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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Christian Bergman | .4042 | 2014-2019 | |
| 2 | Deck McGuire | .4421 | 2014-2019 | |
| 3 | Taylor Hill | .4607 | 2014-2018 | |
| 4 | A.J. Puckett# | .4663 | 2017-2025 |
