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trupanion ™ Medical insurance for the life of your pet . Exhibit 99.1 Trupanion Reports Second Quarter 2026 Results Authorizes Share Repurchase Program SEATTLE , WA . August 5 , 2026 -- Trupanion , Inc. ( Nasdaq : TRUP ) , a leading provider of medical insurance for cats and dogs , today announced financial results for the second quarter ended June 30 , 2026 . " We continue to execute on the priorities that matter most by growing margin , improving the economics of new enrollments , and investing our capital with discipline , ” said Margi Tooth , Chief Executive Officer and President of Trupanion . “ As our business continues to compound , we have more opportunities to allocate capital where we believe it will create lasting shareholder value . ” Second Quarter 2026 Financial and Business Highlights • • • • Total revenue was $ 392.9 million , an increase of 11 % compared to the second quarter of 2025 . Total enrolled pets ( including pets from our other business segment ) was 1,633,131 at June 30 , 2026 , a decrease of 2 % over June 30 , 2025 . Subscription business revenue was $ 276.7 million , an increase of 14 % compared to the second quarter of 2025 . Subscription enrolled pets was 1,124,548 at June 30 , 2026 , an increase of 5 % over June 30 , 2025 . Net income was $ 6.8 million , or $ 0.16 per basic and diluted share , compared to net income of $ 9.4 million , or $ 0.22 per basic and diluted share , in the second quarter of 2025 . Adjusted EBITDA was $ 19.8 million , compared to adjusted EBITDA of $ 16.6 million in the second quarter of 2025 . Operating cash flow was $ 21.0 million and free cash flow was $ 19.2 million in the second quarter of 2026. This compared to operating cash flow of $ 15.0 million and free cash flow of $ 12.0 million in the second quarter of 2025 . First Six Months 2026 Financial and Business Highlights • • • Total revenue was $ 777.0 million , an increase of 12 % compared to the first six months of 2025 . Subscription business revenue was $ 546.1 million , an increase of 15 % compared to the first six months of 2025 . Net income was $ 11.7 million , or $ 0.27 per basic and diluted share , compared to net income of $ 7.9 million , or $ 0.19 per basic and $ 0.18 per diluted share , in the first six months of 2025 . Adjusted EBITDA was $ 37.1 million , compared to adjusted EBITDA of $ 28.8 million in the first six months of 2025 . Operating cash flow was $ 35.6 million and free cash flow was $ 32.9 million in the first six months of 2026. This compared to operating cash flow of $ 31.0 million and free cash flow of $ 26.1 million in the first six months of 2025 . At June 30 , 2026 , the Company held $ 398.5 million in cash and short - term investments with an additional $ 3.5 million available under its credit facility . Extraordinary Dividend and Share Repurchase Authorization In July 2026 , the New York Department of Financial Services approved an extraordinary dividend of $ 44 million to be paid to Trupanion by its wholly - owned subsidiary , American Pet Insurance Company . The Board has authorized a share repurchase program , pursuant to which the Company may 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 , and the timing and actual number of shares repurchased will depend on a variety of factors , including the Company's compliance with the PNC credit facility , available cash , cash flow from operations , stock price , general economic , business and market conditions , and alternative investment opportunities . 1