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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Émile Lucas# | .2884 | 1987-1990 | |
| 2 | Jeremiah Buffy | .3223 | 1941-1945 | |
| 3 | Mitchell Hapgood | .3265 | 1911-1914 | |
| 4 | Wayne Manuel | .3450 | 1928-1931 | |
| 5 | Payton Bowden | .3493 | 1911-1915 | |
| 6 | Joost Hekman | .3555 | 1941-1943 | |
| 7 | Tom Keels | .3671 | 1927-1930 | |
| 8 | Don Makeever | .3966 | 1939-1941 | |
| 9 | Clifton Scott | .4090 | 1932-1935 | |
| 10 | Bodil Lorenz | .4203 | 1939-1943 | |
| 11 | Flipp Usachenko | .4243 | 1972-1976 | |
| 12 | Seif Abdul-Hakam | .4400 | 1977-1981 | |
| 13 | Kai Hill | .4623 | 1933-1936 | |
| 14 | Ferry de Gunst | .4778 | 1933-1936 |
