TRUPANION (TRUP) COO logs pre-planned sale of 3,603 shares at about $22

Rhea-AI Filing Summary

TRUPANION, INC. Chief Operating Officer John R. Gallagher reported an open-market sale of 3,603 shares of common stock on May 28, 2026 at a weighted average price of $21.6912 per share. Following the transaction, he directly holds 33,065 shares.

The sale was executed under a pre-arranged Rule 10b5-1 trading plan adopted on August 20, 2025, meaning Gallagher had no discretion over the timing. The shares were sold in multiple trades at prices ranging from $21.220 to $22.085 per share.

Insider Trade Summary

Net Seller: 3,603 shares ($78,153)

Net Sell 1 txn

Insider GALLAGHER JOHN R

Role Chief Operating Officer

Sold 3,603 shs ($78K)

Type	Security	Shares	Price	Value
Sale	Common Stock	3,603	$21.6912	$78K

Holdings After Transaction: Common Stock — 33,065 shares (Direct, null)

Footnotes (1)

1. The sale reported is 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. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $21.220 to $22.085 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).

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Form 4 Insider Transactions: What Each Field Means →

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^*

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)
05/28/2026

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	05/28/2026		S		3,603(1)	D	$21.6912(2)	33,065	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 sale reported is 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.

2. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $21.220 to $22.085 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).

Remarks:

	/s/ Lauren Welsh as attorney-in-fact for John R. Gallagher	06/01/2026
	** 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)

FAQ

What insider transaction did TRUP Chief Operating Officer John R. Gallagher report?

John R. Gallagher reported an open-market sale of 3,603 TRUP common shares. The sale occurred on May 28, 2026, at a weighted average price of $21.6912 per share, as disclosed in his Form 4 filing.

Was the TRUP COO’s May 28, 2026 share sale made under a Rule 10b5-1 plan?

Yes. The filing states the sale was executed under a Rule 10b5-1 trading plan. This plan was adopted on August 20, 2025 to implement financial diversification, and Gallagher had no discretion over the timing of the trades.

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

After selling 3,603 shares, Gallagher directly holds 33,065 TRUP common shares. This post-transaction balance is reported in the Form 4 and represents his remaining direct ownership position following the disclosed sale.

What price range were TRUP shares sold for in the COO’s May 28, 2026 trades?

The reported weighted average sale price was $21.6912 per share. Individual trades occurred at prices ranging from $21.220 to $22.085 per share, according to the detailed pricing footnote in the Form 4.

What does a Rule 10b5-1 trading plan mean for TRUP insider share sales?

A Rule 10b5-1 plan pre-schedules trades, limiting the insider’s control over timing. For TRUP’s COO, the filing explains his plan was adopted in August 2025 for financial diversification, and he had no discretion over when the May 2026 sale executed.