XNYS 25 Jun, 2025 11:17 AM (EDT)
| Client Name | Client Category | Action | Reported to Exchange | Quantity | Post Transaction Holding | Traded % | Avg. Price | Value | Security Type |
|---|---|---|---|---|---|---|---|---|---|
| Adrian Daws | CEO, Hamilton Global Specialty | Sale of securities on an exchange or to another person at price $ 22.00 per share. | 02 Jun 2025 | 6,000 | 190,440 | - | 22.0 | 132,012 | Class B Common Shares |
| Therese M. Vaughan | Director | Purchase of securities on an exchange or from another person at price $ 21.05 per share. | 19 May 2025 | 4,750 | 20,892 | - | 21.1 | 100,007 | Class B Common Shares |
| Megan Graves | CEO, Hamilton Re | Sale of securities on an exchange or to another person at price $ 21.02 per share. | 16 May 2025 | 25,000 | 204,674 | - | 21.0 | 525,500 | Class B Common Shares |
| Karen Ann Green | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 15 May 2025 | 7,187 | 7,187 | - | 0 | Class B Common Shares | |
| David Priebe | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 15 May 2025 | 7,187 | 7,187 | - | 0 | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Sale of securities on an exchange or to another person at price $ 21.00 per share. | 19 Mar 2025 | 3,785 | 199,923 | - | 21 | 79,485 | Class B Common Shares |
| Graves | CEO, Hamilton Re | Sale of securities on an exchange or to another person at price $ 20.06 per share. | 14 Mar 2025 | 53,256 | 229,674 | - | 20.1 | 1,068,315 | Class B Common Shares |
| Keith Donald Bernhard | Group Chief Audit Officer | Sale of securities on an exchange or to another person at price $ 20.30 per share. | 13 Mar 2025 | 15,000 | 100,903 | - | 20.3 | 304,500 | Class B Common Shares |
| Adrian Daws | CEO, Hamilton Global Specialty | Sale of securities on an exchange or to another person at price $ 21.00 per share. | 11 Mar 2025 | 139 | 203,708 | - | 21 | 2,919 | Class B Common Shares |
| Adrian Daws | CEO, Hamilton Global Specialty | Sale of securities on an exchange or to another person at price $ 20.69 per share. | 07 Mar 2025 | 11,076 | 203,847 | - | 20.7 | 229,162 | Class B Common Shares |
| Alexander James Baker | Chief Risk Officer | Sale of securities on an exchange or to another person at price $ 0.00 per share. | 05 Mar 2025 | 6,000 | 122,338 | - | - | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 01 Mar 2025 | 6,959 | 240,536 | - | 19.6 | 136,118 | Class B Common Shares |
| Giuseppina Albo | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 01 Mar 2025 | 21,183 | 1,121,235 | - | 19.6 | 414,339 | Class B Common Shares |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 01 Mar 2025 | 882 | 84,565 | - | 19.6 | 17,252 | Class B Common Shares |
| Adrian Daws | CEO, Hamilton Global Specialty | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 01 Mar 2025 | 3,956 | 214,923 | - | 19.6 | 77,379 | Class B Common Shares |
| Anita Breslin Kuchma | CEO, Hamilton Select | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 01 Mar 2025 | 1,317 | 80,613 | - | 19.6 | 25,761 | Class B Common Shares |
| Jonathan B. Levenson | Group Treasurer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 01 Mar 2025 | 1,616 | 53,022 | - | 19.6 | 31,609 | Class B Common Shares |
| Anita Breslin Kuchma | CEO, Hamilton Select | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 01 Mar 2025 | 1,164 | 80,766 | - | 19.6 | 22,768 | Class B Common Shares |
| Jonathan B. Levenson | Group Treasurer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 01 Mar 2025 | 1,457 | 48,443 | - | 19.6 | 28,499 | Class B Common Shares |
| Craig Howie | Chief Financial Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 41,717 | 216,370 | - | 0 | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 13,328 | 247,495 | - | 18.4 | 245,368 | Class B Common Shares |
| Craig Howie | Chief Financial Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 44,453 | 260,823 | - | 0 | Class B Common Shares | |
| Giuseppina Albo | Director, Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 105,921 | 743,694 | - | 0 | Class B Common Shares | |
| Giuseppina Albo | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 44,816 | 827,299 | - | 18.4 | 825,063 | Class B Common Shares |
| Giuseppina Albo | Director, Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 128,421 | 872,115 | - | 0 | Class B Common Shares | |
| Gemma Elizabeth Carreiro | Group General Counsel | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 14,015 | 138,615 | - | 0 | Class B Common Shares | |
| Gemma Elizabeth Carreiro | Group General Counsel | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 12,792 | 151,407 | - | 0 | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 7,320 | 67,921 | - | 0 | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 2,194 | 76,395 | - | 18.4 | 40,392 | Class B Common Shares |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 10,668 | 78,589 | - | 0 | Class B Common Shares | |
