HG

SEC source: 0002094343-26-000008 · wk-form4_1789421976.xml · nonDerivative · entry 2

Duffin Timothy James · CIK 0002094343 · Chief Underwriting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 194,959

F3 · 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 $34.47 to $35.33, 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: 0002094343-26-000008 · wk-form4_1789421976.xml · nonDerivative · entry 1

Duffin Timothy James · CIK 0002094343 · Chief Underwriting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 223,459

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 $34.50 to $34.565, 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: 0001394399-26-000011 · wk-form4_1788907997.xml · nonDerivative · entry 1

BROWN DAVID A · CIK 0001394399 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Leyton Ltd.

Disclosed balance after: 400,000

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 $36.00 to $36.47, 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 · ownership.nature: An investment holding company held by Thelwall Trust, a family trust established for the benefit of the reporting person and his family.

SEC source: 0001999598-26-000010 · wk-form4_1787005343.xml · nonDerivative · entry 4

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Indirect · By Spouse

Disclosed balance after: 0

F4 · shares: Represents a subsequent gift by the reporting person's spouse of 100,430 Class B common shares to the Kim Hertel 2018 Long Term Trust for no consideration. Following this gift, the reporting person disclaims beneficial ownership of the shares held by such trust.

SEC source: 0001999598-26-000010 · wk-form4_1787005343.xml · nonDerivative · entry 3

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Indirect · By Spouse

Disclosed balance after: 100,430

F3 · shares: Represents a gift by the reporting person of 100,430 Class B common shares to the reporting person's spouse for no consideration. Following the gift, the reporting person may be deemed to beneficially own such shares indirectly through her spouse.

SEC source: 0001999598-26-000010 · wk-form4_1787005343.xml · nonDerivative · entry 2

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 985,815

F3 · shares: Represents a gift by the reporting person of 100,430 Class B common shares to the reporting person's spouse for no consideration. Following the gift, the reporting person may be deemed to beneficially own such shares indirectly through her spouse.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001999598-26-000010 · wk-form4_1787005343.xml · nonDerivative · entry 1

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,086,245

F1 · shares: Represents a gift by the reporting person of 100,430 Class B common shares to the Pina Albo 2018 Long Term Trust for no consideration. Following this gift, the reporting person disclaims beneficial ownership of the shares held by such trust.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001394399-26-000007 · wk-form4_1779311281.xml · nonDerivative · entry 1

BROWN DAVID A · CIK 0001394399 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Leyton Ltd.

Disclosed balance after: 450,000

F1 · shares: 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 $32.00 to $32.41, 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 · ownership.nature: An investment holding company held by Thelwall Trust, a family trust established for the benefit of the reporting person and his family.

SEC source: 0001394399-26-000004 · wk-form4_1779231033.xml · nonDerivative · entry 1

BROWN DAVID A · CIK 0001394399 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Leyton Ltd.

Disclosed balance after: 487,300

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 $31.52 to $32.09, 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 · ownership.nature: An investment holding company held by Thelwall Trust, a family trust established for the benefit of the reporting person and his family.

SEC source: 0002014838-26-000011 · wk-form4_1778893894.xml · nonDerivative · entry 1

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 39,629

F1 · balance_after: Includes restricted stock units.

SEC source: 0002014838-26-000006 · wk-form4_1778623584.xml · nonDerivative · entry 1

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 45,704

F1 · balance_after: Includes restricted stock units.

SEC source: 0002067735-26-000002 · wk-form4_1778194040.xml · nonDerivative · entry 1

Priebe David · CIK 0002067735 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,116

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0002014678-26-000003 · wk-form4_1778194084.xml · nonDerivative · entry 1

Patterson Alan Neil · CIK 0002014678 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,071

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001999604-26-000004 · wk-form4_1778194079.xml · nonDerivative · entry 1

Deegan Brian John · CIK 0001999604 · Group Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 71,347

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 $30.57 to $30.92, 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 restricted stock units.

SEC source: 0001942191-26-000002 · wk-form4_1778194051.xml · nonDerivative · entry 1

Karna Anu · CIK 0001942191 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,012

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001499968-26-000002 · wk-form4_1778194073.xml · nonDerivative · entry 1

Pestcoe Marvin · CIK 0001499968 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 68,548

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001456268-26-000003 · wk-form4_1778194045.xml · nonDerivative · entry 1

Gauthier John J · CIK 0001456268 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,012

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001453918-26-000010 · wk-form4_1778194056.xml · nonDerivative · entry 1

Wilson Peter W · CIK 0001453918 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,929

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001332615-26-000004 · wk-form4_1778194090.xml · nonDerivative · entry 1

Vaughan Therese M · CIK 0001332615 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,821

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001394399-26-000002 · wk-form4_1778194062.xml · nonDerivative · entry 1

BROWN DAVID A · CIK 0001394399 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 110,308

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001561510-26-000003 · wk-form4_1778194029.xml · nonDerivative · entry 2

Green Karen Ann · CIK 0001561510 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,738

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

F4 · price: Represents the closing price per share on May 5, 2026, 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: 0001561510-26-000003 · wk-form4_1778194029.xml · nonDerivative · entry 1

Green Karen Ann · CIK 0001561510 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,116

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001999727-26-000003 · wk-form4_1778194067.xml · nonDerivative · entry 1

Simmons Everard Barclay · CIK 0001999727 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,952

F1 · shares: Represents an annual grant of restricted stock units ("RSUs") awarded to the reporting person pursuant to the Hamilton Insurance Group, Ltd. (the "Company") Non-Employee Director Compensation Program. The number of RSUs was determined based on a target grant value of $150,000 and the closing price of the Company's common shares on May 5, 2026, which was $30.43 per share. The RSUs cliff vest on the earlier of the one-year anniversary of the grant date or the date of the subsequent annual general meeting.

