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While he has two championship rings with the 1999 – 2000 Yankees, Clemens has also been on the losing end of four World Series ( 1986 Red Sox, 2001 and 2003 Yankees, and 2005 Astros ), which is tied with Tom Glavine and John Smoltz ( who were both on the Braves when they lost the ' 91, ' 92, ' 96 and ' 99 World Series ) for the most among active players.

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