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WHITE MOUNTAINS INSURANCE GROUP LTD

For the period ended May 22, 2025. Filed Apr 2, 2025.

View on SEC.gov

About this filing

What shareholders are asked to vote on at a company's meeting. It is where to find what directors and top executives are paid, and who owns the most shares.

May 22, 2025 · Filed Apr 2, 2025

WTM$2,241.12-2.3%Stored close · as of Nov 6, 2026
See the whole filing, with its images and exhibits

PROXY SUMMARY

This summary highlights information contained elsewhere in this Proxy Statement. This summary does not contain all of the information that you should consider. You should read the entire Proxy Statement carefully before voting.

Meeting Information and Availability of Proxy Materials
Date and Time:May 22, 2025 at 8:00 a.m. Atlantic Time
Place:Rosewood Bermuda Hotel, 60 Tucker’s Point Drive, Hamilton Parish, Bermuda
Record Date:March 31, 2025

This Proxy Statement and the accompanying proxy card are being sent to shareholders on or about April 17, 2025.

Voting Matters and Board Recommendations
MatterOur Board’s Recommendation
Proposal 1Election of three directors to Class I with terms ending in 2028For
Proposal 2Approval of the advisory resolution on executive compensationFor
Proposal 3Approval of the amendment to the Company’s 2019 Long-Term Incentive PlanFor
Proposal 4Approval of the appointment of PwC as the Company’s Independent Registered Public Accounting Firm for 2025For
How to Vote
Even if you plan to attend the 2025 Annual Meeting of Members in person, we encourage you to vote in advance of the meeting. Make sure to have your proxy card or voting instruction form in hand and follow the instructions. Participants who hold shares in a brokerage account, an employee benefit plan, or through a nominee will need to follow instructions on their proxy card, which may include options to vote their shares by telephone or over the internet. You can vote in one of three ways:
Record HoldersBeneficial Owners
Vote via the internetFollow the instructions set forth on the voting instruction form provided by your broker with these proxy materials.
● Go to www.envisionreports.com/WTM
Vote by telephone
● Call toll free 1-800-652-VOTE (8683) within the USA, US territories and Canada
Vote by mail
● Complete, sign, date and return your proxy card in the envelope provided
Company Performance Highlights
White Mountains is engaged in the business of making opportunistic and value-oriented acquisitions of businesses and assets primarily in the insurance, financial services and related sectors, operating these businesses and assets through our subsidiaries and, if and when attractive exit valuations become available, selling these businesses and assets for meaningful gains. Our principal focus is to grow our book value per share metrics because we believe, based on the trading history of our stock, that over the long term our share price growth will follow our growth in these metrics. Since our IPO in 1985, including dividends, the Company has delivered 13% annualized growth in book value per share and adjusted book value per share (“ABVPS”) and 12% annualized growth in market value per share. The main drivers of performance in 2024 were solid results from our operating businesses and good returns in our investment portfolio. Highlights of our 2024 operational and financial performance include:
✓ Growth in book value per share of 6% ✓ Growth in adjusted book value per share of 8% ✓ Investment portfolio up 7% ✓ Acquired majority stake in Bamboo✓ Ark/WM Outrigger produced an 82% combined ratio while growing full-year gross written premiums by 16% and combined pre-tax income to $299 million ✓ Bamboo generated managed premiums of $484 million, up 125% ✓ Kudu produced a 9% return on equity as the value of its portfolio of participation contracts crossed the $1 billion threshold ✓ HG Global generated $52 million of gross written premiums, up 4%; deconsolidation of BAM

For more information on our business and performance highlights, please refer to page 29 of the proxy statement.

Election of Director Nominees

Class I Nominees – Term ending in 2028AgeDirector SinceOur Board’s Recommendation
Reid T. Campbell572024For
Peter M. Carlson602019For
Suzanne F. Shank632021For
Other Members of the Board
Mary C. Choksi742017
Weston M. Hicks682023
G. Manning Rountree532017
Steven M. Yi542023
Margaret Dillon652021
Philip A. Gelston722018
David A. Tanner662018
Governance Highlights
The Company’s commitment to strong corporate governance, effective risk management and strong independent oversight of management by the Board is reflected in our sound governance practices and policies. Our governance highlights (assuming the election of our current slate of nominees) include:
✓ 70% Independent Directors (7 out of 10) ✓ Commitment to Board Refreshment (Three New Directors since 2023) ✓ Average Board Tenure is 4.8 years ✓ Independent Chairman✓ 30% Gender and 20% Racial/Ethnic Diversity ✓ Shareholder Right to Call a Special Meeting at 10% ✓ Annual Board and Committee Self-Evaluations ✓ Robust Director and Executive Officer Share Ownership Guidelines (5x cash retainer for Directors and 10x salary for CEO and EVPs)

Reflects Board composition and refreshment statistics if director nominees are elected at the 2025 Annual General Meeting.

