Bowhead Specialty (BOW) CFO uses 3,506 shares to cover tax on RSU vesting

Rhea-AI Filing Summary

Bowhead Specialty Holdings Inc. reported a routine insider tax-withholding transaction by its CFO and Treasurer, Brad Mulcahey. On May 23, 2026, he surrendered 3,506 shares of common stock at $28.30 per share to cover required tax withholdings upon vesting of restricted stock units. After this non-market disposition, he directly holds 132,821 shares of Bowhead Specialty common stock.

Insider Trade Summary

1 transaction reported

Mixed 1 txn

Insider Mulcahey Brad

Role CFO and Treasurer

Type	Security	Shares	Price	Value
Tax Withholding	Common Stock	3,506	$28.30	$99K

Holdings After Transaction: Common Stock — 132,821 shares (Direct, null)

Footnotes (1)

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Key Figures

Shares surrendered for tax: 3,506 shares Reporting price per share: $28.30 per share Shares held after transaction: 132,821 shares

3 metrics

Shares surrendered for tax 3,506 shares Common Stock, tax-withholding disposition on May 23, 2026

Reporting price per share $28.30 per share Value used for tax-withholding share surrender

Shares held after transaction 132,821 shares CFO’s direct common stock holdings following Form 4 transaction

Key Terms

restricted stock units, tax withholdings, tax-withholding disposition, Form 4

4 terms

restricted stock units financial

"due upon vesting of restricted stock units"

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"

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.

Form 4 regulatory

"INSIDER FILING DATA (Form 4)"

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.

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^*

Mulcahey Brad

(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)
	CFO and Treasurer

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)

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		3,506(1)	D	$28.3	132,821	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.

Remarks:

	/s/ H. Matthew Crusey, as attorney-in-fact	05/26/2026
	** 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 for CFO Brad Mulcahey?

Bowhead Specialty reported that CFO Brad Mulcahey surrendered 3,506 common shares to the company. This was to cover tax withholdings due when his restricted stock units vested, rather than an open-market sale of shares.

Was the Bowhead Specialty (BOW) CFO’s Form 4 transaction an open-market sale?

No, the CFO’s Form 4 did not report an open-market sale. The 3,506 shares were surrendered back to Bowhead Specialty solely to pay required tax withholdings on vested restricted stock units, a standard administrative transaction.

How many Bowhead Specialty (BOW) shares does the CFO hold after the reported Form 4?

After surrendering 3,506 shares for tax withholding, CFO Brad Mulcahey directly holds 132,821 shares of Bowhead Specialty common stock. This number reflects his remaining position immediately following the reported transaction.

What price per share was used in the Bowhead Specialty (BOW) CFO’s tax-withholding disposition?

The tax-withholding disposition used a price of $28.30 per share for the 3,506 surrendered shares. This value is used for reporting purposes on the Form 4 and does not represent an open-market trade.

Why did Bowhead Specialty (BOW) CFO surrender shares related to restricted stock units?

He surrendered shares to satisfy required tax withholdings triggered when his restricted stock units vested. Instead of paying cash to cover taxes, 3,506 shares of common stock were delivered back to Bowhead Specialty for this obligation.