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Employee Share-Based Incentive Compensation Plans | 12 Months Ended
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Dec. 31, 2025
Share-Based Payment Arrangement [Abstract] |
Employee Share-Based Incentive Compensation Plans | Employee Share-Based Incentive Compensation Plans White Mountains’s share-based incentive compensation plans are designed to incentivize key employees to maximize shareholder value over long periods of time. White Mountains believes that this is best pursued by utilizing a pay-for-performance program that closely aligns the financial interests of management with those of its shareholders while rewarding appropriate risk taking. White Mountains accomplishes this by emphasizing variable long-term compensation that is contingent on performance over a number of years rather than fixed entitlements. White Mountains expenses all its share-based compensation. As a result, White Mountains’s calculation of its owners’ returns includes the expense of all outstanding share-based compensation awards. The WTM Incentive Plan provides for grants of various types of share-based and non-share-based incentive awards to key employees and directors of White Mountains. As of December 31, 2025 and 2024, White Mountains’ share-based incentive compensation awards consist of performance shares and restricted shares. Performance Shares Performance shares are designed to reward employees for meeting company-wide performance targets. Performance shares are conditional grants of a specified maximum number of common shares or an equivalent amount of cash. Awards generally vest at the end of a three-year service period, are subject to the attainment of pre-specified performance goals, and are valued based on the market value of common shares at the time awards are paid. Performance shares earned under the WTM Incentive Plan are typically paid in cash but may be paid in common shares. Compensation expense is recognized for the vested portion of the awards over the related service periods. The level of payout ranges from zero to two times the number of shares initially granted, depending on White Mountains’s financial performance. Performance shares become payable at the conclusion of a performance cycle (typically three years) if pre-defined financial targets are met. The performance measure used for determining performance share payouts is the growth in compensation value per share (“CVPS”). Prior to 2025, CVPS was calculated as the average of the growth in adjusted book value per share and the growth in intrinsic value per share. Intrinsic value per share is calculated by adjusting White Mountains’s book value per share for differences between the book value of certain assets and liabilities and White Mountains’s estimate of their underlying intrinsic value. Following the deconsolidation of BAM, White Mountains has replaced growth in adjusted book value per share with growth in book value per share in the calculation of CVPS for calendar years beginning with 2025. For example, for the 2023-2025 performance cycle, adjusted book value per share growth would be used in the calculation of CVPS for calendar years 2023 and 2024, and book value per share growth would be used for calendar year 2025. The following table presents performance share activity for the years ended December 31, 2025, 2024 and 2023 for performance shares granted under the WTM Incentive Plan:
|  | Year Ended December 31,
|  | 2025 |  | 2024 |  | 2023
$ in Millions |  | Target Performance Shares Outstanding |  | Accrued Expense |  | Target Performance Shares Outstanding |  | Accrued Expense |  | Target Performance Shares Outstanding |  | Accrued Expense
Beginning of period |  | 34,859 |  |  | $ | 71.1 |  |  | 37,031 |  |  | $ | 69.4 |  |  | 39,449 |  |  | $ | 67.5 |
Shares paid or expired (1) |  | (13,150) |  |  | (48.7) |  |  | (13,475) |  |  | (44.9) |  |  | (13,350) |  |  | (40.8) |
New grants |  | 10,670 |  |  | — |  |  | 11,405 |  |  | — |  |  | 10,895 |  |  | — |
Forfeitures and cancellations (2) |  | 37 |  |  | — |  |  | (102) |  |  | — |  |  | 37 |  |  | (.1) |
Expense recognized |  | — |  |  | 50.8 |  |  | — |  |  | 46.6 |  |  | — |  |  | 42.8 |
End of period |  | 32,416 |  |  | $ | 73.2 |  |  | 34,859 |  |  | $ | 71.1 |  |  | 37,031 |  |  | $ | 69.4 |
