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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Adam Peterson# | 9 | 2018-2020 | |
| 2 | Kyle McKinney# | 5 | 2018-2020 |
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| * Indicates Hall of Fame, # indicates active Player | |||||||||||||||
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| Monday, October 21st , 2024 - OOTP Baseball 25.9 Build 91 |