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trupanion ™ Medical insurance for the life of your pet . Trupanion Reports Third Quarter 2021 Results SEATTLE , WA . November 3 , 2021-- Trupanion , Inc. ( Nasdaq : TRUP ) , the leading provider of medical insurance for cats and dogs , today announced financial results for the third quarter ended September 30 , 2021 . Exhibit 99.1 " Q3 marks the continuation of our strong momentum , as shown in our key financial measures . We continue to grow the funds available to us to reinvest in our portfolio and deploy this capital at compounding high rates of return , " said Darryl Rawlings , founder and chief executive officer of Trupanion . Third Quarter 2021 Financial and Business Highlights Total revenue was $ 181.7 million , an increase of 40 % compared to the third quarter of 2020 . Total enrolled pets ( including pets from our other business segment ) was 1,104,376 at September 30 , 2021 , an increase of 37 % over the third quarter of 2020 . Subscription business revenue was $ 127.1 million , an increase of 28 % compared to the third quarter of 2020 ( 26 % on a constant currency basis ) . Subscription enrolled pets was 676,463 at September 30 , 2021 , an increase of 22 % over the third quarter of 2020 . Net loss was $ ( 6.8 ) million , or $ ( 0.17 ) per basic and diluted share , compared to net loss of $ ( 2.6 ) million , or $ ( 0.07 ) per basic and diluted share , in the third quarter of 2020. Net loss per share was impacted by $ 0.10 due to an increase in stock - based compensation and by $ 0.03 due to an increase in depreciation and amortization when compared to the prior year period . Adjusted EBITDA was $ 2.2 million , compared to adjusted EBITDA of $ 1.8 million in the third quarter of 2020 . Operating cash flow was $ 6.2 million and free cash flow was $ 3.5 million in the third quarter of 2021. This is compared to operating cash flow of $ 9.8 million and free cash flow of $ 8.5 million in the third quarter of 2020 . First Nine Months of 2021 Financial and Business Highlights Total revenue was $ 504.6 million , an increase of 40 % compared to the first nine months of 2020 . Subscription business revenue was $ 360.7 million , an increase of 28 % compared to the first nine months of 2020 . Net loss was $ ( 28.5 ) million , or $ ( 0.71 ) per basic and diluted share , compared to net loss of $ ( 2.3 ) million , or $ ( 0.07 ) per basic and diluted share , in the first nine months of 2020. Net loss per share was impacted by $ 0.38 due to an increase in stock - based compensation and by $ 0.11 due to an increase in depreciation and amortization when compared to the prior year period . The remaining year - over - year change in earnings per share primarily reflects our accelerated growth and associated acquisition spend in the first nine months of 2021 . Adjusted EBITDA was $ 1.2 million , compared to adjusted EBITDA of $ 9.3 million in the first nine months of 2020 . 1