(1)WTM performance share payments for the 2022-2024 performance cycle were made in March 2025 at 200% of target. WTM performance share payments for the 2021-2023 performance cycle were made in March 2024 at 188% of target. WTM performance share payments for the 2020-2022 performance cycle were made in March 2023 at 200% of target. (2)Amounts include changes in assumed forfeitures, as required under GAAP. During 2025, White Mountains granted 10,670 performance shares for the 2025-2027 performance cycle. During 2024, White Mountains granted 11,405 performance shares for the 2024-2026 performance cycle. During 2023, White Mountains granted 10,895 performance shares for the 2023-2025 performance cycle. For the 2022-2024 performance cycle, the Company issued common shares for 30 performance shares earned, and all other performance shares earned were settled in cash. For the 2021-2023 performance cycle, the Company issued common shares for 100 performance shares earned, and all other performance shares earned were settled in cash. For the 2020-2022 performance cycle, all performance shares earned were settled in cash. If all outstanding performance shares had vested on December 31, 2025, the total additional compensation cost to be recognized would have been $36.5 million, based on accrual factors as of December 31, 2025 (common share price and payout assumptions). The following table presents performance shares outstanding and accrued expense for performance shares awarded under the WTM Incentive Plan as of December 31, 2025 for each performance cycle:
|  | December 31, 2025
$ in Millions |  | Target Performance Shares Outstanding |  | Accrued Expense
Performance cycle: |  |  |  |
2023 – 2025 |  | 10,835 |  |  | $ | 41.3 |
2024 – 2026 |  | 11,405 |  |  | 23.0 |
2025 – 2027 |  | 10,670 |  |  | 10.0 |
Sub-total |  | 32,910 |  |  | 74.3 |
Assumed forfeitures |  | (494) |  |  | (1.1) |
Total |  | 32,416 |  |  | $ | 73.2 |
For the 2025-2027 performance cycle, the targeted performance goal for full payment of outstanding performance shares granted under the WTM Incentive Plan is 11.5% average annual growth in CVPS. Average annual growth of 6% or less would result in no payout, and average annual growth of 17% or more would result in a payout of 200%. For the 2024-2026 performance cycle, the targeted performance goal for full payment of outstanding performance shares granted under the WTM Incentive Plan is 11% average annual growth in CVPS. Average annual growth of 6% or less would result in no payout, and average annual growth of 16% or more would result in a payout of 200%. For the 2023-2025 performance cycle, the targeted performance goal for full payment of outstanding performance shares granted under the WTM Incentive Plan is 11% average annual growth in CVPS. Average annual growth of 6% or less would result in no payout, and average annual growth of 16% or more would result in a payout of 200%. Restricted Shares Restricted shares are grants of a specified number of common shares that generally vest at the end of a 34-month service period. The following table presents the unrecognized compensation cost associated with the outstanding restricted share awards under the WTM Incentive Plan for the years ended December 31, 2025, 2024 and 2023:
|  | Year Ended December 31,
|  | 2025 |  | 2024 |  | 2023
$ in Millions |  | Restricted Shares |  | Unamortized Issue Date Fair Value |  | Restricted Shares |  | Unamortized Issue Date Fair Value |  | Restricted Shares |  | Unamortized Issue Date Fair Value
Non-vested: |  |  |  |  |  |  |  |  |  |  |  |
Beginning of period |  | 35,390 |  |  | $ | 19.9 |  |  | 37,595 |  |  | $ | 16.2 |  |  | 38,350 |  |  | $ | 15.5 |
Vested |  | (13,150) |  |  | — |  |  | (13,475) |  |  | — |  |  | (11,650) |  |  | — |
Issued |  | 10,670 |  |  | 19.6 |  |  | 11,405 |  |  | 20.0 |  |  | 10,895 |  |  | 16.0 |
Forfeited |  | — |  |  | — |  |  | (135) |  |  | — |  |  | — |  |  | — |
Expense recognized |  | — |  |  | (18.5) |  |  | — |  |  | (16.3) |  |  | — |  |  | (15.3) |
End of period |  | 32,910 |  |  | $ | 21.0 |  |  | 35,390 |  |  | $ | 19.9 |  |  | 37,595 |  |  | $ | 16.2 |
During 2025, White Mountains issued 10,670 restricted shares that vest on January 1, 2028. During 2024, White Mountains issued 11,405 restricted shares that vest on January 1, 2027. During 2023, White Mountains issued 10,895 restricted shares that vest on January 1, 2026. The unamortized issue date fair value as of December 31, 2025 is expected to be recognized ratably over the remaining vesting periods.

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