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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | RTOPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Dennis Clifton | 36.4 | 2021-2028 | |
| 2 | Miguel Herrera# | 27.9 | 2031-2036 | |
| 3 | Jim Burch | 27.2 | 2025-2035 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Thursday, January 23rd, 2020 - OOTP Baseball 20.8 Build 74 |