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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Josh Fife# | 3 | 2098 | |
| 2 | Nicol Reijnders# | 2 | 2098 | |
| 3 | Greg Hernandez# | 1 | 2098 | |
| 3 | Craig Darnell# | 1 | 2098 | |
| 3 | Bernie Gomez# | 1 | 2098 | |
| 3 | Angelo Marquez# | 1 | 2098 | |
| 3 | Joe Edwards# | 1 | 2098 | |
| 3 | Luis Ruiz# | 1 | 2098 | |
| 3 | Guadalupe Garay# | 1 | 2098 | |
| 3 | Lance Alexander# | 1 | 2098 | |
| 3 | Edwin Rivas# | 1 | 2098 | |
| 12 | Tim Crader# | 0 | 2098 | |
| 12 | Andrew Gibbs# | 0 | 2098 | |
| 12 | Guillermo Pina# | 0 | 2098 | |
| 12 | Elias Orellana# | 0 | 2098 | |
| 12 | Jonathan Guzzetta# | 0 | 2098 | |
| 12 | Bill Fike# | 0 | 2098 | |
| 12 | Chad Greenway# | 0 | 2098 | |
| 12 | Billie Barrett# | 0 | 2098 | |
| 12 | Paul Ventura# | 0 | 2098 | |
| 12 | Austin McElyea# | 0 | 2098 | |
| 12 | Jonah Flick# | 0 | 2098 | |
| 12 | Alex Lara# | 0 | 2098 | |
| 12 | Pedro Velona# | 0 | 2098 | |
| 12 | Edwin Ruiz# | 0 | 2098 | |
| 12 | Raul Camacho# | 0 | 2098 | |
| 12 | Ryan Ogle# | 0 | 2098 |
