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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | William Cuevas# | .3572 | 2016-2021 | |
| 2 | Joely Rodriguez# | .3615 | 2015-2020 | |
| 3 | Eric Hacker | .3724 | 2017-2022 | |
| 4 | Jacob Lee | .3861 | 2014-2016 | |
| 5 | Tyler Rogers# | .3870 | 2015-2017 | |
| 6 | Christopher Beck# | .3932 | 2014-2023 | |
| 7 | Kyle Cody# | .4091 | 2018-2020 | |
| 8 | Mark Leiter Jr.# | .4192 | 2015-2021 | |
| 9 | Logan Darnell# | .4319 | 2013-2023 | |
| 10 | Casey Bloomquist | .4567 | 2018-2023 | |
| 11 | Tanner Tully# | .4709 | 2018-2021 |
