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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Ricardo Alvarado# | .667 | 2025-2025 | |
| 2 | David Tirado# | .500 | 2023-2025 |
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| * Indicates Hall of Fame, # indicates active Player | |||||||||||||||
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| Wednesday, March 18th , 2026 - OOTP Baseball 26.8 Build 82 |