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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Mike Thornburg# | 2 | 2098 | |
| 1 | Davin Lindsey# | 2 | 2098 | |
| 1 | Joe Kriss# | 2 | 2098 | |
| 1 | Edwin Blanco# | 2 | 2098 | |
| 1 | Matt Herzog# | 2 | 2098 | |
| 6 | James Williams# | 1 | 2098 | |
| 6 | Bill Bisson# | 1 | 2098 | |
| 6 | Khalil Sheppard# | 1 | 2098 | |
| 6 | Ryan Sorenson# | 1 | 2098 | |
| 10 | Jonathan Salgado# | 0 | 2098 | |
| 10 | Tim Sellers# | 0 | 2098 | |
| 10 | Marcos Moreno# | 0 | 2098 | |
| 10 | Victor Santillanes# | 0 | 2098 | |
| 10 | David Ayala# | 0 | 2098 | |
| 10 | Raul Hernandez# | 0 | 2098 | |
| 10 | Ricardo Santana# | 0 | 2098 | |
| 10 | Ramon Mena# | 0 | 2098 | |
| 10 | Jon Solis# | 0 | 2098 | |
| 10 | Cesar Contreras# | 0 | 2098 | |
| 10 | Kyle Person# | 0 | 2098 | |
| 10 | Jordan Gutierrez# | 0 | 2098 | |
| 10 | Chris Parker# | 0 | 2098 | |
| 10 | Cameron Slove# | 0 | 2098 | |
| 10 | Britt Fox# | 0 | 2098 | |
| 10 | Josh Pulver# | 0 | 2098 | |
| 10 | Johnny Culbertson# | 0 | 2098 | |
| 10 | Micah Morgan# | 0 | 2098 | |
| 10 | Rich Cerda# | 0 | 2098 | |
| 10 | Kevin Harpster# | 0 | 2098 | |
| 10 | Jesse Costin# | 0 | 2098 | |
| 10 | Matt Lidstone# | 0 | 2098 | |
| 10 | Justin Howell# | 0 | 2098 | |
| 10 | Willie Maldonado# | 0 | 2098 | |
| 10 | Lupe Sarmiento# | 0 | 2098 | |
| 10 | Jordan Vazquez# | 0 | 2098 | |
| 10 | Robert Johnson# | 0 | 2098 | |
| 10 | Dave Beall# | 0 | 2098 |
