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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | R | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Aaron Kaplan# | 41 | 2048 | |
| 2 | Kolenka Afrosimov# | 40 | 2048 | |
| 3 | Seung-mun Lee# | 35 | 2048 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Monday, September 22nd , 2025 - OOTP Baseball 26.7 Build 77 |