| 2026-08-07 | 10-Q | 10.3 | Sixth Amended and Restated Limited Liability Company Agreement of Two Sigma Hamilton Fund, LLC, dated as of May 21, 2026 |
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| 2026-08-07 | 10-Q | 10.2 | Amended and Restated Investment Agreement, dated June 1, 2026, by and among Hamilton Insurance Group, Ltd., Hamilton Re, Ltd., Two Sigma Hamilton Fund, LLC, Two Sigma Principals, LLC, and Two Sigma Investments, LP |
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| 2026-08-06 | 8-K | 10.1 | First Amendment to Second Amended and Restated Employment Agreement, dated August 6, 2026, between Hamilton Insurance Group, Ltd. and Giuseppina C. Albo. |
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| 2026-04-02 | 8-K | 10.1 | Investment Agreement, dated April 1, 2026, by and among Hamilton Insurance Group, Ltd., Hamilton Re, Ltd., Two Sigma Hamilton Fund, LLC, Two Sigma Principals, LLC, and Two Sigma Investments, LP |
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| 2026-02-25 | 10-K | 10.1814 | Fourteenth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of March 5, 2025 |
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| 2026-02-25 | 10-K | 10.201 | First Amendment to the Commitment Agreement with Two Sigma Investments, LP dated January 1, 2025 |
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| 2026-02-25 | 10-K | 10.195 | First Amendment to the Facility Letter for Issuance of Payment Instruments, dated as of January 13, 2026, between Hamilton Rd, Ltd. and Citibank Europe Plc |
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| 2026-02-25 | 10-K | 10.194 | First Amendment to the Fee Letter for Issuance of Payment Instruments, dated as of January 13, 2026, between Hamilton Rd, Ltd. and Citibank Europe Plc |
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| 2026-02-25 | 10-K | 10.193 | Amended and Restated Pledge Agreement, dated as of December 27, 2018, between Hamilton Rd, Ltd. and Citibank Europe Plc |
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| 2026-02-25 | 10-K | 10.192 | Facility Letter for Issuance of Payment Instruments, dated as of December 27, 2018, between Hamilton Rd, Ltd. and Citibank Europe Plc |
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| 2026-02-25 | 10-K | 10.191 | Fee Letter for Issuance of Payment Instruments, dated as of December 27, 2018, between Hamilton Rd, Ltd. and Citibank Europe Plc |
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| 2026-02-25 | 10-K | 10.91 | Amended and Restated Contract of Employment, dated as of June13, 2025 between Hamilton UK Services Limited and Alexander Baker |
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| 2026-02-25 | 10-K | 10.82 | Employment Agreement, dated as of June 13, 2025 between Hamilton BDA Services Limited and Adrian Daws |
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| 2026-02-25 | 10-K | 10.32 | Form of Restricted Stock Unit Award Agreement (Performance Vesting) Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan |
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| 2026-02-25 | 10-K | 10.31 | Form of Restricted Stock Unit Award Agreement (Time Vesting) Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan |
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| 2026-02-25 | 10-K | 10.19 | Master Agreement for Issuance of Payment Instruments, dated as of December 5, 2018, between Hamilton Rd, Ltd. and Citibank Europe Plc |
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| 2026-02-25 | 10-K | 10.9 | Contract of Employment, dated as of January 1, 2023 between Hamilton UK Services Limited and Alexander Baker |
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| 2026-02-25 | 10-K | 10.3 | Hamilton Insurance Group, Ltd. 2023 Equity Incentive Plan, as amended |
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| 2025-10-24 | 8-K | 10.2 | Fifteenth Amendment to Third Amended and Restated Reimbursement Agreement dated October 22, 2025 |
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| 2025-10-24 | 8-K | 10.1 | Amendment and Restatement Agreement, dated as of October 20, 2025 |
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| 2025-06-17 | 8-K | 10.2 | Employment Agreement, dated as of June 13, 2025 between Hamilton BDA Services Limited and Adrian Daws |
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| 2025-06-17 | 8-K | 10.1 | Retirement Agreement, dated as of June 16, 2025, between Hamilton BDA Services Limited and Megan Graves |
