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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Robbie Baxter# | 2 | 2038-2038 | |
| 2 | Bob Sosa# | 1 | 2036-2038 | |
| 2 | Scott Thompson# | 1 | 2035-2038 | |
| 4 | Roy Alsobrook# | 0 | 2028-2038 | |
| 4 | Ozamataz Buckshank# | 0 | 2038-2038 | |
| 4 | Clancy Daly# | 0 | 2038-2038 | |
| 4 | Indigo Diaz# | 0 | 2038-2038 | |
| 4 | Francisco González# | 0 | 2036-2038 | |
| 4 | Jerry Hamm# | 0 | 2038-2038 | |
| 4 | Risto Hannila# | 0 | 2038-2038 | |
| 4 | Kabeya Kasongo# | 0 | 2034-2038 | |
| 4 | Raúl Luna# | 0 | 2025-2038 | |
| 4 | Jerry Magee# | 0 | 2035-2038 | |
| 4 | David Maxwell# | 0 | 2038-2038 | |
| 4 | Jorge Moreno# | 0 | 2037-2038 | |
| 4 | Cisco Pérez# | 0 | 2034-2038 | |
| 4 | Oliver Vázquez# | 0 | 2037-2038 |
