1993
: Rene Lachemann, 64-98
1994:
Rene Lachemann, 51-64*
1995:
Rene Lachemann, 67-76*
1996:
Rene Lachemann, 39-47; Cookie Rojas, 1-0; John Boles, 40-35
1997
: Jim Leyland, 92-70 (won World Series)
1998:
Jim Leyland, 54-108
1999:
John Boles, 64-98
2000:
John Boles, 79-82
2001:
John Boles, 22-26; Tony Perez, 54-60
2002:
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Jeff Torborg, 79-83
2003:
Jeff Torborg, 16-22; Jack McKeon, 75-49 (won World Series)
2004:
Jack McKeon, 83-79
2005:
Jack McKeon 83-79
2006:
Joe Girardi 78-84
2007:
Fredi Gonzalez, 71-91
2008:
Fredi Gonzalez, 84-77
2009:
Fredi Gonzalez, 87-75
2010:
Fredi Gonzalez, 34-36; Edwin Rodriguez 46-46
2011:
Edwin Rodriguez, 32-39; Brandon Hyde, 0-1; Jack McKeon, 40-50
2012:
Ozzie Guillen, 69-93
2013:
Mike Redmond
*–season shortened by players strike