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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | John Spens | 94 | 1973-1979 | |
| 2 | Júlio López | 93 | 2005-2012 | |
| 3 | Emílio Vásquez | 75 | 1961-1965 | |
| 4 | Santiago Cruz | 69 | 1971-1976 | |
| 5 | Stu Ellis | 68 | 1972-1976 | |
| 6 | Sherwood Aguilar | 65 | 1993-1997 | |
| 7 | Andrew Hong | 61 | 1957-1966 | |
| 8 | Aurelio Galindo | 59 | 1970-1977 | |
| 9 | David Lamparello# | 58 | 2007-2014 | |
| 9 | Raúl Rodríguez | 58 | 1967-1971 | |
| 11 | Jorge Ayala# | 56 | 2001-2012 | |
| 11 | Tim Gibson | 56 | 1964-1967 | |
| 11 | Shichirobei Matsuoka | 56 | 1971-1976 | |
| 11 | Francisco Silva# | 56 | 2007-2012 | |
| 15 | Darren Smith# | 55 | 2006-2012 | |
| 16 | Stephen Jones# | 54 | 2009-2015 | |
| 16 | Barry Kaiser | 54 | 1972-1976 | |
| 16 | George León# | 54 | 2006-2013 | |
| 16 | Roger Patterson | 54 | 1989-1998 | |
| 20 | Scott Bennett | 53 | 1957-1959 | |
| 20 | Jorge Encarnación | 53 | 1968-1974 | |
| 20 | Nick Inman | 53 | 1990-2004 | |
| 20 | Ken Moore | 53 | 1974-1976 | |
| 20 | Kazuhiro Ono | 53 | 1968-1981 | |
| 20 | Rafael Reyes# | 53 | 2004-2014 | |
| 26 | Gerald May# | 52 | 2008-2015 | |
| 26 | Jorge Rivera | 52 | 1974-1976 | |
| 28 | Richard Payne | 51 | 1975-1978 | |
| 28 | Ron Preston# | 51 | 2005-2007 | |
| 28 | Ramón Santos | 51 | 1988-1993 | |
| 31 | Paul Richards# | 50 | 2006-2014 | |
| 31 | Peter Simpson# | 50 | 2008-2015 | |
| 33 | Bryan Crossett | 49 | 1959-1960 | |
| 33 | Oscar Mason | 49 | 1970-1973 | |
| 33 | Dave McDonald# | 49 | 2011-2015 | |
| 33 | Burgess Zimmerman | 49 | 1967-1975 | |
| 37 | Ron Fowler | 48 | 1974-1988 | |
| 37 | Joe Salazar# | 48 | 2012-2015 | |
| 37 | Jesús Zamora | 48 | 1973-1975 | |
| 40 | Miguel Angel Bojórquez | 47 | 1962-1970 | |
| 40 | Keagan Hubley | 47 | 1997-2014 | |
| 40 | Pedro Morán | 47 | 1970-1974 | |
| 40 | Raúl Valéncia | 47 | 1995-2010 | |
| 44 | Anastasio Christian | 46 | 1993-1996 | |
| 44 | António Herrera | 46 | 1996-1999 | |
| 44 | Carlos Moreno# | 46 | 2005-2007 | |
| 44 | Stephen Sanders | 46 | 1972-1975 | |
| 48 | Juan Cruz | 45 | 2007-2013 | |
| 48 | Jesús Garza | 45 | 1962-1965 | |
| 48 | Tim Miller | 45 | 1965-1969 | |
| 51 | Bobby Henderson | 44 | 1968-1972 | |
| 51 | Bennett Owens | 44 | 1972-1974 | |
| 53 | Van Gunther | 43 | 1967-1981 | |
| 53 | Michael Lewis | 43 | 2001-2008 | |
| 53 | Pepe Ramírez | 43 | 1960-1962 | |
| 53 | Cliff Scott# | 43 | 2001-2013 | |
| 53 | Ash Wilson | 43 | 2003-2014 | |
| 58 | Denny Burnett | 42 | 1998-2007 | |
| 58 | Benedict Gates | 42 | 1973-1976 | |
| 58 | Markus Magee | 42 | 1960-1963 | |
| 58 | Álex Martínez | 42 | 1973-1976 | |
| 58 | Dave Ortega | 42 | 1995-1997 | |
| 58 | António Villafranco | 42 | 1959-1962 | |
| 64 | Ángel Conner# | 41 | 2000-2005 | |
| 64 | Glenn Davidson# | 41 | 2003-2007 | |
| 64 | Octávio Gutiérrez | 41 | 1975-1978 | |
| 64 | Johnny Hicks | 41 | 1990-1994 | |
| 64 | Tony Ramírez | 41 | 1997-2008 | |
| 64 | Kirk Reese | 41 | 1983-1997 | |
| 64 | Arthur Stevens | 41 | 1971-1974 | |
| 64 | Jesús Valdéz | 41 | 1999-2013 | |
| 72 | Denilde Benoliel | 40 | 1987-1991 | |
| 72 | Eric Garza | 40 | 1994-1998 | |
| 72 | Ray Thomas# | 40 | 2009-2015 | |
| 72 | Warner Valdéz# | 40 | 2013-2015 | |
| 76 | Carlos De Jesús | 39 | 1965-1968 | |
| 76 | Jim Hankins | 39 | 1976-1979 | |
| 76 | Dave Logan | 39 | 1999-2008 | |
| 76 | Morgan Miller# | 39 | 2012-2014 | |
| 76 | Sergio Montáñez# | 39 | 2011-2015 | |
| 76 | Pedro Morales | 39 | 1991-2005 | |
| 76 | Rafael Rosário | 39 | 1992-1996 | |
| 83 | Larry Adams# | 38 | 2000-2002 | |
| 83 | José Alarcon | 38 | 1960-1962 | |
| 83 | Jorge González | 38 | 1963-1965 | |
| 83 | William Lloyd# | 38 | 2000-2005 | |
| 83 | Mark Miller | 38 | 1998-2011 | |
| 83 | Bartolo Ornelas | 38 | 1999-2006 | |
| 83 | Robbie Robinson | 38 | 1971-1974 | |
| 83 | Roosevelt Robinson | 38 | 1987-1996 | |
| 83 | Wade Sainsbury | 38 | 1989-1991 | |
| 83 | Richard Towns | 38 | 1983-1986 | |
| 83 | Tom Walker# | 38 | 2006-2014 | |
| 83 | Eddie Wise | 38 | 1994-1997 | |
| 95 | David Allen# | 37 | 2002-2005 | |
| 95 | Lou Ames | 37 | 1989-2007 | |
| 95 | Max Barton | 37 | 1996-2001 | |
| 95 | Joseph Henderson | 37 | 1961-1963 | |
| 95 | Tony Hilliard | 37 | 1971-1973 | |
| 95 | Jim Johnson# | 37 | 2001-2013 |
