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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Scott Lewandowski# | 1.000 | 2026 | |
| 2 | Miguel Flores# | .500 | 2026 | |
| 3 | John Gillies# | .333 | 2026 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Thursday, June 25th , 2026 - OOTP Baseball 26.8 Build 82 |