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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Jacob Willard# | .667 | 2021-2021 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||
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| Saturday, November 18th, 2017 - OOTP Baseball 18.8 Build 76 |