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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Zia Shirazi*# | .2941 | 2056-2059 | |
| 2 | Flan Reynolds*# | .3253 | 2054-2060 | |
| 3 | Mace Windu*# | .3379 | 2051-2059 | |
| 4 | Johnny Whiplash*# | .3571 | 2051-2060 | |
| 5 | Duke Smith*# | .3679 | 2051-2060 | |
| 6 | Reggie Garfield*# | .3687 | 2051-2060 | |
| 7 | K. Ren*# | .3706 | 2051-2060 | |
| 8 | Ira Moore*# | .3807 | 2051-2060 | |
| 9 | Shaggy Tipton*# | .3852 | 2051-2059 | |
| 10 | Woe Millis*# | .3948 | 2051-2060 | |
| 11 | Jared Barton* | .3955 | 2051-2057 | |
| 12 | Hosh Jader*# | .3974 | 2051-2060 | |
| 13 | Scott Stelling*# | .4154 | 2051-2060 | |
| 14 | Literally 1984*# | .4500 | 2051-2060 | |
| 15 | Scott Sterling*# | .4605 | 2053-2060 | |
| 16 | Tyrone White* | .4670 | 2051-2057 | |
| 17 | John Constantine | .4855 | 2051-2057 | |
| 18 | Nate Washington III | .5568 | 2051-2057 |