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| 2025-06-10 | 8-K | 10.2 | Amended and Restated Term Loan Credit Agreement dated June 10, 2025* |
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| 2025-06-10 | 8-K | 10.1 | Sixth Amended and Restated Credit Agreement dated June 10, 2025* |
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| 2025-05-08 | 10-Q | 10.1 | Fourteenth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of March 5, 2025. |
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| 2025-02-27 | 10-K | 10.158 | Eighth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 27, 2022 |
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| 2025-02-27 | 10-K | 10.91 | Addendum A dated June 3, 2024 to Amended and Restated Employment Agreement, dated August 6, 2022, between Hamilton BDA Services Limited and Gemma Carreiro |
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| 2025-02-27 | 10-K | 10.9 | Amended and Restated Employment Agreement, dated August 6, 2022, between Hamilton BDA Services Limited and Gemma Carreiro |
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| 2025-02-27 | 10-K | 10.8 | Contract of Employment, dated March 18, 2021, between Hamilton UK Services Limited and Adrian Daws |
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| 2024-10-29 | 8-K | 10.1 | Amendment and Restatement Agreement, dated as of October 28, 2024 |
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| 2024-10-10 | 8-K | 10.1 | Thirteenth Amendment to Third Amended and Restated Reimbursement Agreement |
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| 2024-08-12 | 8-K | 10.1 | Second Amendment to the Letter of Credit Agreement |
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| 2024-05-08 | 8-K | 10.1 | Share Purchase Agreement dated May 8, 2024 by and among BSOF Master Fund L.P. and BSOF Master Fund II L.P. and the Company |
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| 2024-03-07 | 10-K | 10.1412 | Twelfth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of January 30, 2024 |
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| 2024-03-07 | 10-K | 10.1411 | Eleventh Amendment to Third Amended and Restated Reimbursement Agreement, dated as of November 24, 2023 |
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| 2024-03-07 | 10-K | 10.147 | Seventh Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 28, 2021 |
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| 2024-03-07 | 10-K | 10.146 | Sixth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 29, 2020 |
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| 2024-03-07 | 10-K | 10.145 | Fifth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 30, 2019 |
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| 2024-03-07 | 10-K | 10.144 | Fourth Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 16, 2019 |
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| 2024-03-07 | 10-K | 10.143 | Third Amendment to Third Amended and Restated Reimbursement Agreement, dated as of May 7, 2019 |
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| 2024-03-07 | 10-K | 10.142 | Second Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 30, 2018 |
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| 2024-03-07 | 10-K | 10.141 | First Amendment to Third Amended and Restated Reimbursement Agreement, dated as of October 27, 2017 |
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| 2024-03-07 | 10-K | 10.81 | Addendum A dated March 6, 2024 to Contract of Employment, dated March 18, 2021, between Hamilton UK Services Limited and Adrian Daws |
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| 2024-03-07 | 10-K | 10.71 | Addendum A dated March 6, 2024 to Employment Agreement, dated as of September 1, 2020, between Hamilton BDA Services Limited and Megan Thomas |
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| 2024-03-07 | 10-K | 10.61 | Employment Agreement, dated as of March 6, 2024, between Hamilton Insurance Group, Ltd. and Craig Howie |
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| 2024-03-07 | 10-K | 10.51 | Addendum A dated March 6, 2024 to Amended and Restated Employment Agreement, dated as of September 12, 2023, between Hamilton Insurance Group, Ltd. and Giuseppina C. Albo |
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| 2023-11-16 | 8-K | 10.1 | Shareholders Agreement, dated as of November 14, 2023, by and among Hamilton Insurance Group, Ltd. and the shareholders listed therein. |
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