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Fawwad Qureshi, Chief Financial Officer of Trupanion, Inc. (TRUP), reported changes in beneficial ownership on Form 4. The filing shows 3,750 restricted stock units (RSUs) vested on 08/25/2025 and converted one-for-one into common stock. The issuer withheld 1,779 shares to satisfy tax withholding related to that vesting. Separately, 2,800 shares were sold on 08/26/2025 under a Rule 10b5-1 trading plan adopted May 17, 2024, at a weighted average sale price of $45.5622 per share (individual sale prices ranged $45.37鈥�$45.76). Following these events, the filing reports the reporting person beneficially owned 6,451 shares. The RSU grant was originally 60,000 units awarded on 11/13/2023 with a stated vesting schedule.

John R. Gallagher, Chief Operating Officer of Trupanion, Inc. (TRUP), reported multiple restricted stock unit vesting events on 08/25/2025 that converted into common stock. The filings show a sequence of vesting (reported as "M" transactions) totaling newly issued shares and corresponding withholding by the issuer to satisfy tax obligations (reported as "F" transactions at $45.83 per share). The reporting table lists a final beneficial ownership of 32,384 shares of common stock following the transactions. Several RSU grants from 2022 and 2023 are described and vest according to their original schedules; some portions remain subject to future vesting dates through 2027.

Trupanion, Inc. (TRUP) Form 4 summary: Brenna McGibney, Chief Administration Officer, reported multiple restricted stock unit (RSU) vesting-related transactions on 08/25/2025. Several RSU tranches converted into common stock on a one-for-one basis, with amounts reported as acquired (codes M) and shares withheld by the issuer to satisfy tax withholding (codes F) at a withheld price of $45.83 per share. Following the reported transactions, Ms. McGibney beneficially owns varying direct share totals across tranches (examples include 3,433, 3,417, 3,872, and 3,692 shares). The filing explains grant and vesting schedules for RSUs awarded in 2022 and 2023.

Insider vesting and tax withholding recorded for Trupanion, Inc. (TRUP). Steve Weinrauch, an executive (EVP, North America & Vet Strategy), had restricted stock units (RSUs) vest on 08/22/2025 that converted into common stock. The filing shows two vesting events: 2,932 RSUs from a 2025 grant and 2,028 RSUs from a 2024 grant converted to common shares. The report discloses that the issuer withheld 713 and 493 shares, respectively, to satisfy income tax withholding obligations, so the net beneficial ownership changed accordingly. Following the transactions, Weinrauch beneficially owned 17,590 shares attributable to the 2025 grant and 4,058 shares attributable to the 2024 grant, with total reported common shares held directly at the listed amounts.

Margaret Tooth, CEO and Director of Trupanion, Inc. (TRUP), reported multiple restricted stock unit (RSU) vesting events on 08/22/2025 that converted into common stock. The Form 4 shows the vesting/conversion of RSUs into shares in several tranches (12,170; 313; 6,250; 6,250), with the issuer withholding shares to satisfy tax withholding obligations (4,788; 123; 2,459; 2,459) at a disclosed withholding price of $46.63 per share. The document lists resulting beneficial ownership counts after each reported transaction (examples include 141,466; 136,678; 136,991; 136,868; 143,118; 140,659; 146,909; 144,450). The RSUs convert one-for-one into common stock and have differing vest schedules and future vesting dates noted in the filing.

John R. Gallagher, Chief Operating Officer and director of Trupanion, Inc. (TRUP), reported RSU vesting and related share withholding on 08/22/2025. The filing shows the conversion/vesting of 3,327 and 2,570 restricted stock units into common stock, increasing his direct common stock holdings to 32,053 and 31,428 shares on two reported lines respectively. The company withheld 810 and 625 shares to satisfy income tax withholding obligations at an indicated price of $46.63 per share; those withheld shares are disclosed as dispositions and do not represent open-market sales. The RSUs originate from grants dated February 27, 2025 (26,619 RSUs) and February 27, 2024 (20,559 RSUs) with standard multi-quarter vesting schedules.

Emily Dreyer, Chief Revenue Officer of Trupanion, Inc. (TRUP), reported insider transactions on a Form 4 showing restricted stock units (RSUs) that vested on 08/22/2025. The filing discloses conversion of RSUs into a total of 3,589 shares of common stock acquired (2,249 and 1,340 shares) and the withholding of 873 shares (547 and 326) to satisfy tax obligations at a price of $46.63 per withheld share. After the transactions Dreyer beneficially owned 8,043 shares of common stock in the aggregate, with 4,498 shares shown as directly owned following the reported vesting activity. The RSUs originated from grants on February 27, 2024 (17,991 RSUs) and February 27, 2025 (unspecified total), each vesting on a scheduled quarterly basis after an initial 1/8th vesting date.

Simon Wheeler, Executive Vice President, Trupanion International, reported transactions on 08/22/2025 relating to the vesting of restricted stock units (RSUs) granted in 2024 and 2025. Several RSU vesting events converted units into common stock, resulting in multiple acquisitions of shares (totaling 2,991 shares acquired on that date across three vesting tranches) and contemporaneous withholding by the issuer to satisfy tax obligations (total withheld: 1,404 shares disposed at $46.63 per share). After these transactions, the reporting person beneficially owned between 17,278 and 18,804 shares across the reported lines depending on the line item. The filing notes the RSUs convert one-for-one to common stock and describes original grant schedules and vesting mechanics.

Insider transactions by Brenna McGibney, Chief Administration Officer at Trupanion, Inc. (TRUP). The Form 4 reports a sale of 2,390 shares of common stock on 06/02/2025 at $45.17 per share. On 08/22/2025 the filing discloses multiple restricted stock unit (RSU) vesting events and related withholding: the reporting person was granted RSUs in 2024 and 2025 that converted into common stock, with shares withheld to satisfy tax withholding obligations (these withheld shares are not sales). Post-transactions, non-derivative beneficial ownership totals are shown across several lines, with the last reported direct common stock holdings at 3,402 shares. The Form 4 is signed by an attorney-in-fact on behalf of McGibney.