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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Aaron Covington# | 1 | 2055 | |
| 1 | George Wilson# | 1 | 2055 | |
| 3 | Derek Carter# | 0 | 2055 | |
| 3 | Dave Sandoval# | 0 | 2055 | |
| 3 | Sonny Hoover# | 0 | 2055 | |
| 3 | Ed Davenport# | 0 | 2055 | |
| 3 | Luis Román# | 0 | 2055 | |
| 3 | Gilberto Espinoza# | 0 | 2055 | |
| 3 | Román Martínez# | 0 | 2055 | |
| 3 | Felipe Hull# | 0 | 2055 | |
| 3 | Darien Chalmers# | 0 | 2055 | |
| 3 | Jeremiah Harris# | 0 | 2055 |