The lack of a checkmark for a particular item does not mean that the director does not possess that qualification, skill or experience, but rather the checkmark indicates that the item is a particularly prominent qualification, skill or experience that the director brings to the Board.

For more information on our corporate governance practices, please refer to page 18 of the proxy statement.

Shareholder Outreach

Shareholder engagement is of great importance to our Board and management team as a means to solicit feedback and to ensure accountability and responsiveness to our shareholders. Feedback from these discussions is shared with the Board each year. Our shareholder outreach highlights include: For more information on our commitment to ongoing shareholder engagement and details of our 2024 shareholder outreach, please refer to page 18 of the proxy statement.

Executive Compensation Highlights

Our executive compensation policies are designed with the primary goal of creating superior growth in our values per share over long periods of time. We believe that this goal is best pursued by utilizing a pay-for-performance program that closely aligns the financial interests of management with those of the Company’s shareholders. As many of our subsidiaries are engaged in the business of insurance, we evaluate the executive compensation programs of a group of insurance company peers in terms of structure and variability of payouts in good and poor performance scenarios. However, unlike most of our insurance company peers, a primary responsibility of our parent company’s management is allocating capital and opportunistically finding and executing value-creating acquisitions and dispositions of operating businesses. Over the years, in achieving our principal objective of growing our values per share, transaction gains have been a large driver of our success. As a result, we believe benchmarking against the peer group could result in compensation that is not competitive for our talent pool. When recruiting and retaining talented professionals, we compete against firms whose main business is derived from transactional activity such as private equity and investment banking firms, and our compensation practices must reflect this reality.

The Compensation/Nominating & Governance Committee is committed to ensuring that our executive compensation programs and governance practices motivate long-term value creation, align the financial interests of management with those of our shareholders, maintain competitiveness in the market for talent, and encourage appropriate, but not excessive, risk-taking.

Key Compensation Highlights
What We DoWhat We Do Not Do
✓ Commitment to pay for performance as evidenced by 92% of total target 2024 CEO compensation meaningfully “at risk” ✓ Half of annual LTI delivered in performance-based equity, with a three-year measurement period ✓ Formulaic annual incentive program, based on pre-determined goals ✓ Clawback policy for annual and long-term incentive plans ✓ Double-trigger change-in-control provisions ✓ Annual Say-On-Pay vote ✓ Share ownership guidelines for executive officers and directorsNo hedging of Company securities No executive pensions No single-trigger vesting of equity-based awards upon change-in-control No excise tax gross-ups upon change-in-control No dividends on unvested performance shares or restricted shares No long-term employment agreements No excessive perquisites or benefits

Chief Executive Officer:

Other Named Executive Officers (“NEOs”):

The specifics of our compensation program begin on page 28 of the proxy statement.

Environmental, Social and Governance Practices and Disclosures

White Mountains’s Board and management are committed to sustainability and corporate responsibility as stewards of our owners’ capital. With the Board’s oversight, we have identified ESG priorities that align with both our Company’s business strategy as well as industry and investor expectations, as outlined below:

●ESG in our Investment Policy: Our investment policy addresses ESG factors. We consider ESG factors when (i) making decisions in respect of internally managed portfolios and (ii) selecting external investment managers.
●Board Oversight of ESG: ESG oversight responsibilities are explicitly included in the charters of the Audit, Finance and Compensation/Nominating & Governance Committees as outlined below.
●Statement on Climate Change: We have a corporate statement on climate change, which can be found on page 25.
●ESG in Our Risk Management: We consider ESG risks, such as the impact of climate change and human capital management, in our risk management processes. Our Company website contains information on our risk management practices, including the primary frameworks used to assess risk and our approach to business continuity and the management of cybersecurity risks.
●Communication of Our ESG Practices: To respond to feedback received in our annual shareholder engagement, we developed an ESG landing page on our corporate website to communicate all of our practices more effectively, including an overview of how ESG is incorporated into our corporate governance and business ethics, our approach to climate change, our investment management activities, our human capital management, our approach to risk management and our community engagement.

For more information on our ESG practices, please refer to page 24 of the proxy statement or the ESG landing page on our Company website (www.whitemountains.com/esg/).

WHITE MOUNTAINS INSURANCE GROUP, LTD.

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