Whitford Christopher Thomas 4

What Happened

• Christopher Thomas Whitford, VP, CFO and Secretary of Safety Insurance Group, received two awards effective Feb 25, 2026: 2,581 restricted stock awards and 2,973 performance-based shares (total 5,554 shares).
• To satisfy tax withholding/liabilities tied to vesting, Whitford delivered/sold a total of 1,064 shares across several dates (Feb 24–Mar 2, 2026), generating roughly $81,980 in value. Specific cash-withholding sales/payments include 320 shares ($76.95 avg, $24,624), 68 shares ($77.43, $5,265), 117 shares ($76.78, $8,983), 243 shares ($77.49, $18,830), 27 shares ($76.19, $2,057) and 289 shares ($76.89, $22,221). There is also an "other disposition" of 2,269 shares recorded at $0.00 (see footnote).

Key Details

• Transaction dates and prices: awards effective Feb 25, 2026; tax-withholding/share-delivery or sales occurred Feb 24, Feb 25, Feb 27 and Mar 2, 2026. Reported sale/withholding prices ranged roughly $75.50–$77.73 per share (weighted averages and ranges are provided in filing footnotes).
• Shares acquired: 5,554 shares granted (2,581 restricted; 2,973 performance-based).
• Shares disposed/used for tax: 1,064 shares surrendered/sold, netting ~ $82k. Plus an entry of 2,269 shares shown as an other disposition at $0.00.
• Notable footnotes: F2 describes restricted awards vesting 30%/30%/40% over three years (Feb 25, 2027/2028/2029). F3 describes performance awards tied to a 3-year performance period (Jan 1, 2026–Dec 31, 2028); F1 explains a difference associated with earlier performance shares (granted Feb 22, 2023) that were finalized Feb 25, 2026. F4 indicates securities were delivered in payment of tax liability. Several footnotes provide weighted-average sale price ranges for same-day sales.
• Shares owned after transaction: not disclosed in the summary data provided — see the SEC filing for total holdings.
• Filing date and timing: Form filed Mar 3, 2026 and reports transactions from Feb 24–Mar 2, 2026. Form 4s are generally required within two business days of a reportable transaction; investors may review the SEC filing for any late-reporting designation.

Context

• These transactions are primarily award grants (restricted and performance shares) with associated tax-withholding actions. The delivery/sale of shares to cover tax obligations is a routine administrative action and does not by itself indicate a personal view on the stock.
• Performance shares have vesting tied to multi-year performance goals; the final number earned for the new performance award period will depend on achievement of those goals and may be adjusted at the end of the performance period.