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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Santiago Muñíz | .8095 | 2020 | |
| 2 | Chad Cooper | .8000 | 2014 | |
| 2 | Roberto Ibáñez | .8000 | 2010 | |
| 4 | Tony Randall | .7895 | 1988 | |
| 4 | Miguel Tamayo | .7895 | 1985 | |
| 6 | Deron Martin | .7826 | 1977 | |
| 6 | José Guzmán | .7826 | 1979 | |
| 6 | Mario Estrada | .7826 | 2011 | |
| 9 | Howard Ortíz | .7778 | 1998 | |
| 10 | Dave Byers# | .7647 | 2019 | |
| 11 | Matt Walker | .7619 | 1970 | |
| 11 | Kenny Owens | .7619 | 2011 | |
| 11 | Glenn May | .7619 | 1980 | |
| 11 | Júlio Cruz | .7619 | 1980 | |
| 11 | Mike Walker | .7619 | 1988 | |
| 16 | Rich Walters | .7600 | 1987 | |
| 17 | Lou Jennings | .7500 | 1986 | |
| 17 | Jeff Crum | .7500 | 1993 | |
| 17 | Jorge Tente | .7500 | 1993 | |
| 17 | Juan Vargas | .7500 | 1981 | |
| 17 | Dan Cramer | .7500 | 1975 | |
| 22 | Richard Goff | .7391 | 1992 | |
| 22 | Scott Sanderson | .7391 | 2013 | |
| 22 | David Moore# | .7391 | 2016 | |
| 22 | Toby Stinnett | .7391 | 1994 | |
| 26 | Juan Barbosa | .7368 | 2011 | |
| 27 | Danny Hill | .7333 | 1992 | |
| 27 | Bob Bennion | .7333 | 1986 | |
| 29 | Martin Anderson | .7308 | 1983 | |
| 30 | Luis Rodríguez | .7273 | 1997 | |
| 30 | Jim Testerman | .7273 | 1991 | |
| 30 | Marcos Delgado | .7273 | 1992 | |
| 33 | Samuel Simon | .7222 | 2004 | |
| 33 | Bob Wiederanders | .7222 | 1978 | |
| 33 | Stephen Wilson | .7222 | 1982 | |
| 33 | Walt Gates | .7222 | 1980 | |
| 33 | Gary Jones# | .7222 | 2022 | |
| 33 | Maurice Mercer | .7222 | 2013 | |
| 33 | Robby Oliver | .7222 | 1982 | |
| 40 | Carl Ricks | .7143 | 1972 | |
| 40 | Mario Estrada | .7143 | 2012 | |
| 40 | Emmett Anthony | .7143 | 2007 | |
| 40 | Allen Jackson | .7143 | 1978 | |
| 44 | Allan Scott | .7083 | 1984 | |
| 44 | Ken White | .7083 | 1991 | |
| 44 | Vicente Méndez | .7083 | 2009 | |
| 47 | Mike Wilhelm | .7059 | 1974 | |
| 47 | Max Hendricks | .7059 | 2009 | |
| 47 | Alfonso Martínez | .7059 | 2013 | |
| 47 | Mike Wilhelm | .7059 | 1976 | |
| 47 | Ed Ferguson | .7059 | 1986 | |
| 52 | Richard Summey | .7000 | 1993 | |
| 52 | Charlie Dawson | .7000 | 1982 | |
| 52 | David Lee | .7000 | 1984 | |
| 52 | Danny Perkins | .7000 | 1999 | |
| 52 | Ramón Rico | .7000 | 1986 | |
| 52 | Brian Johnston | .7000 | 1977 | |
| 52 | Dave Long | .7000 | 1994 | |
| 52 | Jesús González | .7000 | 1986 | |
| 52 | Wendell Winters | .7000 | 2009 | |
| 52 | Iván Ramírez | .7000 | 1971 | |
| 52 | Eduardo Dávila | .7000 | 1990 | |
| 63 | Chris Thomas | .6957 | 1971 | |
| 63 | Christian Foster# | .6957 | 2016 | |
| 63 | Butch Johnson | .6957 | 2006 | |
| 63 | Carlos Silva | .6957 | 2010 | |
| 63 | Raúl Reynad | .6957 | 2016 | |
| 63 | Tom Gibson | .6957 | 1992 | |
| 63 | Mark Smith | .6957 | 1991 | |
| 63 | Eduardo Delgadilo | .6957 | 1993 | |
| 63 | Derek George# | .6957 | 2017 | |
| 72 | Stephen Jones | .6923 | 1987 | |
| 72 | Domingo Gutiérrez | .6923 | 1980 | |
| 74 | Jason Taylor | .6875 | 1982 | |
| 74 | Harry Hall | .6875 | 2002 | |
| 74 | Gabriel López | .6875 | 2003 | |
| 77 | Arturo Morales | .6842 | 1986 | |
| 77 | Víctor Álvarez | .6842 | 1981 | |
| 77 | Pepe Lugo | .6842 | 2010 | |
| 80 | Jim Shelton | .6818 | 1987 | |
| 80 | Dustin Moore | .6818 | 1984 | |
| 80 | Albert Torres | .6818 | 1977 | |
| 83 | Tom Hull# | .6800 | 2019 | |
| 83 | Nelson Rowland | .6800 | 1989 | |
| 83 | Javier Gonzáles | .6800 | 1971 | |
| 83 | José Guzmán | .6800 | 1987 | |
| 83 | Víctor Álvarez | .6800 | 1980 | |
| 88 | Orlando Miciel | .6667 | 1990 | |
| 88 | Danny Bowman# | .6667 | 2022 | |
| 88 | Alex Allen | .6667 | 2014 | |
| 88 | Michael García# | .6667 | 2022 | |
| 88 | Harold Hill | .6667 | 1976 | |
| 88 | Cal Phelps | .6667 | 2008 | |
| 88 | Pepe Canseco | .6667 | 1978 | |
| 88 | Jamie Roberts | .6667 | 1972 | |
| 88 | Jimmy Sessoms | .6667 | 1974 | |
| 88 | Jeff Callahan | .6667 | 1972 | |
| 88 | George Hoskins | .6667 | 2002 | |
| 88 | Joe Moore | .6667 | 1978 | |
| 88 | Manuel Espinoza | .6667 | 2006 |
