STOCK TITAN

BOW Form 4: Matthew Botein sells 2,000,000 shares in offering at $30.66

Filing Impact
(Very High)
Filing Sentiment
(Very Negative)
Form Type
4

Rhea-AI Filing Summary

Matthew Botein, a director and reported 10% owner of Bowhead Specialty Holdings Inc. (BOW), sold 2,000,000 shares of the issuer's common stock at $30.66 per share in connection with an underwritten public offering on 08/08/2025. The filing reports that following the transaction the Reporting Person is associated with indirect beneficial ownership of 8,968,445 shares through GPC Partners Investments (SPV III) LP, while disclaiming beneficial ownership of those shares except to the extent of any pecuniary interest.

The footnotes disclose that Gallatin Point Capital entities manage the GPC vehicle and that a Voting Agreement links GPC Fund and American Family Mutual Insurance Company, S.I., which may be deemed a group for purposes of voting and investment decisions.

Positive

  • Underwritten offering completed at a clear per-share price of $30.66, providing transparent execution for the sold shares
  • Substantial continued interest: Reporting Person remains associated with 8,968,445 indirectly held shares via GPC Fund

Negative

  • Insider sale of 2,000,000 shares may be viewed as reducing insider-held free float or signaling liquidity preference
  • Complex ownership disclosures and disclaimers (GPC Fund, Gallatin Point, Voting Agreement with AFMIC) could complicate assessment of voting control

Insights

TL;DR: Director sold 2.0M shares at $30.66; retains material indirect stake of 8.97M shares via GPC Fund.

The sale of 2,000,000 shares at $30.66 was executed in an underwritten public offering, indicating the shares were sold into a market transaction tied to an offering rather than a private disposition. The Reporting Person still is associated with 8,968,445 indirectly held shares, which represents a substantial ownership position that could maintain alignment with other large holders. The filing is informational and does not disclose company proceeds, dilution from the offering, or changes to board composition.

TL;DR: Insider selling in offering, but disclosed group arrangements and disclaimers leave governance influence unclear.

Footnotes explicitly show governance and voting structures: Gallatin Point entities manage the GPC Fund and the Reporting Person and a co-founder jointly make voting and investment decisions for that fund, while a Voting Agreement with AFMIC may create a group. The Reporting Person's disclaimer of beneficial ownership for GPC Fund and AFMIC holdings is standard but important for clarity on actual control versus economic interest. Investors should note the documented group relationships when assessing shareholder voting blocs.

Insider Botein Matthew
Role Director, 10% Owner
Sold 2,000,000 shs ($61.32M)
Type Security Shares Price Value
Sale Common Stock 2,000,000 $30.66 $61.32M
Holdings After Transaction: Common Stock — 8,968,445 shares (Indirect, See footnotes)
Footnotes (1)
  1. The shares were sold in connection with an underwritten public offering of the Issuer's common stock at a price per share of $30.66. Shares held by GPC Partners Investments (SPV III) LP ("GPC Fund"). Gallatin Point Capital LLC ("Gallatin Point") is the manager of GPC Partners GP LLC ("GPC GP"), which is the general partner of GPC Fund. The Reporting Person and Lewis (Lee) Sachs are the Co-Founders and Managing Partners of the ultimate parent of Gallatin Point and collectively make voting and investment decisions on behalf of GPC Fund. The Reporting Person disclaims beneficial ownership of the securities reported herein except to the extent of his pecuniary interest therein, if any, and the inclusion of these securities in this report shall not be deemed an admission that the Reporting Person is a beneficial owner of the securities reported in this filing for purposes of Section 16 of the Securities Exchange Act of 1934 (the "Exchange Act"). GPC Fund and American Family Mutual Insurance Company, S.I. ("AFMIC") are parties to a Voting Agreement dated as of May 22, 2024, and each may be deemed to be members of a "group," as defined in Rule 13d-5 under the Exchange Act. The share ownership reported herein does not include any shares of the common stock owned by AFMIC, and the Reporting Person disclaims beneficial ownership of any shares of the common stock owned by AFMIC to the extent GPC Fund and AFMIC may be deemed to be members of a group.
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*
Botein Matthew

(Last) (First) (Middle)
660 STEAMBOAT ROAD

(Street)
GREENWICH CT 06830

(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)
X Director X 10% Owner
Officer (give title below) Other (specify below)
3. Date of Earliest Transaction (Month/Day/Year)
08/08/2025
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 08/08/2025 S(1) 2,000,000 D $30.66 8,968,445 I See footnotes(2)(3)
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. The shares were sold in connection with an underwritten public offering of the Issuer's common stock at a price per share of $30.66.
2. Shares held by GPC Partners Investments (SPV III) LP ("GPC Fund"). Gallatin Point Capital LLC ("Gallatin Point") is the manager of GPC Partners GP LLC ("GPC GP"), which is the general partner of GPC Fund. The Reporting Person and Lewis (Lee) Sachs are the Co-Founders and Managing Partners of the ultimate parent of Gallatin Point and collectively make voting and investment decisions on behalf of GPC Fund. The Reporting Person disclaims beneficial ownership of the securities reported herein except to the extent of his pecuniary interest therein, if any, and the inclusion of these securities in this report shall not be deemed an admission that the Reporting Person is a beneficial owner of the securities reported in this filing for purposes of Section 16 of the Securities Exchange Act of 1934 (the "Exchange Act").
3. GPC Fund and American Family Mutual Insurance Company, S.I. ("AFMIC") are parties to a Voting Agreement dated as of May 22, 2024, and each may be deemed to be members of a "group," as defined in Rule 13d-5 under the Exchange Act. The share ownership reported herein does not include any shares of the common stock owned by AFMIC, and the Reporting Person disclaims beneficial ownership of any shares of the common stock owned by AFMIC to the extent GPC Fund and AFMIC may be deemed to be members of a group.
/s/ Matthew Botein 08/08/2025
** 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 did Matthew Botein report on the Form 4 for Bowhead (BOW)?

The Form 4 discloses that Matthew Botein sold 2,000,000 shares of Bowhead common stock at $30.66 per share in connection with an underwritten public offering.

How many Bowhead shares does the reporting person still hold indirectly after the transaction?

The filing reports 8,968,445 shares as indirectly beneficially owned through GPC Partners Investments (SPV III) LP.

Was the sale part of an offering or a private transaction?

The sale was executed in connection with an underwritten public offering, as stated in the filing.

What entities govern the indirect holdings reported in the Form 4?

Footnotes state that Gallatin Point Capital LLC manages GPC Partners GP LLC, the general partner of GPC Fund, and the Reporting Person and Lewis Sachs jointly make voting and investment decisions for the ultimate parent.

Is there any voting agreement disclosed in the filing for BOW holdings?

Yes. The filing references a Voting Agreement dated May 22, 2024 between GPC Fund and American Family Mutual Insurance Company, S.I., and notes they may be deemed a group under Rule 13d-5.