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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Roy McLain# | .3684 | 2022-2022 | |
| 2 | Marco Montes# | .4955 | 2020-2022 |
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| * Indicates Hall of Fame, # indicates active Player | |||||||||||||||
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| Friday, April 25th , 2025 - OOTP Baseball 25.11 Build 104 |