White Mountains Insurance Group Ltd

1. 1

   Election of four directors to Class II with terms ending in 2029

   ManagementBoard: FOR

   Election of four directors — Liam P. Caffrey, Mary C. Choksi, John K. Chu and Weston M. Hicks — to Class II for three-year terms ending in 2029.

2. 2

   Advisory vote on executive compensation

   ManagementBoard: FOR

   Non-binding advisory (Say-on-Pay) vote to approve the compensation of the Company’s Named Executive Officers as disclosed in the proxy statement.

   More detail

   This non-binding advisory proposal asks shareholders to approve the Company’s executive compensation disclosures and the design of pay for the Named Executive Officers as presented in the proxy. Management seeks this endorsement to confirm shareholder support for a program that is heavily weighted toward variable, long-term incentives tied to growth in Compensation Value Per Share (CVPS) and other performance metrics. Notable context includes the Company’s strong 2025 performance (22.8% CVPS growth), a recent CEO succession, and the Board’s emphasis on transaction-driven value creation which can materially affect payouts. The Compensation/Nominating & Governance Committee sets targets (typically the 10-year Treasury plus 700 bps) and uses formulaic annual and multi-year performance cycles, with robust governance features such as clawbacks, double-trigger change-in-control protections, and share ownership guidelines. Management argues that the plan aligns management incentives with long-term shareholder value, while maintaining competitiveness for talent given the Company’s transactional activity. Potential areas of shareholder concern include the high proportion of pay delivered through long-term awards and the reliance on CVPS (which blends BVPS and intrinsic value adjustments) rather than market measures; however, the Company discloses its rationale for those choices and reports active shareholder engagement with generally positive feedback. Although the vote is advisory, the Board will review and consider the voting outcome when evaluating compensation policies going forward, so a failure to garner support would likely prompt further shareholder engagement and potential plan adjustments. Overall, the proposal tests investor confidence in the Company’s pay philosophy—its emphasis on long-term, performance-based compensation designed to reward value creation while incorporating governance safeguards.

3. 3

   Approval of the appointment of PricewaterhouseCoopers LLP as the Company’s Independent Registered Public Accounting Firm for 2026

   ManagementBoard: FOR

   Ratification of the Audit Committee’s appointment of PwC as the Company’s independent registered public accounting firm for 2026 and authorization for the Audit Committee to negotiate and fix the firm’s remuneration.

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When is the White Mountains Insurance Group Ltd 2026 annual meeting?

White Mountains Insurance Group Ltd (WTM) holds its 2026 annual shareholder meeting on Thursday, May 21, 2026.

What is the record date for the White Mountains Insurance Group Ltd 2026 meeting?

The record date for the White Mountains Insurance Group Ltd 2026 meeting is Monday, March 30, 2026. Shareholders of record on or before that date are eligible to vote.

Who are the director nominees for White Mountains Insurance Group Ltd's 2026 meeting?

The board is presenting 5 director nominees at the White Mountains Insurance Group Ltd 2026 meeting, listed with their independence status and background.

What proposals will shareholders vote on at the White Mountains Insurance Group Ltd 2026 meeting?

Shareholders will vote on 3 proposals at the White Mountains Insurance Group Ltd 2026 meeting, each tagged with who proposed it and the board's recommendation.