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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | RTO | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Diego Bonilla# | 0 | 2024-2028 | |
| 1 | Keith MacKey# | 0 | 2021-2028 | |
| 1 | Jorge Salgado# | 0 | 2026-2030 |
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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 |