Brenna McGibney - 22 May 2025 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Signature
/s/ Christina Poler as attorney-in-fact for Brenna McGibney
Issuer symbol
TRUP
Transactions as of
22 May 2025
Net transactions value
-$105,988
Form type
4
Filing time
27 May 2025, 08:29:05 UTC
Previous filing
21 May 2025
Next filing
28 May 2025

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 May 2025 0001966925

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +1,250 +95% 2,567 22 May 2025 Direct F1
transaction TRUP Common Stock Tax liability $29,556 -669 -26% $44.18 1,898 22 May 2025 Direct F2
transaction TRUP Common Stock Options Exercise +1,354 +71% 3,252 22 May 2025 Direct F1
transaction TRUP Common Stock Tax liability $31,986 -724 -22% $44.18 2,528 22 May 2025 Direct F2
transaction TRUP Common Stock Options Exercise +1,881 +74% 4,409 22 May 2025 Direct F1
transaction TRUP Common Stock Tax liability $44,445 -1,006 -23% $44.18 3,403 22 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 -1,250 -8.3% $0.000000 13,750 22 May 2025 Common Stock 1,250 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1,354 -25% $0.000000 4,061 22 May 2025 Common Stock 1,354 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1,881 -12% $0.000000 13,172 22 May 2025 Common Stock 1,881 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, 2024, the reporting person was granted 20,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F4 On February 27, 2024, the reporting person was granted 10,829 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 February 27, 2025, the reporting person was granted 15,053 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.