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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Paolo Espino# | .4211 | 2016-2024 | |
| 2 | Luke Weaver# | .4225 | 2017-2024 | |
| 3 | Brent Honeywell Jr.# | .4356 | 2018-2020 |
