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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jim Pérez | 51 | 1972-1975 | |
| 2 | Adam Dail | 49 | 1984-1987 | |
| 2 | Alberto Ramos | 49 | 1970-1974 | |
| 2 | Wilber Shaw | 49 | 1970-1974 | |
| 5 | Jesús Hernández | 47 | 1985-1987 | |
| 6 | Dave Fox | 42 | 1974-1979 | |
| 7 | Claudio Lumbrera | 41 | 1977-1981 | |
| 7 | Bob Rodgers | 41 | 1982-1987 | |
| 7 | Allen Turner | 41 | 1974-1977 | |
| 7 | Lee Webb | 41 | 1979-1983 | |
| 11 | Bobby Evans | 40 | 1971-1975 | |
| 11 | Wilson Reyes | 40 | 1983-1988 | |
| 11 | Ethan Whitaker | 40 | 1984-1987 | |
| 14 | Mike Miller | 39 | 1970-1974 | |
| 14 | Mike Underwood | 39 | 1980-1983 | |
| 16 | Raymond Harden | 38 | 1973-1976 | |
| 17 | Cisco López | 37 | 1988-1992 | |
| 17 | Dan Lowery | 37 | 2013-2016 | |
| 17 | Roger O'Day | 37 | 1971-1976 | |
| 20 | Anthony Goebel | 36 | 1985-1989 | |
| 20 | Greg Jackson | 36 | 1977-1982 | |
| 20 | Victor Perkins | 36 | 1992-1996 | |
| 20 | Jorge Rivera | 36 | 1977-1981 | |
| 20 | Don Underwood | 36 | 1977-1981 | |
| 25 | Carson Baker | 35 | 1977-1982 | |
| 25 | Josh Blanchard | 35 | 1971-1976 | |
| 25 | Stephen Hanson | 35 | 1979-1983 | |
| 25 | José López | 35 | 1974-1977 | |
| 25 | Dallas Minor | 35 | 1977-1981 | |
| 25 | Ernesto Morales | 35 | 1970-1976 | |
| 25 | Alfonso Torres | 35 | 1988-1990 | |
| 32 | Shaun Gates | 34 | 1976-1980 | |
| 32 | António Ramírez | 34 | 1978-1983 | |
| 34 | Shane Bowles | 33 | 1984-1987 | |
| 34 | Matt Flynn | 33 | 1987-1991 | |
| 34 | Ron Hannah | 33 | 1984-1989 | |
| 34 | Scott Howe | 33 | 1977-1981 | |
| 34 | Arnold McCoy | 33 | 1974-1976 | |
| 34 | Manuel Pérez | 33 | 1988-1991 | |
| 34 | Lorenzo Rentería | 33 | 1971-1975 | |
| 41 | Mike Baker | 32 | 1990-1995 | |
| 41 | Justin Carey | 32 | 1971-1975 | |
| 41 | Miguel García | 32 | 2003-2009 | |
| 41 | Matthew Johnston | 32 | 1992-1995 | |
| 41 | Chuck Peck | 32 | 1977-1981 | |
| 46 | Jon Barrett | 31 | 1984-1989 | |
| 46 | Kevin Beard | 31 | 1985-1986 | |
| 46 | Miguel Angel García | 31 | 1997-2001 | |
| 46 | Santiago Rivera | 31 | 2016-2019 | |
| 46 | Víctor Vargas | 31 | 1991-1995 | |
| 46 | William Williams | 31 | 2016-2020 | |
| 52 | Jim Fox | 30 | 1980-1983 | |
| 52 | Chris Griffin | 30 | 1980-1984 | |
| 52 | Sal Hughes | 30 | 1973-1976 | |
| 52 | Joe Jordan | 30 | 1970-1974 | |
| 52 | Jim Kissel | 30 | 1976-1979 | |
| 52 | Dave Moore | 30 | 1975-1980 | |
| 52 | Steve Murphy | 30 | 1977-1981 | |
| 52 | Bernardo Peña | 30 | 2009-2012 | |
| 52 | Pedro Ramos | 30 | 1982-1985 | |
| 52 | Jeffery Ray | 30 | 1976-1979 | |
| 52 | José Sánchez | 30 | 1975-1977 | |
| 52 | Júlio Sánchez | 30 | 1974-1979 | |
| 64 | Cristóbal Cabrera | 29 | 1988-1991 | |
| 64 | Ernest MacFadden | 29 | 1976-1979 | |
| 64 | António Martínez | 29 | 1980-1984 | |
| 64 | Charles McCarthy | 29 | 2007-2013 | |
| 64 | Manny Silva | 29 | 1982-1987 | |
| 64 | Octávio Torres | 29 | 1996-1999 | |
| 70 | J.J. Anderson | 28 | 2000-2006 | |
| 70 | Javier Chapa | 28 | 1978-1982 | |
| 70 | Phil Jones | 28 | 1971-1974 | |
| 70 | Calvin Knowis | 28 | 1996-2002 | |
| 70 | Reynaldo Martínez | 28 | 1977-1982 | |
| 70 | Blair Mitchell | 28 | 1985-1986 | |
| 70 | John Moss | 28 | 2017-2018 | |
| 70 | Dave O'Devin | 28 | 1996-1998 | |
| 70 | Armando Rodríguez | 28 | 1978-1982 | |
| 70 | Todd Thomas | 28 | 1997-2002 | |
| 70 | Richard Thompson | 28 | 1977-1981 | |
| 70 | Drew Wolfe | 28 | 1984-1991 | |
| 82 | Josh Belcher | 27 | 2003-2007 | |
| 82 | Vaughan Campden | 27 | 1974-1977 | |
| 82 | Martín Carlson | 27 | 1970-1973 | |
| 82 | Jason Casey | 27 | 1984-1989 | |
| 82 | Chris Fountain | 27 | 1980-1985 | |
| 82 | Scott Harris | 27 | 2007-2013 | |
| 82 | David Mitchell | 27 | 1974-1978 | |
| 82 | Hoyt Sampson | 27 | 1974-1978 | |
| 82 | César Torres | 27 | 1984-1987 | |
| 82 | Fred Wood | 27 | 1985-1990 | |
| 92 | Javier Barrios | 26 | 1985-1986 | |
| 92 | Joe Brewer | 26 | 1976-1980 | |
| 92 | Michael Chaisson | 26 | 1996-2000 | |
| 92 | Otto Clark | 26 | 1970-1974 | |
| 92 | Fernando Gutiérrez | 26 | 1987-1989 | |
| 92 | Ken Kuhn | 26 | 1984-1987 | |
| 92 | José Mejía | 26 | 1979-1982 | |
| 92 | Clarence Milligan | 26 | 1978-1981 | |
| 92 | Bartolo Moreno | 26 | 2004-2009 |
