Every Form 4 that Trupanion (TRUP) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.
A Form 4 covers the transactions officers, directors and large holders report, so if you follow TRUP and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full TRUP filings page.
Trupanion, Inc. Chief Financial Officer Fawwad Qureshi reported multiple equity compensation transactions involving restricted stock units (RSUs) and common stock. On February 20, 2026, he was granted 35,482 RSUs that vest as to 1/8 of the total on May 22, 2026, then 1/8 quarterly, subject to continued service.
On February 22, 2026, several RSU awards vested and converted into common stock on a one-for-one basis, resulting in acquisitions of common shares at a price of $0.00 per share through derivative exercises. The filing also shows dispositions of 270, 1,467, and 92 common shares at $27.16 per share to satisfy tax withholding obligations in connection with those vestings, which the footnotes state do not represent sales by Qureshi in the open market.
TRUPANION, INC. Chief Legal Officer Asher Bearman reported equity compensation activity and related tax withholding. On February 20, 2026, he was granted 14,656 restricted stock units (RSUs) that vest in eighths beginning May 22, 2026, then quarterly, subject to continued service. On February 22, 2026, previously granted RSUs vested, converting a total of 1,627 RSUs into common stock on a one-for-one basis. To cover income tax obligations, the issuer withheld 609 shares of common stock at $27.16 per share; footnotes state this is not a sale by the reporting person. After these transactions, Bearman directly held 70,290 shares of Trupanion common stock.
Trupanion, Inc. Chief Revenue Officer Emily Dreyer reported equity compensation activity and related tax share withholding. On February 20, 2026, she was granted 10,282 restricted stock units (RSUs), which vest as to 1/8 of the total on May 22, 2026 and then 1/8 quarterly, subject to continued service.
On February 22, 2026, previously granted RSUs converted into 2,249 and 1,340 shares of common stock, and Dreyer acquired the same number of common shares at a price of $0.00 per share. In connection with these vestings, 666 and 397 shares of common stock were withheld at $27.16 per share to cover tax obligations, which the footnotes state does not represent a sale by the reporting person. After these transactions, Dreyer directly owned 42,037 shares of common stock and held 10,282 RSUs.
Trupanion director Bradley S. Powell reported an equity award vesting and share conversion. On February 22, 2026, 638 restricted stock units (RSUs) vested and were exercised or converted into 638 shares of Trupanion common stock at a stated price of $0.00 per share.
These RSUs come from a grant of 1,906 units awarded on November 14, 2025. According to the grant terms, the award vests and converts into common stock in three equal portions on November 22, 2025, February 22, 2026, and May 22, 2026, subject to Powell’s continued service through each vesting date.
TRUPANION, INC. executive Simon Wheeler, EVP of Trupanion International, reported multiple equity compensation events. On February 20, 2026, he received a grant of 3,079 restricted stock units (RSUs), which vest over time, starting with 1/8 of the total on May 22, 2026 and then quarterly, subject to continued service.
On February 22, 2026, several previously granted RSUs vested and converted on a one-for-one basis into common stock, shown as exercises or conversions of derivative securities. On the same date, a portion of the newly issued shares (440, 717 and 247 shares at a reference price of $27.16) was withheld to cover income tax obligations, which the company states does not represent a sale by Wheeler. After these transactions, Wheeler holds directly owned common stock and remaining RSU balances reflecting ongoing vesting schedules from grants made in 2024, 2025 and 2026.
Trupanion director Howard E. Rubin reported acquiring common shares through restricted stock unit (RSU) vesting. On February 22, 2026, 318 RSUs converted on a one-for-one basis into 318 shares of Trupanion common stock at $0.00 per share via derivative exercises coded “M.”
These RSUs stem from three grants of 423 units each received on May 9, 2025 for service on boards of wholly owned subsidiaries, vesting in four equal quarterly installments. Following these conversions, Rubin directly owned 232,550 shares of Trupanion common stock.
TRUPANION, INC. CEO and director Margaret Tooth reported a series of equity compensation transactions. On February 20, 2026, she was granted 65,497 restricted stock units (RSUs) at $0.00 per unit, which will vest in installments beginning May 22, 2026, subject to continued service.
On February 22, 2026, multiple RSU tranches were exercised and converted into common stock, and corresponding common stock entries show acquisitions at $0.00 per share reflecting those conversions. Separate entries report dispositions of common stock at $27.16 per share to satisfy income tax withholding obligations, and the footnotes clarify these withholdings do not represent sales by Tooth.
TRUPANION director Darryl Rawlings increased his direct ownership through RSU conversions. On February 22, 2026, restricted stock units converted into common stock on a one-for-one basis, resulting in the acquisition of 6,563 common shares at a price of $0.0000 per share.
Following these transactions, Rawlings directly owned 41,286 shares of common stock. The RSU grants were originally awarded on February 27, 2024, with scheduled vesting over time, subject to continued service through each vesting date.
