X0508 4 2025-11-25 0 0001371285 TRUPANION, INC. TRUP 0001995789 Qureshi Fawwad 6100 4TH AVENUE SOUTH SUITE 200 SEATTLE WA 98108 0 1 0 0 Chief Financial Officer 1 Common Stock 2025-11-25 4 M 0 3750 A 7677 D Common Stock 2025-11-25 4 F 0 1475 35.36 D 6202 D Common Stock 2025-11-26 4 S 0 6202 35.4461 D 0 D Restricted Stock Unit (RSU) 2025-11-25 4 M 0 3750 0 D 2027-11-25 Common Stock 3750 30000 D Restricted stock units convert into common stock on a one-for-one basis. This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person. The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on May 19, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $35.0900 to $35.7350 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (4). On November 13, 2023, the reporting person was granted 60,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on November 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. /s/ Christina Poler as attorney-in-fact for Fawwad Qureshi 2025-11-26