Bowhead Specialty (BOW) officer surrenders shares to cover RSU tax

Rhea-AI Filing Summary

Bowhead Specialty Holdings Inc. insider David John Newman reported a routine tax-related share disposition. He surrendered 2,118 shares of common stock at $28.30 per share to the company to cover required tax withholdings upon vesting of restricted stock units, and now directly holds 295,077 shares. This amended filing corrects an inadvertent error in a prior Form 4.

Insider Trade Summary

1 transaction reported

Mixed 1 txn

Insider Newman David John

Role Chief Underwriting Officer

Type	Security	Shares	Price	Value
Tax Withholding	Common Stock	2,118	$28.30	$60K

Holdings After Transaction: Common Stock — 295,077 shares (Direct, null)

Footnotes (1)

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Key Figures

Shares surrendered for tax: 2,118 shares Implied tax price: $28.30 per share Shares held after transaction: 295,077 shares +1 more

4 metrics

Shares surrendered for tax 2,118 shares Tax-withholding disposition on RSU vesting

Implied tax price $28.30 per share Value used for surrendered shares

Shares held after transaction 295,077 shares Direct common stock ownership following disposition

Transaction date May 23, 2026 Date of tax-withholding share surrender

Key Terms

restricted stock units, tax withholdings, Form 4, tax-withholding disposition, +1 more

5 terms

restricted stock units financial

"due upon vesting of restricted stock units, correcting an inadvertent error"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

tax withholdings financial

"to pay required tax withholdings due upon vesting of restricted stock units"

Form 4 regulatory

"correcting an inadvertent error in the Form 4 filed on May 26, 2026"

Form 4 is a official document that company insiders, such as executives or major shareholders, file with regulators whenever they buy or sell company shares. It provides transparency about how those with inside knowledge are trading, helping investors see if insiders are confident in the company's prospects or may be selling for personal reasons. This information can influence investor decisions by revealing insiders' perspectives on the company's value.

tax-withholding disposition financial

"transaction_action": "tax-withholding disposition""

A tax-withholding disposition is an event or transaction—such as selling or transferring securities, exercising options, or receiving compensation—that triggers a requirement to hold back part of the payment and remit it to tax authorities. It matters to investors because it reduces the cash they receive immediately and can change the timing and amount of taxable income, like a cashier taking a portion of your sale proceeds to pay taxes before you get the rest.

Chief Underwriting Officer financial

""officer_title": "Chief Underwriting Officer""

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 NEW YORK 10018

(City) (State) (Zip)

UNITED STATES

(Country)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/23/2026

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

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

4. If Amendment, Date of Original Filed (Month/Day/Year)
05/26/2026

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	05/23/2026		F		2,118(1)	D	$28.3	295,077	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. Represents shares surrendered to the Issuer by the Reporting Person to pay required tax withholdings due upon vesting of restricted stock units, correcting an inadvertent error in the Form 4 filed on May 26, 2026.

Remarks:

	/s/ H. Matthew Crusey, as attorney-in-fact	05/27/2026
	** 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.
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.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did Bowhead Specialty (BOW) report in this Form 4/A?

Bowhead Specialty’s Chief Underwriting Officer, David John Newman, reported surrendering 2,118 common shares to the company. The shares were used to satisfy tax withholding obligations tied to restricted stock unit vesting, rather than an open-market sale to outside investors.

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

No, the transaction was not an open-market sale. The 2,118 shares were surrendered back to the issuer to pay required tax withholdings upon RSU vesting, a common administrative step that does not reflect a discretionary decision to sell shares in the open market.

How many Bowhead Specialty (BOW) shares does the insider hold after this transaction?

After surrendering 2,118 shares for tax withholding, David John Newman directly holds 295,077 Bowhead Specialty common shares. This shows he retains a sizable equity stake in the company following the routine tax-related adjustment tied to restricted stock unit vesting.

Why was this Bowhead Specialty (BOW) Form 4/A filed as an amendment?

The Form 4/A corrects an inadvertent error in a Form 4 filed on May 26, 2026. It clarifies that the 2,118 surrendered shares were used to cover tax withholdings upon RSU vesting, ensuring the public record accurately reflects the nature of the insider’s transaction.

What does a tax-withholding disposition mean for Bowhead Specialty (BOW) investors?

A tax-withholding disposition means shares were returned to the issuer to cover tax obligations on equity awards. For investors, it typically signals an administrative adjustment related to compensation, rather than a discretionary bullish or bearish trade by the insider in the open market.