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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Julio Teheran | 1.000 | 2013 | |
| 1 | Casey Kelly# | 1.000 | 2021 | |
| 1 | Roberto Perez | 1.000 | 2017 | |
| 1 | David Buchanan# | 1.000 | 2021 | |
| 1 | Carlos Rodon# | 1.000 | 2016 | |
| 1 | Josh James# | 1.000 | 2020 | |
| 1 | Grayson Long | 1.000 | 2018 | |
| 1 | Luis Perdomo# | 1.000 | 2017 | |
| 9 | Jeremy Hefner | .667 | 2013 | |
| 9 | Danny Salazar | .667 | 2014 | |
| 9 | Carlos Rodon# | .667 | 2017 | |
| 9 | Jake Thompson | .667 | 2020 | |
| 13 | Madison Bumgarner | .500 | 2013 | |
| 13 | Robbie Erlin | .500 | 2014 | |
| 13 | Alex Meyer | .500 | 2014 | |
| 13 | Miguel A. Gonzalez | .500 | 2014 | |
| 17 | Miguel A. Gonzalez | .333 | 2016 | |
| 17 | Spencer Arrighetti# | .333 | 2025 | |
| 19 | Clay Buchholz | .000 | 2013 | |
| 19 | Jhony Brito# | .000 | 2024 | |
| 19 | Austin Pruitt# | .000 | 2021 | |
| 19 | Anthony DeSclafani# | .000 | 2016 | |
| 19 | Ryne Nelson# | .000 | 2023 |
