| 1.01 | Re-elect Morgan W. Davis | Withhold |
| 1.02 | Re-elect Edith E. Holiday | Withhold |
| 1.03 | Re-elect Lowndes A. Smith | Withhold |
| 2.01 | Elect Jeffrey Davis to the Board of the company's wholly owned subsidiary, Sirius International Insurance Corporation | Withhold |
| 2.02 | Elect Lars Ek to the Board of the company's wholly owned subsidiary, Sirius International Insurance Corporation | Withhold |
| 2.03 | Elect Brian E. Kensil to the Board of the company's wholly owned subsidiary, Sirius International Insurance Corporation | Withhold |
| 2.04 | Elect Jan Onselius to the Board of the company's wholly owned subsidiary, Sirius International Insurance Corporation | Withhold |
| 2.05 | Elect Goran A. Thorstensson to the Board of the company's wholly owned subsidiary, Sirius International Insurance Corporation | Withhold |
| 2.06 | Elect Allan L. Waters to the Board of the company's wholly owned subsidiary, Sirius International Insurance Corporation | Withhold |
| 3.01 | Elect Shelia E. Nicoll to the Board of the company's wholly owned subsidiary, HG Re Ltd. | Withhold |
| 3.02 | Elect Kevin Pearson to the Board of the company's wholly owned subsidiary, HG Re Ltd. | Withhold |
| 3.03 | Elect Warren J. Trace to the Board of the company's wholly owned subsidiary, HG Re Ltd. | Withhold |
| 3.04 | Elect Allan L. Waters to the Board of the company's wholly owned subsidiary, HG Re, Ltd. | Withhold |
| 4.01 | Elect Jennifer L. Pitts to the Board of the company's wholly owned subsidiary, White Mountains Re Bermuda, Ltd. | Withhold |
| 4.02 | Elect Christine H. Repasy to the Board of the company's wholly owned subsidiary, White Mountains Re Bermuda, Ltd. | Withhold |
| 4.03 | Elect Warren J. Trace to the Board of the company's wholly owned subsidiary, White Mountains Re Bermuda, Ltd. | Withhold |
| 4.04 | Elect Allan L. Waters to the Board of the company's wholly owned subsidiary, White Mountains Re Bermuda, Ltd. | Withhold |
| 5.01 | Elect Christine H. Repasy to the Board of the company's wholly owned subsidiary, White Shoals Reinsurance (Bermuda) Ltd. | Withhold |
| 5.02 | Elect Warren J. Trace to the Board of the company's wholly owned subsidiary, White Shoals Reinsurance (Bermuda) Ltd. | Withhold |
| 5.03 | Elect Allan L. Waters to the Board of the company's wholly owned subsidiary, White Shoals Reinsurance (Bermuda) Ltd. | Withhold |
| 6.01 | Elect Christine H. Repasy to the Board of the company's wholly owned subsidiary, Star Reinsurance (Bermuda) Ltd. | Withhold |
| 6.02 | Elect Goran A. Thorstensson to the Board of the company's wholly owned subsidiary, Star Reinsurance (Bermuda) Ltd. | Withhold |
| 6.03 | Elect Warren J. Trace to the Board of the company's wholly owned subsidiary, Star Reinsurance (Bermuda) Ltd. | Withhold |
| 6.04 | Elect Allan L. Waters to the Board of the company's wholly owned subsidiary, Star Reinsurance (Bermuda) Ltd. | Withhold |
| 7.01 | Elect Michael Dashfield to the Board of the company's wholly owned subsidiary, Sirius Capital (Bermuda) Ltd. | Withhold |
| 7.02 | Elect Lars Ek to the Board of the company's wholly owned subsidiary, Sirius Capital (Bermuda) Ltd. | Withhold |
| 7.03 | Elect Goran A. Thorstensson to the Board of the company's wholly owned subsidiary, Sirius Capital (Bermuda) Ltd. | Withhold |
| 7.04 | Elect Allan L. Waters to the Board of the company's wholly owned subsidiary, Sirius Capital (Bermuda) Ltd. | Withhold |
| 8.01 | Elect Paul J. Brehm to the Board of the company's wholly owned subsidiary, Split Rock Insurance (Bermuda) Ltd. | Withhold |
| 8.02 | Elect Sarah A. Kolar to the Board of the company's wholly owned subsidiary, Split Rock Insurance (Bermuda) Ltd. | Withhold |
| 8.03 | Elect Shelia E. Nicoll to the Board of the company's wholly owned subsidiary, Split Rock Insurance (Bermuda) Ltd. | Withhold |
| 8.04 | Elect John C. Treacy to the Board of the company's wholly owned subsidiary, Split Rock Insurance (Bermuda) Ltd. | Withhold |
| 9.01 | Re-Elect Raymond Barrette to the Board of any of the company's wholly owned non-United States operating subsidiaries that may be formed by the company in the future | Withhold |
| 9.02 | Re-elect David T. Foy to the Board of any of the company's wholly owned non-United States operating subsidiaries that may be formed by the company in the future | Withhold |
| 9.03 | Re-Elect Jennifer Pitts to the Board of any of the company's wholly owned non-United States operating subsidiaries that may be formed by the company in the future | Withhold |
| 9.04 | Elect Warren J. Trace to the Board of any of the company's wholly owned non-United States operating subsidiaries that may be formed by the company in the future | Withhold |
| 10 | Approve Pay Structure | Oppose |
| 11 | Approval of share inventory for and performance criteria in, the Company's Long-Term Incentive Plan "LTIP" | Oppose |
| 12 | Re-appoint the auditors | Abstain |
