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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Kanekoa Texeira | .3945 | 2013-2016 | |
| 2 | Zach McCambley# | .4462 | 2022-2024 | |
| 3 | Chris Reed | .4588 | 2013-2021 | |
| 4 | Robert Rasmussen | .5448 | 2014-2018 |
