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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 | Carlos Contreras | .4063 | 2014-2017 | |
| 3 | Jason Hursh | .4284 | 2014-2020 | |
| 4 | Deck McGuire | .4421 | 2014-2019 | |
| 5 | Severino Gonzalez | .4506 | 2014-2019 | |
| 6 | Taylor Hill | .4607 | 2014-2018 | |
| 7 | A.J. Puckett# | .4651 | 2017-2025 | |
| 8 | Kyle T. Smith | .4694 | 2016-2024 | |
| 9 | Edgar Arredondo# | .4844 | 2019-2025 |
