JOHN R. GALLAGHER - 25 Feb 2026 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role
Chief Operating Officer
Signature
/s/ Lauren Welsh as attorney-in-fact for John R. Gallagher
Issuer symbol
TRUP
Transactions as of
25 Feb 2026
Net transactions value
-$8,117
Form type
4
Filing time
27 Feb 2026, 20:02:44 UTC
Previous filing
24 Feb 2026
Next filing
03 Mar 2026
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/ Lauren Welsh as attorney-in-fact for John R. Gallagher 27 Feb 2026 0001967117

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +735 +2% 37,449 25 Feb 2026 Direct F1
transaction TRUP Common Stock Tax liability $4,753 -178 -0.48% $26.70 37,271 25 Feb 2026 Direct F2
transaction TRUP Common Stock Options Exercise +29 +0.08% 37,300 25 Feb 2026 Direct F1
transaction TRUP Common Stock Tax liability $187 -7 -0.02% $26.70 37,293 25 Feb 2026 Direct F2
transaction TRUP Common Stock Options Exercise +451 +1.2% 37,744 25 Feb 2026 Direct F1
transaction TRUP Common Stock Tax liability $2,910 -109 -0.29% $26.70 37,635 25 Feb 2026 Direct F2
transaction TRUP Common Stock Options Exercise +45 +0.12% 37,680 25 Feb 2026 Direct F1
transaction TRUP Common Stock Tax liability $267 -10 -0.03% $26.70 37,670 25 Feb 2026 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 -735 -100% $0.000000 0 25 Feb 2026 Common Stock 735 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -29 -17% $0.000000 144 25 Feb 2026 Common Stock 29 Direct F4, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -451 -14% $0.000000 2,709 25 Feb 2026 Common Stock 451 Direct F1, F6
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -45 -14% $0.000000 270 25 Feb 2026 Common Stock 45 Direct F1, F7
* 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 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.
F4 The RSUs convert into common stock on a one-for-one basis.
F5 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.
F6 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.
F7 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.