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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Mathis Vial# | 1 | 2039 | |
| 1 | Diego Encarnación# | 1 | 2039 | |
| 1 | Javier Soto# | 1 | 2039 | |
| 1 | Masao Myoga# | 1 | 2039 | |
| 5 | Carlos Menéndez# | 0 | 2039 | |
| 5 | Camillo Vialli# | 0 | 2039 | |
| 5 | Will Williams# | 0 | 2039 | |
| 5 | Zuo-lin Liang# | 0 | 2039 | |
| 5 | Dan Webster# | 0 | 2039 | |
| 5 | Todd Hanley# | 0 | 2039 | |
| 5 | Sekien Saromi# | 0 | 2039 | |
| 5 | Seon-chin Park# | 0 | 2039 | |
| 5 | Deron Lewis# | 0 | 2039 | |
| 5 | Scott Alexander# | 0 | 2039 | |
| 5 | Félix Cordero# | 0 | 2039 | |
| 5 | Juan Capmany# | 0 | 2039 | |
| 5 | Henry Burge# | 0 | 2039 |
