Trupanion CEO sells 1,000 shares at $25

Trupanion’s CEO and director reported a small 1,000-share sale under a pre-arranged Rule 10b5-1 trading plan, leaving a direct holding of 185,952 shares.

Rhea-AI Filing Summary

TRUPANION, INC. (TRUP) director and CEO Margaret Tooth reported selling 1,000 shares of common stock on September 11, 2026 at $25.00 per share in an open-market or private transaction. After this sale, she directly holds 185,952 shares. The transaction occurred under a Rule 10b5-1 trading plan adopted on May 11, 2026.

Insider Trade Summary 10b5-1

Net Seller: 1,000 shares

Net Sell 1 txn

Insider Tooth Margaret

Role CEO

Sold 1,000 shs ($25K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1	1,000	$25.00	$25K

Holdings After Transaction: Common Stock — 185,952 shares (Direct)

Footnotes (1)

1. F1. The exercise and sale reported were effected pursuant to a Rule 10b5-1 (c) trading plan adopted by reporting person on May 11, 2026, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.

Key Figures

Shares sold: 1,000 shares Sale price per share: $25.00 per share Shares held after transaction: 185,952 shares +1 more

4 metrics

Shares sold 1,000 shares Common stock sale by CEO on September 11, 2026

Sale price per share $25.00 per share Price for the 1,000 Trupanion common shares sold

Shares held after transaction 185,952 shares Direct holdings of CEO Margaret Tooth after the sale

Rule 10b5-1 plan adoption date May 11, 2026 Date the trading plan governing the transaction was adopted

Key Terms

Rule 10b5-1 (c) trading plan, plan of financial diversification

2 terms

Rule 10b5-1 (c) trading plan regulatory

"The exercise and sale reported were effected pursuant to a Rule 10b5-1 (c) trading plan adopted by reporting person"

plan of financial diversification financial

"adopted by reporting person on May 11, 2026, in order to implement a plan of financial diversification"

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transaction did TRUPANION, INC. (TRUP) disclose for its CEO?

The company disclosed that CEO and director Margaret Tooth sold 1,000 shares of Trupanion common stock on September 11, 2026 at $25.00 per share in an open-market or private transaction.

How many TRUP shares did the CEO sell and at what price?

CEO Margaret Tooth sold 1,000 shares of Trupanion common stock at a price of $25.00 per share on September 11, 2026, according to the Form 4 filing.

How many TRUP shares does the CEO hold after the reported sale?

Following the reported transaction, CEO Margaret Tooth directly holds 185,952 shares of Trupanion common stock, as stated in the Form 4 ownership table.

Was the TRUP CEO’s September 2026 stock sale under a Rule 10b5-1 plan?

Yes. The filing states the transaction was effected under a Rule 10b5-1(c) trading plan adopted by Margaret Tooth on May 11, 2026, and notes she had no discretion over the timing.

What reason does the TRUP CEO give for using a Rule 10b5-1 plan?

The footnote explains the Rule 10b5-1 trading plan was adopted "in order to implement a plan of financial diversification," providing the stated rationale for the pre-arranged trades.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 09/15/2026 - 06:55 PM Accepted by SEC EDGAR 09/15/2026 - 06:55 PM Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

X

Check this box to indicate that a 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). See Instruction 10.

1. Name and Address of Reporting Person^*

Tooth Margaret

(Last) (First) (Middle)

C/O TRUPANION, INC.

6100 4TH AVENUE SOUTH, SUITE 200

(Street)

SEATTLE WASHINGTON 98108

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
TRUPANION, INC. [ TRUP ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	CEO

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/11/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	09/11/2026		S		1,000(1)	D	$25	185,952	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. The exercise and sale reported were effected pursuant to a Rule 10b5-1 (c) trading plan adopted by reporting person on May 11, 2026, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.

Remarks:

	/s/ Lauren Welsh as attorney-in-fact for Margaret Tooth	09/14/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)