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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Drew Cullen | .3158 | 2027-2035 | |
| 2 | Mario Ruíz | .3421 | 2023-2031 | |
| 3 | Chae-seong Kim | .3440 | 2023-2033 | |
| 4 | Victor Brey | .3443 | 2021-2028 | |
| 5 | Wop Baars | .3648 | 2032-2041 | |
| 6 | Luis Hernández | .3651 | 2030-2037 | |
| 7 | Gary Barber | .3715 | 2021-2033 | |
| 8 | Claudio Díaz | .3897 | 2022-2031 | |
| 9 | Roy Alsobrook | .3922 | 2028-2038 | |
| 10 | Patrick Ibáñez | .4022 | 2035-2046 | |
| 11 | King Fletcher | .4034 | 2023-2030 | |
| 12 | Katsumoto Ine# | .4074 | 2047-2051 | |
| 13 | Matt Davenport | .4077 | 2029-2037 | |
| 14 | Marcos Mesa | .4148 | 2023-2030 | |
| 15 | José Salinas | .4188 | 2017-2027 | |
| 16 | António López | .4213 | 2041-2050 | |
| 17 | Jorge Cedeño | .4236 | 2033-2037 | |
| 18 | Steve Young | .4264 | 2042-2049 | |
| 19 | Earl Brown | .4278 | 2023-2031 | |
| 20 | Willie Cameron | .4452 | 2016-2031 | |
| 21 | Danny Byrd | .4518 | 2044-2050 | |
| 22 | Reynaldo Sánchez | .4558 | 2024-2032 |