| Keith Donald Bernhard | Group Chief Audit Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 7,887 | 115,893 | - | 0 | Class B Common Shares | |
| Brian John Deegan | Group Chief Accounting Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 13,689 | 68,807 | - | 0 | Class B Common Shares | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 11,686 | 98,989 | - | 0 | Class B Common Shares | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 3,752 | 95,237 | - | 18.4 | 69,074 | Class B Common Shares |
| Daniel Mark Fisher | Group Head of HR & Comm. | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 8,500 | 87,303 | - | 0 | Class B Common Shares | |
| Alexander James Baker | Chief Risk Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 13,600 | 128,338 | - | 0 | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 23,373 | 226,383 | - | 0 | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 22,478 | 203,010 | - | 0 | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 7,504 | 218,879 | - | 18.4 | 138,149 | Class B Common Shares |
| Graves | CEO, Hamilton Re | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 34,575 | 282,930 | - | 0 | Class B Common Shares | |
| Graves | CEO, Hamilton Re | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 29,319 | 248,355 | - | 0 | Class B Common Shares | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 11,896 | 81,930 | - | 0 | Class B Common Shares | |
| Jonathan B. Levenson | Group Treasurer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 11,407 | 49,901 | - | 0 | Class B Common Shares | |
| Giuseppina Albo | Director, Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 105,921 | 1,080,199 | - | 0 | Class B Common Shares | |
| Giuseppina Albo | Director, Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 128,421 | 1,208,620 | - | 0 | Class B Common Shares | |
| Giuseppina Albo | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 66,202 | 1,142,418 | - | 18.4 | 1,218,779 | Class B Common Shares |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 7,320 | 76,973 | - | 0 | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 10,668 | 87,641 | - | 0 | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 2,194 | 85,447 | - | 18.4 | 40,392 | Class B Common Shares |
| Daniel Mark Fisher | Group Head of HR & Comm. | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 8,500 | 97,756 | - | 0 | Class B Common Shares | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 3,752 | 105,690 | - | 18.4 | 69,074 | Class B Common Shares |
| Daniel Mark Fisher | Group Head of HR & Comm. | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 11,686 | 109,442 | - | 0 | Class B Common Shares | |
| Jonathan B. Levenson | Group Treasurer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 11,407 | 54,638 | - | 0 | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 6,007 | 234,529 | - | 18.4 | 110,589 | Class B Common Shares |
| Giuseppina Albo | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 65,612 | 1,121,825 | - | 18.4 | 1,207,917 | Class B Common Shares |
| Giuseppina Albo | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.56 per share. | 26 Feb 2025 | 20,465 | 1,122,543 | - | 19.6 | 400,295 | Class B Common Shares |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 1,065 | 83,500 | - | 18.4 | 19,607 | Class B Common Shares |
| Brian John Deegan | Group Chief Accounting Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 26 Feb 2025 | 15,970 | 71,088 | - | 0 | Class B Common Shares | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 1,742 | 103,948 | - | 18.4 | 32,070 | Class B Common Shares |
| Adrian Daws | CEO, Hamilton Global Specialty | Payment of exercise price or tax liability using portion of securities received from the company at price $ 18.41 per share. | 26 Feb 2025 | 3,483 | 196,440 | - | 18.4 | 64,122 | Class B Common Shares |
| Alexander James Baker | Chief Risk Officer | Sale of securities on an exchange or to another person at price $ 0.00 per share. | 21 Jan 2025 | 4,000 | 80,872 | - | - | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 24,698 | 120,717 | - | - | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.03 per share. | 01 Jan 2025 | 11,164 | 109,553 | - | 19.0 | 212,451 | Class B Common Shares |
| Craig Howie | Chief Financial Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 10,121 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Craig Howie | Chief Financial Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 14,577 | 14,578 | - | - | 2023 LTIP - Restricted Stock Units | |
| Giuseppina Albo | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 29,240 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Giuseppina Albo | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 68,720 | 482,256 | - | - | Class B Common Shares | |
