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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Steve Dart# | .1782 | 2047 | |
| 2 | Harry Guerin# | .1935 | 2047 | |
| 3 | Alvin Prince# | .2057 | 2047 | |
| 4 | Kenny Suffel# | .2125 | 2047 | |
| 5 | Franklin Nieves# | .2169 | 2047 | |
| 6 | Melvin Arroyo# | .2436 | 2047 | |
| 7 | Kyle Barrett# | .2586 | 2047 | |
| 8 | Chris Kelliher# | .2603 | 2047 | |
| 9 | Matt Thomas# | .2713 | 2047 | |
| 10 | Caleb Pink# | .2738 | 2047 | |
| 11 | Jerry Meltzer# | .2768 | 2047 | |
| 12 | Steve Clark# | .2969 | 2047 | |
| 13 | Andrew Crawford# | .3276 | 2047 | |
| 14 | Nate Yarbrough# | .3433 | 2047 | |
| 15 | Pat Curtis# | .4430 | 2047 |
