shows Newman holding just under 300,000 shares directly. After the grant and the tax-withholding surrender, the reported direct ownership stood at slightly below 300,000 common shares of Bowhead Specialty Holdings Inc.