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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Todd Manning | .3406 | 2006-2015 | |
| 2 | Glenn Brown | .3544 | 2008-2015 | |
| 3 | Chad Durbin | .3602 | 1999-2008 | |
| 4 | António Alonzo | .3609 | 2010-2023 | |
| 5 | Nick Davis | .3721 | 2006-2015 | |
| 6 | Eric Budo# | .3876 | 2022-2028 | |
| 7 | Rupert Hunt# | .4112 | 2026-2031 | |
| 8 | Aurelio Morales# | .4113 | 2025-2031 | |
| 9 | Trevor Foster | .4148 | 2016-2023 | |
| 10 | Lee Ollis# | .4178 | 2023-2028 | |
| 11 | José Gutiérrez# | .4210 | 2025-2031 | |
| 12 | Orlando Herrera# | .4300 | 2025-2030 | |
| 13 | Jong-bum Hong# | .4376 | 2026-2031 |
