John R. Gallagher - 24 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
24 Nov 2025
Net transactions value
-$120,537
Form type
4
Filing time
25 Nov 2025, 21:31:12 UTC
Previous filing
27 Aug 2025
Next filing
26 Nov 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 25 Nov 2025 0001967117

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +3,328 +10% 35,712 24 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $46,339 -1,309 -3.7% $35.40 34,403 24 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +2,570 +7.5% 36,973 24 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $26,019 -735 -2% $35.40 36,238 24 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +3,460 +9.5% 39,698 24 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $48,179 -1,361 -3.4% $35.40 38,337 24 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 -3,328 -17% $0.000000 16,637 24 Nov 2025 Common Stock 3,328 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2,570 -50% $0.000000 2,570 24 Nov 2025 Common Stock 2,570 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -3,460 -25% $0.000000 10,378 24 Nov 2025 Common Stock 3,460 Direct F1, F5
* 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 February 27, 2025, the reporting person was granted 26,619 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.
F4 On February 27, 2024, the reporting person was granted 20,559 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.
F5 On November 12, 2024, the reporting person was granted 13,838 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on November 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.