Sec Form 3 Filing - Howie Craig @ Hamilton Insurance Group, Ltd. - 2023-11-09

FORM 3 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

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, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person Howie Craig 2. Issuer Name and Ticker or Trading Symbol Hamilton Insurance Group, Ltd. [ HG] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) _____ Director _____ 10% Owner X __ Officer (give title below) _____ Other (specify below) Group Chief Financial Officer (Last) (First) (Middle) 2275 SPYGLASS HILL 3. Date of Earliest Transaction (MM/DD/YY) 11/09/2023 (Street) CENTER VALLEY, PA18034 4. If Amendment, Date Original Filed (MM/DD/YY) 6. Individual or Joint/Group Filing (Check Applicable Line) __ X __ Form filed by One Reporting Person _____ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 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 Class B Common Shares 6,579 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 (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 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 (MM/DD/YY) 7. Title and Amount of Underlying Securities (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 of Derivative Security: 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 2022 LTIP - Restricted Stock Unit ( 1 ) ( 1 ) ( 1 ) Class B Common Shares 20,242 D 2023 LTIP - Restricted Stock Unit ( 2 ) ( 2 ) ( 2 ) Class B Common Shares 43,732 D 2022 LTIP - Performance Stock Unit ( 3 ) ( 3 ) ( 3 ) Class B Common Shares 30,364 D 2023 LTIP - Performance Stock Unit ( 4 ) ( 4 ) ( 4 ) Class B Common Shares 43,732 D

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other Howie Craig 2275 SPYGLASS HILL CENTER VALLEY, PA18034 Group Chief Financial Officer Signatures /s/ Gemma Carreiro, Attorney-in-Fact 11/09/2023 Signature of Reporting Person Date

Explanation of Responses:

( 1 )On February 11, 2022, the reporting person was granted 30,364 restricted stock unites ("RSUs") that vest one-third per year on January 1 of 2023, 2024, and 2025, respectively. Each RSU represents the right to receive one Class B common share. The number reported here reflects the RSUs outstanding subject to future vesting. ( 2 )On March 10, 2023, the reporting person was granted 43,732 RSUs that vest one-third per year on January 1 of 2024, 2025, and 2026, respectively. Each RSU represents the right to receive one Class B common share. The number reported here reflects the RSUs outstanding subject to future vesting. ( 3 )On February 11, 2022, the reporting person was granted 30,364 performance stock units ("PSUs") that are earned based on our annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. Each PSU represents the right to receive one Class B common share. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of the performance target during the performance period. This award fully vests on January 1, 2025. ( 4 )On March 10, 2023, the reporting person was granted 43,732 PSUs that are earned based on our annualized underwriting return on capital for the 3-year performance period ending on December 31, 2025. Each PSU represents the right to receive one Class B common share. The number of units subject to vest under this award can range from 0% to 200% of the amount shown based on the satisfaction of the performance target during the performance period. This award fully vests on January 1, 2026.

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).

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