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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Héctor Ruíz | 7 | 2022-2028 | |
| 2 | Víctor Robledo# | 6 | 2025-2034 | |
| 3 | Arnie Latham | 1 | 2018-2026 |
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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 |