Trupanion CEO Margaret Tooth sells 1,000 shares

Q: How many TRUP shares did CEO Margaret Tooth sell, and at what price?

Margaret Tooth, Trupanion's CEO, sold 1,000 common shares at $25.84 per share on October 9, 2026. She held 184,952 common shares directly after the sale, which was made under a Rule 10b5-1(c) plan adopted May 11, 2026.

The CEO had no discretion over transaction timing under a Rule 10b5-1(c) plan adopted May 11, 2026.

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Rhea-AI Filing Summary

Trupanion, Inc. (TRUP) CEO Margaret Tooth sold 1,000 common shares for $25.84 per share on October 9, 2026. She held 184,952 common shares directly after the sale. The transaction was made under a Rule 10b5-1(c) trading plan adopted May 11, 2026; the footnote states she had no discretion over its timing.

Insider Trade Summary 10b5-1

Net Seller: 1,000 shares

Net Sell 1 txn

Insider Tooth Margaret

Role CEO

Sold 1,000 shs ($26K)

Type	Security	Shares	Price	Value
Sale	Common Stock ^F1	1,000	$25.84	$26K

Holdings After Transaction: Common Stock — 184,952 shares (Direct)

Footnotes (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

Common shares sold: 1,000 shares Sale price: $25.84 per share Direct common shares after sale: 184,952 shares

3 metrics

Common shares sold 1,000 shares October 9, 2026

Sale price $25.84 per share October 9, 2026

Direct common shares after sale 184,952 shares Following the October 9, 2026 transaction

Key Terms

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

2 terms

Rule 10b5-1 (c) trading plan regulatory

"effected pursuant to a Rule 10b5-1 (c) trading plan"

financial diversification financial

"in order to implement a plan of financial diversification"

FAQ

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

How many TRUP shares did CEO Margaret Tooth sell, and at what price?

Margaret Tooth, Trupanion's CEO, sold 1,000 common shares at $25.84 per share on October 9, 2026. She held 184,952 common shares directly after the sale, which was made under a Rule 10b5-1(c) plan adopted May 11, 2026.

Was Margaret Tooth's TRUP sale made under a trading plan?

The sale was made under a Rule 10b5-1(c) trading plan adopted May 11, 2026, to implement a plan of financial diversification. The footnote states that Tooth had no discretion over the transaction's timing.

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

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Available on EDGAR 10/13/2026 - 06:11 PM EDT Accepted by SEC EDGAR 10/13/2026 - 06:11 PM EDT

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).

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)
10/09/2026

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)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Common Stock	10/09/2026		S		1,000⁽¹⁾	D	$25.84	184,952	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)
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)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)

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	10/13/2026
	** 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)

Source: View Original Filing on SEC EDGAR