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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Júlio López | .727 | 2005-2012 | |
| 2 | Sherwood Aguilar | .691 | 1993-1997 | |
| 3 | Stu Ellis | .642 | 1972-1976 | |
| 4 | Emílio Vásquez | .586 | 1961-1965 | |
| 5 | Francisco Silva# | .571 | 2007-2012 | |
| 6 | Santiago Cruz | .566 | 1971-1976 | |
| 7 | Jorge Encarnación | .558 | 1968-1974 | |
| 8 | John Spens | .556 | 1973-1979 | |
| 9 | Kazuhiro Ono | .552 | 1968-1981 | |
| 10 | Darren Smith# | .487 | 2006-2012 | |
| 11 | Stephen Jones# | .478 | 2009-2015 | |
| 12 | Gerald May# | .437 | 2008-2015 | |
| 13 | David Lamparello# | .403 | 2007-2014 | |
| 14 | Peter Simpson# | .385 | 2008-2015 |
