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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | HR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Jake Callahan# | 4 | 2024 | |
| 2 | Dave Rotolo# | 2 | 2024 | |
| 2 | Jason Loyd# | 2 | 2024 |
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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 |