| 1.01 | Elect Yves Brouillette | Withhold |
| 1.02 | Elect G. Manning Rountree | For |
| 2.01 | Elect Kevin Pearson to the board of HG Re Ltd. | For |
| 2.02 | Elect Jennifer Pitts to the board of HG Re Ltd. | For |
| 2.03 | Elect Christina Repasy to the board of HG Re Ltd. | For |
| 2.04 | Elect John Sinkus to the board of HG Re Ltd. | For |
| 3.01 | Elect Reid Campbell to the board of any new non-United States operating subsidiary of WTM | For |
| 3.02 | Elect Kevin Pearson to the board of any new non-United States operating subsidiary of WTM | For |
| 3.03 | Elect Director Jennifer Pitts for Any New Non-United States Operating Subsidiary of WTM | For |
| 3.04 | Elect G. Manning Rountree to the board of any new non-United States operating subsidiary of WTM | For |
| 4.01 | Elect Christopher Garrod to the board of Split Rock Insurance Ltd. | For |
| 4.02 | Elect Sarah A. Kolar to the board of Split Rock Insurance Ltd. | For |
| 4.03 | Elect Kevin Pearson to the board of Split Rock Insurance Ltd. | For |
| 4.04 | Elect John C. Treacy to the board of Split Rock Insurance Ltd. | For |
| 5.01 | Elect Sarah Kolar to the board of Grand Marais Capital Limited | For |
| 5.02 | Elect Jonath Pfeffer to the board of Grand Marais Capital Limited | For |
| 5.03 | Elect Davinia Smith to the board of Grand Marais Capital Limited | For |
| 6.01 | Elect Sarah Kolar to the board of any new non-United States operating subsidiary of OneBeacon | For |
| 6.02 | Elect Paul McDonough to the board of any new non-United States operating subsidiary of OneBeacon | For |
| 6.03 | Elect Kevin Pearson to the board of any new non-United States operating subsidiary of OneBeacon | For |
| 6.04 | Elect John Treacy to the board of any new non-United States operating subsidiary of OneBeacon | For |
| 7 | Advisory Vote on Executive Compensation | Oppose |
| 8 | Approve the Frequency of Future Advisory Votes on Executive Compensation | 1 |
| 9 | Appoint the Auditors | Oppose |