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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Matt Freeman# | 2 | 2023 | |
| 1 | Jayden Howard# | 2 | 2023 | |
| 3 | John Maldonado# | 1 | 2023 | |
| 3 | Jorge Avila# | 1 | 2023 |
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| * Indicates Hall of Fame, # indicates active Player | |||||||||||||||||||||||||
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| Tuesday, August 12th , 2025 - OOTP Baseball 25.11 Build 104 |