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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | José Encarnación | .5664 | 1984-1991 | |
| 2 | Carlos Cervantes | .4900 | 1977-1982 | |
| 3 | Ken May | .4886 | 1983-1988 | |
| 4 | Andre Frye | .4624 | 1982-1987 | |
| 5 | John Allen | .4432 | 1980-1985 | |
| 6 | Jon Brown | .4063 | 1976-1980 | |
| 7 | Daniel Jefferson | .3981 | 1977-1983 | |
| 8 | Alfonso De Jesús | .3646 | 1990-1995 |
