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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Tim Parks | .2893 | 2026-2031 | |
| 2 | Bruce Callahan | .2934 | 2031-2036 | |
| 3 | Matthew Kilpatrick | .2936 | 2030-2034 | |
| 4 | Juan Mota | .2960 | 2028-2034 | |
| 5 | Roberto Pérez# | .3029 | 2059-2064 | |
| 6 | Alejandro Amaya | .3136 | 2027-2031 | |
| 7 | Tom Campbell# | .3661 | 2055-2061 | |
| 8 | Alonso Orozco# | .3828 | 2055-2060 | |
| 9 | William Boswell# | .3829 | 2051-2059 |
