X0609 4 2026-08-22 0 0001371285 TRUPANION, INC. TRUP 0001995789 Qureshi Fawwad false 6100 4TH AVENUE SOUTH SUITE 200 SEATTLE WA 98108 0 1 0 0 Chief Financial Officer 0 Common Stock 2026-08-22 4 M 0 313 A 2394 D Common Stock 2026-08-22 4 F 0 124 31.76 D 2270 D Common Stock 2026-08-22 4 M 0 5248 A 7518 D Common Stock 2026-08-22 4 F 0 2095 31.76 D 5423 D Common Stock 2026-08-22 4 M 0 4435 A 9858 D Common Stock 2026-08-22 4 F 0 1770 31.76 D 8088 D Common Stock 2026-08-25 4 M 0 3750 A 11838 D Common Stock 2026-08-25 4 F 0 1497 31.84 D 10341 D Common Stock 2026-08-26 4 S 0 6111 30.01 D 4230 D Restricted Stock Unit (RSU) 2026-08-22 4 M 0 313 0 D 2028-02-25 Common Stock 313 1875 D Restricted Stock Unit (RSU) 2026-08-22 4 M 0 5248 0 D 2027-02-22 Common Stock 5248 10495 D Restricted Stock Unit (RSU) 2026-08-22 4 M 0 4435 0 D 2028-02-22 Common Stock 4435 26612 D Restricted Stock Unit (RSU) 2026-08-25 4 M 0 3750 0 D 2027-11-25 Common Stock 3750 18750 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 reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.62 to $30.17 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 (3). 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. 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 20, 2026, the reporting person was granted 35,482 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, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. 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 11/25/24, 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 Fawwad Qureshi 2026-08-26