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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Manuel Espinoza | 51 | 2002-2004 | |
| 2 | Fred Humphrey | 47 | 1984-1988 | |
| 3 | Carl Meyers | 45 | 1997-2000 | |
| 3 | Adam Spence | 45 | 2004-2007 | |
| 5 | Valentín Pérez | 43 | 1997-2000 | |
| 6 | Julián González | 42 | 2001-2006 | |
| 7 | Larry Allen | 41 | 2009-2012 | |
| 8 | John Barr | 40 | 2000-2003 | |
| 8 | Rod Bullard | 40 | 2007-2010 | |
| 8 | Miguel López | 40 | 2002-2005 | |
| 11 | Roberto García | 39 | 1979-1980 | |
| 11 | Phil Keys | 39 | 1982-1983 | |
| 11 | José Lucero | 39 | 1987-1988 | |
| 11 | Jim Smith# | 39 | 2012-2014 | |
| 15 | Jorge Cantú | 38 | 1997-2000 | |
| 15 | Erwin Cross | 38 | 2001-2004 | |
| 15 | Juan Hernández | 38 | 2009-2013 | |
| 18 | Lucas Brooks | 37 | 1985-1987 | |
| 18 | Anthony Brown | 37 | 2007-2010 | |
| 18 | Artie Harris | 37 | 1996-2000 | |
| 18 | Will King | 37 | 1996-2002 | |
| 22 | Phil Dunn | 36 | 2011-2014 | |
| 22 | Millard Major | 36 | 1977-1979 | |
| 22 | Román Nava | 36 | 1985-1987 | |
| 22 | Ramón Ruíz | 36 | 1997-1999 | |
| 22 | Javier Silva | 36 | 2006-2009 | |
| 27 | Mike Dillard | 35 | 1977-1978 | |
| 27 | Charles Ferguson | 35 | 1996-1999 | |
| 27 | Paul Holland | 35 | 2004-2012 | |
| 27 | Habrão Vila | 35 | 2012-2014 | |
| 31 | Manuel Pineda | 34 | 1978-1980 | |
| 32 | Dana Benton | 33 | 2003-2006 | |
| 32 | Ed Robinson | 33 | 2013-2015 | |
| 32 | Jeff Thomas | 33 | 1996-1998 | |
| 32 | Richard Watson | 33 | 2013-2015 | |
| 36 | Troy Bennett | 32 | 2001-2004 | |
| 36 | Dale Blencowe | 32 | 2010-2013 | |
| 36 | Don Frederick | 32 | 2012-2014 | |
| 36 | Augusto Haciento | 32 | 2012-2014 | |
| 36 | Donald Hendrickson | 32 | 2002-2004 | |
| 36 | Kevin Jones | 32 | 2001-2003 | |
| 36 | Sean Kirby | 32 | 1987-1992 | |
| 36 | Javier Rodríguez | 32 | 1974-1976 | |
| 36 | Paul Rogers | 32 | 1986-1989 | |
| 36 | Cris Santana | 32 | 1988-1990 | |
| 36 | Sandy Taylor | 32 | 1999-2001 | |
| 47 | Harry Beck | 31 | 1981-1983 | |
| 47 | Chester Dallimore | 31 | 2004-2006 | |
| 47 | Jorge Franco | 31 | 1974-1976 | |
| 47 | Larry García | 31 | 2007-2009 | |
| 47 | Zach Henry | 31 | 2007-2009 | |
| 47 | Jesse Johnson | 31 | 2003-2006 | |
| 47 | Amayas Ligongo | 31 | 2012-2013 | |
| 47 | Tom Sanders | 31 | 1996-2000 | |
| 55 | Jim Berry | 30 | 2009-2011 | |
| 55 | Marc Cook | 30 | 1988-1989 | |
| 55 | Tim Dubin# | 30 | 2011-2014 | |
| 55 | Armando Hernández | 30 | 1982-1983 | |
| 55 | Bill Hill | 30 | 1986-1991 | |
| 55 | Dave Hughes | 30 | 2007-2011 | |
| 55 | Ed Jones | 30 | 2009-2013 | |
| 55 | Carl Keith | 30 | 1997-2001 | |
| 55 | Alfredo Valdés | 30 | 2004-2008 | |
| 55 | Brad Whitehead | 30 | 2000-2004 | |
| 55 | Ray Wilkinson | 30 | 2001-2004 | |
| 55 | Markus Young | 30 | 2013-2015 | |
| 67 | Armando Cabral | 29 | 1985-1991 | |
| 67 | Manuel Calderón | 29 | 2012-2014 | |
| 67 | Júlio Castillo | 29 | 1980-1983 | |
| 67 | Ed Hartley | 29 | 1984-1987 | |
| 67 | Aaron Hawkins | 29 | 2011-2014 | |
| 67 | Fernando Madrigal | 29 | 2006-2009 | |
| 67 | Terry O'Coyle | 29 | 2003-2004 | |
| 67 | Armando Powell | 29 | 2000-2002 | |
| 67 | Tim Sharpe | 29 | 1973-1974 | |
| 76 | Theron Clark | 28 | 2006-2008 | |
| 76 | Steve Cooper | 28 | 1984-1987 | |
| 76 | Jorge García | 28 | 1980-1981 | |
| 76 | Juan Juárez | 28 | 1989-1994 | |
| 76 | Chet Keys | 28 | 1996-1998 | |
| 76 | Tomás Marín | 28 | 1974-1975 | |
| 76 | Rubén Morín# | 28 | 2011-2012 | |
| 76 | Trevor O'Neill | 28 | 1984-1986 | |
| 76 | Ernie Owen | 28 | 1984-1985 | |
| 76 | Eric Reese | 28 | 2000-2004 | |
| 76 | Juan Sánchez | 28 | 1996-1999 | |
| 87 | Raúl Camacho | 27 | 2012-2014 | |
| 87 | Ernest Coates | 27 | 1988-1991 | |
| 87 | Steve Cochran | 27 | 1970-1972 | |
| 87 | Gerard Hawkins | 27 | 1988-1991 | |
| 87 | Stephen Hess | 27 | 1999-2002 | |
| 87 | David Howard | 27 | 1979-1981 | |
| 87 | Irving Hughes | 27 | 1978-1983 | |
| 87 | Larry Kelley | 27 | 1991-1994 | |
| 87 | Dale Marsh | 27 | 1999-2000 | |
| 87 | Doug Martin | 27 | 1994-1996 | |
| 87 | José Pérez | 27 | 2005-2007 | |
| 87 | Kevin Toland | 27 | 1982-1983 | |
| 87 | Don Watson | 27 | 2008-2010 | |
| 87 | Lucas Welch | 27 | 1983-1987 |
