Trupanion SEC Filings

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)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.