TRUPANION, INC. Chief Operating Officer John R. Gallagher reported equity compensation activity involving restricted stock units and common shares. On February 20, 2026, he received a grant of 16,609 RSUs that vest over time, beginning May 22, 2026.
On February 22, 2026, multiple RSU tranches vested and converted one-for-one into common stock through derivative exercises, increasing his direct common share holdings. On the same date, a total of 1,908 common shares were withheld at $27.16 per share to cover tax obligations, which the footnotes state does not represent a sale by Gallagher. After these transactions, he directly held 36,714 shares of common stock.
Trupanion Chief Operating Officer John R. Gallagher reported selling 430 shares of Trupanion common stock on January 28, 2026 at a price of $31.67 per share. After this sale, he beneficially owned 31,861 shares of the company’s common stock.
The transaction was carried out under a pre-arranged Rule 10b5-1 trading plan that Gallagher adopted on August 20, 2025 to pursue financial diversification. Under this plan, he had no discretion over the timing of the trade, which was executed automatically according to preset instructions.
Trupanion director Murray B. Low exercised stock options to acquire additional shares. On January 9, 2026, he exercised a fully vested stock option for 23,213 shares of Trupanion common stock at an exercise price of $8.57 per share in a cash transaction. The corresponding derivative position (the option) was reduced to zero following the exercise. After the transaction, he directly owned 154,534 shares of Trupanion common stock. The company notes that no shares were sold as part of this transaction and that the option was exercised before its February 5, 2026 expiration.
Trupanion, Inc. (TRUP) Chief Operating Officer John R. Gallagher reported equity compensation activity involving restricted stock units and related tax withholding. On November 24, 2025, multiple restricted stock unit (RSU) awards converted into common stock, adding blocks of 3,328, 2,570, and 3,460 shares. The company withheld 1,309, 735, and 1,361 shares at a price of $35.4 per share to cover tax obligations, which the filing notes is not a sale by the executive. After these transactions, Gallagher directly owned 38,337 shares of Trupanion common stock. The RSUs stem from prior grants of 26,619, 20,559, and 13,838 units that vest over time, contingent on continued service.
Trupanion, Inc. (TRUP) director reports RSU conversions into common stock. On 11/24/2025, the reporting person acquired 312 shares of common stock and later 6,250 shares, following the exercise (code M) of restricted stock units (RSUs). After these transactions, the person directly beneficially owned 27,527 shares after the first acquisition and 33,777 shares after the second.
The transactions relate to RSU awards granted on February 27, 2024. One grant of 5,000 RSUs vests 1/4 of the shares on February 22, 2025, then 1/16 quarterly, while a separate grant of 50,000 RSUs vests 1/8 on May 22, 2024, then 1/8 quarterly, in each case subject to continued service. Following the reported activity, 2,813 RSUs remain from the smaller grant and 6,250 RSUs remain from the larger grant, each convertible into common stock on a one-for-one basis.
Trupanion, Inc. (TRUP) reported insider equity activity by CEO and director Margaret Tooth. On 11/24/2025, multiple restricted stock unit (RSU) awards vested and converted into common stock, including blocks of 312, 6,250, 3,042 and another 6,250 shares on a one-for-one basis. In connection with these vestings, the issuer withheld 122, 2,459, 1,197 and 2,459 shares at a price of $35.4 per share to cover tax obligations, which is reported as a disposition but not a sale by the insider. Following these transactions, Tooth directly beneficially owns 150,962 shares of Trupanion common stock and continues to hold several RSU awards that are scheduled to vest over future dates if service conditions are met.
Trupanion, Inc. reported insider equity activity by its EVP, Trupanion International. On 11/24/2025, the executive acquired common stock through the vesting and conversion of restricted stock units (RSUs) and had shares withheld to cover taxes. Three RSU tranches converted into 528, 937 and 1,525 shares of common stock, all at an exercise price of $0, reflecting equity compensation rather than open-market purchases.
To satisfy income tax withholding related to these vestings, 248, 440 and 716 shares of common stock were withheld by the company at a price of $35.4 per share, which is explicitly stated as not representing sales by the reporting person. Following the reported transactions, the executive continued to hold several thousand shares of Trupanion common stock directly, as well as remaining unvested RSUs scheduled to vest over time, subject to continued service.
Trupanion, Inc. (TRUP) director Bradley S. Powell reported an automatic share acquisition tied to equity awards. On 11/24/2025, 629 restricted stock units converted into 629 shares of common stock, reported as an acquisition of non-derivative securities. Following this transaction, he directly owned 629 shares of Trupanion common stock.
The filing also shows a remaining balance of 1,277 restricted stock units after the conversion, all held directly. These RSUs were part of a 1,906-unit grant awarded on November 14, 2025, which vests in three equal installments on November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vesting date. The RSUs convert into common stock on a one-for-one basis at no cash exercise price.
Trupanion, Inc. (TRUP) reported insider equity activity by a director on a Form 4. On 11/24/2025, the reporting person executed multiple transactions coded "M," reflecting the conversion of restricted stock units (RSUs) into common stock at a price of $0 per share. Each derivative entry shows 106 RSUs converting into 106 shares of common stock on a one-for-one basis, with the director holding over 232,000 common shares directly after these transactions.
