SECURITIES AND EXCHANGE COMMISSION
of the Securities Exchange Act of 1934
Executive Vice President and General Counsel
White Mountains Insurance Group, Ltd.
23 South Main Street, Suite 3B
Hanover, New Hampshire 03755-2053
Telephone: (603) 640-2200
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Andrew J. Pitts, Esq.
C. Daniel Haaren, Esq. Cravath, Swaine & Moore LLP Two Manhattan West 375 Ninth Avenue New York, New York 10001 Telephone: (212) 474-1000 |
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David Lopez, Esq.
Manuel Silva, Esq. Cleary Gottlieb Steen & Hamilton LLP One Liberty Plaza New York, New York 10006 Telephone: (212) 225-2000 |
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Exhibit
No. |
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Description
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| | (a)(1)(A) | | | Offer to Purchase dated November 21, 2025 | |
| | (a)(1)(B) | | | Letter of Transmittal dated November 21, 2025 | |
| | (a)(1)(C) | | | Notice of Guaranteed Delivery | |
| | (a)(1)(D) | | | Letter to Brokers, Dealers, Commercial Banks, Trust Companies and Other Nominees | |
| | (a)(1)(E) | | | Letter to Clients for use by Brokers, Dealers, Commercial Banks, Trust Companies and Other Nominees | |
| | (a)(1)(F) | | | Form of Summary Advertisement as published on November 21, 2025 | |
| | (a)(1)(G) | | | Letter from the Company’s Chief Executive Officer to Shareholders dated November 21, 2025 | |
| | (a)(1)(H) | | | Letter to Participants in the White Mountains Retirement Plan, dated November 21, 2025 | |
| | (a)(1)(I) | | | Email to Participants in the White Mountains Retirement Plan, dated November 21, 2025 | |
| | (a)(5)(A) | | | Press Release, dated November 21, 2025 | |
| | (a)(5)(B) | | | Annual Report on Form 10-K for the fiscal year ended December 31, 2024, filed on February 28, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(C) | | | Quarterly Report on Form 10-Q for the quarter ended March 31, 2025, filed on May 7, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(D) | | | Quarterly Report on Form 10-Q for the quarter ended June 30, 2025, filed on August 7, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(E) | | | Quarterly Report on Form 10-Q for the quarter ended September 30, 2025, filed on November 6, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(F) | | | Current Report on Form 8-K, filed on January 8, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(G) | | |
Current Report on Form 8-K, filed on April 10, 2025 (incorporated by reference to such filing)
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| | (a)(5)(H) | | | Current Report on Form 8-K, filed on May 22, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(I) | | | Current Report on Form 8-K, filed on July 7, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(J) | | | Current Report on Form 8-K, filed on July 16, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(K) | | | Current Report on Form 8-K, filed on July 18, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(L) | | | Current Report on Form 8-K, filed on September 2, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(M) | | | Current Report on Form 8-K, filed on September 3, 2025 (incorporated by reference to such filing) | |
| | (a)(5)(N) | | | Current Report on Form 8-K, filed on October 3, 2025 (incorporated by reference to such filing) | |
| | (b) | | | Not applicable | |
| | (d)(1) | | | White Mountains Long-Term Incentive Plan, as amended, (incorporated by reference herein and filed as Appendix A of the Company’s Notice of 2025 Annual General Meeting of Members and Proxy Statement dated April 2, 2025) | |
| | (d)(2) | | | Offer Letter, dated as of February 22, 2024, between the Company and Giles Harrison (incorporated by reference herein and filed as Exhibit 10.1 of the Company’s Current Report on Form 8-K dated April 10, 2024) | |
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Exhibit
No. |
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Description
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| | (d)(3) | | | Employment Agreement and Release between White Mountains Capital LLC and G. Manning Rountree (incorporated by reference herein and filed as Exhibit 10.1 of the Company’s Quarterly Report on Form 10-Q dated November 6, 2025) | |
| | (d)(4) | | | White Mountains Bonus Plan (incorporated by reference herein and filed as Exhibit 10.1 of the Company’s Quarterly Report on Form 10-Q dated May 6, 2022) | |
| | (d)(5) | | | Regulation 114 Trust Agreement by and among Build America Mutual Assurance Company, HG Re Ltd. and The Bank of New York Mellon, dated July 20, 2012 (incorporated by reference herein and filed as Exhibit 10.2 of the Company’s Quarterly Report on Form 10-Q dated October 30, 2012) | |
| | (d)(6) | | | Third Amended and Restated Supplemental Trust Agreement by and among Build America Mutual Assurance Company, HG Re Ltd. and The Bank of New York Mellon, dated January 15, 2020 (incorporated by reference herein and filed as Exhibit 10.2 of the Company’s Quarterly Report on Form 10-Q dated August 7, 2023) | |
| | (d)(7) | | | Fourth Amended and Restated Surplus Note Purchase Agreement between Build America Mutual Assurance Company, as Issuer, and HG Holdings Ltd. and HG Re Ltd., as Purchasers, dated July 1, 2024 (incorporated by reference herein and filed as Exhibit 10.1 of the Company’s Quarterly Report on Form 10-Q dated August 7, 2024) | |
| | (g) | | | Not applicable | |
| | (h) | | | Not applicable | |
Accounting Officer