John R. Gallagher - 25 May 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 May 2025
Net transactions value
-$14,573
Form type
4
Filing time
28 May 2025, 19:51:25 UTC
Previous filing
27 May 2025
Next filing
02 Jun 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 28 May 2025 0001967117

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +452 +1.5% 30,463 25 May 2025 Direct F1
transaction TRUP Common Stock Tax liability $5,256 -110 -0.36% $47.78 30,353 28 May 2025 Direct F2
transaction TRUP Common Stock Options Exercise +45 +0.15% 30,398 25 May 2025 Direct F1
transaction TRUP Common Stock Tax liability $478 -10 -0.03% $47.78 30,388 25 May 2025 Direct F2
transaction TRUP Common Stock Options Exercise +29 +0.1% 30,417 25 May 2025 Direct F1
transaction TRUP Common Stock Tax liability $334 -7 -0.02% $47.78 30,410 25 May 2025 Direct F2
transaction TRUP Common Stock Options Exercise +734 +2.4% 31,144 25 May 2025 Direct F1
transaction TRUP Common Stock Tax liability $8,505 -178 -0.57% $47.78 30,966 28 May 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 -452 -10% $0.000000 4,063 25 May 2025 Common Stock 452 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -45 -10% $0.000000 405 25 May 2025 Common Stock 45 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -29 -11% $0.000000 230 25 May 2025 Common Stock 29 Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -734 -25% $0.000000 2,204 25 May 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 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 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.
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 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 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.