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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Miguel Cervantes | 58 | 1970-1975 | |
| 2 | George Hull | 55 | 1978-1981 | |
| 3 | Jorge Aragón | 53 | 1972-1977 | |
| 3 | Greg Gregory | 53 | 2012-2016 | |
| 3 | Jeffery Sutton | 53 | 1984-1990 | |
| 6 | Bret Martin | 52 | 1987-1994 | |
| 7 | Juan Frías | 51 | 1981-1985 | |
| 7 | Ramiro González | 51 | 1985-1989 | |
| 9 | Ramón Gómez | 49 | 1982-1987 | |
| 10 | Christian Hamilton | 48 | 1970-1977 | |
| 11 | Archie Green | 47 | 1972-1979 | |
| 11 | Jorge Moreno | 47 | 2007-2014 | |
| 11 | Paul Oxley | 47 | 1970-1972 | |
| 14 | Wilson Cotton | 45 | 2003-2009 | |
| 14 | Bubba Lynn | 45 | 1970-1982 | |
| 16 | Rafael Cardenas | 44 | 2017-2020 | |
| 16 | Brian Douglas | 44 | 1972-1976 | |
| 16 | Benjamin McNeil | 44 | 1980-1983 | |
| 16 | Rodney Welsh | 44 | 1989-1992 | |
| 16 | Curt Williams | 44 | 1974-1977 | |
| 21 | Elmer Davis | 43 | 1981-1986 | |
| 21 | Johan Garo | 43 | 2002-2012 | |
| 21 | Joaquín Sánchez | 43 | 1970-1975 | |
| 24 | Ramón Cuesta | 42 | 1996-2000 | |
| 24 | Bruce Davis | 42 | 1986-1989 | |
| 24 | Bruce Dyer | 42 | 2010-2016 | |
| 24 | Freddie Morrison | 42 | 1986-1990 | |
| 24 | Eduardo Rúbio# | 42 | 2010-2015 | |
| 29 | Sixto Díaz | 41 | 2003-2006 | |
| 29 | Lowell Gardner | 41 | 1977-1982 | |
| 29 | Raúl Gómez | 41 | 2004-2008 | |
| 29 | Robby MacIntyre | 41 | 2000-2005 | |
| 29 | Carlos Méndez | 41 | 1994-1998 | |
| 29 | Jud Mullins | 41 | 2010-2014 | |
| 29 | Rafi Pellicer | 41 | 1987-1993 | |
| 29 | Ralph Sizemore | 41 | 1984-1988 | |
| 29 | Roy Thomasson | 41 | 1970-1974 | |
| 38 | Sidney Boyd | 40 | 1983-1985 | |
| 38 | Harvey Covington | 40 | 1976-1978 | |
| 38 | Robert Frost | 40 | 2009-2014 | |
| 38 | Manny Silva | 40 | 1983-1987 | |
| 38 | Edgardo Suárez | 40 | 1977-1981 | |
| 38 | José Torres | 40 | 2015-2020 | |
| 38 | Denny Wood | 40 | 1970-1976 | |
| 45 | Ramón Álvarez | 39 | 2005-2008 | |
| 45 | Donald Birchfield# | 39 | 2009-2011 | |
| 45 | Chris Branch# | 39 | 2017-2023 | |
| 45 | Jeff Farris | 39 | 1994-1999 | |
| 45 | Willie Hogan | 39 | 1996-2001 | |
| 45 | Wang-gi Kim | 39 | 1997-2005 | |
| 45 | Darby Knox | 39 | 1970-1976 | |
| 45 | James Lawrence | 39 | 2010-2013 | |
| 45 | Carlos Murphy | 39 | 1996-1999 | |
| 45 | José Pacheco | 39 | 1985-1989 | |
| 45 | Orlando Pérez | 39 | 1979-1983 | |
| 45 | Chris Reeves | 39 | 1996-2001 | |
| 57 | Dean Kelly | 38 | 1986-1992 | |
| 57 | Tom Reed | 38 | 1973-1977 | |
| 57 | António Villegas | 38 | 1977-1981 | |
| 60 | Kyle Barnes | 37 | 2012-2017 | |
| 60 | Robby Clark | 37 | 2002-2005 | |
| 60 | Alex Dawson | 37 | 1989-1993 | |
| 60 | Art Ford | 37 | 1974-1979 | |
| 60 | Walt Hamm | 37 | 1970-1973 | |
| 60 | Manny Hernández | 37 | 2010-2016 | |
| 60 | Bill Jackson | 37 | 1970-1974 | |
| 60 | Mike Leyland | 37 | 1988-1992 | |
| 60 | Salvador Rojas | 37 | 2012-2015 | |
| 60 | Rodolfo Romero | 37 | 1974-1977 | |
| 60 | Mark Sampson | 37 | 1981-1984 | |
| 60 | Rob Spence | 37 | 2010-2015 | |
| 60 | Alfredo Valdéz | 37 | 1996-2000 | |
| 60 | Bret Williamson | 37 | 1979-1983 | |
| 74 | Doug Billings | 36 | 2004-2007 | |
| 74 | José Fuentes | 36 | 2003-2007 | |
| 74 | Bill Matthews | 36 | 1982-1984 | |
| 74 | Keith Wilcox | 36 | 1975-1979 | |
| 74 | Vicente Yzquierdo | 36 | 1972-1976 | |
| 79 | Francisco Arenillas# | 35 | 2017-2022 | |
| 79 | Mathew Bruce | 35 | 2012-2015 | |
| 79 | Paul Daye | 35 | 1985-1988 | |
| 79 | Markus Ellis | 35 | 2002-2008 | |
| 79 | Michael Gale | 35 | 1996-2000 | |
| 79 | Jorge Galván | 35 | 1983-1986 | |
| 79 | Jon House | 35 | 1975-1981 | |
| 79 | Mike Landry | 35 | 1982-1985 | |
| 79 | Jerry Lewis | 35 | 2012-2016 | |
| 79 | Matt Lilly | 35 | 1993-1996 | |
| 79 | Clyde MacEachan | 35 | 1970-1976 | |
| 79 | Tomás Marín | 35 | 1977-1980 | |
| 79 | Carlos Pacheco | 35 | 1996-2000 | |
| 79 | Warner Phillips | 35 | 1970-1973 | |
| 79 | Ken Sharp | 35 | 2008-2011 | |
| 79 | Malcolm Shirley | 35 | 1985-1988 | |
| 79 | Rodrigo Vélez | 35 | 1978-1982 | |
| 79 | Tristan Young | 35 | 1970-1980 | |
| 97 | Kevin Anderson | 34 | 1970-1974 | |
| 97 | Randy Boyd | 34 | 1977-1978 | |
| 97 | Alex Carey | 34 | 2012-2016 | |
| 97 | Jaime Enríquez | 34 | 2000-2003 |
