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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Randy Hamilton | .2381 | 2015-2015 | |
| 2 | Kyle Taylor# | .2991 | 2054-2057 | |
| 3 | Max Grant | .3178 | 2019-2034 | |
| 4 | Fei-hsien Xun | .3387 | 2043-2046 | |
| 5 | Ramón Gómez | .3388 | 2023-2032 | |
| 6 | Mançio Madrra# | .3396 | 2060-2060 | |
| 7 | David White | .3467 | 2015-2023 | |
| 8 | Elijah Gourdine# | .3469 | 2057-2060 | |
| 9 | Grant Huffman | .3656 | 2032-2035 | |
| 10 | Tom Collins | .3744 | 2017-2026 | |
| 11 | Dave McCrudden | .3876 | 2036-2037 | |
| 12 | Edwin Avila | .3923 | 2040-2041 | |
| 13 | Alfredo Tirado | .3950 | 2050-2053 | |
| 14 | Ricky Plasencia# | .4103 | 2057-2060 | |
| 15 | Matt Nolan | .4214 | 2028-2034 | |
| 16 | John Hunter# | .4298 | 2057-2060 | |
| 17 | Sam Hatt | .4305 | 2021-2022 | |
| 18 | Héctor González | .4355 | 2030-2041 | |
| 19 | Jayakar Ramadin | .4421 | 2020-2028 | |
| 20 | Josh Geary | .4444 | 2056-2059 | |
| 21 | Jon Wambach# | .4503 | 2058-2060 | |
| 22 | Mehmood Dar | .4737 | 2020-2021 | |
| 23 | Blake Gottshall# | .5448 | 2056-2060 | |
| 24 | Dave Pinkley | .5612 | 2040-2043 |
