Brenna McGibney - 25 Aug 2025 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role
Chief Administration Officer
Signature
/s/ Christina Poler as attorney-in-fact for Brenna McGibney
Issuer symbol
TRUP
Transactions as of
25 Aug 2025
Net transactions value
-$15,720
Form type
4
Filing time
27 Aug 2025, 21:29:58 UTC
Previous filing
26 Aug 2025
Next filing
25 Nov 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
MCGIBNEY BRENNA Chief Administration Officer 309-1277 LYNN VALLEY ROAD, NORTH VANCOUVER, BRITISH COLUMBIA, CANADA /s/ Christina Poler as attorney-in-fact for Brenna McGibney 27 Aug 2025 0001966925

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +31 +0.91% 3,433 25 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $733 -16 -0.47% $45.83 3,417 25 Aug 2025 Direct F2
transaction TRUP Common Stock Options Exercise +233 +6.8% 3,650 25 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $5,683 -124 -3.4% $45.83 3,526 25 Aug 2025 Direct F2
transaction TRUP Common Stock Options Exercise +17 +0.48% 3,543 25 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $412 -9 -0.25% $45.83 3,534 25 Aug 2025 Direct F2
transaction TRUP Common Stock Options Exercise +338 +9.6% 3,872 25 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $8,249 -180 -4.6% $45.83 3,692 25 Aug 2025 Direct F2
transaction TRUP Common Stock Options Exercise +27 +0.73% 3,719 25 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $642 -14 -0.38% $45.83 3,705 25 Aug 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 -31 -14% $0.000000 186 25 Aug 2025 Common Stock 31 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -233 -20% $0.000000 935 25 Aug 2025 Common Stock 233 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -17 -12% $0.000000 121 25 Aug 2025 Common Stock 17 Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -338 -11% $0.000000 2,705 25 Aug 2025 Common Stock 338 Direct F1, F6
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -27 -11% $0.000000 217 25 Aug 2025 Common Stock 27 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 27, 2023, the reporting person was granted 495 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F4 On August 12, 2022, the reporting person was granted 3,738 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on August 25, 2023, 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 277 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 5,410 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 434 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.