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Trupanion director Elizabeth McLaughlin received a new equity award in the form of restricted stock units. On May 11, 2026, she was granted 3,281 RSUs, each convertible into one share of Trupanion common stock.
The RSUs vest in four equal installments, with one-quarter of the units converting into common stock on each of August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, as long as she continues to serve through each vesting date. She has elected deferred settlement so the award will not actually settle into shares until 60 days after her death, disability, or separation from service, or immediately if there is a change of control.
TRUPANION, INC. director Bradley S. Powell reported a grant of 6,563 restricted stock units (RSUs) linked to the company’s common stock. These RSUs were awarded at no cash cost to Powell and convert into common shares on a one-for-one basis as they vest.
The RSUs vest in four equal installments: one‑quarter of the award on each of August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, subject to Powell’s continued service through each vesting date. After this grant, Powell’s reported RSU holdings from this award total 6,563 units.
TRUPANION, INC. director Max Broden received a grant of 6,375 restricted stock units (RSUs) on May 11, 2026. These RSUs convert into common stock on a one-for-one basis and represent his reported derivative holdings following the transaction.
The award is scheduled to vest in four equal installments, each covering 1/4 of the total shares, on August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, subject to his continued service. Because Broden will not stand for reelection at the 2026 Annual Meeting of Stockholders, he will vest in 1/4 of the shares immediately prior to that meeting if he remains in service, and the remaining unvested shares will be forfeited under the Non-Employee Director Compensation Program.
The reporting person has elected deferred settlement, so the vested RSUs will generally not settle into common stock until 60 days after his death, disability or separation from service, or immediately upon a change of control.
TRUPANION, INC. director Paulette R. Dodson received a grant of 4,031 restricted stock units (RSUs) on May 11, 2026 as equity compensation. These RSUs convert into common stock on a one-for-one basis.
The award vests in four equal installments, with one quarter of the RSUs scheduled to vest on each of August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, subject to continued service. Settlement is deferred until 60 days after Dodson’s death, disability, or separation from service, or immediately upon a change of control.
TRUPANION, INC. director Howard E. Rubin received equity compensation in the form of restricted stock units. On May 11, 2026, he was granted three separate awards of 562 RSUs each, for a total of 1,686 RSUs, in connection with his service on the boards of wholly-owned subsidiaries.
The RSUs convert into Trupanion common stock on a one-for-one basis. They vest in four equal installments, with one quarter of the total shares vesting on each of August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, provided Rubin continues his service through each vesting date.
TRUPANION, INC. director Darryl Rawlings reported an internal restructuring-related transaction involving indirectly held common stock. On May 6, 2026, Kuyashii Primary Equities LLC, an entity associated with him, received 1,359 shares after an event of default on a secured loan with stock pledged as collateral. Following this collateral delivery, Kuyashii Primary Equities LLC is shown as beneficially owning 1,435,340 shares of Trupanion common stock indirectly held for Rawlings.
Trupanion reported improved results for the first quarter of 2026. Total revenue was $384.0 million, up 12% from the first quarter of 2025, driven by subscription business revenue of $269.5 million, which grew 16%. Net income was $4.9 million, or $0.11 per basic and diluted share, compared to a net loss of $1.5 million, or $(0.03) per share, a year earlier.
Adjusted EBITDA rose to $17.4 million from $12.2 million. Subscription enrolled pets reached 1,105,783 at March 31, 2026, a 5% increase over March 31, 2025, while total enrolled pets across all segments declined 2% to 1,637,665. Operating cash flow was $14.6 million and free cash flow was $13.7 million. The company held $383.7 million in cash and short-term investments at March 31, 2026.
Trupanion returned to profitability in Q1 2026 as growth in core subscription insurance outpaced costs. Revenue rose to $384.0 million from $342.0 million, driven by a 16% increase in subscription segment revenue to $269.5 million and an 11% rise in monthly average revenue per pet.
Net income was $4.9 million, or $0.11 per diluted share, compared with a $1.5 million loss, helped by improved subscription margins and lower interest expense. Cash, cash equivalents and short-term investments totaled $383.7 million, while operating cash flow was $14.6 million and long-term debt stood at $110.0 million under the PNC credit facility.
TRUPANION, INC. Chief Operating Officer John R. Gallagher executed an open-market sale of 431 shares of common stock at $27.47 per share. This transaction was carried out under a pre-arranged Rule 10b5-1 trading plan, meaning the timing was predetermined. Following the sale, Gallagher directly holds 31,526 shares of Trupanion common stock.
TRUP reported insider sales of Common Stock by John Gallagher: 5,283 shares sold on 02/27/2026 for $140,080.33 and 430 shares sold on 03/30/2026 for $10,952.10. The filing lists the securities as restricted stock issued on 05/25/2023 and 08/25/2023.