| Giuseppina Albo | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 39,480 | 39,480 | - | - | 2023 LTIP - Restricted Stock Units | |
| Giuseppina Albo | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.03 per share. | 01 Jan 2025 | 35,530 | 446,726 | - | 19.0 | 676,136 | Class B Common Shares |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 6,653 | 91,388 | - | - | Class B Common Shares | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 3,741 | 3,741 | - | - | 2023 LTIP - Restricted Stock Units | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 2,912 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 3,189 | 3,188 | - | - | 2023 LTIP - Restricted Stock Units | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.03 per share. | 01 Jan 2025 | 1,989 | 32,152 | - | 19.0 | 37,851 | Class B Common Shares |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 5,618 | 34,141 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 2,429 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 3,008 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 6,306 | 98,825 | - | - | Class B Common Shares | |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 3,298 | 3,297 | - | - | 2023 LTIP - Restricted Stock Units | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 4,723 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 9,825 | 30,649 | - | - | Class B Common Shares | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 5,102 | 5,102 | - | - | 2023 LTIP - Restricted Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 3,047 | 3,048 | - | - | 2023 LTIP - Restricted Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 5,708 | 48,968 | - | - | Class B Common Shares | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.03 per share. | 01 Jan 2025 | 2,684 | 46,284 | - | 19.0 | 51,077 | Class B Common Shares |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 2,661 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 4,395 | 4,395 | - | - | 2023 LTIP - Restricted Stock Units | |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 9,951 | 89,550 | - | - | Class B Common Shares | |
| Alexander James Baker | Chief Risk Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.03 per share. | 01 Jan 2025 | 4,678 | 84,872 | - | 19.0 | 89,022 | Class B Common Shares |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 5,556 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 12,134 | 145,742 | - | - | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 6,812 | 6,813 | - | - | 2023 LTIP - Restricted Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 5,322 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.03 per share. | 01 Jan 2025 | 5,703 | 140,038 | - | 19.0 | 108,528 | Class B Common Shares |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 18,076 | 175,151 | - | - | Class B Common Shares | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 7,872 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 10,204 | 10,204 | - | - | 2023 LTIP - Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 1,687 | 0 | - | - | 2022 LTIP - Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 3,401 | 3,402 | - | - | 2023 LTIP - Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 5,088 | 38,831 | - | - | Class B Common Shares | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.03 per share. | 01 Jan 2025 | 1,670 | 37,161 | - | 19.0 | 31,780 | Class B Common Shares |
| Jonathan B. Levenson | Group Treasurer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 19.03 per share. | 01 Jan 2025 | 1,711 | 25,336 | - | 19.0 | 32,560 | Class B Common Shares |
| Jonathan B. Levenson | Group Treasurer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 4,738 | 4,738 | - | - | 2023 LTIP - Restricted Stock Units | |
| Jonathan B. Levenson | Group Treasurer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2025 | 4,738 | 27,047 | - | - | Class B Common Shares | |
| James Baker Alexander | Chief Risk Officer | Sale of securities on an exchange or to another person at price $ 0.00 per share. | 26 Dec 2024 | 4,000 | 79,599 | - | - | Class B Common Shares | |
| Alexander James Baker | Chief Risk Officer | Sale of securities on an exchange or to another person at price $ 0.00 per share. | 13 Dec 2024 | 4,000 | 83,599 | - | - | Class B Common Shares | |
| Alexander James Baker | Chief Risk Officer | Sale of securities on an exchange or to another person at price $ 0.00 per share. | 13 Dec 2024 | 4,000 | 83,599 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Sale of securities on an exchange or to another person at price $ 0.00 per share. | 12 Dec 2024 | 2,161 | 28,523 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Sale of securities on an exchange or to another person at price $ 0.00 per share. | 12 Dec 2024 | 9,681 | 30,684 | - | - | Class B Common Shares | |
