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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Blayne Weller | .3109 | 2009-2012 | |
| 2 | Kevin Canelon | .3153 | 2011-2017 | |
| 3 | Luke French | .3284 | 2004-2007 | |
| 4 | Yefrey Ramirez | .3385 | 2011-2016 | |
| 5 | Luis Escobar# | .3445 | 2014-2019 | |
| 6 | Jeremy Null# | .3616 | 2014-2020 | |
| 7 | Julian Figueroa | .4913 | 2006-2014 |
