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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Larry LeJeune | .3289 | 1970-1975 | |
| 2 | Bobby Day | .3406 | 1973-1976 | |
| 3 | Trevor Bailey | .3543 | 1977-1983 | |
| 4 | Joseph Rogers | .3921 | 1982-1988 | |
| 5 | Matt Johnson | .3981 | 1973-1979 | |
| 6 | Reginald Neal | .4059 | 1975-1980 | |
| 7 | Jesús Rodríguez | .4180 | 1985-1991 |