| Deegan John Brian | Group Chief Accounting Officer | Sale of securities on an exchange or to another person at price $ 19.18 per share. | 25 Nov 2024 | 17,500 | 20,824 | - | 19.2 | 335,650 | Class B Common Shares |
| Giuseppina Albo | Director, Chief Executive Officer | Gift of securities by or to the insider at price $ 0.00 per share. | 22 Nov 2024 | 55,000 | 1,122,543 | - | 0 | Class B Common Shares | |
| Giuseppina Albo | Director, Chief Executive Officer | Gift of securities by or to the insider at price $ 0.00 per share. | 22 Nov 2024 | 55,000 | 273,799 | - | 0 | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 50,522 | 50,522 | - | - | Restricted Stock Units | |
| Craig Howie | Chief Financial Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 50,522 | 118,042 | - | - | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.80 per share. | 11 Nov 2024 | 22,023 | 96,019 | - | 17.8 | 392,009 | Class B Common Shares |
| Giuseppina Albo | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 151,567 | 151,567 | - | - | Restricted Stock Units | |
| Giuseppina Albo | Director, Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.80 per share. | 11 Nov 2024 | 77,444 | 413,536 | - | 17.8 | 1,378,503 | Class B Common Shares |
| Giuseppina Albo | Director, Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 151,567 | 490,980 | - | - | Class B Common Shares | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 29,471 | 29,471 | - | - | Restricted Stock Units | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 29,471 | 84,735 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 25,261 | 25,261 | - | - | Restricted Stock Units | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 25,261 | 47,969 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.80 per share. | 11 Nov 2024 | 7,604 | 40,365 | - | 17.8 | 135,351 | Class B Common Shares |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 5,894 | 5,894 | - | - | Restricted Stock Units | |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 5,894 | 92,519 | - | - | Class B Common Shares | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 19,367 | 38,324 | - | - | Class B Common Shares | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 19,367 | 19,367 | - | - | Restricted Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.80 per share. | 11 Nov 2024 | 13,851 | 43,260 | - | 17.8 | 246,548 | Class B Common Shares |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 29,471 | 29,471 | - | - | Restricted Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 29,471 | 57,111 | - | - | Class B Common Shares | |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 29,471 | 29,471 | - | - | Restricted Stock Units | |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 29,471 | 87,599 | - | - | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.80 per share. | 11 Nov 2024 | 15,830 | 133,608 | - | 17.8 | 281,774 | Class B Common Shares |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 33,681 | 149,438 | - | - | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 33,681 | 33,681 | - | - | Restricted Stock Units | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 33,681 | 157,075 | - | - | Class B Common Shares | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 33,681 | 33,681 | - | - | Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.80 per share. | 11 Nov 2024 | 12,522 | 33,743 | - | 17.8 | 222,892 | Class B Common Shares |
| Anita Breslin Kuchma | CEO, Hamilton Select | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 29,471 | 29,471 | - | - | Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 29,471 | 46,265 | - | - | Class B Common Shares | |
| Jonathan B. Levenson | Group Treasurer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 17.80 per share. | 11 Nov 2024 | 2,589 | 22,309 | - | 17.8 | 46,084 | Class B Common Shares |
| Jonathan B. Levenson | Group Treasurer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 8,420 | 8,420 | - | - | Restricted Stock Units | |
| Jonathan B. Levenson | Group Treasurer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 11 Nov 2024 | 8,420 | 24,898 | - | - | Class B Common Shares | |
| Therese M. Vaughan | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 7,187 | 16,142 | - | 0 | Class B Common Shares | |
| Therese M. Vaughan | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 8,955 | 8,955 | - | 0 | Class B Common Shares | |
| John J. Gauthier | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 8,955 | 19,896 | - | 0 | Class B Common Shares | |
| John J. Gauthier | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 7,187 | 27,083 | - | 0 | Class B Common Shares | |
| Marvin Pestcoe | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 8,955 | 56,432 | - | 0 | Class B Common Shares | |
