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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Drew Cullen | .316 | 2027-2035 | |
| 2 | Mario Ruíz | .342 | 2023-2031 | |
| 3 | Chae-seong Kim | .344 | 2023-2033 | |
| 3 | Victor Brey | .344 | 2021-2028 | |
| 5 | Wop Baars# | .365 | 2032-2041 | |
| 5 | Luis Hernández | .365 | 2030-2037 | |
| 7 | Gary Barber | .371 | 2021-2033 | |
| 8 | Claudio Díaz | .390 | 2022-2031 | |
| 9 | Roy Alsobrook# | .392 | 2028-2038 | |
| 10 | King Fletcher | .403 | 2023-2030 | |
| 11 | Matt Davenport | .408 | 2029-2037 | |
| 12 | Marcos Mesa | .415 | 2023-2030 | |
| 13 | José Salinas | .419 | 2017-2027 | |
| 14 | Jorge Cedeño | .424 | 2033-2037 | |
| 15 | Earl Brown | .428 | 2023-2031 | |
| 16 | Willie Cameron | .445 | 2016-2031 | |
| 17 | Reynaldo Sánchez | .456 | 2024-2032 |
