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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | William Cuevas# | .3572 | 2016-2021 | |
| 2 | Eric Hacker | .3724 | 2017-2022 | |
| 3 | Mark Leiter Jr.# | .4192 | 2015-2021 | |
| 4 | Logan Darnell | .4317 | 2013-2024 | |
| 5 | Jordan Guerrero# | .4570 | 2017-2025 |