F2 · balance_after: Includes restricted stock units.

SEC source: 0001008262-26-000003 · wk-form4_1776475498.xml · nonDerivative · entry 1

COOPER BRADLEY E · CIK 0001008262 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 99

SEC source: 0002089295-26-000002 · wk-form4_1772663428.xml · nonDerivative · entry 1

Karrenbauer Raymond · CIK 0002089295 · Chief Information Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,428

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: Reflects RSUs.

SEC source: 0002089285-26-000002 · wk-form4_1772663467.xml · nonDerivative · entry 1

Buckley Russell John · CIK 0002089285 · Group Chief Risk Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,874

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: Reflects RSUs.

SEC source: 0002014838-26-000004 · wk-form4_1772663424.xml · nonDerivative · entry 2

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 48,734

F4 · 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.

F3 · balance_after: Includes restricted stock units.

SEC source: 0002014838-26-000004 · wk-form4_1772663424.xml · nonDerivative · entry 1

Levenson Jonathan B. · CIK 0002014838 · Group Treasurer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 41,664

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 February 27, 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: 0001999653-26-000006 · wk-form4_1772663419.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: 106,265

F4 · 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.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001999653-26-000006 · wk-form4_1772663419.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: 95,383

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 February 27, 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: 0001999605-26-000006 · wk-form4_1772663441.xml · nonDerivative · entry 2

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 89,278

SEC source: 0001999605-26-000006 · wk-form4_1772663441.xml · nonDerivative · entry 1

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 80,080

SEC source: 0001999598-26-000007 · wk-form4_1772663410.xml · nonDerivative · entry 2

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,186,675

F4 · 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.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001999598-26-000007 · wk-form4_1772663410.xml · nonDerivative · entry 1

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,105,660

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 February 27, 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: 0001999708-26-000003 · wk-form4_1772663415.xml · nonDerivative · entry 1

Carreiro Gemma Elizabeth · CIK 0001999708 · Group General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 190,615

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: 0001999604-26-000002 · wk-form4_1772663452.xml · nonDerivative · entry 1

Deegan Brian John · CIK 0001999604 · Group Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 82,347

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.

F3 · balance_after: Total reflects rounding adjustments and has been updated accordingly.

SEC source: 0001549925-26-000006 · wk-form4_1772663446.xml · nonDerivative · entry 2

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 282,372

F4 · 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.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001549925-26-000006 · wk-form4_1772663446.xml · nonDerivative · entry 1

Howie Craig · CIK 0001549925 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 249,900

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 February 27, 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: 0001999704-26-000006 · wk-form4_1772663463.xml · nonDerivative · entry 2

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 212,486

F4 · 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.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001999704-26-000006 · wk-form4_1772663463.xml · nonDerivative · entry 1

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 192,486

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 February 27, 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: 0002094343-26-000004 · wk-form4_1772663457.xml · nonDerivative · entry 1

Duffin Timothy James · CIK 0002094343 · Chief Underwriting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 251,959

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: 0001999736-26-000006 · 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: 0001999704-26-000008 · wk-form4a_1778194034.xml · nonDerivative · entry 2

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 212,547

F4 · 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.

F3 · balance_after: Includes restricted stock units.

SEC source: 0001999704-26-000008 · wk-form4a_1778194034.xml · nonDerivative · entry 1

Daws Adrian Joseph · CIK 0001999704 · CEO, Hamilton Re

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 192,547

F1 · shares: This Form 4/A amends the Form 4 originally filed on March 4, 2026, to correct the number of shares withheld to satisfy tax obligations and the number of shares of common stock beneficially owned following the reported transaction. Due to an adjustment in the tax withholding calculation, the original filing understated the reporting person's post-transaction holdings by 61 shares. The corrected amounts are reflected herein.

F2 · price: Represents the closing price per share on February 27, 2026, 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: 0001999653-26-000004 · wk-form4_1772146524.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: 98,353

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: 0001999653-26-000004 · wk-form4_1772146524.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: 106,947

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: 0001999605-26-000004 · wk-form4_1772146543.xml · nonDerivative · entry 2

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 82,278

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: 0001999605-26-000004 · wk-form4_1772146543.xml · nonDerivative · entry 1

Kuchma Anita Breslin · CIK 0001999605 · CEO, Hamilton Select

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 89,564

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: 0001999598-26-000005 · wk-form4_1772146498.xml · nonDerivative · entry 2

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,143,478

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, 2026, 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: 0001999598-26-000005 · wk-form4_1772146498.xml · nonDerivative · entry 1

Albo Giuseppina · CIK 0001999598 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,264,287

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.