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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Damion Carroll | .2679 | 2015 | |
| 2 | Brian Bayliss | .2807 | 2017 | |
| 3 | Hayden Hurst | .2911 | 2013 | |
| 4 | Damien Magnifico | .3548 | 2014 | |
| 5 | Jeff Antigua | .3684 | 2013 | |
| 6 | Geordy Parra | .3871 | 2017 | |
| 7 | Tayler Saucedo# | .3906 | 2016 | |
| 8 | Jackson McClelland | .4211 | 2016 | |
| 9 | Austin Krob# | .4375 | 2024 | |
| 10 | Trey Dombroski# | .5362 | 2024 |
