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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Ivan Puentes# | .1429 | 2098 | |
| 2 | Lindsay Nickerson# | .1667 | 2098 | |
| 3 | Kevin Peterson# | .2407 | 2098 | |
| 4 | A.J. Wayne# | .3768 | 2098 | |
| 5 | Javier Amaya# | .5147 | 2098 |
