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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Thomas Lamm | .684 | 1961-1966 | |
| 2 | Jason Griffith | .636 | 1967-1977 | |
| 3 | Mario Guerra | .627 | 1995-2005 | |
| 4 | José Burra | .589 | 1964-1973 | |
| 5 | Bernaldyn Lavado | .569 | 1967-1976 | |
| 6 | Aurelio Galindo | .559 | 1972-1976 | |
| 7 | Ricardo Velásquez | .558 | 1971-1985 | |
| 8 | Félix Cruz | .553 | 1963-1972 | |
| 9 | Mario Rojas | .552 | 1966-1970 | |
| 10 | Tomas Solis | .551 | 1958-1967 | |
| 11 | Kevin Cummins | .537 | 1964-1968 | |
| 12 | Joe McCay | .531 | 1957-1965 | |
| 13 | Jonathan Collins | .529 | 1969-1977 | |
| 14 | Carlos Padilla | .527 | 2000-2014 | |
| 15 | Gilberto Flores | .526 | 1992-2001 | |
| 16 | Robert Peterson | .500 | 1957-1960 | |
| 16 | Charles Walker | .500 | 1970-1980 | |
| 18 | António Cruz | .489 | 1987-1991 | |
| 19 | Garry Robinson | .480 | 1970-1974 | |
| 20 | Herbert Gibbs | .478 | 1957-1962 | |
| 21 | Michael Berry | .449 | 1969-1981 | |
| 22 | Craig Brown | .432 | 1969-1976 | |
| 23 | Pancho Villalobos | .424 | 1995-2003 | |
| 24 | Steve Johnson# | .419 | 2009-2014 | |
| 25 | Luis Reynoso | .370 | 1965-1969 | |
| 26 | Floyd Petersen | .362 | 1994-2000 | |
| 27 | Andrew Hong | .339 | 1958-1964 | |
| 28 | Lyman Palmatier | .328 | 1963-1968 | |
| 29 | Roberto González# | .283 | 2009-2014 |
