Margaret Tooth - 27 Oct 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
27 Oct 2025
Net transactions value
-$334,913
Form type
4
Filing time
29 Oct 2025, 19:04:43 UTC
Previous filing
30 Sep 2025
Next filing
25 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 29 Oct 2025 0001657025

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise $53,580 +6,000 +4.2% $8.93 150,229 27 Oct 2025 Direct F1
transaction TRUP Common Stock Sale $262,340 -6,000 -4% $43.72 144,229 27 Oct 2025 Direct F1, F2
transaction TRUP Common Stock Sale $126,153 -2,884 -2% $43.74 141,345 27 Oct 2025 Direct F1, F3

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 Stock Option (right to buy) Options Exercise $0 -6,000 -27% $0.000000 16,000 27 Oct 2025 Common Stock 6,000 $8.93 Direct F1, F4
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Buy Plan / Sale Plan: These are also open market purchases/sales of shares, but in this case the transaction is part of a trading plan. Rule 10b5-1 allows insiders to setup a trading plan to buy/sell stocks over a certain period of time. Since the purchases/sales are predetermined, this protects the insiders from violating insider trading law.

Transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).

Explanation of Responses:

Id Content
F1 The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on June 6, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.
F2 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $43.4200 to $44.0500 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (2).
F3 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $43.5700 to $44.0500 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (3).
F4 This stock option grant is fully vested.