| Marvin Pestcoe | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 7,187 | 63,619 | - | 0 | Class B Common Shares | |
| William C. Freda | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 8,955 | 56,149 | - | 0 | Class B Common Shares | |
| Everard Barclay Simmons | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 8,955 | 10,836 | - | 0 | Class B Common Shares | |
| Everard Barclay Simmons | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 7,187 | 18,023 | - | 0 | Class B Common Shares | |
| Anu Karna | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 8,955 | 9,896 | - | 0 | Class B Common Shares | |
| Anu Karna | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 7,187 | 17,083 | - | 0 | Class B Common Shares | |
| Stephen W. Pacala | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 8,955 | 49,831 | - | 0 | Class B Common Shares | |
| Stephen W. Pacala | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 7,187 | 57,018 | - | 0 | Class B Common Shares | |
| Alan Neil Patterson | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 7,187 | 16,142 | - | 0 | Class B Common Shares | |
| Alan Neil Patterson | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 13 Jun 2024 | 8,955 | 8,955 | - | 0 | Class B Common Shares | |
| Brian John Deegan | Group Chief Accounting Officer | Sale of securities on an exchange or to another person at price $ 16.70 per share. | 16 May 2024 | 22,000 | 18,957 | - | 16.7 | 367,400 | Class B Common Shares |
| Alan Neil Patterson | Director | Purchase of securities on an exchange or from another person at price $ 16.66 per share. | 16 May 2024 | 21,135 | 21,135 | - | 16.7 | 352,109 | Class B Common Shares |
| Jonathan B. Levenson | Group Treasurer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 06 Mar 2024 | 16,840 | 16,840 | - | - | Restricted Stock Units | |
| Jonathan B. Levenson | Group Treasurer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 06 Mar 2024 | 9,475 | 9,475 | - | - | 2023 LTIP - Restricted Stock Units | |
| Jonathan B. Levenson | Group Treasurer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 06 Mar 2024 | 13,448 | 16,478 | - | - | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 47,586 | 67,520 | - | - | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 47,586 | 47,586 | - | - | 2024 LTIP -Performance Stock Units | |
| Giuseppina Albo | Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 23,480 | 490,980 | - | - | Class B Common Shares | |
| Giuseppina Albo | Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 23,480 | 0 | - | - | 2021 LTIP - Performance Stock Units | |
| Giuseppina Albo | Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 123,276 | 614,256 | - | - | Class B Common Shares | |
| Giuseppina Albo | Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 123,276 | 123,276 | - | - | 2024 LTIP - Performance Stock Units | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 2,673 | 0 | - | - | 2021 LTIP - Restricted Stock Units | |
| Gemma Elizabeth Carreiro | Group General Counsel | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 13,793 | 13,793 | - | - | 2024 LTIP -Performance Stock Units | |
| Gemma Elizabeth Carreiro | Group General Counsel | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 13,793 | 55,264 | - | - | Class B Common Shares | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 2,673 | 41,471 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 9,052 | 9,052 | - | - | 2024 LTIP -Performance Stock Units | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 2,167 | 22,708 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 9,052 | 31,760 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 2,167 | 0 | - | - | 2021 LTIP -Performance Stock Units | |
| Keith Donald Bernhard | Group Chief Audit Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 9,827 | 86,625 | - | - | Class B Common Shares | |
| Brian John Deegan | Group Chief Accounting Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 17,379 | 40,957 | - | - | Class B Common Shares | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 10,453 | 38,093 | - | - | Class B Common Shares | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 10,453 | 10,453 | - | - | 2024 LTIP -Performance Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 2,469 | 0 | - | - | 2021 LTIP - Performance Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 2,469 | 27,640 | - | - | Class B Common Shares | |
| Alexander James Baker | Chief Risk Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 15,778 | 58,128 | - | - | Class B Common Shares | |
| Alexander James Baker | Chief Risk Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 15,778 | 15,778 | - | - | 2024 LTIP - Performance Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 4,608 | 0 | - | - | 2021 LTIP - Performance Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 25,245 | 115,757 | - | - | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 4,608 | 90,512 | - | - | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 25,245 | 25,245 | - | - | 2024 LTIP - Performance Stock Units | |
