Margaret Tooth - 24 Nov 2025 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role
CEO, Director
Signature
/s/ Christina Poler as attorney-in-fact for Margaret Tooth
Issuer symbol
TRUP
Transactions as of
24 Nov 2025
Net transactions value
-$220,790
Form type
4
Filing time
25 Nov 2025, 21:30:59 UTC
Previous filing
29 Oct 2025
Next filing
26 Nov 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Tooth Margaret CEO, Director C/O TRUPANION, INC., 6100 4TH AVENUE SOUTH, SUITE 200, SEATTLE /s/ Christina Poler as attorney-in-fact for Margaret Tooth 25 Nov 2025 0001657025

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +312 +0.22% 141,657 24 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $4,319 -122 -0.09% $35.40 141,535 24 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +6,250 +4.4% 147,785 24 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $87,049 -2,459 -1.7% $35.40 145,326 24 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +3,042 +2.1% 148,368 24 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $42,374 -1,197 -0.81% $35.40 147,171 24 Nov 2025 Direct F2
transaction TRUP Common Stock Options Exercise +6,250 +4.2% 153,421 24 Nov 2025 Direct F1
transaction TRUP Common Stock Tax liability $87,049 -2,459 -1.6% $35.40 150,962 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 -312 -10% $0.000000 2,813 24 Nov 2025 Common Stock 312 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -6,250 -50% $0.000000 6,250 24 Nov 2025 Common Stock 6,250 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -3,042 -8.3% $0.000000 33,467 24 Nov 2025 Common Stock 3,042 Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -6,250 -17% $0.000000 31,250 24 Nov 2025 Common Stock 6,250 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 February 27, 2024, the reporting person was granted 5,000 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 22, 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 50,000 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 August 19, 2024, the reporting person was granted 48,679 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 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F6 On February 27, 2025, the reporting person was granted 50,000 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.