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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Adam Morgan | .2157 | 2014 | |
| 2 | Andrew Albers | .2222 | 2015 | |
| 3 | Taylor Hearn# | .2542 | 2020 | |
| 4 | Christian Binford | .2742 | 2015 | |
| 5 | Thomas White# | .2754 | 2025 | |
| 6 | Brandon Walter# | .2857 | 2022 | |
| 6 | Zach McCambley# | .2857 | 2024 | |
| 8 | Alec Kisena | .2879 | 2023 | |
| 9 | Greg Nappo | .3333 | 2016 | |
| 9 | Will Dion# | .3333 | 2024 | |
| 11 | Daniel Lynch# | .3382 | 2021 | |
| 12 | Ben Yokley | .3509 | 2016 | |
| 13 | Aaron Blair | .3580 | 2016 | |
| 14 | Zack Wheeler# | .3727 | 2013 | |
| 15 | Sean Mooney# | .3750 | 2023 | |
| 16 | Blake Snell# | .3770 | 2015 | |
| 17 | Chris Reed | .4143 | 2014 | |
| 18 | Tyler Chatwood | .4227 | 2013 | |
| 19 | Franklin Morales | .4744 | 2014 | |
| 20 | Spencer Adams | .4839 | 2017 | |
| 21 | Martin Perez# | .4861 | 2013 | |
| 22 | Robert Rasmussen | .5085 | 2016 | |
| 23 | Chris Reed | .5211 | 2015 | |
| 24 | Ivan Pineyro | .5217 | 2017 | |
| 25 | Joel Linares | .5393 | 2016 | |
| 26 | Chris Murphy# | .5469 | 2023 | |
| 27 | Cody Scarpetta | .5600 | 2013 |
