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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | RTO | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | José Correa# | 0 | 2024-2028 | |
| 1 | Dan Godwin | 0 | 2019-2024 | |
| 1 | Andrew Weeks# | 0 | 2021-2028 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Monday, September 18th, 2017 - OOTP Baseball 18.7 Build 74 |