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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Chris Martin# | .2456 | 2016 | |
| 2 | Jean Pinto# | .2679 | 2024 | |
| 3 | Jameson Taillon# | .2927 | 2013 | |
| 4 | Kyle Crick# | .3000 | 2016 | |
| 5 | Jordan Yamamoto# | .3881 | 2021 | |
| 6 | Percy Garner | .3956 | 2014 | |
| 7 | Donn Roach | .4095 | 2014 | |
| 8 | Luis Ortiz# | .4262 | 2018 | |
| 9 | Blake Treinen# | .4426 | 2015 | |
| 10 | Andre Jackson# | .4500 | 2023 | |
| 11 | Sean Nolin | .4507 | 2013 | |
| 12 | Barret Loux | .4592 | 2015 | |
| 13 | Misael Siverio | .4688 | 2016 | |
| 14 | Jason Hursh | .4706 | 2015 | |
| 15 | Nathan Wiles# | .5067 | 2023 | |
| 16 | Tanner Burns# | .5345 | 2024 | |
| 17 | Eric Berger | .5769 | 2014 |
