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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Billy Sweeney# | 1.000 | 2048 | |
| 1 | Ryan Podolsky# | 1.000 | 2048 | |
| 3 | Sam Gleghorn# | .750 | 2048 | |
| 4 | Vinny Ochoa# | .667 | 2048 | |
| 4 | Ramon Rodriguez# | .667 | 2048 | |
| 6 | Chris Wilson# | .500 | 2048 | |
| 6 | Matt Lamons# | .500 | 2048 | |
| 6 | Ian Lee# | .500 | 2048 | |
| 6 | Chris Moore# | .500 | 2048 | |
| 10 | Paul Rader# | .333 | 2048 | |
| 10 | Chris Duffy# | .333 | 2048 | |
| 10 | Matt Namie# | .333 | 2048 | |
| 13 | David Wheeler# | .250 | 2048 | |
| 14 | Miguel Tapia# | .000 | 2048 | |
| 14 | Miguel Mayen# | .000 | 2048 | |
| 14 | Ryan Williamson# | .000 | 2048 |
