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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 | Edmund Rochefort | .3403 | 2050-2057 | |
| 3 | Mario Ruíz | .3421 | 2023-2031 | |
| 4 | Chae-seong Kim | .3440 | 2023-2033 | |
| 5 | Victor Brey | .3443 | 2021-2028 | |
| 6 | Robert Carlson | .3464 | 2053-2057 | |
| 7 | Manny Guerra# | .3510 | 2052-2061 | |
| 8 | Marvin Stevens | .3621 | 2043-2056 | |
| 9 | Wop Baars | .3648 | 2032-2041 | |
| 10 | Luis Hernández | .3651 | 2030-2037 | |
| 11 | Gary Barber | .3715 | 2021-2033 | |
| 12 | Arthur Stevenson | .3753 | 2046-2054 | |
| 13 | Vic Lee | .3761 | 2049-2058 | |
| 14 | José Pérez# | .3782 | 2051-2060 | |
| 15 | Andrew Shoemaker | .3874 | 2049-2057 | |
| 16 | Claudio Díaz | .3897 | 2022-2031 | |
| 17 | Roy Alsobrook | .3922 | 2028-2038 | |
| 18 | Steve Sanford | .3975 | 2050-2060 | |
| 19 | Patrick Ibáñez | .4022 | 2035-2046 | |
| 20 | King Fletcher | .4034 | 2023-2030 | |
| 21 | Iwan Vroom# | .4050 | 2052-2061 | |
| 22 | Noboru Kokawa# | .4071 | 2048-2054 | |
| 23 | Katsumoto Ine | .4074 | 2047-2051 | |
| 24 | Matt Davenport | .4077 | 2029-2037 | |
| 25 | Mario Silva | .4116 | 2042-2055 | |
| 26 | Marcos Mesa | .4148 | 2023-2030 | |
| 27 | José Salinas | .4188 | 2017-2027 | |
| 28 | António López | .4213 | 2041-2050 | |
| 29 | Chris Evans | .4217 | 2050-2057 | |
| 30 | Pedro Negrón | .4218 | 2050-2058 | |
| 31 | Jorge Cedeño | .4236 | 2033-2037 | |
| 32 | Steve Young | .4264 | 2042-2049 | |
| 33 | Miguel Aguirre# | .4276 | 2053-2061 | |
| 34 | Earl Brown | .4278 | 2023-2031 | |
| 35 | Ikaia Duncalf | .4354 | 2045-2054 | |
| 36 | Willie Cameron | .4452 | 2016-2031 | |
| 37 | Danny Byrd | .4518 | 2044-2050 | |
| 38 | Reynaldo Sánchez | .4558 | 2024-2032 |
