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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Yun-qi Chien# | 19 | 2028-2030 | |
| 2 | Robbie Chambers | 15 | 2021-2024 | |
| 3 | Carlos Sánchez# | 14 | 2018-2022 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Sunday, March 18th, 2018 - OOTP Baseball 18.8 Build 76 |