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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Brant Lee# | 11 | 2012-2018 | |
| 2 | Júlio Rodríguez | 10 | 2012-2016 | |
| 3 | Martín García | 9 | 2012-2016 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Sunday, July 20th, 2014 - OOTP Baseball 14.7 Build 42 |