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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OPS | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Darren Cunningham | .842 | 2020-2031 | |
| 2 | Jamie Bell | .800 | 2013-2021 | |
| 3 | John Haley# | .725 | 2024-2033 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Saturday, November 18th, 2017 - OOTP Baseball 18.8 Build 76 |