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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Cris Abreu | .9333 | 1984 | |
| 2 | Steve Robinson | .8947 | 1990 | |
| 3 | Daniel Marshall | .8889 | 2010 | |
| 4 | Don Ranby | .8500 | 1978 | |
| 5 | Harvey Covington | .8462 | 1977 | |
| 6 | John Barry# | .8261 | 2017 | |
| 6 | Diego Padilla | .8261 | 1996 | |
| 8 | Paul Melton | .8235 | 1985 | |
| 9 | Kevin McDonald | .8182 | 2013 | |
| 9 | Iván Ramos | .8182 | 1997 | |
| 11 | Tom England | .8095 | 1976 | |
| 12 | Ernesto Vázquez | .8077 | 2011 | |
| 13 | Sergio Torres | .8000 | 1980 | |
| 13 | Lorne Curry# | .8000 | 2012 | |
| 13 | Micheal Leach# | .8000 | 2019 | |
| 13 | Rafi Pellicer | .8000 | 1990 | |
| 13 | Matt Smith | .8000 | 1981 | |
| 13 | Bob Ward | .8000 | 2000 | |
| 13 | Ezra Purglove | .8000 | 1992 | |
| 20 | Paul Oxley | .7917 | 1972 | |
| 20 | Elmer Davis | .7917 | 1982 | |
| 22 | Rodolfo Romero | .7857 | 1977 | |
| 23 | Júlio Balay# | .7778 | 2017 | |
| 23 | José Rivera# | .7778 | 2019 | |
| 23 | Orlando Pérez | .7778 | 1980 | |
| 23 | Travis Fuller | .7778 | 1993 | |
| 23 | Carlos Pacheco | .7778 | 1998 | |
| 28 | Anthony Springer# | .7727 | 2015 | |
| 28 | Alexis LaPalme | .7727 | 1989 | |
| 28 | Benjamin Palmer | .7727 | 1978 | |
| 31 | Tyrone Foster | .7692 | 1975 | |
| 31 | Mike Underwood | .7692 | 1982 | |
| 33 | Jorge Hernández | .7667 | 1977 | |
| 33 | Rodney Welsh | .7667 | 1989 | |
| 35 | Jermaine Thomas | .7647 | 1986 | |
| 35 | Cristián García | .7647 | 1981 | |
| 37 | John Graham | .7619 | 1996 | |
| 37 | Bob Smith | .7619 | 1971 | |
| 39 | Juan Jaramillo | .7600 | 1979 | |
| 40 | Dustin Horton | .7500 | 2009 | |
| 40 | Steve Hardin | .7500 | 1983 | |
| 40 | Richard Corbin | .7500 | 1975 | |
| 40 | Mark St. John | .7500 | 1978 | |
| 40 | David Torres | .7500 | 1982 | |
| 40 | Richie Harrison | .7500 | 1993 | |
| 40 | Jorge Pacheco | .7500 | 2007 | |
| 47 | George Banks* | .7407 | 1985 | |
| 48 | Gonzalo Fernando | .7391 | 1985 | |
| 48 | Jermaine Matthews | .7391 | 2010 | |
| 48 | Bill Matthews | .7391 | 1983 | |
| 51 | Joe O'Halloran | .7368 | 2000 | |
| 51 | Sal Harding# | .7368 | 2016 | |
| 51 | Nick Bannatyne | .7368 | 1995 | |
| 51 | Ken Johnson | .7368 | 1973 | |
| 51 | Austin Brock | .7368 | 1977 | |
| 51 | Edward White | .7368 | 1978 | |
| 51 | Pedro Monveal | .7368 | 1981 | |
| 51 | Randy Boyd | .7368 | 1978 | |
| 51 | Armando Rivas# | .7368 | 2014 | |
| 51 | Russell Johnson | .7368 | 2012 | |
| 51 | Cipriano Valenzuela | .7368 | 2013 | |
| 51 | Travis Adams | .7368 | 2007 | |
| 51 | José Durán | .7368 | 1991 | |
| 64 | Roy Camp | .7333 | 1993 | |
| 65 | Artie Sullivan | .7308 | 1993 | |
| 65 | Bill Matthews | .7308 | 1984 | |
| 65 | Dave Hall | .7308 | 1979 | |
| 68 | Michael Powell | .7273 | 1992 | |
| 68 | Donald Birchfield# | .7273 | 2009 | |
| 68 | Thomas Graham | .7273 | 1986 | |
| 68 | Robby MacIntyre | .7273 | 2003 | |
| 68 | Matt Norman | .7273 | 2006 | |
| 68 | Joseph Mathews# | .7273 | 2010 | |
| 68 | Tim Harding | .7273 | 1988 | |
| 68 | Dave Marks | .7273 | 2009 | |
| 76 | Bill Plummer | .7241 | 1986 | |
| 77 | Gregg Roberts | .7222 | 1994 | |
| 77 | King George | .7222 | 2001 | |
| 77 | César López | .7222 | 1979 | |
| 77 | Curt Williams | .7222 | 1976 | |
| 77 | Benedict Johnson | .7222 | 1971 | |
| 77 | Ethan Taylor# | .7222 | 2019 | |
| 77 | Joe Brown | .7222 | 1981 | |
| 77 | Forest Holbrook | .7222 | 1983 | |
| 77 | Matt Lewis | .7222 | 2006 | |
| 86 | Gregg Wright | .7200 | 1995 | |
| 87 | Domingo Vitier | .7143 | 1971 | |
| 87 | Paul Oxley | .7143 | 1971 | |
| 87 | Hubert Harrell | .7143 | 1977 | |
| 87 | Pete Belcher | .7143 | 1987 | |
| 87 | Freddy Ramírez | .7143 | 1998 | |
| 87 | Martín Deleón | .7143 | 1999 | |
| 87 | Mark Harris# | .7143 | 2021 | |
| 87 | Steve Reed | .7143 | 1993 | |
| 95 | Héctor Hernández | .7083 | 1970 | |
| 95 | Don Mullen | .7083 | 2002 | |
| 95 | Luis Villarreal | .7083 | 1998 | |
| 95 | David Standard | .7083 | 1993 | |
| 99 | Chris Edwards | .7059 | 1982 | |
| 99 | Jerry Lewis | .7059 | 2014 |
