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Currently... The Detroit Red Wings (20 years straight and continuing).
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Earn +20 ptsQ: What team has longest playoff appearance streak?
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Longest standing streak for a NFL team not being in the playoffs?
Through the 2008 season, that distinction is held jointly by the Buffalo Bills and Detroit Lions whose last playoff appearance was in the 1999 season.
Which baseball team has the longest losing streak?
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What NCAA Division you basketball team has the longest losing streak in history?
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What college mens basketball team has the second longest home winning streak?
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What national league team has the longest streak of not winning the World Series?
Their longest streak of not winning the World Series is 24 years, from 1982 to 2006.
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