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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Carlos Rodon# | .4352 | 2016-2019 | |
| 2 | Davis Daniel# | .5234 | 2022-2025 | |
| 3 | Miguel A. Gonzalez | .5301 | 2014-2018 |
