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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chris Glenn# | 91 | 2006-2014 | |
| 2 | José Burra | 89 | 1964-1973 | |
| 3 | Charles Walker | 87 | 1970-1980 | |
| 4 | Craig Brown | 83 | 1969-1976 | |
| 5 | Michael Berry | 80 | 1969-1981 | |
| 6 | Mario Guerra | 79 | 1995-2005 | |
| 7 | Tomas Solis | 76 | 1958-1967 | |
| 8 | Juan Gabriel# | 74 | 1999-2005 | |
| 9 | Félix Cruz | 73 | 1963-1972 | |
| 9 | Nick Salm# | 73 | 2007-2014 | |
| 11 | Joe McCay | 68 | 1957-1965 | |
| 12 | Thomas Lamm | 67 | 1961-1966 | |
| 13 | Jonathan Collins | 64 | 1969-1977 | |
| 14 | Jason Griffith | 63 | 1967-1977 | |
| 14 | Ricardo Velásquez | 63 | 1971-1985 | |
| 16 | Aurelio Galindo | 62 | 1972-1976 | |
| 16 | Lorenzo Martínez# | 62 | 2009-2014 | |
| 18 | Gilberto Flores | 60 | 1992-2001 | |
| 19 | Bennett Dotson | 59 | 1976-1979 | |
| 19 | Jody Lewis | 59 | 1975-1981 | |
| 21 | Kevin Cummins | 58 | 1964-1968 | |
| 21 | Bernaldyn Lavado | 58 | 1967-1976 | |
| 21 | Juan Solís | 58 | 1968-1973 | |
| 24 | Luis Cantú# | 56 | 2008-2014 | |
| 24 | Ismael Parra | 56 | 1981-1989 | |
| 26 | Paul Ellis | 55 | 2003-2010 | |
| 26 | Dave Ortega | 55 | 1997-2004 | |
| 28 | Paul Gibbs | 54 | 1961-1972 | |
| 28 | Albert Shaw | 54 | 1972-1976 | |
| 28 | Drew Smith | 54 | 1970-1973 | |
| 31 | Jorge Ayala# | 53 | 2005-2008 | |
| 31 | Sherwood Gilbert | 53 | 1995-2002 | |
| 31 | Paul Hamilton | 53 | 1996-2008 | |
| 31 | Brian Maldonado | 53 | 1995-2008 | |
| 31 | Mario Rojas | 53 | 1966-1970 | |
| 36 | Stan Evans# | 52 | 2009-2014 | |
| 36 | Brandon Giles | 52 | 1962-1975 | |
| 36 | Will Spencer | 52 | 1960-1967 | |
| 39 | Daniel Donovan# | 51 | 2007-2013 | |
| 39 | Van Gunther | 51 | 1970-1981 | |
| 39 | Jesús López# | 51 | 2009-2014 | |
| 39 | Ron López# | 51 | 2010-2014 | |
| 39 | Sam Neal# | 51 | 2004-2013 | |
| 39 | Ánibal Pérez | 51 | 2000-2007 | |
| 39 | Will Rush# | 51 | 2005-2012 | |
| 39 | Gary Swigert | 51 | 1957-1964 | |
| 47 | Larry Hines | 50 | 1981-1986 | |
| 47 | Ramón Márquez | 50 | 1962-1966 | |
| 49 | Carlos Padilla# | 49 | 2000-2014 | |
| 50 | José Altamar# | 48 | 2009-2014 | |
| 50 | Ray Cain# | 48 | 2008-2013 | |
| 50 | Tyler Dickinson# | 48 | 2003-2005 | |
| 50 | Manuel Gutiérrez# | 48 | 2010-2013 | |
| 50 | Whit Gómez# | 48 | 2007-2014 | |
| 50 | Mario Morales | 48 | 2000-2008 | |
| 50 | David Osorio | 48 | 1988-1991 | |
| 50 | Robert Peterson | 48 | 1957-1960 | |
| 58 | Ángel Menéndez | 47 | 1965-1968 | |
| 58 | Luis Reynoso | 47 | 1965-1969 | |
| 58 | Garry Robinson | 47 | 1970-1974 | |
| 58 | Parker Wood# | 47 | 2008-2014 | |
| 62 | Scott Bennett | 46 | 1960-1961 | |
| 62 | Murray Gallagher | 46 | 1992-2004 | |
| 62 | Broderick LeBlanc# | 46 | 2006-2009 | |
| 62 | Arthur Weedman | 46 | 1957-1970 | |
| 62 | Lloyd Weeks# | 46 | 2000-2004 | |
| 67 | Harry Christensen | 45 | 1991-2005 | |
| 67 | Hugh Domínguez# | 45 | 2010-2014 | |
| 67 | George Ford | 45 | 1972-1985 | |
| 67 | Lorenzo Gallegos | 45 | 1970-1973 | |
| 67 | Javier Hernández | 45 | 1973-1975 | |
| 67 | Sammy Robinson# | 45 | 2009-2014 | |
| 73 | Max Barton | 44 | 1999-2006 | |
| 73 | Miguel Angel Bojórquez | 44 | 1965-1969 | |
| 73 | Herbert Gibbs | 44 | 1957-1962 | |
| 73 | Marvin Glenn | 44 | 1966-1971 | |
| 73 | Jimmy Greenspan | 44 | 1957-1962 | |
| 73 | Dan Lane | 44 | 1962-1966 | |
| 73 | Stephen Sanders | 44 | 1975-1981 | |
| 73 | William Wright | 44 | 1958-1961 | |
| 81 | Ric Best# | 43 | 2003-2006 | |
| 81 | António Cruz | 43 | 1987-1991 | |
| 81 | Peter Sanderson | 43 | 1969-1976 | |
| 81 | Christian Terry# | 43 | 2008-2013 | |
| 85 | Joey Ellis | 42 | 1969-1980 | |
| 85 | Andrew Hong | 42 | 1958-1964 | |
| 85 | Rogelio Lemus# | 42 | 2011-2014 | |
| 85 | Michael Lewis# | 42 | 2004-2007 | |
| 85 | Wesley Lewis | 42 | 1957-1960 | |
| 85 | José López# | 42 | 2000-2013 | |
| 85 | Lyman Palmatier | 42 | 1963-1968 | |
| 85 | Martin Reddin | 42 | 1959-1960 | |
| 85 | Enrico Rivas | 42 | 1975-1978 | |
| 85 | Gomes Taboada# | 42 | 2006-2013 | |
| 95 | Claudio Ayala | 41 | 1971-1977 | |
| 95 | Flynn Carter | 41 | 1997-2003 | |
| 95 | Jason Glover | 41 | 1966-1969 | |
| 95 | Marv Hickman | 41 | 1961-1965 | |
| 95 | Paul James | 41 | 1957-1961 | |
| 95 | Clay Johnson# | 41 | 2005-2014 |
