The Detoit Lions went 0-16 in the 08-09 season
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Many NFL teams have had winless seasons throughout the league's history, but since the league expanded to a 16-game season only one team has gone 0-16 -- that was the 2008 Detroit Lions.
As of 2013, the Baseball team with the worst winning percentage since 2000 is the Baltimore Orioles, with a 0.431 winning percentage.