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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Niall Windeler# | .4038 | 2020-2026 | |
| 2 | Zach Quintana | .4167 | 2013-2016 | |
| 3 | Juan Bautista | .4309 | 2013-2018 | |
| 4 | Steven Gallardo | .4421 | 2013-2021 |
