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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Greg Castillo | 1.000 | 1986 | |
| 1 | Jorge Rivera | 1.000 | 1976 | |
| 1 | Jorge Ayala# | 1.000 | 2003 | |
| 4 | Aurelio Galindo | .955 | 1977 | |
| 5 | Juan Gonzáles# | .950 | 2005 | |
| 6 | Sean Hopkins | .941 | 2003 | |
| 7 | William Lloyd# | .933 | 2004 | |
| 8 | Pepe Sánchez# | .929 | 2014 | |
| 9 | Wade Sainsbury | .920 | 1991 | |
| 10 | Paul Richards# | .913 | 2008 | |
| 10 | Scott Bennett | .913 | 1959 | |
| 12 | Ken Moore | .906 | 1976 | |
| 13 | Michael Lewis | .905 | 2002 | |
| 14 | Richard Towns | .900 | 1986 | |
| 15 | Morgan Miller# | .895 | 2014 | |
| 16 | Dave Williams# | .889 | 2014 | |
| 16 | Ken Mack | .889 | 1979 | |
| 16 | Tim Gibson | .889 | 1966 | |
| 16 | Brian Carpenter | .889 | 1961 | |
| 20 | Keagan Hubley | .882 | 2000 | |
| 20 | Tony Ramírez | .882 | 2000 | |
| 22 | Richard Jones | .875 | 1969 | |
| 22 | Johnny Hicks | .875 | 1994 | |
| 22 | Raymond Hensley | .875 | 1957 | |
| 25 | Andrew Hong | .871 | 1965 | |
| 26 | Manuel Gutiérrez# | .870 | 2009 | |
| 26 | Scott Bennett | .870 | 1958 | |
| 26 | Joaquín Hernández# | .870 | 2014 | |
| 29 | Larry Baur | .867 | 1958 | |
| 30 | Stephen Sanders | .864 | 1974 | |
| 30 | Arturo Pacheco# | .864 | 2015 | |
| 30 | Bryan Butler# | .864 | 2014 | |
| 30 | Raúl Rodríguez | .864 | 1969 | |
| 34 | Sherwood Aguilar | .862 | 1996 | |
| 35 | Stu Ellis | .857 | 1976 | |
| 35 | Steve King# | .857 | 2014 | |
| 35 | Ambrose Jennings# | .857 | 2013 | |
| 38 | Álex Cabrera# | .852 | 2000 | |
| 38 | Christian Piper | .852 | 2008 | |
| 40 | Larry Adams# | .850 | 2002 | |
| 40 | Reginald Morgan# | .850 | 2002 | |
| 40 | Jonathan Jensen | .850 | 1992 | |
| 43 | Larry Williams | .848 | 1959 | |
| 44 | Nick Inman | .846 | 1991 | |
| 44 | Denny Black | .846 | 1971 | |
| 44 | Kyle Olson# | .846 | 2015 | |
| 47 | Warner Valdéz# | .842 | 2014 | |
| 48 | Brian Gaines# | .833 | 1997 | |
| 48 | Júlio López | .833 | 2010 | |
| 48 | Dave Ortega | .833 | 1997 | |
| 48 | Francisco Silva# | .833 | 2012 | |
| 48 | Steve Joyce# | .833 | 2008 | |
| 48 | Tim McRobert# | .833 | 2005 | |
| 48 | Arturo Harrison | .833 | 1983 | |
| 48 | Ángel Conner# | .833 | 2003 | |
| 56 | Markus Magee | .828 | 1963 | |
| 57 | Carlos Moreno# | .826 | 2007 | |
| 58 | Stephen Hollins | .824 | 1958 | |
| 58 | Juan Gonzáles# | .824 | 2011 | |
| 60 | Tony Salinas | .818 | 1994 | |
| 60 | Mario Rojas | .818 | 1966 | |
| 60 | Dustin Jackson | .818 | 1991 | |
| 60 | Anthony Miskell# | .818 | 2003 | |
| 64 | Ramón Santos | .815 | 1992 | |
| 64 | Raúl Rodríguez | .815 | 1970 | |
| 66 | Russ Robinson | .812 | 1991 | |
| 66 | Jason Hanson | .812 | 1993 | |
| 66 | Júlio Reyes# | .812 | 2011 | |
| 66 | Bennett Owens | .812 | 1974 | |
| 70 | Jonathan Wagner | .810 | 1960 | |
| 70 | Joe Brown | .810 | 1973 | |
| 70 | Nate Johnson# | .810 | 2003 | |
| 70 | Raúl Valéncia | .810 | 2009 | |
| 74 | Randy Jones | .808 | 1961 | |
| 74 | Ron Preston# | .808 | 2007 | |
| 74 | Hunter Hodge | .808 | 1991 | |
| 77 | Xavier Olsen# | .800 | 2010 | |
| 77 | Jorge Rodríguez | .800 | 1991 | |
| 77 | Pepe Ramírez | .800 | 1962 | |
| 77 | Edward López | .800 | 2001 | |
| 77 | Michael Naron | .800 | 1957 | |
| 77 | Bret Boggs | .800 | 1994 | |
| 77 | Ryan Hernández# | .800 | 2013 | |
| 77 | Jonathan Campbell | .800 | 1976 | |
| 77 | Christian Clark | .800 | 1983 | |
| 77 | Douglas Prestridge | .800 | 1958 | |
| 77 | António Miranda | .800 | 1995 | |
| 77 | Ira Bennett# | .800 | 2004 | |
| 89 | Manolo Rodríguez# | .792 | 2015 | |
| 90 | Randall Glenn | .789 | 1996 | |
| 90 | Charlie Jackson# | .789 | 2006 | |
| 90 | Javier Marrero | .789 | 1981 | |
| 90 | Felipe Elazar | .789 | 1988 | |
| 94 | Roderick Brumfield | .786 | 1959 | |
| 94 | Chris Schmidt# | .786 | 2013 | |
| 94 | Jim Johnson# | .786 | 2004 | |
| 94 | Eli Phillips | .786 | 1962 | |
| 94 | Mark Miller | .786 | 2000 | |
| 94 | Nelson Decker# | .786 | 2013 | |
| 100 | Dave Ortega | .783 | 1996 |
