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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Johan Trojka | .2883 | 2039-2054 | |
| 2 | Gerry Devereux | .3626 | 2039-2044 | |
| 3 | Brendan Pollock | .3968 | 2040-2050 | |
| 4 | Todd Cleaver | .3987 | 2038-2044 | |
| 5 | Keith Kinnear | .4524 | 2042-2055 |
