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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Terence Washington | .756 | 1988-2000 | |
| 2 | Ben Moore | .746 | 1974-1981 | |
| 3 | Keith Kimbell | .729 | 1957-1961 | |
| 4 | Hidehira Ikarashi | .683 | 1967-1980 | |
| 4 | Ronnie Blevins | .683 | 1980-1985 | |
| 6 | Gavin Burns | .682 | 1991-1998 | |
| 7 | Julián Rodríguez | .679 | 1999-2011 | |
| 8 | Luis González | .673 | 1997-2008 | |
| 9 | José Valéncia | .669 | 1990-1998 | |
| 10 | Lou Ames | .661 | 1993-2006 | |
| 11 | Stephen Hollins | .658 | 1960-1969 | |
| 12 | Román Manuel | .657 | 1994-2010 | |
| 12 | Felipe Vega | .657 | 1969-1973 | |
| 14 | Enrique Ortíz | .654 | 2001-2014 | |
| 15 | Bob Foster | .653 | 1962-1968 | |
| 16 | Herman Conway | .652 | 1957-1969 | |
| 17 | Howard Watson | .649 | 1992-2000 | |
| 18 | Oscar Filbee | .648 | 1983-1990 | |
| 19 | Luis Quezada | .646 | 1990-2001 | |
| 20 | Tony Salinas | .644 | 1997-2005 | |
| 20 | Jimmy Vanalstyne | .644 | 1958-1965 | |
| 22 | Phil Longchamps# | .637 | 2005-2015 | |
| 23 | Martín Díaz | .636 | 1971-1974 | |
| 24 | Austin Rose | .632 | 1997-2005 | |
| 25 | Donato Gil | .631 | 1993-2007 | |
| 26 | Tanner Lee | .629 | 1963-1968 | |
| 26 | Roger Patterson | .629 | 1993-1999 | |
| 26 | Rupert Spenser | .629 | 1957-1964 | |
| 29 | José Alarcon | .627 | 1963-1967 | |
| 30 | Carlos Rodríguez | .626 | 1984-1996 | |
| 31 | Zak Lonergan | .625 | 1968-1977 | |
| 32 | Timothy Stradford | .624 | 1957-1968 | |
| 33 | Brent House | .623 | 2006-2015 | |
| 34 | James Ayers | .622 | 1957-1962 | |
| 34 | Cole Murphy | .622 | 1968-1980 | |
| 36 | Edward Gabrielson | .620 | 1958-1963 | |
| 37 | Richie Wise | .619 | 1980-1987 | |
| 38 | Michael Ballard | .617 | 1968-1976 | |
| 39 | Vinnie Tyson# | .616 | 2001-2012 | |
| 39 | Orlando Briceno | .616 | 1958-1963 | |
| 41 | Robbie Stuart | .615 | 1987-1995 | |
| 41 | Ron Williams | .615 | 1968-1978 | |
| 43 | Thomas Chee | .613 | 1957-1962 | |
| 44 | Robbie Moore | .611 | 1970-1983 | |
| 44 | William Rutherford | .611 | 1974-1985 | |
| 46 | Arthur Stevens | .610 | 1977-1981 | |
| 47 | John Bang | .609 | 1959-1968 | |
| 48 | Robby Lee | .608 | 1971-1979 | |
| 48 | Jason Mann | .608 | 1979-1987 | |
| 50 | José Esparza# | .607 | 2006-2014 | |
| 51 | Randy De Jesús | .606 | 1993-2005 | |
| 52 | Ray Hawkins | .604 | 1991-2001 | |
| 53 | Collin Baker | .603 | 1973-1979 | |
| 53 | Roberto Gonzáles | .603 | 2001-2008 | |
| 53 | Clifton McAlexander | .603 | 1958-1972 | |
| 53 | José Castro | .603 | 1968-1973 | |
| 53 | Mark Gregg | .603 | 1998-2010 | |
| 58 | Juan Moreno | .602 | 1995-2002 | |
| 59 | Sean Connolly | .600 | 1988-2000 | |
| 59 | Norberto Gómez | .600 | 1985-1995 | |
| 59 | Bob Hubbard | .600 | 2002-2013 | |
| 59 | Chad Phillips | .600 | 1993-2001 | |
| 59 | David Phillips | .600 | 1957-1962 | |
| 59 | Roberto Talamante | .600 | 1987-1996 | |
| 65 | Ramiro Castillo | .598 | 1983-1996 | |
| 65 | Bill Middleton | .598 | 1999-2008 | |
| 67 | Carlos De Jesús | .597 | 1968-1979 | |
| 67 | Bill Price | .597 | 2003-2015 | |
| 69 | Bill Benjamin | .596 | 1968-1980 | |
| 69 | Orlando Nevárez | .596 | 1989-1996 | |
| 71 | Chase Sharper | .595 | 1957-1964 | |
| 71 | Pablo Águila | .595 | 1992-2004 | |
| 71 | António González | .595 | 1971-1984 | |
| 74 | Pepe Méndez | .594 | 1970-1981 | |
| 75 | John Justice | .593 | 1977-1986 | |
| 75 | Pablo Lugo | .593 | 1991-2005 | |
| 75 | Sean Ward | .593 | 1967-1975 | |
| 78 | John Rogers | .591 | 1957-1965 | |
| 78 | Tony Lowe | .591 | 1968-1981 | |
| 80 | Marvin Glenn | .590 | 1967-1977 | |
| 81 | Martin Martínez | .587 | 1993-2000 | |
| 81 | Donald Wright | .587 | 1957-1962 | |
| 81 | Estaçio Cepa | .587 | 1997-2010 | |
| 84 | Nelson Padilla | .586 | 1999-2014 | |
| 85 | Alejandro Pérez | .585 | 1991-1999 | |
| 85 | Gary Wilhelm | .585 | 1980-1988 | |
| 87 | Valentín Moreno | .583 | 1979-1988 | |
| 87 | Bennett Owens | .583 | 1975-1985 | |
| 89 | Michael Wood | .580 | 1957-1965 | |
| 89 | Randy Laidlaw | .580 | 1988-2000 | |
| 91 | Toby Nix | .579 | 1983-1992 | |
| 91 | Lorenzo Quiñones | .579 | 1966-1977 | |
| 93 | Edwin Miller# | .578 | 2006-2014 | |
| 94 | Al Fletcher | .577 | 1984-1993 | |
| 94 | Brody Ross | .577 | 1974-1986 | |
| 94 | Burton Tucker | .577 | 1957-1962 | |
| 97 | António Arenas | .576 | 1999-2004 | |
| 97 | José Gonzáles | .576 | 2000-2009 | |
| 99 | Jesús Rocha | .574 | 2008-2014 | |
| 99 | Rob Johnston | .574 | 1971-1975 |
