X0508 4 2026-02-25 0 0001371285 TRUPANION, INC. TRUP 0001966922 DREYER EMILY 6100 4TH AVENUE SUITE 200 SEATTLE WA 98108 0 1 0 0 Chief Revenue Officer 0 Common Stock 2026-02-25 4 M 0 1482 A 43519 D Common Stock 2026-02-25 4 F 0 360 26.70 D 43159 D Common Stock 2026-02-25 4 M 0 343 A 43502 D Common Stock 2026-02-25 4 F 0 83 26.70 D 43419 D Restricted Stock Unit (RSU) 2026-02-25 4 M 0 1482 0 D 2026-02-25 Common Stock 1482 0 D Restricted Stock Unit (RSU) 2026-02-25 4 M 0 343 0 D 2027-08-25 Common Stock 343 2058 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. On February 28, 2022, the reporting person was granted 23,707 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. On August 14, 2023, the reporting person was granted 5,489 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. /s/ Lauren Welsh as attorney-in-fact for Emily Dreyer 2026-02-27