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TRUPANION, INC. (TRUP) reported that Chief Operating Officer John R. Gallagher sold 3,604 shares of common stock on August 28, 2026 at $29.70 per share in an open-market or private transaction. Following the sale, he directly holds 33,742 shares. The transaction was executed under a pre-arranged Rule 10b5-1 trading plan, under which he had no discretion over timing.
TRUPANION, INC. (TRUP) had a notice filed under Rule 144 by officer John Ross Gallagher for a planned sale of its common stock. The notice covers 3,604 shares of common stock, held at Morgan Stanley Smith Barney LLC Executive Financial Services, with an aggregate market value of $107,038.80 and reference to 43,872,611 shares outstanding as context. The securities to be sold were acquired upon the vesting of restricted stock during the period from 11/25/2023 through 08/22/2026. Gallagher also reports prior sales over the past three months of 431 shares on each of 06/29/2026 and 07/28/2026, for proceeds of $10,925.85 and $10,809.48, respectively.
TRUPANION, INC. (TRUP) director Howard E. Rubin reported equity-compensation activity involving restricted stock units and common stock. On August 22, 2026, three blocks of 140 RSUs each, covering 140 shares of common stock per block, were reported as derivative dispositions, while corresponding three acquisitions of 140 common shares each were reported as exercises/conversions. Footnotes state the RSUs convert into common stock on a one-for-one basis and vest in quarterly installments through May 22, 2027, in connection with Rubin’s service on boards of wholly owned subsidiaries.
TRUPANION, INC. (TRUP) director Bradley S. Powell reported the vesting and conversion of 1,640 Restricted Stock Units into common stock on a one-for-one basis. This RSU conversion resulted in an acquisition of 1,640 shares of common stock, bringing his directly held common stock to 3,546 shares, with 4,923 RSUs remaining outstanding that continue to vest through May 22, 2027, subject to continued service.
TRUPANION, INC. (TRUP) reported that Chief Legal Officer Asher Bearman had multiple restricted stock unit (RSU) awards vest on August 22 and 25, 2026, converting an aggregate 2,610 RSUs into an equal number of shares of common stock.
In connection with these vestings, a total of 841 shares of common stock were withheld by the issuer to satisfy income tax withholding obligations at prices of about $31.76–$31.84 per share, which the company specifies do not represent market sales by the reporting person.
TRUPANION, INC. (TRUP) reported that executive officer Steve Weinrauch, EVP, North America & Vet Strategy, exercised previously granted restricted stock units (RSUs) into a total of 4,859 shares of common stock on August 22 and 25, 2026. The RSUs convert into common shares on a one-for-one basis. In connection with these vestings, a total of 1,181 common shares were delivered or withheld to satisfy income tax withholding and remittance obligations, which the company notes do not represent sales by the reporting person.
TRUPANION, INC. (TRUP) reported that Chief Administration Officer Brenna McGibney had restricted stock units vest on August 22 and 25, 2026, converting a total of 6,430 RSUs into common stock. To cover income tax withholding, the issuer withheld 3,438 common shares at prices of $31.76 and $31.84 per share, which the company states do not represent a sale by McGibney. All transactions were non‑open‑market RSU vesting, with no reported discretionary share sales.
TRUPANION, INC. (TRUP) reported that executive vice president Simon Wheeler had restricted stock units vest and convert into common stock on August 22 and 25, 2026. In total, 2,173 RSUs were exercised into an equal number of common shares, and 1,085 shares were withheld by the issuer to satisfy income tax withholding and remittance obligations. Footnotes state these withholdings do not represent sales by the reporting person.
TRUPANION, INC. (TRUP) Chief Financial Officer Fawwad Qureshi reported multiple equity transactions. On 2026-08-26, he sold 6,111 shares of common stock in open-market or private transactions at a weighted average price of $30.01 per share. Around 2026-08-22 and 2026-08-25, a total of 13,746 restricted stock units (RSUs) converted into an equal number of common shares, while 5,486 shares were withheld by the issuer at prices around $31.76–$31.84 per share solely to satisfy income tax withholding and remittance obligations, which the company states do not represent sales by Qureshi.
TRUPANION, INC. (TRUP) CEO and director Margaret Tooth reported multiple equity compensation transactions. On August 22 and 25, 2026 she exercised and vested 19,042 RSUs into the same number of common shares. Of these, 7,000 shares were withheld by the issuer to cover income tax obligations and 491 shares were sold in a market transaction at $31.84 per share. The remaining shares from these RSU conversions increased her directly held common stock, although post-transaction holdings are not stated here.