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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Brian Underwood# | .000 | 2020-2020 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||
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| Thursday, September 19th , 2024 - OOTP Baseball 25.9 Build 90 |