Sec Form 4/A Filing - WHEELER SIMON @ TRUPANION, INC. - 2026-05-22

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

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, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person WHEELER SIMON 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) EVP, Trupanion International (Last) (First) (Middle) 4TH FLOOR CHARTER HOUSE, WOODLANDS ROAD 3. Date of Earliest Transaction (MM/DD/YY) 05/22/2026 (Street) ALTRINCHAMWA14 1HF 4. If Amendment, Date Original Filed (MM/DD/YY) 05/27/2026 6. Individual or Joint/Group Filing (Check Applicable Line) __ X __ Form filed by One Reporting Person _____ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 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

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 (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 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 (MM/DD/YY) 7. Title and Amount of Underlying Securities (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 of Derivative Security: 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 Restricted Stock Unit (RSU) ( 1 ) 05/22/2026 M 937 ( 2 ) 02/25/2028( 2 ) Common Stock 937 $ 0 6,563 ( 3 ) D

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other WHEELER SIMON 4TH FLOOR CHARTER HOUSE WOODLANDS ROAD ALTRINCHAMWA14 1HF EVP, Trupanion International Signatures /s/ Lauren Welsh as attorney-in-fact for Simon Wheeler 06/01/2026 Signature of Reporting Person Date

Explanation of Responses:

( 1 )Restricted stock units convert into common stock on a one-for-one basis. ( 2 )On February 27, 2024, the reporting person was granted 15,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. ( 3 )This Form 4 is being filed to correct a clerical error in previously reported holdings of derivative securities for RSU dated 2/27/24 for 15,000 shares. In the Form 4 filed on November 25, 2025, the number of derivative securities beneficially owned following the reported transaction was incorrectly reported; the correct amount beneficially owned as of November 25, 2025 was 8,438. In addition, the Form 4 filed on February 24, 2026 incorrectly reported the number of derivative securities beneficially owned following the reported transaction; the correct amount beneficially owned as of February 24, 2026 was 7,500. In addition, the Form 4 filed on May 27, 2026 incorrectly reported the number of derivative securities beneficially owned following the reported transaction; the correct amount beneficially owned as of May 27, 2026 was 6,563.

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).

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