| Graves | CEO, Hamilton Re | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 32,552 | 32,552 | - | - | 2024 LTIP - Performance Stock Units | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 6,020 | 0 | - | - | 2021 LTIP - Performance Stock Units | |
| Graves | CEO, Hamilton Re | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 32,552 | 123,394 | - | - | Class B Common Shares | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 05 Mar 2024 | 6,020 | 90,842 | - | - | Class B Common Shares | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 12,069 | 12,069 | - | - | 2024 LTIP -Performance Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 05 Mar 2024 | 12,069 | 16,794 | - | - | Class B Common Shares | |
| Russell P. Fradin | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 01 Mar 2024 | 3,177 | 178,671 | - | - | Class B Common Shares | |
| John J. Gauthier | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 01 Mar 2024 | 941 | 10,941 | - | - | Class B Common Shares | |
| Marvin Pestcoe | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 01 Mar 2024 | 2,508 | 47,477 | - | - | Class B Common Shares | |
| William C. Freda | Director | 01 Mar 2024 | 3,411 | 47,194 | - | - | Class B Common Shares | ||
| Everard Barclay Simmons | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 01 Mar 2024 | 1,881 | 1,881 | - | - | Class B Common Shares | |
| Anu Karna | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 01 Mar 2024 | 941 | 941 | - | - | Class B Common Shares | |
| Doreen Pauline Elizabeth Richards | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 01 Mar 2024 | 2,508 | 113,054 | - | - | Class B Common Shares | |
| Stephen W. Pacala | Director | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 01 Mar 2024 | 2,508 | 40,876 | - | - | Class B Common Shares | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 9,448 | 38,798 | - | - | Class B Common Shares | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 2,793 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 2,913 | 2,912 | - | - | 2022 LTIP - Restricted Stock Units | |
| Gemma Elizabeth Carreiro | Group General Counsel | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 3,742 | 7,482 | - | - | 2023 LTIP - Restricted Stock Units | |
| Chad Allan Cundliffe | Group Treasurer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 5,726 | 5,726 | - | - | 2022 LTIP - Restricted Stock Units | |
| Chad Allan Cundliffe | Group Treasurer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 18,315 | 104,132 | - | - | Class B Common Shares | |
| Chad Allan Cundliffe | Group Treasurer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 6,208 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Chad Allan Cundliffe | Group Treasurer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 6,381 | 12,762 | - | - | 2023 LTIP - Restricted Stock Units | |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 9,664 | 76,798 | - | - | Class B Common Shares | |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 3,298 | 6,595 | - | - | 2023 LTIP - Restricted Stock Units | |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 3,009 | 3,008 | - | - | 2022 LTIP - Restricted Stock Units | |
| Keith Donald Bernhard | Group Chief Audit Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 3,357 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 4,723 | 4,723 | - | - | 2022 LTIP - Restricted Stock Units | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 5,102 | 10,204 | - | - | 2023 LTIP - Restricted Stock Units | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 13,285 | 23,578 | - | - | Class B Common Shares | |
| Brian John Deegan | Group Chief Accounting Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 3,460 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 10,204 | 20,408 | - | - | 2023 LTIP - Restricted Stock Units | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 31,033 | 84,822 | - | - | Class B Common Shares | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 12,957 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Graves | CEO, Hamilton Re | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Mar 2024 | 7,872 | 7,872 | - | - | 2022 LTIP - Restricted Stock Units | |
| Craig Howie | Chief Financial Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 24,698 | 31,277 | - | - | Class B Common Shares | |
| Craig Howie | Chief Financial Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 14.95 per share. | 01 Jan 2024 | 11,343 | 19,934 | - | 15.0 | 169,578 | Class B Common Shares |
