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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Dave Weitz | 33 | 2000-2003 | |
| 2 | Ron Malone | 29 | 1999-2002 | |
| 3 | Gene Legere | 26 | 1989-1992 | |
| 4 | Oscar Angulo | 25 | 2003-2006 | |
| 4 | Ian Fain | 25 | 1996-1999 | |
| 4 | Erik Keifer | 25 | 1991-1994 | |
| 4 | Zack Reeves* | 25 | 2002-2005 | |
| 8 | R.J. Brookman | 24 | 1997-2000 | |
| 8 | Brendan Lindsey | 24 | 1997-2000 | |
| 8 | T.J. Roper | 24 | 1997-2000 | |
| 8 | Tom Schuh | 24 | 1997-2000 | |
| 12 | Joey Bertin | 23 | 1999-2002 | |
| 12 | Efrain Gray | 23 | 1992-1995 | |
| 12 | Terry Krause | 23 | 2002-2005 | |
| 12 | Ian Prentice | 23 | 1991-1994 | |
| 12 | Travis Watkins | 23 | 2003-2006 | |
| 17 | Tyler Byers | 22 | 2000-2003 | |
| 17 | Lorenzo Campos | 22 | 1995-1998 | |
| 17 | J.D. Cook | 22 | 2003-2006 | |
| 17 | Ted Dickerson | 22 | 1992-1995 | |
| 17 | Glen Harrington | 22 | 1989-1992 | |
| 17 | Wenceslas Hautbourg | 22 | 1989-1992 | |
| 17 | Tom Hennessey | 22 | 2030-2034 | |
| 17 | Johnny McDade* | 22 | 2006-2009 | |
| 17 | Manny Ochoa | 22 | 2002-2005 | |
| 17 | Jaime Pokorney | 22 | 2015-2019 | |
| 17 | Adrian Pulido* | 22 | 2001-2004 | |
| 28 | Tanner Bangle | 21 | 1993-1996 | |
| 28 | Shane Carroll | 21 | 1995-1998 | |
| 28 | Oscar Gomez | 21 | 1993-1996 | |
| 28 | Ron Mitchell | 21 | 1994-1997 | |
| 28 | Chris Navarrette | 21 | 2000-2003 | |
| 28 | Tadaomi Nishimura | 21 | 2005-2008 | |
| 28 | Rod Phillips | 21 | 1990-1993 | |
| 28 | Pat Powell | 21 | 1997-2000 | |
| 28 | Joey Simpson | 21 | 1995-1998 | |
| 28 | B.J. Watts | 21 | 2001-2004 | |
| 28 | Tom Willhoite | 21 | 1995-1998 | |
| 39 | William Alvarez | 20 | 1992-1995 | |
| 39 | Ruben Aparicio | 20 | 1993-1996 | |
| 39 | Al Baker | 20 | 2004-2007 | |
| 39 | J.J. Ballos | 20 | 1993-1996 | |
| 39 | Ian Clark | 20 | 2007-2010 | |
| 39 | Jimmy Cornell | 20 | 2001-2004 | |
| 39 | Tom Downs | 20 | 1993-1996 | |
| 39 | A.J. Fouts | 20 | 1995-1998 | |
| 39 | Troy Martin | 20 | 2000-2003 | |
| 39 | Pete Puckett | 20 | 1990-1993 | |
| 39 | Kristian Segerson# | 20 | 2055-2058 | |
| 39 | Jarod Swann | 20 | 1997-2000 | |
| 39 | Dave Toste | 20 | 2007-2010 | |
| 39 | Kayden Walker | 20 | 2007-2010 | |
| 39 | Ian Williams | 20 | 1996-1999 | |
| 54 | Ian Brooks | 19 | 2006-2009 | |
| 54 | Dave Carter | 19 | 1998-2001 | |
| 54 | Caleb Clifton# | 19 | 2048-2051 | |
| 54 | Doug Coates | 19 | 1988-1990 | |
| 54 | Zachary Koenemann | 19 | 1996-1999 | |
| 54 | Jamie McKay | 19 | 1993-1996 | |
| 54 | Tom Newman | 19 | 1998-2001 | |
| 54 | Efrain Serrano | 19 | 2001-2004 | |
| 54 | Travis Skinner | 19 | 1992-1995 | |
| 63 | Ty Arnold | 18 | 1993-1996 | |
| 63 | Iván Bojórquez | 18 | 1989-1992 | |
| 63 | Tristan Britten | 18 | 1994-1997 | |
| 63 | Wade Brown | 18 | 2003-2006 | |
| 63 | B.J. Carpenter | 18 | 1999-2002 | |
| 63 | Devan Daiss | 18 | 2035-2038 | |
| 63 | Dave Duvall | 18 | 1996-1999 | |
| 63 | Willis Gomez | 18 | 1996-1999 | |
| 63 | Dave Heath | 18 | 1991-1994 | |
| 63 | Min-gook Jung | 18 | 2005-2008 | |
| 63 | Tucker Key# | 18 | 2051-2054 | |
| 63 | William Maher | 18 | 1999-2002 | |
| 63 | Dave Matney | 18 | 2007-2010 | |
| 63 | Jamie McCue | 18 | 2008-2011 | |
| 63 | Drake Moore# | 18 | 2053-2056 | |
| 63 | Pat Powell | 18 | 2002-2005 | |
| 79 | Zack Amaral | 17 | 1997-1999 | |
| 79 | Don Bolton | 17 | 1988-1990 | |
| 79 | Joey Bridges | 17 | 1992-1995 | |
| 79 | Daniel Escalera | 17 | 2000-2003 | |
| 79 | Pat Evans* | 17 | 2004-2007 | |
| 79 | Daniel Flores | 17 | 2008-2011 | |
| 79 | Desmond Forgey# | 17 | 2049-2052 | |
| 79 | Chaz Goebel | 17 | 2031-2034 | |
| 79 | Danny Gonzalez | 17 | 2015-2019 | |
| 79 | William Gregg | 17 | 2001-2004 | |
| 79 | Johnny Hafford# | 17 | 2054-2057 | |
| 79 | Tommy Hunt | 17 | 1991-1994 | |
| 79 | J.P. Johnston | 17 | 1993-1996 | |
| 79 | Maxwell Lancaster# | 17 | 2057-2060 | |
| 79 | Kevin Martin | 17 | 2015-2019 | |
| 79 | Pat Matson | 17 | 2007-2010 | |
| 79 | Travis Neal | 17 | 1995-1998 | |
| 79 | Dave Neely | 17 | 2002-2005 | |
| 79 | Tommy Potter | 17 | 1996-1999 | |
| 79 | Heriberto Rocha | 17 | 1999-2002 | |
| 79 | Pat Stamey | 17 | 2015-2018 | |
| 79 | Ian Stewart | 17 | 1995-1998 |
