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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | James Scott | .3444 | 2022-2029 | |
| 2 | Rust Cohle | .3660 | 2027-2040 | |
| 3 | Robinson Suárez | .3683 | 2025-2040 | |
| 4 | Chris Sommer | .3747 | 2028-2038 | |
| 5 | Cameron Frye | .3851 | 2024-2034 | |
| 6 | Domingo Montémayor | .3865 | 2031-2042 | |
| 7 | Jason McKinney | .3954 | 2015-2024 | |
| 8 | Lorenzo Díaz | .3985 | 2031-2039 | |
| 9 | Kent Horton | .4087 | 2034-2039 | |
| 10 | Edward Whipp | .4100 | 2023-2029 | |
| 11 | Xiao-shuang Wong | .4122 | 2032-2039 | |
| 12 | Fernando González | .4195 | 2017-2024 | |
| 13 | Javier Montés# | .4203 | 2039-2047 | |
| 14 | Tim Owens# | .4297 | 2039-2047 | |
| 15 | Dean Cross# | .4301 | 2037-2045 | |
| 15 | Huai-yu Kan | .4301 | 2015-2022 | |
| 17 | Francisco Sandoval | .4319 | 2029-2034 | |
| 18 | Juan Lara | .4472 | 2025-2029 | |
| 19 | Júlio Hernández | .4507 | 2016-2025 | |
| 20 | José Blanco# | .4539 | 2036-2045 | |
| 21 | Brian Gardner# | .4553 | 2040-2047 |
