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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | John Gilreath# | .1815 | 2020 | |
| 2 | Wilkelman Gonzalez# | .2086 | 2020 | |
| 3 | Peyton Miller# | .2558 | 2020 | |
| 4 | Joe Magrisi# | .2591 | 2020 | |
| 5 | Breidy Encarnacion# | .2931 | 2020 | |
| 6 | Kerry Wright# | .2950 | 2020 | |
| 7 | Luke Mann# | .3018 | 2020 | |
| 8 | Rawley Hector# | .3085 | 2020 | |
| 9 | Michael Burrows# | .3100 | 2020 | |
| 10 | Charez Butcher# | .3118 | 2020 | |
| 11 | Jackson Phipps# | .3257 | 2020 | |
| 12 | Joseph Menefee# | .3346 | 2020 | |
| 13 | Geo Rivera# | .3421 | 2020 | |
| 14 | Will Childers# | .3491 | 2020 | |
| 15 | Spencer Schwellenbach# | .3502 | 2020 | |
| 16 | Connor Van Scoyoc# | .3652 | 2020 | |
| 17 | Hayden Mullins# | .3712 | 2020 | |
| 18 | Antoine Harris# | .3788 | 2020 | |
| 19 | Denny Larrondo# | .3841 | 2020 | |
| 20 | Mike Dundon# | .3880 | 2020 | |
| 21 | Nolan Crisp# | .6208 | 2020 | |
| 22 | Bo Blessie# | .6459 | 2020 |
