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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Frank de Blooys# | 24 | 2029-2034 | |
| 2 | Jeff Oglethorpe# | 19 | 2031-2033 | |
| 3 | Ron Thomas# | 15 | 2023-2025 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Friday, March 29th, 2019 - OOTP Baseball 18.8 Build 76 |