| Craig Howie | Chief Financial Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 10,121 | 10,121 | - | - | 2022 LTIP - Restricted Stock Units | |
| Craig Howie | Chief Financial Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 14,577 | 29,155 | - | - | 2023 LTIP - Restricted Stock Units | |
| Giuseppina Albo | Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 24,535 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Giuseppina Albo | Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 29,239 | 29,240 | - | - | 2022 LTIP - Restricted Stock Units | |
| Giuseppina Albo | Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 39,480 | 78,960 | - | - | 2023 LTIP - Restricted Stock Units | |
| Giuseppina Albo | Chief Executive Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 14.95 per share. | 01 Jan 2024 | 48,203 | 467,500 | - | 15.0 | 720,635 | Class B Common Shares |
| Giuseppina Albo | Chief Executive Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 93,254 | 515,703 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 7,882 | 23,331 | - | - | Class B Common Shares | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 3,189 | 6,377 | - | - | 2023 LTIP - Restricted Stock Units | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 2,429 | 2,429 | - | - | 2022 LTIP - Restricted Stock Units | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 2,264 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Payment of exercise price or tax liability using portion of securities received from the company at price $ 14.95 per share. | 01 Jan 2024 | 2,790 | 20,541 | - | 15.0 | 41,711 | Class B Common Shares |
| Daniel Mark Fisher | Group Head of HR & Comm. | Payment of exercise price or tax liability using portion of securities received from the company at price $ 14.95 per share. | 01 Jan 2024 | 3,893 | 25,171 | - | 14.9 | 58,200 | Class B Common Shares |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 2,579 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 3,047 | 6,095 | - | - | 2023 LTIP - Restricted Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 8,286 | 29,064 | - | - | Class B Common Shares | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 2,660 | 2,661 | - | - | 2022 LTIP - Restricted Stock Units | |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 4,395 | 8,790 | - | - | 2023 LTIP - Restricted Stock Units | |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 16,140 | 49,935 | - | - | Class B Common Shares | |
| Alexander James Baker | Chief Risk Officer | Payment of exercise price or tax liability using portion of securities received from the company at price $ 14.95 per share. | 01 Jan 2024 | 7,585 | 42,350 | - | 15.0 | 113,396 | Class B Common Shares |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 6,190 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Alexander James Baker | Chief Risk Officer | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 5,555 | 5,556 | - | - | 2022 LTIP - Restricted Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 5,321 | 5,322 | - | - | 2022 LTIP - Restricted Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 6,812 | 13,625 | - | - | 2023 LTIP - Restricted Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 16,948 | 93,869 | - | - | Class B Common Shares | |
| Adrian Daws | CEO, Hamilton Global Specialty | Payment of exercise price or tax liability using portion of securities received from the company at price $ 14.95 per share. | 01 Jan 2024 | 7,965 | 85,904 | - | 15.0 | 119,077 | Class B Common Shares |
| Adrian Daws | CEO, Hamilton Global Specialty | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 4,815 | 0 | - | - | 2021 LTIP -Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 5,088 | 6,393 | - | - | Class B Common Shares | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 1,687 | 1,687 | - | - | 2022 LTIP - Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Exercise or conversion of derivative security received from the company (such as an option) at price $ 0.00 per share. | 01 Jan 2024 | 3,401 | 6,803 | - | - | 2023 LTIP - Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Payment of exercise price or tax liability using portion of securities received from the company at price $ 14.95 per share. | 01 Jan 2024 | 1,668 | 4,725 | - | 15.0 | 24,937 | Class B Common Shares |
| Craig Howie | Group Chief Financial Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 101,044 | 101,044 | - | - | Restricted Stock Units | |
| Giuseppina Albo | Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 303,133 | 303,133 | - | - | Restricted Stock Units | |
| Gemma Elizabeth Carreiro | Group General Counsel & Sec. | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 58,942 | 58,942 | - | - | Restricted Stock Units | |
| Venkatanarayanan Krishnamoorthy | Group CTO and Group CDO | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 50,522 | 50,522 | - | - | Restricted Stock Units | |
