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trupanion ™ Medical insurance for the life of your pet . Exhibit 99.1 Trupanion Reports First Quarter 2021 Results SEATTLE , WA . April 29 , 2021-- Trupanion , Inc. ( Nasdaq : TRUP ) , the leading provider of medical insurance for cats and dogs , today announced financial results for the first quarter ended March 31 , 2021 . " 2021 is off to a flying start , with revenues up 39 % year - over - year , led by growth in subscription pets , " said Darryl Rawlings , founder and chief executive officer of Trupanion . " We're well positioned in a large , underpenetrated market and have the capital to continue to grow at these accelerated rates . " First Quarter 2021 Financial and Business Highlights • Total revenue was $ 154.7 million , an increase of 39 % compared to the first quarter of 2020 . • • • • Total enrolled pets ( including pets from our other business segment ) was 943,854 at March 31 , 2021 , an increase of 37 % over the first quarter of 2020 . Subscription business revenue was $ 113.3 million , an increase of 27 % compared to the first quarter of 2020 . Subscription enrolled pets was 609,835 at March 31 , 2021 , an increase of 20 % over the first quarter of 2020 . Net loss was $ ( 12.4 ) million , or $ ( 0.31 ) per basic and diluted share , which is inclusive of stock - based compensation expense of $ 8.4 million , or $ 0.21 per share . The amount of stock - based compensation recognized largely reflects the timing and vesting of annual performance grants , including Q1 grants for the Company's strong 2020 performance . Of the $ 8.4 million , $ 4.3 million related to a one - time 2020 performance grant , shared with the entire team , which was fully recognized during the quarter . This is compared to a net loss of $ ( 1.1 ) million , or $ ( 0.03 ) per basic and diluted share , in the first quarter of 2020 . Adjusted EBITDA was $ ( 1.1 ) million , compared to adjusted EBITDA of $ 2.0 million in the first quarter of 2020 . Operating cash flow was $ ( 1.7 ) million and free cash flow was $ ( 4.6 ) million in the first quarter of 2021. This compared to operating cash flow of $ 2.9 million and free cash flow of $ 1.4 million in the first quarter of 2020 . 1