WHITE MOUNTAINS INSURANCE GROUP LT (WTM)

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2026 Annual Meeting Analysis

WHITE MOUNTAINS INSURANCE GROUP LT · Meeting: May 21, 2026

Policy v1.2high confidenceView Filing ↗
For informational purposes only. This AI-generated analysis applies a published voting policy to publicly available proxy filings. It does not constitute investment advice, proxy voting advice, or a solicitation of any kind. AI analysis may be incomplete or inaccurate — always review the actual filing and make your own independent decision.

Directors FOR

4

Directors AGAINST

0

Say on Pay

FOR

Auditor

FOR

Director Elections

Election of Class II Directors to a term ending in 2029

4 FOR
✓ FOR
Liam P. Caffrey

Caffrey joined the board in 2026 and is exempt from the TSR trigger under the 24-month new-director rule; he brings deep insurance and financial services experience as the incoming CEO.

✓ FOR
Mary C. Choksi

Choksi has served since 2017 and WTM's 3-year price return of 58.1% outperforms the peer group median of 50.4% by +7.7 percentage points, well below the 65-point threshold needed to trigger a vote against; she brings over 40 years of investment management experience.

✓ FOR
John K. Chu

Chu is a new nominee with no prior board tenure at WTM, so the TSR trigger does not apply; he brings over 25 years of insurance industry expertise including founding and leading Bamboo Insurance.

✓ FOR
Weston M. Hicks

Hicks joined in 2023 and his tenure does not meaningfully overlap the 3-year measurement period; WTM's stock performance during the relevant window exceeds the peer median, and he brings extensive insurance CEO experience from Alleghany Corporation.

All four Class II nominees pass the TSR trigger test — WTM outperformed its compensation peer group median over three years (+7.7pp versus the 65pp threshold for a strong-positive TSR company), no director is overboarded, all attended more than 75% of meetings, the board discloses a skills matrix, and audit committee members have appropriate financial expertise. All four nominees receive a FOR vote.

Say on Pay

✓ FOR

CEO

G. Manning Rountree

Total Comp

$8,064,309

Prior Support

97%%

CEO total compensation of approximately $8.1 million is reasonable for a $5.4 billion financial services holding company, and the pay structure is exemplary — 92% of CEO target pay was genuinely at risk, split between cash bonuses tied to a formulaic book-value-per-share growth metric and long-term equity grants split equally between performance stock awards (vesting based on 3-year growth targets) and time-vested restricted shares. Pay-for-performance alignment is strong: the company delivered 22.8% growth in its per-share value measure in 2025, the maximum bonus of 200% of target was formulaically earned, and the 2023-2025 performance share cycle paid out at 184% of target on actual 15.2% average annual growth — consistent with the rigorous scale set by the committee. The program includes a meaningful clawback policy, no executive pensions, no single-trigger change-in-control vesting, and received 97% shareholder support in the prior year.

Auditor Ratification

✓ FOR

Auditor

PricewaterhouseCoopers LLP

Tenure

N/A

Audit Fees

$6,216,472

Non-Audit Fees

$1,656,550

Non-audit fees (audit-related fees of $1,029,784 plus tax fees of $623,451 plus other fees of $3,315, totaling approximately $1,656,550) represent about 27% of the core audit fees of $6,216,472, which is well below the 50% threshold that would raise independence concerns. PwC is a Big 4 firm appropriate for a $5.4 billion company, and no material restatements were disclosed. Auditor tenure was not explicitly stated in the proxy so the tenure trigger does not fire.

Overall Assessment

The 2026 White Mountains annual meeting presents a straightforward ballot with three standard proposals. All four Class II director nominees, the PwC auditor ratification, and the executive compensation program receive FOR votes based on strong TSR performance relative to peers, a well-structured pay-for-performance compensation program with 92% of CEO pay genuinely at risk, and non-audit fees well within independence thresholds.

Filing date: April 1, 2026·Policy v1.2·high confidence

Compensation Peer Group

13 companies disclosed in 2026 proxy filing

ACGLArch Capital Group
AGOAssured Guaranty
AXSAxis Capital
ESGREnstar
EGEverest Group
THGHanover
KNSLKinsale
MKLMarkel Corp
RNRRenaissanceRe Holdings
RLIRLI Corp.
SIGISelective Insurance Group
SPNTSiriusPoint
WRBW.R. Berkley