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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Max Wotell# | .3380 | 2017-2023 | |
| 2 | Niall Windeler# | .3403 | 2020-2023 | |
| 3 | Cole Bellinger# | .3567 | 2019-2023 | |
| 4 | Edwin Diaz# | .3664 | 2013-2015 | |
| 5 | Radhames Quezada | .3702 | 2013-2016 | |
| 6 | Jared Robinson# | .3866 | 2015-2018 | |
| 7 | Ryan Newell | .4007 | 2013-2017 | |
| 8 | Cody Kurz | .4130 | 2013-2016 | |
| 9 | Zach Quintana | .4167 | 2013-2016 | |
| 10 | Zachary Bird# | .4256 | 2013-2023 | |
| 11 | Juan Bautista | .4309 | 2013-2018 | |
| 12 | Garrett Corthright | .4407 | 2014-2017 | |
| 13 | Steven Gallardo | .4421 | 2013-2021 | |
| 14 | Walker Lockett# | .4732 | 2013-2016 |
