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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Joe Holland# | 1 | 2034-2039 | |
| 1 | Ralph Minor# | 1 | 2038-2039 | |
| 1 | John Penton# | 1 | 2037-2039 | |
| 1 | Donnie Rawling# | 1 | 2038-2039 | |
| 5 | Jon Cain# | 0 | 2037-2039 | |
| 5 | Melvin Conner# | 0 | 2037-2039 | |
| 5 | Freddy Estrada# | 0 | 2039-2039 | |
| 5 | John Fain# | 0 | 2037-2039 | |
| 5 | Lucas Gameiro# | 0 | 2039-2039 | |
| 5 | Gary Johnson# | 0 | 2037-2039 | |
| 5 | Tomás Mata# | 0 | 2039-2039 | |
| 5 | Dave Shepard# | 0 | 2039-2039 | |
| 5 | Carlos Simon# | 0 | 2034-2039 | |
| 5 | Wilson Tamayo# | 0 | 2039-2039 | |
| 5 | Napoleon Vitagliano# | 0 | 2038-2039 |
