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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Stanley Eldrige# | .282 | 2025-2027 | |
| 2 | Héctor Aguilar# | .292 | 2026-2028 | |
| 3 | Reynaldo Sánchez# | .303 | 2020-2023 | |
| 4 | Nicolas Roche# | .316 | 2027-2030 | |
| 5 | Lincoln Spooner# | .326 | 2026-2028 | |
| 5 | Pat Thompson | .326 | 2020-2022 | |
| 7 | Octávio Ríos# | .334 | 2020-2022 | |
| 8 | Will Hoffman# | .336 | 2026-2028 | |
| 9 | Barry Mullen# | .337 | 2028-2030 | |
| 10 | Gabriel Herrera# | .343 | 2022-2025 | |
| 11 | Júlio Díaz# | .344 | 2032-2034 | |
| 12 | Bailey Achurch# | .353 | 2031-2034 | |
| 13 | Yoshihide Hirata# | .361 | 2030-2034 | |
| 14 | Enea Dini | .365 | 2020-2024 | |
| 15 | Edmund Blackadder# | .371 | 2026-2030 | |
| 16 | Garrett Schaper# | .374 | 2025-2030 | |
| 17 | Curt Walker# | .378 | 2021-2023 | |
| 18 | Kelvin Fontijn# | .397 | 2030-2034 |
