John R. Gallagher - 25 Nov 2025 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role
Chief Operating Officer
Signature
/s/ Christina Poler as attorney-in-fact for John R. Gallagher
Issuer symbol
TRUP
Transactions as of
25 Nov 2025
Net transactions value
-$17,432
Form type
4
Filing time
26 Nov 2025, 18:28:02 UTC
Previous filing
25 Nov 2025
Next filing
01 Dec 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
GALLAGHER JOHN R Chief Operating Officer 6100 4TH AVENUE S, SUITE 200, SEATTLE /s/ Christina Poler as attorney-in-fact for John R. Gallagher 26 Nov 2025 0001967117

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +29 +0.08% 38,366 25 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $389 -11 -0.03% $35.36 38,355 25 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +45 +0.12% 38,400 25 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $601 -17 -0.04% $35.36 38,383 25 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +452 +1.2% 38,835 25 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $6,259 -177 -0.46% $35.36 38,658 25 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +734 +1.9% 39,392 25 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $10,184 -288 -0.73% $35.36 39,104 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 -29 -14% $0.000000 173 25 Nov 2025 Common Stock 29 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -45 -12% $0.000000 315 25 Nov 2025 Common Stock 45 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -452 -13% $0.000000 3,160 25 Nov 2025 Common Stock 452 Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -734 -50% $0.000000 735 25 Nov 2025 Common Stock 734 Direct F1, F6
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 The RSUs 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 May 15, 2023, the reporting person was granted 460 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on May 25, 2024, 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 721 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.
F5 On August 14, 2023, the reporting person was granted 7,223 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.
F6 On February 28, 2022, the reporting person was granted 11,752 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.