Krishnamoorthy Venkatanarayanan

SEC source: 0001593275-25-000245 · wk-form4_1755550524.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 64,512

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 $24.00 to $24.01, 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.

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: 0001593275-25-000052 · 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: 0001593275-25-000074 · 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: 0001593275-25-000119 · 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: 0001140361-25-000188 · form4.xml · derivative · entry 4

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,188

Underlying: Class B Common Shares · 3,189 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.

F6 · derivative.exercise_date: On March 10, 2023, the reporting person was granted 9,566 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

F6 · derivative.expiration_date: On March 10, 2023, the reporting person was granted 9,566 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000188 · form4.xml · derivative · entry 3

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 2,429 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 February 11, 2022, the reporting person was granted 7,287 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

F5 · derivative.expiration_date: On February 11, 2022, the reporting person was granted 7,287 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000188 · form4.xml · nonDerivative · entry 2

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,152

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: 0001140361-25-000188 · form4.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 34,141

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: 0001140361-24-049604 · form4.xml · nonDerivative · entry 2

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,523

F2 · 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 $18.90 to $18.92, 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.

F3 · balance_after: Includes RSU's previously reported in Table I.

SEC source: 0001140361-24-049604 · form4.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,684

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 $19.00 to $19.29, 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.

F3 · balance_after: Includes RSU's previously reported in Table I.

SEC source: 0001140361-24-046553 · form4.xml · derivative · entry 3

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,261

Underlying: Class B Common Shares · 225,261 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 December 19, 2023, the reporting person was issued 50,522 restricted stock units ("RSU's") that vest 50% on November 10, 2024 and 50% on 10 November 2025, subject to the terms of The Hamilton Insurance Group, Ltd. Value Appreciation Pool Rules.

F5 · derivative.expiration_date: On December 19, 2023, the reporting person was issued 50,522 restricted stock units ("RSU's") that vest 50% on November 10, 2024 and 50% on 10 November 2025, subject to the terms of The Hamilton Insurance Group, Ltd. Value Appreciation Pool Rules.

SEC source: 0001140361-24-046553 · form4.xml · nonDerivative · entry 2

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 40,365

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: 0001140361-24-046553 · form4.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 47,969

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: 0001140361-24-012061 · form4.xml · derivative · entry 4

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,052

Underlying: Class B Common Shares · 9,052 shares

Expires not disclosed

F3 · derivative.exercise_price: On March 5, 2024 the reporting person was granted 9,052 PSUs that are earned based on two equally-weighted performance measures: (i) Return on Equity and (ii) Book Value per Share growth, both measured on an absolute basis, for the 3-year performance period ending on December 31, 2026. Each PSU represents a contingent 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.

F3 · derivative.exercise_date: On March 5, 2024 the reporting person was granted 9,052 PSUs that are earned based on two equally-weighted performance measures: (i) Return on Equity and (ii) Book Value per Share growth, both measured on an absolute basis, for the 3-year performance period ending on December 31, 2026. Each PSU represents a contingent 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.

F3 · derivative.expiration_date: On March 5, 2024 the reporting person was granted 9,052 PSUs that are earned based on two equally-weighted performance measures: (i) Return on Equity and (ii) Book Value per Share growth, both measured on an absolute basis, for the 3-year performance period ending on December 31, 2026. Each PSU represents a contingent 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.

SEC source: 0001140361-24-012061 · form4.xml · derivative · entry 3

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 2,167 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: On March 30, 2021, the reporting person was granted 6,794 performance stock units ("PSUs") that could be earned based on our annualized underwriting return on capital for the 3-year performance period ending on December 31, 2023. Each PSU represented a contingent right to receive one Class B common share.

F1 · derivative.exercise_date: On March 30, 2021, the reporting person was granted 6,794 performance stock units ("PSUs") that could be earned based on our annualized underwriting return on capital for the 3-year performance period ending on December 31, 2023. Each PSU represented a contingent right to receive one Class B common share.

F1 · derivative.expiration_date: On March 30, 2021, the reporting person was granted 6,794 performance stock units ("PSUs") that could be earned based on our annualized underwriting return on capital for the 3-year performance period ending on December 31, 2023. Each PSU represented a contingent right to receive one Class B common share.

SEC source: 0001140361-24-012061 · form4.xml · nonDerivative · entry 2

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,760

F2 · price: On March 5, 2024, the reporting person was granted 9,052 restricted stock units ('RSUs') that vest one-third per year on January 1, 2025, 2026 and 2027, 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.

SEC source: 0001140361-24-012061 · form4.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,708

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: On March 30, 2021, the reporting person was granted 6,794 performance stock units ("PSUs") that could be earned based on our annualized underwriting return on capital for the 3-year performance period ending on December 31, 2023. Each PSU represented a contingent right to receive one Class B common share.

SEC source: 0001140361-24-011539 · form4.xml · derivative · entry 5

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,377

Underlying: Class B Common Shares · 3,189 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.

F3 · derivative.exercise_price: RSUs convert into Class B Common Shares on a one-for-one basis.

F6 · derivative.exercise_date: On March 10, 2023, the reporting person was granted 9,566 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

F6 · derivative.expiration_date: On March 10, 2023, the reporting person was granted 9,566 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-24-011539 · form4.xml · derivative · entry 4

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,429

Underlying: Class B Common Shares · 2,429 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.

F3 · derivative.exercise_price: RSUs convert into Class B Common Shares on a one-for-one basis.

F5 · derivative.exercise_date: On February 11, 2022, the reporting person was granted 7,287 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

F5 · derivative.expiration_date: On February 11, 2022, the reporting person was granted 7,287 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-24-011539 · form4.xml · derivative · entry 3

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 2,264 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.

F3 · derivative.exercise_price: RSUs convert into Class B Common Shares on a one-for-one basis.

F4 · derivative.exercise_date: On March 30, 2021, the reporting person was granted 6,794 RSUs vesting in equal installments on each of January 1, 2022, 2023 and 2024.

F4 · derivative.expiration_date: On March 30, 2021, the reporting person was granted 6,794 RSUs vesting in equal installments on each of January 1, 2022, 2023 and 2024.

SEC source: 0001140361-24-011539 · form4.xml · nonDerivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,331

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.

F3 · price: RSUs convert into Class B Common Shares on a one-for-one basis.

SEC source: 0001140361-24-011539 · form4.xml · nonDerivative · entry 2

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,541

F1 · shares: Represents shares retained by the issuer to satisfy tax withholding obligations upon the vesting of restricted stock units ("RSUs").

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: 0001140361-24-000270 · form4.xml · derivative · entry 1

Krishnamoorthy Venkatanarayanan · CIK 0001999843 · Group CTO and Group CDO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 50,522

Underlying: Class B Common Shares · 50,522 shares

Expires not disclosed

F1 · derivative.exercise_price: Each restricted stock unit represents a right to receive one Class B common share.

F2 · derivative.exercise_date: The restricted stock units vest 50% on 10 November 2024 and 50% on 10 November 2025, subject to the terms of The Hamilton Insurance Group, Ltd. Value Appreciation Pool Rules. The number reported here reflects the restricted stock units outstanding subject to future vesting.

F2 · derivative.expiration_date: The restricted stock units vest 50% on 10 November 2024 and 50% on 10 November 2025, subject to the terms of The Hamilton Insurance Group, Ltd. Value Appreciation Pool Rules. The number reported here reflects the restricted stock units outstanding subject to future vesting.