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Trupanion insider sale notice: This Form 144/A reports a proposed sale of 30,369 shares of Trupanion common stock via Fidelity Brokerage Services (245 Summer Street, Boston, MA) with an aggregate market value of $1,357,943.00. The shares are listed as to be sold approximately on 09/04/2025 on NASDAQ. The filing lists the acquisition history for these shares showing multiple stock awards and one stock option from Trupanion dated between 2018 and 2025, with amounts for each award. The filing also discloses a sale during the past three months: Darryl Rawlings (c/o Trupanion) sold 19,631 shares on 09/03/2025 for gross proceeds of $878,487.25. The filer certifies no undisclosed material adverse information.
Darryl Rawlings, a director of Trupanion, Inc. (TRUP), reported two open-market sales of common stock. On 09/03/2025 he sold 19,631 shares at a weighted-average price of $44.7876, after which his indirect beneficial ownership through Kuyashii Primary Equities LLC was 1,443,650 shares. On 09/04/2025 he sold an additional 30,369 shares at a weighted-average price of $44.7002, leaving 1,413,281 indirectly beneficially owned. The Form 4 was signed by Christina Poler as attorney-in-fact on 09/05/2025. Footnotes state each reported price is a weighted average from multiple transactions and that the reporting person will provide transaction-level price breakdowns on request.
Form 144 filing for Trupanion, Inc. (TRUP) shows a proposed sale of 30,369 shares of common stock through Fidelity Brokerage Services with an aggregate market value of $135,794.30, and an approximate sale date of 09/04/2025 on NASDAQ. The filing lists the total shares outstanding as 42,994,675. Acquisition details show these shares were received primarily as stock awards from Trupanion on multiple dates between 2018 and 2025, and one small stock option exercise paid by cash/check. The filing also discloses a sale on 09/03/2025 by Rawlings Darryl of 19,631 shares generating $878,487.25 in gross proceeds. The notice includes the standard representation that the seller is not aware of undisclosed material adverse information.
Trupanion, Inc. (TRUP) Form 4 summary: Chief Financial Officer Fawwad Qureshi reported the exercise and sale of 6,451 shares of Trupanion common stock on 09/02/2025 under a Rule 10b5-1 trading plan adopted May 19, 2025, for financial diversification. The shares were sold in multiple transactions at prices ranging from $44.79 to $45.67, with a reported weighted-average price of $45.1548.
The filing shows 0 shares beneficially owned by the reporting person following the sale. The reporting person states the plan removed discretion over timing of transactions; further details on individual trade quantities by price are available upon request to the issuer or SEC staff.
Trupanion, Inc. (TRUP) Form 144 notice reports a proposed sale of 19,631 shares of common stock through Fidelity Brokerage Services with an aggregate market value of $878,487.25. The shares are listed on NASDAQ and the approximate date of sale is 09/03/2025 against 42,994,675 shares outstanding.
The filing details the acquisition history for the shares, showing numerous stock awards and one stock option from Trupanion between 2018 and 2025, with several large award grants recorded in November 2018. No securities were reported sold in the past three months. The filer certifies they are not aware of undisclosed material adverse information.
Trupanion, Inc. (TRUP) Form 144 notifies the proposed sale of 6,451 common shares through Morgan Stanley Smith Barney with an aggregate market value of $291,293.61. The filing lists total shares outstanding of 42,994,675 and an approximate sale date of 09/02/2025 on NASDAQ. The shares to be sold arise from restricted stock awards acquired on 05/22/2025 (3,545 shares) and 08/22/2025 (2,906 shares). The filer also disclosed a prior sale of 2,800 common shares on 08/26/2025 generating $127,573.88 in gross proceeds. The notice includes the standard representation that the seller is not aware of undisclosed material adverse information.
Darryl Rawlings, a director of Trupanion, Inc. (TRUP), reported multiple restricted stock unit (RSU) vesting events and transfers that changed his beneficial ownership. The Form 4 shows RSU conversions on 05/22/2025, 08/22/2025 and 08/25/2025 resulting in multiple small issuances of common stock and underlying RSU holdings tied to prior grants. The filing states a transfer of 634,172 shares to a limited liability company wholly owned by the reporting person and spouse, and reports indirect beneficial ownership of 1,463,281 shares via Kuyashii Primary Equities LLC. The form was signed by an attorney-in-fact on 08/27/2025.
Trupanion, Inc. (TRUP) insider Emily Dreyer reported automatic vesting and related tax-withholding of restricted stock units (RSUs). The filing shows RSUs vesting on 08/25/2025: 1,481 RSUs and 343 RSUs were recorded as acquired (vesting/converted into common stock). The issuer withheld 360 and 83 shares, respectively, to satisfy income tax withholding obligations, which the filer notes does not represent a sale. After these transactions the reporting person’s total direct beneficial ownership of common stock positions and RSU balances are updated in the Form 4 tables. The Form 4 was signed by an attorney-in-fact on behalf of Emily Dreyer.
Steve Weinrauch, Executive Vice President, North America & Vet Strategy at Trupanion, Inc. (TRUP), reported restricted stock unit vesting and related share withholding on 08/25/2025. Multiple tranches of RSUs converted into common stock: 353, 530 and 41 shares from different grants became vested and deliverable, and the issuer withheld shares to satisfy income tax withholding obligations rather than a sale by the reporting person. Form 4 shows disposition entries reflecting the withheld shares at a stated per-share amount of $45.83 for the withholding events. After the reported transactions, the filing lists the reporting person as beneficially owning 63,912 shares of common stock. The Form 4 was signed by an attorney-in-fact on behalf of the reporting person on 08/27/2025.
Margaret Tooth, who is listed as both CEO and a Director of Trupanion, Inc. (TRUP), reported equity activity on Form 4 reflecting the vesting and conversion of restricted stock units into common stock on 08/25/2025. Two RSU groups converted into shares: 1,250 RSUs from a 2023 grant and 3,265 RSUs from a 2022 grant, adding stock to her direct holdings. The issuer withheld 491 and 1,284 shares, respectively, to satisfy tax withholding at a reported price of $45.83 per share; these withholdings are disclosures of remittance, not open-market sales. Beneficial ownership reported changed from 145,700 to 147,190 shares following the transactions. The form was signed by an attorney-in-fact on 08/27/2025.