A Crab Orchard High School and Marion High School graduate, Bailey was an outstanding pitcher for Southeastern Illinois College from 1989-1991 and was named to the All-Region team. Selected by the Boston Red Sox in the 1991 draft, he pitched for four Major League clubs in part of eight seasons, filling relief roles coming out from the bullpen as a middle reliever and as a set-up man as well. In a spring training game on April 2, 1993, Frank Viola and Bailey combined on a no-hitter as the Red Sox defeated the Phillies 10-0 at Jack Russell Memorial Stadium in Clearwater, Florida.\n', '

Bailey reached the majors in 1993 with the Boston Red Sox, spending two years with them before moving to the St. Louis Cardinals (1995-1996), San Francisco Giants (1997-1998) and Kansas City Royals (2001-2002). His most productive season came in 1996 with St. Louis, when he posted career-highs with five wins and a 3.00 ERA. He had another decent season in 2001 for Kansas City, striking out 61 batters in 67 ⅓ innings, also career-numbers. In 172 games, Bailey compiled a 9-10 record with one save a 3.96 ERA.\n', '

After that, he played with the Yomiuri Giants in Japan\'s Central League (2003-2004), La New Bears of Taiwan\'s Chinese Professional Baseball League (2005), Long Island Ducks of the independent Atlantic League (2006), Iowa Cubs which is a Triple-A team of the Chicago Cubs (2007)\n', '

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