HG

SEC source: 0001140361-25-000180 · form4.xml · derivative · entry 2

Bernhard Keith Donald · CIK 0001999608 · Group Chief Audit Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 3,008 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 February 11, 2022, the reporting person was granted 9,026 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

F3 · derivative.expiration_date: On February 11, 2022, the reporting person was granted 9,026 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000180 · form4.xml · nonDerivative · entry 1

Bernhard Keith Donald · CIK 0001999608 · Group Chief Audit Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 98,825

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: 0001140361-25-000182 · form4.xml · derivative · entry 4

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,048

Underlying: Class B Common Shares · 3,047 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 9,142 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 9,142 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000182 · form4.xml · derivative · entry 3

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 2,661 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 7,982 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 7,982 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000182 · form4.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: 46,284

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: 0001140361-25-000182 · form4.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: 48,968

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: 0001140361-25-000174 · form4.xml · derivative · entry 4

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,402

Underlying: Class B Common Shares · 3,401 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 10,204 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 10,204 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000174 · form4.xml · derivative · entry 3

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 1,687 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 5,061 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 5,061 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000174 · form4.xml · nonDerivative · entry 2

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,161

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: 0001140361-25-000174 · form4.xml · nonDerivative · entry 1

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,831

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: 0001140361-25-000187 · form4.xml · derivative · entry 4

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 39,480

Underlying: Class B Common Shares · 39,480 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 118,440 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 118,440 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026

SEC source: 0001140361-25-000187 · form4.xml · derivative · entry 3

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 29,240 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 87,718 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 87,718 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000187 · form4.xml · nonDerivative · entry 2

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 446,726

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: 0001140361-25-000187 · form4.xml · nonDerivative · entry 1

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 482,256

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: 0001140361-25-000183 · form4.xml · derivative · entry 3

Carreiro Gemma Elizabeth · CIK 0001999708 · Group General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,741

Underlying: Class B Common Shares · 3,741 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 11,224 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 11,224 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000183 · form4.xml · derivative · entry 2

Carreiro Gemma Elizabeth · CIK 0001999708 · Group General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 2,912 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 February 11, 2022, the reporting person was granted 8,738 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

F3 · derivative.expiration_date: On February 11, 2022, the reporting person was granted 8,738 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000183 · form4.xml · nonDerivative · entry 1

Carreiro Gemma Elizabeth · CIK 0001999708 · Group General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 91,388

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: 0001140361-25-000162 · form4.xml · derivative · entry 3

Deegan Brian John · CIK 0001999604 · Group Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,102

Underlying: Class B Common Shares · 5,102 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 15,306 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 15,306 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000162 · form4.xml · derivative · entry 2

Deegan Brian John · CIK 0001999604 · Group Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 4,723 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 February 11, 2022, the reporting person was granted 14,170 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

F3 · derivative.expiration_date: On February 11, 2022, the reporting person was granted 14,170 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000162 · form4.xml · nonDerivative · entry 1

Deegan Brian John · CIK 0001999604 · Group Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,649

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: 0001140361-25-000184 · form4.xml · derivative · entry 3

Thomas Megan Jane · CIK 0001999553 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,204

Underlying: Class B Common Shares · 10,204 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 30,612 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 30,612 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000184 · form4.xml · derivative · entry 2

Thomas Megan Jane · CIK 0001999553 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 7,872 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 February 11, 2022, the reporting person was granted 23,617 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

F3 · derivative.expiration_date: On February 11, 2022, the reporting person was granted 23,617 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000184 · form4.xml · nonDerivative · entry 1

Thomas Megan Jane · CIK 0001999553 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 175,151

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: 0001140361-25-000165 · form4.xml · derivative · entry 4

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,578

Underlying: Class B Common Shares · 14,577 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 43,732 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 43,732 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000165 · form4.xml · derivative · entry 3

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 10,121 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 30,364 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 30,364 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000165 · form4.xml · nonDerivative · entry 2

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 109,553

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: 0001140361-25-000165 · form4.xml · nonDerivative · entry 1

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 120,717

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: 0001140361-25-000188 · 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: 0001140361-25-000172 · 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: 0001140361-25-000168 · form4.xml · derivative · entry 4

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,813

Underlying: Class B Common Shares · 6,812 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 20,437 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 20,437 RSUs vesting in equal installments on each of January 1, 2024, 2025 and 2026.

SEC source: 0001140361-25-000168 · form4.xml · derivative · entry 3

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Shares · 5,322 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 15,965 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 15,965 RSUs vesting in equal installments on each of January 1, 2023, 2024 and 2025.

SEC source: 0001140361-25-000168 · form4.xml · nonDerivative · entry 2

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 140,038

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: 0001140361-25-000168 · form4.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 145,742

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: 0001140361-24-049604 · 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: 0001140361-25-000056 · 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: 0001140361-24-049604 · 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: 0001140361-24-047992 · form4.xml · nonDerivative · entry 1

Deegan Brian John · CIK 0001999604 · Group Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,824

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 $19.06 to $19.325, 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: 0001593275-25-000116 · wk-form4_1743026238.xml · nonDerivative · entry 2

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Indirect · By The Albo 2018 LLC

Disclosed balance after: 273,799

SEC source: 0001593275-25-000116 · wk-form4_1743026238.xml · nonDerivative · entry 1

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,122,543

F1 · balance_after: Includes restricted stock units and common shares owned as of the filing date of this report, after reflecting the transfer to The Albo 2018 LLC.

SEC source: 0001140361-24-046548 · form4.xml · derivative · entry 3

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,420

Underlying: Class B Common Shares · 8,420 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 granted 16,840 RSUs 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 granted 16,840 RSUs 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: 0001140361-24-046548 · form4.xml · nonDerivative · entry 2

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,309

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.