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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jacob Nix# | .3841 | 2016-2024 | |
| 2 | Yennsy Diaz# | .3972 | 2018-2025 | |
| 3 | Roniel Raudes# | .4082 | 2019-2025 | |
| 4 | Nick Travieso | .4152 | 2014-2024 | |
| 5 | Logan Verrett# | .4254 | 2013-2024 | |
| 6 | Jhordany Mezquita# | .4278 | 2021-2025 |
