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  4. [Form 4] TRUPANION, INC. Insider Trading Activity

Trupanion (TRUP) COO sells 5,283 shares in Rule 10b5-1 trade

Filing Impact
(Moderate)
Filing Sentiment
(Negative)
Form Type
4

Rhea-AI Filing Summary

TRUPANION, INC. Chief Operating Officer John R. Gallagher reported an open-market sale of 5,283 shares of common stock on February 27, 2026, at a weighted average price of $26.5153 per share. Following this transaction, he directly owned 32,387 shares.

The sale was executed under a pre-established Rule 10b5-1 trading plan adopted on August 20, 2025, as part of a plan of financial diversification, meaning Gallagher had no discretion over the timing. The weighted average price reflects multiple trades between $26.08 and $26.84 per share.

Positive

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Negative

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Insider GALLAGHER JOHN R
Role Chief Operating Officer
Sold 5,283 shs ($140K)
Type Security Shares Price Value
Sale Common Stock 5,283 $26.5153 $140K
Holdings After Transaction: Common Stock — 32,387 shares (Direct)
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 $26.08 to $26.84 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 WA 98108
(City) (State) (Zip)
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
3. Date of Earliest Transaction (Month/Day/Year)
02/27/2026
4. If Amendment, Date of Original Filed (Month/Day/Year)
 6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
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 02/27/2026 S 5,283(1) D $26.5153(2) 32,387 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 $26.08 to $26.84 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 03/03/2026
** 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.

Source: View Original Filing on SEC EDGAR

FAQ

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

TRUPANION, INC. reported that Chief Operating Officer John R. Gallagher sold 5,283 shares of common stock in an open-market transaction on February 27, 2026. This was a planned sale under a Rule 10b5-1 trading arrangement for financial diversification.

At what price did the TRUPANION, INC. (TRUP) COO sell his shares?

The reported weighted average sale price was $26.5153 per share for John R. Gallagher’s 5,283 sold shares. The transactions occurred across multiple trades at prices ranging from $26.08 to $26.84 per share, inclusive, according to the disclosure.

How many TRUPANION, INC. (TRUP) shares does the COO hold after this sale?

After selling 5,283 shares, Chief Operating Officer John R. Gallagher directly holds 32,387 shares of TRUPANION, INC. common stock. This figure reflects his ownership immediately following the reported open-market sale on February 27, 2026, as stated in the filing.

Was the TRUPANION, INC. (TRUP) insider sale discretionary or under a trading plan?

The sale was made under a Rule 10b5-1 trading plan adopted on August 20, 2025. The filing states Gallagher had no discretion over the timing of the transaction, as the plan was designed to facilitate financial diversification over time.

What does the price range in the TRUPANION, INC. (TRUP) insider sale indicate?

The filing notes a weighted average price and a sale price range from $26.08 to $26.84 per share. This means the 5,283 shares were sold through multiple trades within that band, rather than a single transaction at one exact price.