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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Drew Cullen | .603 | 2027-2035 | |
| 2 | Willie Cameron | .574 | 2016-2031 | |
| 2 | Mario Ruíz | .574 | 2023-2031 | |
| 4 | Luis Hernández | .573 | 2030-2037 | |
| 5 | Victor Brey | .554 | 2021-2028 | |
| 6 | Wop Baars# | .547 | 2032-2041 | |
| 7 | Roy Alsobrook# | .516 | 2028-2038 | |
| 8 | José Salinas | .507 | 2017-2027 | |
| 9 | Matt Davenport | .479 | 2029-2037 | |
| 10 | Chae-seong Kim | .463 | 2023-2033 | |
| 11 | Claudio Díaz | .443 | 2022-2031 | |
| 12 | Jorge Cedeño | .425 | 2033-2037 | |
| 13 | King Fletcher | .413 | 2023-2030 | |
| 14 | Gary Barber | .409 | 2021-2033 | |
| 15 | Reynaldo Sánchez | .396 | 2024-2032 | |
| 16 | Earl Brown | .337 | 2023-2031 | |
| 17 | Marcos Mesa | .295 | 2023-2030 |
