Caffrey Liam P 4

What Happened

• Liam P. Caffrey, CEO of White Mountains Insurance Group Ltd (WTM), was granted 1,500 restricted common shares on February 25, 2026. The award was issued at $0.00 (no cash purchase); the reported acquisition value is $0.
• This was an equity award (grant), not an open-market purchase or sale. The shares are subject to vesting and are not immediately freely tradable.

Key Details

• Transaction date: February 25, 2026. Form filed February 27, 2026 (timely filing).
• Transaction type: Award/Grant (code A); shares acquired: 1,500; price reported: $0.00; reported acquisition value: $0.
• Vesting: Per the filing footnote, the restricted shares vest on January 1, 2029.
• Shares owned after transaction: Not specified in the filing.
• No 10b5-1 plan, tax-withholding, or late-filing flags noted in the report.

Context

• Restricted share awards are commonly used for executive compensation and retention; they typically become available only after the vesting date and may carry forfeiture conditions until then.
• Because this is a grant (not an open-market purchase), it does not represent an immediate personal cash investment by the CEO and should be interpreted as a compensation event rather than a direct trading signal.