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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Jimmy Miller | .2628 | 2029-2030 | |
| 2 | Pedro Moreno | .3095 | 2021-2023 |
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| * Indicates Hall of Fame, # indicates active Player | |||||||||||||||
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| Saturday, August 28th , 2021 - OOTP Baseball 22.8 Build 69 |