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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Mark Cunningham# | 1 | 2054 | |
| 1 | Anthony Payne# | 1 | 2054 | |
| 1 | Francis O'Farrell# | 1 | 2054 | |
| 4 | Shawn Wise# | 0 | 2054 | |
| 4 | Mike Schmitt# | 0 | 2054 | |
| 4 | Elton Johnson# | 0 | 2054 | |
| 4 | Jesús Sánchez# | 0 | 2054 | |
| 4 | Nick Bailey# | 0 | 2054 | |
| 4 | Ted Elkins# | 0 | 2054 | |
| 4 | Bill Tuttle# | 0 | 2054 | |
| 4 | Moanna Eutakio# | 0 | 2054 | |
| 4 | Wendell Tucker# | 0 | 2054 |
