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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | José Burra | 89 | 1964-1973 | |
| 2 | Charles Walker | 87 | 1970-1980 | |
| 3 | Craig Brown | 83 | 1969-1976 | |
| 4 | Michael Berry | 80 | 1969-1981 | |
| 5 | Chris Glenn# | 79 | 2006-2014 | |
| 5 | Mario Guerra | 79 | 1995-2005 | |
| 7 | Tomas Solis | 76 | 1958-1967 | |
| 8 | Juan Gabriel# | 74 | 1999-2005 | |
| 9 | Félix Cruz | 73 | 1963-1972 | |
| 10 | Joe McCay | 68 | 1957-1965 | |
| 11 | Thomas Lamm | 67 | 1961-1966 | |
| 12 | Jonathan Collins | 64 | 1969-1977 | |
| 13 | Jason Griffith | 63 | 1967-1977 | |
| 13 | Nick Salm# | 63 | 2007-2014 | |
| 13 | Ricardo Velásquez | 63 | 1971-1985 | |
| 16 | Aurelio Galindo | 62 | 1972-1976 | |
| 17 | Gilberto Flores | 60 | 1992-2001 | |
| 18 | Bennett Dotson | 59 | 1976-1979 | |
| 18 | Jody Lewis | 59 | 1975-1981 | |
| 20 | Kevin Cummins | 58 | 1964-1968 | |
| 20 | Bernaldyn Lavado | 58 | 1967-1976 | |
| 20 | Juan Solís | 58 | 1968-1973 | |
| 23 | Ismael Parra | 56 | 1981-1989 | |
| 24 | Paul Ellis | 55 | 2003-2010 | |
| 24 | Dave Ortega | 55 | 1997-2004 | |
| 26 | Paul Gibbs | 54 | 1961-1972 | |
| 26 | Albert Shaw | 54 | 1972-1976 | |
| 26 | Drew Smith | 54 | 1970-1973 | |
| 29 | Jorge Ayala# | 53 | 2005-2008 | |
| 29 | Sherwood Gilbert | 53 | 1995-2002 | |
| 29 | Paul Hamilton | 53 | 1996-2008 | |
| 29 | Brian Maldonado | 53 | 1995-2008 | |
| 29 | Mario Rojas | 53 | 1966-1970 | |
| 34 | Brandon Giles | 52 | 1962-1975 | |
| 34 | Will Spencer | 52 | 1960-1967 | |
| 36 | Daniel Donovan# | 51 | 2007-2013 | |
| 36 | Van Gunther | 51 | 1970-1981 | |
| 36 | Jesús López# | 51 | 2009-2014 | |
| 36 | Sam Neal# | 51 | 2004-2013 | |
| 36 | Ánibal Pérez | 51 | 2000-2007 | |
| 36 | Will Rush# | 51 | 2005-2012 | |
| 36 | Gary Swigert | 51 | 1957-1964 | |
| 43 | Larry Hines | 50 | 1981-1986 | |
| 43 | Lorenzo Martínez# | 50 | 2009-2014 | |
| 43 | Ramón Márquez | 50 | 1962-1966 | |
| 46 | Ray Cain# | 48 | 2008-2013 | |
| 46 | Luis Cantú# | 48 | 2008-2014 | |
| 46 | Tyler Dickinson# | 48 | 2003-2005 | |
| 46 | Manuel Gutiérrez# | 48 | 2010-2013 | |
| 46 | Mario Morales | 48 | 2000-2008 | |
| 46 | David Osorio | 48 | 1988-1991 | |
| 46 | Carlos Padilla# | 48 | 2000-2008 | |
| 46 | Robert Peterson | 48 | 1957-1960 | |
| 54 | Ángel Menéndez | 47 | 1965-1968 | |
| 54 | Luis Reynoso | 47 | 1965-1969 | |
| 54 | Garry Robinson | 47 | 1970-1974 | |
| 57 | José Altamar# | 46 | 2009-2014 | |
| 57 | Scott Bennett | 46 | 1960-1961 | |
| 57 | Murray Gallagher | 46 | 1992-2004 | |
| 57 | Broderick LeBlanc# | 46 | 2006-2009 | |
| 57 | Arthur Weedman | 46 | 1957-1970 | |
| 57 | Lloyd Weeks# | 46 | 2000-2004 | |
| 63 | Harry Christensen | 45 | 1991-2005 | |
| 63 | George Ford | 45 | 1972-1985 | |
| 63 | Lorenzo Gallegos | 45 | 1970-1973 | |
| 63 | Javier Hernández | 45 | 1973-1975 | |
| 67 | Max Barton | 44 | 1999-2006 | |
| 67 | Miguel Angel Bojórquez | 44 | 1965-1969 | |
| 67 | Herbert Gibbs | 44 | 1957-1962 | |
| 67 | Marvin Glenn | 44 | 1966-1971 | |
| 67 | Jimmy Greenspan | 44 | 1957-1962 | |
| 67 | Dan Lane | 44 | 1962-1966 | |
| 67 | Ron López# | 44 | 2010-2014 | |
| 67 | William MacCaishe# | 44 | 2007-2012 | |
| 67 | Stephen Sanders | 44 | 1975-1981 | |
| 67 | William Wright | 44 | 1958-1961 | |
| 77 | Ric Best# | 43 | 2003-2006 | |
| 77 | António Cruz | 43 | 1987-1991 | |
| 77 | Stan Evans# | 43 | 2009-2014 | |
| 77 | Peter Sanderson | 43 | 1969-1976 | |
| 77 | Christian Terry# | 43 | 2008-2013 | |
| 82 | Joey Ellis | 42 | 1969-1980 | |
| 82 | Andrew Hong | 42 | 1958-1964 | |
| 82 | Michael Lewis# | 42 | 2004-2007 | |
| 82 | Wesley Lewis | 42 | 1957-1960 | |
| 82 | José López# | 42 | 2000-2013 | |
| 82 | Lyman Palmatier | 42 | 1963-1968 | |
| 82 | Martin Reddin | 42 | 1959-1960 | |
| 82 | Enrico Rivas | 42 | 1975-1978 | |
| 82 | Gomes Taboada# | 42 | 2006-2013 | |
| 91 | Claudio Ayala | 41 | 1971-1977 | |
| 91 | Flynn Carter | 41 | 1997-2003 | |
| 91 | Jason Glover | 41 | 1966-1969 | |
| 91 | Marv Hickman | 41 | 1961-1965 | |
| 91 | Paul James | 41 | 1957-1961 | |
| 91 | Mark King# | 41 | 2003-2012 | |
| 91 | Jimmy MacNamara | 41 | 1962-1972 | |
| 91 | Félix Morán | 41 | 1962-1968 | |
| 91 | Pedro Romero | 41 | 1972-1976 | |
| 91 | Christopher Smith | 41 | 1957-1960 |
