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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | PB | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jim Burch# | 22 | 2025-2032 | |
| 2 | Júlio Mateo | 18 | 2023-2027 | |
| 3 | Dennis Clifton | 16 | 2021-2028 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Friday, March 29th, 2019 - OOTP Baseball 18.8 Build 76 |