X0508 4 2025-11-24 0 0001371285 TRUPANION, INC. TRUP 0001995789 Qureshi Fawwad 6100 4TH AVENUE SOUTH SUITE 200 SEATTLE WA 98108 0 1 0 0 Chief Financial Officer 0 Common Stock 2025-11-24 4 M 0 913 A 913 D Common Stock 2025-11-24 4 F 0 359 35.40 D 554 D Common Stock 2025-11-24 4 M 0 5247 A 5801 D Common Stock 2025-11-24 4 F 0 2064 35.40 D 3737 D Common Stock 2025-11-24 4 M 0 312 A 4049 D Common Stock 2025-11-24 4 F 0 122 35.40 D 3927 D Restricted Stock Unit (RSU) 2025-11-24 4 M 0 913 0 D 2026-02-22 Common Stock 913 913 D Restricted Stock Unit (RSU) 2025-11-24 4 M 0 5247 0 D 2027-02-22 Common Stock 5247 26238 D Restricted Stock Unit (RSU) 2025-11-24 4 M 0 312 0 D 2028-02-25 Common Stock 312 2813 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 27, 2024, the reporting person was granted 7,304 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. On February 27, 2025, the reporting person was granted 41,980 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, 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 2025-11-25