Margaret Tooth - 22 Aug 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
22 Aug 2025
Net transactions value
-$458,326
Form type
4
Filing time
26 Aug 2025, 18:21:40 UTC
Previous filing
10 Jun 2025
Next filing
27 Aug 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 26 Aug 2025 0001657025

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +12,170 +9.4% 141,466 22 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $223,264 -4,788 -3.4% $46.63 136,678 22 Aug 2025 Direct F2
transaction TRUP Common Stock Options Exercise +313 +0.23% 136,991 22 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $5,735 -123 -0.09% $46.63 136,868 22 Aug 2025 Direct F2
transaction TRUP Common Stock Options Exercise +6,250 +4.6% 143,118 22 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $114,663 -2,459 -1.7% $46.63 140,659 22 Aug 2025 Direct F2
transaction TRUP Common Stock Options Exercise +6,250 +4.4% 146,909 22 Aug 2025 Direct F1
transaction TRUP Common Stock Tax liability $114,663 -2,459 -1.7% $46.63 144,450 22 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 -12,170 -25% $0.000000 36,509 22 Aug 2025 Common Stock 12,170 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -313 -9.1% $0.000000 3,125 22 Aug 2025 Common Stock 313 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -6,250 -14% $0.000000 37,500 22 Aug 2025 Common Stock 6,250 Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -6,250 -33% $0.000000 12,500 22 Aug 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 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.
F4 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.
F5 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.
F6 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.