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If I had to take a guess I'd have to say Cleveland Browns.

Well, believe it or not, the Browns made the playoffs in 2002-2003. The answer is actually a tie, as the Buffalo Bills and the Detroit Lions have not made the playoffs since the 1999-2000 season. The Houston Texans have never made the playoffs, but they only began play in 2002.
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2009-10-16 05:07:14
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Q: Which NFL team has the longest playoff drought?
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