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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Wilkelman Gonzalez# | .2086 | 2020-2020 | |
| 2 | Peyton Miller# | .2558 | 2020-2020 | |
| 3 | Breidy Encarnacion# | .2931 | 2020-2020 | |
| 4 | Kerry Wright# | .2950 | 2020-2020 | |
| 5 | Luke Mann# | .3018 | 2020-2020 | |
| 6 | Rawley Hector# | .3085 | 2020-2020 | |
| 7 | Michael Burrows# | .3100 | 2020-2020 | |
| 8 | Jackson Phipps# | .3257 | 2020-2020 | |
| 9 | Joseph Menefee# | .3346 | 2020-2020 | |
| 10 | Will Childers# | .3491 | 2020-2020 | |
| 11 | Spencer Schwellenbach# | .3502 | 2020-2020 | |
| 12 | Connor Van Scoyoc# | .3652 | 2020-2020 | |
| 13 | Denny Larrondo# | .3841 | 2020-2020 | |
| 14 | Mike Dundon# | .3880 | 2020-2020 | |
| 15 | Nolan Crisp# | .6208 | 2020-2020 |
