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Trupanion, Inc. CEO Margaret Tooth reported routine equity compensation activity involving restricted stock units (RSUs) and related tax withholding. On February 25, 2026, RSUs converted into 3,266 and 1,250 shares of common stock on a one-for-one basis, reflecting previously granted awards.
To cover income tax obligations from these vestings, the company withheld 1,285 and 491 common shares at $26.70 per share, which the disclosure states does not represent a sale by the CEO. Following these transactions, Margaret Tooth directly owned 164,829 Trupanion common shares.
Trupanion, Inc. Chief Administration Officer Brenna McGibney reported RSU vesting and related share movements. On February 25, 2026, she acquired 646 shares of common stock through the conversion of restricted stock units at $0.00 per share.
To cover income tax withholding on this vesting, a total of 343 common shares were disposed of at $26.70 per share, as disclosed as a tax-withholding disposition rather than an open-market sale. After these transactions, she directly owned 8,453 shares of Trupanion common stock.
TRUPANION, INC. director Darryl Rawlings exercised previously granted restricted stock units, converting them into common shares. On February 25, 2026, 946 RSUs were exercised at a price of $0.00 per unit and converted into 946 shares of common stock on a one-for-one basis. Following this non-cash derivative conversion, Rawlings directly owned 42,232 shares of Trupanion common stock.
Trupanion, Inc. Chief Financial Officer Fawwad Qureshi reported multiple share transactions involving common stock and restricted stock units. On February 25, 2026, he exercised 3,750 restricted stock units that convert into common stock on a one-for-one basis and received 3,750 common shares.
On the same date, he sold 4,645 common shares in an open-market transaction at a weighted average price of $25.61 per share, under a pre-arranged Rule 10b5-1 trading plan adopted on May 19, 2025, meaning he had no discretion over timing. The weighted average sale price reflects multiple trades between $25.35 and $25.89 per share.
In addition, 913 common shares were withheld by the company at $26.70 per share to cover income tax obligations on the RSU vesting, which is described as not representing a sale. After these transactions, he directly owned 2,837 common shares and 26,250 RSUs.
TRUPANION, INC. executive Simon Wheeler, EVP, Trupanion International, reported routine equity compensation activity involving restricted stock units and common shares. On February 25, 2026, 322 restricted stock units were exercised and converted into 322 shares of common stock at a price of $0.00 per share.
Following this conversion, Wheeler directly owned 23,238 shares of common stock before a portion was withheld for taxes. Separately, 151 common shares were disposed of at $26.70 per share to satisfy income tax withholding and remittance obligations tied to the RSU vesting, leaving Wheeler with 23,087 directly owned common shares. Footnotes clarify this tax-related disposition does not represent an open-market sale by Wheeler.
TRUPANION, INC. Chief Legal Officer Asher Bearman reported routine equity compensation activity involving restricted stock units that convert into common stock on a one-for-one basis. On February 25, 2026, RSU conversions delivered 180 and 125 common shares at a stated price of $0.00 per share.
To satisfy income tax withholding tied to these vestings, the company withheld 68 and 48 common shares at $26.70 per share, which footnotes state do not represent sales by the insider. Following these transactions, Bearman directly owned 70,479 shares of Trupanion common stock.
TRUPANION, INC. Chief Operating Officer John R. Gallagher reported routine equity compensation activity involving restricted stock units that vested and converted into common stock. On February 25, 2026, RSUs converted into common shares on a one-for-one basis at no exercise price.
Gallagher acquired common stock through derivative exercises and had a portion of the newly vested shares withheld by the company to cover income tax obligations at a price of $26.70 per share, which the footnotes clarify does not represent an open-market sale. After these transactions, he directly held 37,670 shares of common stock.
Trupanion, Inc. Chief Revenue Officer Emily Dreyer reported routine equity activity linked to restricted stock units (RSUs). On February 25, 2026, RSUs covering 1,482 and 343 units converted into the same number of common shares on a one-for-one basis.
To cover income tax withholding on these vestings, 360 and 83 common shares were withheld by Trupanion at a price of $26.70 per share, which the footnotes state does not represent a sale by Dreyer. After these transactions, Dreyer directly owned 43,419 common shares.
TRUPANION, INC. executive Steve Weinrauch, EVP North America & Vet Strategy, reported multiple equity transactions on February 25, 2026 linked to previously granted restricted stock units (RSUs). Several RSU awards vested and converted into common stock on a one-for-one basis, increasing his direct holdings.
In connection with these vestings, the issuer withheld 129 and 9 shares of common stock at $26.70 per share to satisfy income tax withholding and remittance obligations, which the disclosure states do not represent sales by Weinrauch. He also completed an open-market or private sale of 85 common shares at $26.70 per share. Following these transactions, he directly owned 72,559 shares of Trupanion common stock.
John Gallagher filed a Form 144 reporting proposed sales of restricted common stock and recent dispositions. The filing lists proposed restricted shares of 430 (restricted on 02/25/2023) and 4,853 (restricted on 02/22/2026), and shows sales during the prior three months of 430 shares for $13,618.10 on 01/28/2026, 430 shares for $16,146.50 on 12/29/2025, and 6,383 shares for $222,282.87 on 11/28/2025.