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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sidney Mackell# | 5 | 2025-2029 | |
| 2 | Robinson Barquero# | 3 | 2026-2028 | |
| 3 | Mario Jacome | 2 | 2026-2028 |
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| * Indicates Hall of Fame, # indicates active Player | ||||||||||||||||||||
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| Powered by: Out of the Park Developments, Out of the Park Baseball, Franchise Hockey Manager |
| Friday, March 29th, 2019 - OOTP Baseball 18.8 Build 76 |