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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Tom Campbell# | .883 | 2055-2061 | |
| 2 | Juan Mota | .740 | 2028-2034 | |
| 3 | Roberto Pérez# | .727 | 2059-2064 | |
| 4 | Alonso Orozco# | .709 | 2055-2060 | |
| 5 | Matthew Kilpatrick | .660 | 2030-2034 | |
| 6 | Bruce Callahan | .651 | 2031-2036 | |
| 7 | Tim Parks | .612 | 2026-2031 | |
| 8 | Alejandro Amaya | .548 | 2027-2031 | |
| 9 | William Boswell# | .543 | 2051-2059 |
