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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Aaron Slegers | .3952 | 2016-2027 | |
| 2 | Francis Martes | .4121 | 2019-2027 | |
| 3 | Barret Loux | .4253 | 2015-2021 | |
| 4 | Jed Bradley | .4259 | 2016-2024 | |
| 5 | Pete Kelich | .4346 | 2016-2024 | |
| 6 | Joe Wieland | .4351 | 2015-2024 | |
| 7 | Christian Friedrich | .4384 | 2015-2020 | |
| 8 | Cory Jones | .4394 | 2015-2025 | |
| 9 | Radovan Santrac | .4484 | 2018-2024 | |
| 10 | Jose Urena | .4519 | 2015-2026 | |
| 11 | Ryan Warner | .4540 | 2016-2023 | |
| 12 | Raúl Carrión | .4582 | 2025-2033 |
