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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Caleb Pink# | .2222 | 2049 | |
| 2 | Danny Buell# | .2712 | 2049 |
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| * Indicates Hall of Fame, # indicates active Player | |||||||||||||||
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| Thursday, January 8th , 2026 - OOTP Baseball 26.8 Build 82 |