HG

SEC source: 0001593275-25-000082 · wk-form4_1741137682.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 84,565

F1 · shares: Represents shares withheld to satisfy tax obligations arising out of the vesting of the reporting person's restricted stock units.

F2 · price: Represents the value of the shares used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001593275-25-000068 · wk-form4_1741130391.xml · nonDerivative · entry 1

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 214,923

F1 · shares: Represents shares withheld to satisfy tax obligations arising out of the vesting of the reporting person's restricted stock units.

F2 · price: Represents the value of the shares used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001593275-25-000115 · wk-form4a_1743026227.xml · nonDerivative · entry 1

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 48,443

F1 · shares: On March 4, 2025, the reporting person filed a Form 4 which incorrectly stated the amount of shares withheld for tax purposes as well as an overstatement of restricted stock units granted. This amendment on Form 4/A is being filed to correct these errors. The amount reflected in Column 4 represents the corrected amount of shares that were withheld to account for these tax obligations, which was not accounted for in such previous report.

F2 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations

F3 · balance_after: Includes common shares and restricted stock units as of the filing date of this amendment.

SEC source: 0001593275-25-000112 · wk-form4a_1743026192.xml · nonDerivative · entry 1

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 80,766

F1 · shares: On March 4, 2025, the reporting person filed a Form 4 which incorrectly stated the amount of shares withheld for tax purposes. This amendment on Form 4/A is being filed to correct this error. The amount reflected in Column 4 represents the correct amount of shares that were withheld to account for these tax obligations.

F2 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

F3 · balance_after: Includes common shares and restricted stock units as of the filing date of this amendment.

SEC source: 0001593275-25-000113 · wk-form4a_1743026204.xml · nonDerivative · entry 2

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,122,543

F3 · shares: The amount reflected in Column 4 represents the corrected amount of shares that were withheld to account for tax obligations.

F2 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

F4 · balance_after: Includes common shares and restricted stock units as of the filing date of this amendment.

SEC source: 0001593275-25-000048 · wk-form4_1740793696.xml · nonDerivative · entry 1

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 49,901

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 11,407 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 11,407 newly awarded and unvested RSUs, 26,606 unvested RSUs previously reported in Table I and Table II and 11,888 Common Shares.

SEC source: 0001593275-25-000046 · wk-form4_1740793383.xml · nonDerivative · entry 1

Bernhard Keith Donald · CIK 0001999608 · Group Chief Audit Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 115,893

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 7,877 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 7,877 newly awarded and unvested RSUs, 19,018 unvested RSUs previously reported in Table I and Table II and 88,998 Common Shares.

SEC source: 0001593275-25-000056 · wk-form4_1740795770.xml · nonDerivative · entry 3

Fisher Daniel Mark · CIK 0001999653 · Group Head of HR & Comm.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 95,237

F3 · shares: Represents shares retained by the issuer to satisfy tax withholding obligations upon vesting of PSUs.

F4 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000056 · wk-form4_1740795770.xml · nonDerivative · entry 2

Fisher Daniel Mark · CIK 0001999653 · Group Head of HR & Comm.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 98,989

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000056 · wk-form4_1740795770.xml · nonDerivative · entry 1

Fisher Daniel Mark · CIK 0001999653 · Group Head of HR & Comm.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 87,303

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 8,500 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 8,500 unvested and newly awarded RSUs, 42,972 unvested RSUs previously reported in Table I and Table II and 35,831 Common Shares.

SEC source: 0001593275-25-000042 · wk-form4_1740792389.xml · nonDerivative · entry 1

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 81,930

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 11,896 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 11,896 newly awarded and unvested RSUs, 44,942 unvested RSUs previously reported in Table I and Table II and 25,092 Common Shares.

SEC source: 0001593275-25-000058 · wk-form4_1740796188.xml · nonDerivative · entry 3

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 827,299

F3 · shares: Represents shares retained by the issuer to satisfy tax withholding obligations upon vesting of PSUs.

F4 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000058 · wk-form4_1740796188.xml · nonDerivative · entry 2

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 872,115

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000058 · wk-form4_1740796188.xml · nonDerivative · entry 1

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 743,694

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 105,921 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 105,921 newly awarded and unvested RSUs, 314,323 unvested RSUs previously reported in Table I and Table II and 323,450 Common Shares.

