Other Events. In June 2026, the Company's Board of Directors (the "Board") approved a share repurchase program (the "Program") pursuant to which the Company is authorized to repurchase up to an aggregate of $100.0 million of its outstanding shares of common stock, with no expiration date. The Company is not obligated to repurchase any specific number or dollar amount of shares under the Program, and the timing and actual number of shares repurchased will depend on a variety of factors, includ…

Results of Operations and Financial Condition. On August 5, 2026, the Company issued a press release regarding the Company's financial results for the quarter ended June 30, 2026. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

Results of Operations and Financial Condition. On April 30, 2026, the Company issued a press release regarding the Company's financial results for the quarter ended March 31, 2026. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

Director — Max Brodén: Mr. Brodén will not stand for re-election due to personal reasons.

Results of Operations and Financial Condition. On February 12, 2026 Trupanion, Inc. (the “Company”) issued a press release regarding the Company's financial results for the quarter ended December 31, 2025. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

Termination of a Material Definitive Agreement On November 4, 2025, in connection with the entry into the Credit Agreement, the Company repaid in full all borrowings under, and terminated, the credit agreement dated as of March 25, 2022, as amended (the “ 2022 Credit Agreement ”), among the Company, certain of its subsidiaries, and Piper Sandler Finance, LLC, as the administrative agent.

Results of Operations and Financial Condition. On November 6, 2025, the Company issued a press release regarding the Company's financial results for the quarter ended September 30, 2025. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant. The information disclosed in this Current Report under

Entry into a Material Definitive Agreement On November 4, 2025, Trupanion, Inc. (the “ Company ”) and certain of its subsidiaries entered into a credit agreement (the “ Credit Agreement ”) with PNC Bank, National Association, as the administrative agent. The Credit Agreement provides committed funds for (a) a term loan facility of $100.0 million (the “ Term Facility ”), and (b) a revolving credit facility of $20.0 million (the “ Revolving Facility ,” and together with the Term Facility, the “…

Director — Bradley S. Powell: The filing discloses the appointment of a new independent director to the board, which is a standard governance action and not an executive departure.

Results of Operations and Financial Condition. On August 7, 2025 , Trupanion, Inc. (the “Company”) issued a press release regarding the Company's financial results for the quarter ended June 30, 2025. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

Other Events On May 15, 2025, the New York Department of Financial Services approved a $26 million extraordinary dividend to be paid to Trupanion, Inc. (“Trupanion”) by Trupanion’s wholly-owned subsidiary, American Pet Insurance Company. SIGNATURES Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized. TRUPANION, INC. By: /s/ Fawwad Qureshi Name: Fawwad Qureshi Titl…

Results of Operations and Financial Condition. On May 1, 2025 Trupanion, Inc. (the “Company”) issued a press release regarding the Company's financial results for the quarter ended March 31, 2025. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

Results of Operations and Financial Condition. On February 19, 2025 Trupanion, Inc. (the “Company”) issued a press release regarding the Company's financial results for the quarter ended December 31, 2024. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

Results of Operations and Financial Condition. On October 30, 2024, Trupanion, Inc. (the “Company”) issued a press release regarding the Company's financial results for the quarter ended September 30, 2024. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

COO — John Gallagher: An internal promotion of a long-tenured executive to the COO role is a standard succession or expansion event, not a departure.

Results of Operations and Financial Condition. On August 8, 2024, Trupanion, Inc. (the “Company”) issued a press release regarding the Company's financial results for the quarter ended June 30, 2024. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

CEO — Margi Tooth: The CEO transition was part of a previously disclosed succession plan with an internal successor, indicating an orderly handover rather than a sudden loss of leadership.

CEO — Darryl Rawlings: The CEO resignation is part of a previously announced succession plan with an immediate internal promotion of the President to CEO, indicating an orderly transition rather than a sudden loss of leadership.

Results of Operations and Financial Condition. On May 2, 2024, Trupanion, Inc. (the “Company”) issued a press release regarding the Company's financial results for the quarter ended March 31, 2024. A copy of this press release is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

Director — Daniel Levitan, Dr. Zay Satchu: Two directors announced they will not stand for re-election at the upcoming annual meeting, which is a routine board turnover event with no stated disagreement.