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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Stan Harris# | .1731 | 2041-2041 | |
| 2 | Dan Wasden# | .2628 | 2048-2048 | |
| 3 | Mark Solly# | .2672 | 2043-2046 | |
| 4 | Walton Ryan# | .2847 | 2049-2050 | |
| 5 | Dawson Deese# | .2910 | 2042-2045 | |
| 6 | Cameron Beltrami | .2927 | 2032-2036 | |
| 7 | Magglio García | .3019 | 2037-2038 | |
| 8 | Anthony Iles# | .3040 | 2049-2050 | |
| 9 | Jools Anthony# | .3080 | 2049-2050 | |
| 10 | Vern Ritenour# | .3083 | 2046-2049 | |
| 11 | Jordan Manzanares# | .3134 | 2042-2045 | |
| 12 | Rowan Childers# | .3161 | 2043-2046 | |
| 13 | Wagner Saville | .3200 | 2040-2042 | |
| 14 | Austin Peterson | .3333 | 2040-2041 | |
| 15 | Pedro Maestas | .3418 | 2034-2036 | |
| 16 | Jesse Haugen# | .3448 | 2048-2048 | |
| 17 | Pete Radosevic# | .3600 | 2042-2043 | |
| 18 | Dax Beaumont# | .3667 | 2049-2050 | |
| 19 | Corbin Holmes# | .3715 | 2049-2050 | |
| 20 | Finn Poole | .3789 | 2036-2039 | |
| 21 | Nathan Mosel | .3814 | 2034-2037 | |
| 22 | Julio Balboa# | .3852 | 2048-2049 | |
| 23 | Hugo Milan | .3902 | 2037-2040 | |
| 24 | Lavan Green# | .3904 | 2047-2049 | |
| 25 | Dino Norton | .3941 | 2037-2038 | |
| 26 | T.J. Price | .4000 | 2037-2038 | |
| 27 | Eric Bell | .4040 | 2038-2041 | |
| 28 | Alec Vanderson | .4255 | 2041-2043 | |
| 29 | Volaré Falcon | .4327 | 2034-2036 | |
| 30 | Brian Daniels# | .4402 | 2043-2046 | |
| 31 | Rafael de la Cruz | .4407 | 2040-2041 | |
| 32 | A.J. Wieck# | .4485 | 2049-2050 | |
| 33 | Nick Forquer | .4894 | 2040-2043 |
