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Through the 2008 season, that would be the Tampa Bay Buccaneers who lost 26 straight games starting September 12, 1976 (Game 1) and ending December 4, 1977 (Game 26). Those 26 games were the first 26 games in the Bucs' franchise history.
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The Pittsburgh Pirates, with 20 losing seasons. They broke their own previous record of 19 consecutive losing seasons. :-(
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