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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Bill Frazer# | .2623 | 2022-2024 | |
| 2 | Matt Haselden# | .3246 | 2022-2024 |
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| * Indicates Hall of Fame, # indicates active Player | |||||||||||||||
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| Monday, December 1st , 2025 - OOTP Baseball 26.8 Build 82 |