SIMON WHEELER - 25 Nov 2025 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Signature
/s/ Christina Poler as attorney-in-fact for Simon Wheeler
Issuer symbol
TRUP
Transactions as of
25 Nov 2025
Transactions value $
-$21,499
Form type
4
Filing time
26 Nov 2025, 18:27:31 UTC
Previous filing
25 Nov 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
WHEELER SIMON EVP, Trupanion International 4TH FLOOR CHARTER HOUSE, WOODLANDS ROAD, ALTRINCHAM, UNITED KINGDOM /s/ Christina Poler as attorney-in-fact for Simon Wheeler 26 Nov 2025 0001966923

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +975 +4.72% 21.6K 25 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability -$16.2K -458 -2.12% $35.36 21.2K 25 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +321 +1.52% 21.5K 25 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability -$5.3K -150 -0.7% $35.36 21.3K 25 Nov 2025 Direct F2

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -975 -100% $0.00 0 25 Nov 2025 Common Stock 975 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -321 -12.48% $0.00 2.25K 25 Nov 2025 Common Stock 321 Direct F1, F4
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Restricted stock units convert into common stock on a one-for-one basis.
F2 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.
F3 On November 12, 2021, the reporting person was granted 15,588 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on November 25, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F4 On August 14, 2023, the reporting person was granted 5,144 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.