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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Randy Hamilton | .238 | 2015-2015 | |
| 2 | Frank Cronshaw | .266 | 2020-2027 | |
| 3 | Felipe Moreno | .280 | 2021-2028 | |
| 4 | Max Grant | .318 | 2019-2034 | |
| 5 | Ramón Gómez# | .339 | 2023-2032 | |
| 6 | David White | .347 | 2015-2023 | |
| 7 | Grant Huffman# | .366 | 2032-2034 | |
| 8 | Tom Collins | .374 | 2017-2026 | |
| 9 | Seong-rae An# | .376 | 2026-2033 | |
| 10 | Jason Atkinson | .377 | 2023-2026 | |
| 11 | Douglas Pantall# | .391 | 2028-2034 | |
| 12 | James Stevens# | .406 | 2032-2034 | |
| 13 | José Contreras | .420 | 2014-2020 | |
| 14 | Matt Nolan# | .421 | 2028-2034 | |
| 15 | Sam Hatt | .430 | 2021-2022 | |
| 16 | Jayakar Ramadin | .442 | 2020-2028 | |
| 17 | David Bryan | .443 | 2012-2025 | |
| 18 | Mehmood Dar# | .474 | 2020-2021 | |
| 19 | George Clay | .529 | 2016-2024 |