SEC source: 0001593275-25-000050 · wk-form4_1740794384.xml · nonDerivative · entry 2

Carreiro Gemma Elizabeth · CIK 0001999708 · Group General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 151,407

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000050 · wk-form4_1740794384.xml · nonDerivative · entry 1

Carreiro Gemma Elizabeth · CIK 0001999708 · Group General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 138,615

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 14,015 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 14,015 newly awarded and unvested RSUs, 47,005 unvested RSUs previously reported in Table I and Table II and 77,595 Common Shares.

SEC source: 0001593275-25-000044 · wk-form4_1740792748.xml · nonDerivative · entry 1

Deegan Brian John · CIK 0001999604 · Group Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 68,807

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 13,689 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 13,689 newly awarded and unvested RSUs, 41,848 unvested RSUs previously reported in Table I and Table II and 13,270 Common Shares.

SEC source: 0001593275-25-000062 · wk-form4_1740797207.xml · nonDerivative · entry 2

Thomas Megan Jane · CIK 0001999553 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 282,930

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000062 · wk-form4_1740797207.xml · nonDerivative · entry 1

Thomas Megan Jane · CIK 0001999553 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 248,355

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 29,319 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 29,319 newly awarded and unvested RSUs, 76,437 unvested RSUs previously reported in Table I and Table II and 142,599 Common Shares.

SEC source: 0001593275-25-000060 · wk-form4_1740796718.xml · nonDerivative · entry 3

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 247,495

F3 · shares: Represents shares retained by the issuer to satisfy tax withholding obligations upon vesting of PSUs.

F4 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000060 · wk-form4_1740796718.xml · nonDerivative · entry 2

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 260,823

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000060 · wk-form4_1740796718.xml · nonDerivative · entry 1

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 216,370

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 41,717 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 41,717 newly awarded and unvested RSUs, 112,686 unvested RSUs previously reported in Table I and Table II and 61,967 Common Shares.

SEC source: 0001593275-25-000054 · wk-form4_1740795287.xml · nonDerivative · entry 3

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 218,879

F3 · shares: Represents shares retained by the issuer to satisfy tax withholding obligations upon the vesting of PSUs.

F4 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000054 · wk-form4_1740795287.xml · nonDerivative · entry 2

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 226,383

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000054 · wk-form4_1740795287.xml · nonDerivative · entry 1

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 203,010

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 22,478 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 22,478 newly awarded and unvested RSUs, 65,739 unvested RSUs previously reported in Table I and Table II and 114,793 Common Shares.

SEC source: 0001593275-25-000040 · wk-form4_1740791921.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 128,338

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 13,600 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 13,600 newly awarded and unvested RSUs, 49,644 RSUs unvested and previously reported in Table I and Table II and 65,094 Common Shares.

SEC source: 0001593275-25-000052 · wk-form4_1740794841.xml · nonDerivative · entry 3

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 76,395

F3 · shares: Represents shares retained by the issuer to satisfy tax withholding obligations upon vesting of PSUs.

F4 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000052 · wk-form4_1740794841.xml · nonDerivative · entry 2

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 78,589

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000052 · wk-form4_1740794841.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 67,921

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 7,320 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. The total reported in Column 5 includes the 7,320 newly awarded and unvested RSUs, 37,501 unvested RSUs previously reported in Table I and Table II and 23,100 Common Shares.

SEC source: 0001593275-25-000072 · wk-form4a_1741135283.xml · nonDerivative · entry 1

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 54,638

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 11,407 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the number of RSUs and common shares owned. This amendment on Form 4/A is being filed to correct the total number of shares reported in Column 5. The corrected total reported in Column 5 includes the 11,407 newly awarded and unvested RSUs, 26,606 unvested RSUs previously reported in Table I and Table II and 16,625 Common Shares.

SEC source: 0001593275-25-000076 · wk-form4a_1741135893.xml · nonDerivative · entry 3

Fisher Daniel Mark · CIK 0001999653 · Group Head of HR & Comm.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 105,690

F3 · shares: Represents shares withheld to satisfy tax obligations arising out of the vesting of the Reporting Person's PSUs.

