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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | PCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Tim Jordan | .9602 | 2033-2035 | |
| 2 | Andrés Medina | .9531 | 2024-2027 | |
| 3 | León Domínguez | .9096 | 2020-2024 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Wednesday, July 27th , 2022 - OOTP Baseball 22.12 Build 89 |