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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Carlos Cervantes | .3481 | 1977-1982 | |
| 2 | José Encarnación | .3526 | 1984-1991 | |
| 3 | Ken May | .3594 | 1983-1988 | |
| 4 | Andre Frye | .3644 | 1982-1987 | |
| 5 | John Allen | .3868 | 1980-1985 | |
| 6 | Jon Brown | .3898 | 1976-1980 | |
| 7 | Daniel Jefferson | .3972 | 1977-1983 | |
| 8 | Alfonso De Jesús | .3977 | 1990-1995 |