F4 · price: Represents the value of the shares used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000076 · wk-form4a_1741135893.xml · nonDerivative · entry 2

Fisher Daniel Mark · CIK 0001999653 · Group Head of HR & Comm.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 109,442

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the Reporting Person under the terms of the HG Equity Incentive Plan. The Reporting Person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000076 · wk-form4a_1741135893.xml · nonDerivative · entry 1

Fisher Daniel Mark · CIK 0001999653 · Group Head of HR & Comm.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 97,756

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 8,500 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the number of RSUs and common shares owned. On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the number of RSUs and common shares owned. The corrected total reported in Column 5 includes the 8,500 newly awarded and unvested RSUs, 42,972 unvested RSUs previously reported in Table I and Table II and 46,284 Common Shares.

SEC source: 0001593275-25-000070 · wk-form4a_1741134774.xml · nonDerivative · entry 3

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,142,418

F3 · shares: On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the number of shares withheld to satisfy tax obligations arising out of the vesting of the reporting person's PSUs. This amount reflects the corrected number of shares withheld.

F4 · price: Represents the value of the shares used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000070 · wk-form4a_1741134774.xml · nonDerivative · entry 2

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,208,620

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on HG's annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024 was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000070 · wk-form4a_1741134774.xml · nonDerivative · entry 1

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,080,199

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 105,921 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the number of RSUs and common shares owned. This amendment on Form 4/A is being filed to correct the total number of shares reported in Column 5. The corrected total reported in Column 5 includes the 105,921 newly awarded and unvested RSUs, 430,990 unvested RSUs previously reported in Table I and Table II and 543,288 Common Shares.

SEC source: 0001593275-25-000074 · wk-form4a_1741135628.xml · nonDerivative · entry 3

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 85,447

F3 · shares: Represents shares withheld to satisfy tax obligations arising out of the vesting of the Reporting Person's PSUs.

F4 · price: Represents the value of the shares used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000074 · wk-form4a_1741135628.xml · nonDerivative · entry 2

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 87,641

F2 · shares: Represents shares acquired upon the certification by HG for the satisfaction of performance criteria underlying an award of performance stock units ("PSUs") previously granted to the reporting person under the terms of the HG Equity Incentive Plan. The reporting person's PSUs are earned based on the HG annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2024, was 6.1%, resulting in a performance payout at 146.4% of target.

SEC source: 0001593275-25-000074 · wk-form4a_1741135628.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 76,973

F1 · balance_after: The reported transaction involved the reporting person's receipt of a grant of 7,320 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting. On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the number of RSUs and common shares owned. This amendment on Form 4/A is being filed to correct the total number of shares reported in Column 5. The corrected total reported in Column 5 includes the 7,320 newly awarded and unvested RSUs, 37,501 unvested RSUs previously reported in Table I and Table II and 32,152 Common Shares.

SEC source: 0001593275-25-000117 · wk-form4a_1743026249.xml · nonDerivative · entry 1

Fisher Daniel Mark · CIK 0001999653 · Group Head of HR & Comm.

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 103,948

F1 · shares: On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the amount of shares withheld for tax purposes. This amendment on Form 4/A is being filed to correct this error. The amount reflected in Column 4 represents the additional shares that were withheld to account for these tax obligations, which were not accounted for in such previous report.

F2 · price: Represents the value of the shares used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

F3 · balance_after: Includes common shares and restricted stock units as of the filing date of this amendment.

SEC source: 0001593275-25-000113 · wk-form4a_1743026204.xml · nonDerivative · entry 1

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,121,825

F1 · shares: On each of February 28, 2025 and March 3, 2025, the reporting person filed a Form 4 which incorrectly stated the amount of shares withheld for tax purposes. This amendment on Form 4/A is being filed to correct these errors. The amount reflected in Column 4 represents the corrected amount of shares that were withheld to account for tax obligations.

F2 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001593275-25-000114 · wk-form4a_1743026216.xml · nonDerivative · entry 1

Deegan Brian John · CIK 0001999604 · Group Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 71,088

F1 · shares: On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the reporting person's receipt of a grant of 13,689 restricted stock units ("RSUs") under the Hamilton Insurance Group, Ltd. ("HG") Equity Incentive Plan. This amendment on Form 4/A is being filed to correct this error. The corrected transaction involved the reporting person's receipt of a grant of 15,970 RSUs which vest one third per year on March 1, 2026, 2027 and 2028 respectively. Each RSU represents a contingent right to receive one share of HG Class B Common Shares upon vesting.

