Trupanion COO sells 3,604 shares at $29.70

Gallagher’s Aug. 28 sale at $29.70/share left him with 33,742 shares, executed under a Rule 10b5-1 plan with no timing discretion.

Rhea-AI Filing Summary

TRUPANION, INC. (TRUP) reported that Chief Operating Officer John R. Gallagher sold 3,604 shares of common stock on August 28, 2026 at $29.70 per share in an open-market or private transaction. Following the sale, he directly holds 33,742 shares. The transaction was executed under a pre-arranged Rule 10b5-1 trading plan, under which he had no discretion over timing.

Insider Trade Summary 10b5-1

Net Seller: 3,604 shares

Net Sell 1 txn

Insider GALLAGHER JOHN R

Role Chief Operating Officer

Sold 3,604 shs ($107K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1	3,604	$29.70	$107K

Holdings After Transaction: Common Stock — 33,742 shares (Direct)

Footnotes (1)

1. F1. The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on August 20, 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.

Key Figures

Shares sold: 3,604 shares Sale price per share: $29.70 per share Shares held after transaction: 33,742 shares +2 more

5 metrics

Shares sold 3,604 shares Common Stock sold on August 28, 2026

Sale price per share $29.70 per share Reported price for the August 28, 2026 sale

Shares held after transaction 33,742 shares Direct ownership following the reported sale

Transaction type Sale in open market or private transaction SEC transaction code S for the reported trade

Rule 10b5-1 plan adoption date August 20, 2025 Plan governing the reported transaction’s timing

Key Terms

Rule 10b5-1 trading plan, Sale in open market or private transaction, Chief Operating Officer

3 terms

Rule 10b5-1 trading plan regulatory

"The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan"

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

Sale in open market or private transaction financial

"transaction_code_description: Sale in open market or private transaction"

Chief Operating Officer other

"officer_title: Chief Operating Officer"

A chief operating officer (COO) is a senior executive responsible for overseeing the day-to-day activities of a company, ensuring that all parts of the organization work smoothly and efficiently. They often act like a company's operational quarterback, translating strategic plans into practical actions. For investors, the COO's effectiveness can influence a company's performance and stability, making them an important figure in assessing the company's management strength.

FAQ

What insider transaction did TRUPANION, INC. (TRUP) disclose for John R. Gallagher?

TRUPANION, INC. disclosed that Chief Operating Officer John R. Gallagher sold 3,604 shares of common stock on August 28, 2026 in an open-market or private transaction at a reported price of $29.70 per share.

How many TRUP shares does John R. Gallagher hold after this Form 4 transaction?

After the reported sale, John R. Gallagher directly holds 33,742 shares of TRUPANION, INC. common stock, as shown in the Form 4 filing.

Was the TRUP insider sale by John R. Gallagher under a Rule 10b5-1 plan?

Yes. The footnote states the sale was effected under a Rule 10b5-1 trading plan adopted on August 20, 2025, and that Gallagher had no discretion regarding the timing of the transaction.

What was the approximate price per share in John R. Gallagher’s TRUP stock sale?

The Form 4 reports that John R. Gallagher sold TRUPANION, INC. common stock at $29.70 per share in the August 28, 2026 transaction.

What role does John R. Gallagher hold at TRUPANION, INC. (TRUP)?

John R. Gallagher is reported as the Chief Operating Officer of TRUPANION, INC. in the Form 4 filing describing this insider stock transaction.

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Available on EDGAR 09/01/2026 - 07:37 PM Accepted by SEC EDGAR 09/01/2026 - 07:37 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^*

GALLAGHER JOHN R

(Last) (First) (Middle)

6100 4TH AVENUE S

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)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
08/28/2026

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	08/28/2026		S		3,604(1)	D	$29.7	33,742	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 trading plan adopted by reporting person on August 20, 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.

Remarks:

	/s/ Lauren Welsh as attorney-in-fact for John R. Gallagher	09/01/2026
	** 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)