The RSUs stem from three grants of 423 RSUs each received on May 9, 2025 for service on the boards of wholly owned subsidiaries. These RSUs vest in four equal installments on August 22, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service on each vesting date.
Trupanion, Inc. (TRUP) reported insider equity activity by its Chief Revenue Officer, Emily Dreyer. On 11/24/2025, restricted stock units (RSUs) converted into common stock on a one-for-one basis, resulting in acquisitions of 2,249 and 1,341 shares of common stock through option exercises coded as "M." Following these transactions, Dreyer directly held up to 38,883 shares at one point during the sequence of transactions.
The filing also reports share withholding to cover income tax obligations related to the RSU vesting. On the same date, the issuer withheld 547 and 480 shares of common stock, recorded under transaction code "F" at a price of $35.4 per share, which the explanation notes does not represent a sale by Dreyer. Prior RSU grants on February 27, 2024 and February 27, 2025 vest in eight installments starting on May 22, 2024 and May 22, 2025, respectively, with quarterly vesting thereafter, subject to continued service.
Trupanion, Inc. (TRUP) reported insider equity activity by its Chief Financial Officer on Form 4 for 11/24/2025. Several blocks of restricted stock units (RSUs) converted into common stock, including 913, 5,247, and 312 shares, each on a one-for-one basis.
To cover income tax withholding on these vesting events, the company withheld 359, 2,064, and 122 shares of common stock at a price of $35.4 per share, which is disclosed as not representing open-market sales by the CFO. After the reported transactions, the CFO directly holds multiple blocks of common stock and still owns RSUs, including 26,238 and 2,813 units that remain outstanding and convertible into common shares at no exercise price.
Trupanion, Inc. (TRUP) chief administration officer Brenna McGibney reported multiple equity transactions on November 24, 2025 related to restricted stock unit (RSU) vesting. Several RSU awards converted into common stock on a one-for-one basis, adding 1,354, 1,250, and 1,881 shares in separate transactions. After these conversions, she directly held 5,059, 5,585, and then 6,797 common shares before subsequent tax withholdings.
In connection with these vestings, Trupanion withheld 724, 669, and 1,006 shares of common stock at a price of $35.4 per share to satisfy income tax withholding and remittance obligations, which the filing clarifies do not represent sales by McGibney. The derivative table shows RSU awards originally granted on February 27, 2024 and February 27, 2025, with scheduled vesting over time, contingent on continued service.
Trupanion, Inc. (TRUP) executive vice president for North America & Vet Strategy Steve Weinrauch reported routine equity compensation activity. On 11/24/2025, restricted stock units converted into a total of 4,960 shares of common stock through two transactions of 2,931 and 2,029 shares coded “M” for RSU conversion.
On the same date, the issuer withheld 1,207 shares of common stock (713 and 494 shares, coded “F”) at a price of $35.4 per share to cover income tax withholding obligations related to the RSU vesting, which is explicitly described as not being a sale by the reporting person. After these transactions, Weinrauch beneficially owned 67,665 shares of Trupanion common stock directly.
The report also shows derivative holdings in the form of restricted stock units. Following the transactions, Weinrauch held 14,659 RSUs from a grant originally made on February 27, 2025 and 2,029 RSUs from a grant originally made on February 27, 2024. Both RSU grants vest in eighths, with initial vesting on May 22 of the grant year and subsequent quarterly vesting, subject to continued service.
Trupanion, Inc. (TRUP) director reported an option exercise on a Form 4. On 11/20/2025, the reporting person exercised a stock option (transaction code M) to acquire 2,000 shares of common stock at an exercise price of $14.95 per share.
The underlying stock option gave the right to buy 2,000 shares at $14.95 and was originally granted on 08/08/2016, and is described as fully vested. After this transaction, the director directly owns 27,215 shares of Trupanion common stock, and the number of these particular derivative securities is reported as 0.
Trupanion, Inc. (TRUP) director reports new equity award. Director Bradley S. Powell reported a grant of 1,906 restricted stock units (RSUs), each convertible into one share of Trupanion common stock. The RSUs were granted on November 14, 2025 and are scheduled to vest in three equal installments on November 22, 2025, February 22, 2026, and May 22, 2026, subject to his continued service through each vesting date. Following this grant, he holds 1,906 derivative securities as a direct owner.
Trupanion, Inc. (TRUP) CEO and director Margaret Tooth reported a Rule 10b5-1(c) trade on 10/27/2025.
She exercised 6,000 options at $8.93 and then sold 6,000 shares at a weighted average price of $43.7233 and 2,884 shares at a weighted average price of $43.7424. The sales were executed in multiple transactions within stated price ranges under a pre‑arranged trading plan adopted on June 6, 2025.
Following these transactions, Tooth beneficially owned 141,345 shares of common stock directly and held 16,000 stock options outstanding. The referenced stock option grant is fully vested and expires on 12/21/2025.