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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Glenn Byrd# | 1 | 2054 | |
| 1 | Charles Lawrence# | 1 | 2054 | |
| 3 | Alex Wilson# | 0 | 2054 | |
| 3 | Albert Wallace# | 0 | 2054 | |
| 3 | Dudley Boyd# | 0 | 2054 | |
| 3 | Brian Payne# | 0 | 2054 | |
| 3 | William Bishop# | 0 | 2054 | |
| 3 | José de Jesús Ramos# | 0 | 2054 |
