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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Darryl Gosselin | .720 | 2017-2031 | |
| 2 | Vicente Padilla | .414 | 2052-2057 | |
| 3 | Alfredo Figaro | .000 | 2007-2008 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Tuesday, August 13th , 2024 - OOTP Baseball 25.7 Build 80 |