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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bill Bryant# | .621 | 2046-2049 | |
| 2 | John King# | .606 | 2045-2048 | |
| 3 | Christopher Smith# | .586 | 2040-2043 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Thursday, September 7th , 2023 - OOTP Baseball 24.8 Build 75 |