Baker Alexander James

SEC source: 0001999736-26-000006 · wk-form4_1772663435.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 110,291

F1 · shares: Represents a grant of restricted stock units ("RSUs") pursuant to the Hamilton Insurance Group, Ltd. Equity Incentive Plan. Each RSU represents a contingent right to receive one share of Class B common shares upon vesting. The RSUs vest in three equal annual installments beginning on March 1, 2027, subject to the reporting person's continued service through each vesting date.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001999736-26-000004 · wk-form4_1772146511.xml · nonDerivative · entry 2

Baker Alexander James · CIK 0001999736 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 96,046

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

F4 · price: Represents the closing price per share on February 24, 2025, used to determine the number of shares to be withheld by the issuer to satisfy tax withholding obligations.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001999736-26-000004 · wk-form4_1772146511.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 108,440

F1 · shares: Represents shares acquired upon the certification by Hamilton Insurance Group, Ltd. ("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, 2025. HG confirmed the annualized underwriting return on capital for the 3-year performance period ending on December 31, 2025, was 8.6%, resulting in a performance payout at 200% of target.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001999736-26-000002 · wk-form4_1767656967.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 82,070

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 closing price per share on December 31, 2025, used to determine the number of shares to be withheld by the issuer to satisfy tax withholding obligations.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001999736-25-000011 · wk-form4_1763501555.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 84,136

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 $26.01 to $26.33, 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 restricted stock units.

SEC source: 0001999736-25-000008 · wk-form4_1762983086.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · CEO, Hamilton Global Specialty

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 102,486

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 closing price per share on November 7, 2025, used to determine the number of shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001593275-25-000243 · wk-form4_1755206366.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 116,338

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 $23.75 to $23.81, 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.

SEC source: 0001593275-25-000084 · wk-form4_1741387428.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 122,338

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 $20.75-$20.82, 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 restricted stock units.

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: 0001593275-25-000003 · 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: 0001140361-25-000172 · form4.xml · derivative · entry 4

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,395

Underlying: Class B Common Shares · 4,395 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 13,185 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 13,185 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000172 · form4.xml · derivative · entry 3

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 5,556 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 16,667 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 16,667 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000172 · form4.xml · nonDerivative · entry 2

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 84,872

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: 0001140361-25-000172 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 89,550

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: 0001140361-24-050550 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 79,599

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 $18.78 - $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.

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

SEC source: 0001140361-25-000060 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 79,599

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 $18.78 - $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 range set forth in this footnote.

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

SEC source: 0001140361-24-049608 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 83,599

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 $18.80 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.

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

SEC source: 0001140361-25-000056 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 83,599

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 $18.80 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 range set forth in this footnote.

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

SEC source: 0001140361-24-046552 · form4.xml · derivative · entry 2

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 29,471

Underlying: Class B Common Shares · 29,471 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.

F3 · derivative.exercise_date: On December 19, 2023, the reporting person was issued 58,942 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.

F3 · derivative.expiration_date: On December 19, 2023, the reporting person was issued 58,942 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: 0001140361-24-046552 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 87,599

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: 0001140361-24-012051 · form4.xml · derivative · entry 2

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,778

Underlying: Class B Common Shares · 15,778 shares

Expires not disclosed

F2 · derivative.exercise_price: On March 5, 2024 the reporting person was granted 15,778 performance stock units ('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.

F2 · derivative.exercise_date: On March 5, 2024 the reporting person was granted 15,778 performance stock units ('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.

F2 · derivative.expiration_date: On March 5, 2024 the reporting person was granted 15,778 performance stock units ('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: 0001140361-24-012051 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 58,128

F1 · shares: On March 5, 2024, the reporting person was granted 15,778 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.

F1 · price: On March 5, 2024, the reporting person was granted 15,778 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: 0001140361-24-011520 · form4.xml · derivative · entry 5

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,790

Underlying: Class B Common Shares · 4,395 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 13,185 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 13,185 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-24-011520 · form4.xml · derivative · entry 4

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,556

Underlying: Class B Common Shares · 5,555 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 16,667 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 16,667 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-24-011520 · form4.xml · derivative · entry 3

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 6,190 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 18,572 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 18,572 RSUs vesting in equal installments on each of January 1, 2022, 2023 and 2024.

SEC source: 0001140361-24-011520 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 49,935

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: 0001140361-24-011520 · form4.xml · nonDerivative · entry 2

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 42,350

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: 0001140361-24-000268 · form4.xml · derivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 58,942

Underlying: Class B Common Shares · 58,942 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.

SEC source: 0001140361-23-054574 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 33,795

SEC source: 0001140361-23-053730 · form4.xml · nonDerivative · entry 1

Baker Alexander James · CIK 0001999736 · Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 35,338