F2 · balance_after: Includes common shares and restricted stock units as of the filing date of this amendment.

SEC source: 0001593275-25-000111 · wk-form4a_1743026182.xml · nonDerivative · entry 1

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 234,529

F1 · shares: On each of February 28, 2025 and March 4, 2025, the reporting person filed a Form 4 which incorrectly stated the amount of shares withheld for tax purposes. This amendment on Form 4/A is being filed to correct these errors. The amount reflected in Column 4 represents the additional shares that were withheld to account for these tax obligations, which were not accounted for in such previous reports.

F2 · price: Represents the value of the shares on the February 26, 2025, which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations for shares vesting on such date. For shares vesting on March 1, 2025, the share price used to determine such number of shares was $19.56.

F3 · balance_after: Includes common shares and restricted stock units as of the filing date of this amendment.

SEC source: 0001593275-25-000119 · wk-form4a_1743026269.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 83,500

F1 · shares: On each of February 28, 2025 and March 4, 2025, the reporting person filed a Form 4 which incorrectly stated the amount of shares withheld for tax purposes. This amendment on Form 4/A is being filed to correct these errors. The amount reflected in Column 4 represents the additional shares that were withheld to account for these tax obligations, which were not accounted for in such previous reports.

F2 · price: Represents the value of the shares on the February 26, 2025, which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations for shares vesting on such date. For shares vesting on March 1, 2025, the share price used to determine such number of shares was $19.56.

F3 · balance_after: Includes common shares and restricted stock units as of the filing date of this amendment.

SEC source: 0001593275-25-000118 · wk-form4a_1743026259.xml · nonDerivative · entry 1

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 196,440

F1 · shares: On February 28, 2025, the reporting person filed a Form 4 which incorrectly stated the amount of shares withheld for tax purposes. This amendment on Form 4/A is being filed to correct this error. The amount reflected in Column 4 represents the additional shares that were withheld to account for these tax obligations, which were not accounted for in such previous report.

F2 · price: Represents the value of the shares used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

F3 · balance_after: Includes common shares and restricted stock units as of the filing date of this amendment.

SEC source: 0001593275-25-000003 · wk-form4_1737666531.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 80,872

F1 · price: The price reported in Column 4 represents a weighted average price. These Class B common shares were sold in multiple transactions at prices ranging from $19.75 - $19.81, inclusive. The Reporting Person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote.

F2 · balance_after: Includes RSU's previously reported in Table I.

SEC source: 0001140361-25-000177 · form4.xml · derivative · entry 3

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,738

Underlying: Class B Common Shares · 4,738 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") converts into Class B Common Shares on a one-for-one-basis.

F5 · derivative.exercise_date: On April 3, 2023, the reporting person was granted 14,213 RSUs that vest one-third per year on January 1, 2024, 2025 and 2026, respectively.

F5 · derivative.expiration_date: On April 3, 2023, the reporting person was granted 14,213 RSUs that vest one-third per year on January 1, 2024, 2025 and 2026, respectively.

SEC source: 0001140361-25-000177 · form4.xml · nonDerivative · entry 2

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,336

F3 · shares: Represents shares retained by the issuer to satisfy tax withholding obligations upon vesting of restricted stock units ("RSUs").

F4 · price: Represents the value of the shares on the vesting date which was used to determine the number of shares to be retained by the issuer to satisfy the tax withholding obligations.

SEC source: 0001140361-25-000177 · form4.xml · nonDerivative · entry 1

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,047

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") converts into Class B Common Shares on a one-for-one-basis.

F2 · balance_after: Includes RSU's previously reported in Table I.

SEC source: 0001140361-25-000180 · form4.xml · derivative · entry 3

Bernhard Keith Donald · CIK 0001999608 · Group Chief Audit Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,297

Underlying: Class B Common Shares · 3,298 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") converts into Class B Common Shares on a one-for-one-basis.

F4 · derivative.exercise_date: On March 10, 2023, the reporting person was granted 9,893 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

F4 · derivative.expiration_date: On March 10, 2023, the reporting person was granted 9,893 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.