| Chad Allan Cundliffe | Group Treasurer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 37,049 | 37,049 | - | - | Restricted Stock Units | |
| Keith Donald Bernhard | Group Chief Audit Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 11,788 | 11,788 | - | - | Restricted Stock Units | |
| Brian John Deegan | Group Chief Accounting Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 38,733 | 38,733 | - | - | Restricted Stock Units | |
| Daniel Mark Fisher | Group Head of HR & Comm. | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 58,942 | 58,942 | - | - | Restricted Stock Units | |
| Alexander James Baker | Chief Risk Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 58,942 | 58,942 | - | - | Restricted Stock Units | |
| Adrian Daws | CEO, Hamilton Global Specialty | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 67,362 | 67,362 | - | - | Restricted Stock Units | |
| Megan Jane Thomas | CEO, Hamilton Re | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 67,362 | 67,362 | - | - | Restricted Stock Units | |
| Anita Breslin Kuchma | CEO, Hamilton Select | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 19 Dec 2023 | 58,942 | 58,942 | - | - | Restricted Stock Units | |
| John J. Gauthier | Director | Purchase of securities on an exchange or from another person at price $ 15.41 per share. | 11 Dec 2023 | 3,605 | 5,679 | - | 15.4 | 55,553 | Class B Common Shares |
| John J. Gauthier | Director | Purchase of securities on an exchange or from another person at price $ 15.45 per share. | 11 Dec 2023 | 210 | 10,000 | - | 15.5 | 3,245 | Class B Common Shares |
| John J. Gauthier | Director | Purchase of securities on an exchange or from another person at price $ 15.45 per share. | 11 Dec 2023 | 2,870 | 9,790 | - | 15.4 | 44,341 | Class B Common Shares |
| John J. Gauthier | Director | Purchase of securities on an exchange or from another person at price $ 15.39 per share. | 11 Dec 2023 | 200 | 200 | - | 15.4 | 3,078 | Class B Common Shares |
| John J. Gauthier | Director | Purchase of securities on an exchange or from another person at price $ 15.33 per share. | 11 Dec 2023 | 556 | 756 | - | 15.3 | 8,521 | Class B Common Shares |
| John J. Gauthier | Director | Purchase of securities on an exchange or from another person at price $ 15.40 per share. | 11 Dec 2023 | 10 | 766 | - | 15.4 | 154 | Class B Common Shares |
| John J. Gauthier | Director | Purchase of securities on an exchange or from another person at price $ 15.39 per share. | 11 Dec 2023 | 1,308 | 2,074 | - | 15.4 | 20,130 | Class B Common Shares |
| John J. Gauthier | Director | Purchase of securities on an exchange or from another person at price $ 15.41 per share. | 11 Dec 2023 | 1,241 | 6,920 | - | 15.4 | 19,124 | Class B Common Shares |
| Doreen Pauline Elizabeth Richards | Director | Sale of securities on an exchange or to another person at price $ 15.00 per share. | 22 Nov 2023 | 2,015 | 110,546 | - | 15 | 30,225 | Class B Common Shares |
| William C. Freda | Director | 22 Nov 2023 | 5,099 | 214,994 | - | 15 | 76,485 | Class B Common Shares | |
| Keith Donald Bernhard | Group Chief Audit Officer | Sale of securities on an exchange or to another person at price $ 15.00 per share. | 22 Nov 2023 | 2,610 | 67,134 | - | 15 | 39,150 | Class B Common Shares |
| Alexander James Baker | Chief Risk Officer | Sale of securities on an exchange or to another person at price $ 15.00 per share. | 22 Nov 2023 | 1,543 | 33,795 | - | 15 | 23,145 | Class B Common Shares |
| Doreen Pauline Elizabeth Richards | Director | Sale of securities on an exchange or to another person at price $ 15.00 per share. | 14 Nov 2023 | 11,758 | 112,561 | - | 15 | 176,370 | Class B Common Shares |
| Marvin Pestcoe | Director | Purchase of securities on an exchange or from another person at price $ 15.00 per share. | 14 Nov 2023 | 16,666 | 44,969 | - | 15 | 249,990 | Class B Common Shares |
| William C. Freda | Director | 14 Nov 2023 | 29,743 | 220,093 | - | 15 | 446,145 | Class B Common Shares | |
| Keith Donald Bernhard | Group Chief Audit Officer | Sale of securities on an exchange or to another person at price $ 15.00 per share. | 14 Nov 2023 | 15,227 | 69,744 | - | 15 | 228,405 | Class B Common Shares |
| Alexander James Baker | Chief Risk Officer | Sale of securities on an exchange or to another person at price $ 15.00 per share. | 14 Nov 2023 | 9,002 | 35,338 | - | 15 | 135,030 | Class B Common Shares |
| Giuseppina Albo | Director, Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 10 Nov 2023 | 116,667 | 116,667 | - | - | 2023 LTIP - Restricted Stock Unit | |
| Giuseppina Albo | Director, Chief Executive Officer | Grant, award, or other acquisition of securities at price $ 0.00 per share. | 10 Nov 2023 | 250,000 | 250,000 | - | - | 2023 LTIP - Performance Stock Unit |