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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Tyler Chatwood | 1.000 | 2013 | |
| 1 | Martin Perez# | 1.000 | 2013 | |
| 1 | Christian Binford | 1.000 | 2015 | |
| 1 | Sean Mooney# | 1.000 | 2023 | |
| 1 | Andrew Albers | 1.000 | 2015 | |
| 1 | Greg Nappo | 1.000 | 2016 | |
| 1 | Alec Kisena | 1.000 | 2023 | |
| 1 | Spencer Adams | 1.000 | 2017 | |
| 1 | Thomas White# | 1.000 | 2025 | |
| 1 | Zach McCambley# | 1.000 | 2024 | |
| 11 | Franklin Morales | .667 | 2014 | |
| 11 | Zack Wheeler# | .667 | 2013 | |
| 11 | Taylor Hearn# | .667 | 2020 | |
| 14 | Daniel Lynch# | .500 | 2021 | |
| 14 | Adam Morgan | .500 | 2014 | |
| 14 | Chris Reed | .500 | 2015 | |
| 14 | Ben Yokley | .500 | 2016 | |
| 14 | Ivan Pineyro | .500 | 2017 | |
| 14 | Brandon Walter# | .500 | 2022 | |
| 20 | Joel Linares | .333 | 2016 | |
| 20 | Aaron Blair | .333 | 2016 | |
| 22 | Cody Scarpetta | .000 | 2013 | |
| 22 | Robert Rasmussen | .000 | 2016 | |
| 22 | Chris Reed | .000 | 2014 | |
| 22 | Blake Snell# | .000 | 2015 | |
| 22 | Chris Murphy# | .000 | 2023 | |
| 22 | Will Dion# | .000 | 2024 |
