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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Drew Rucinski# | 1.000 | 2024 | |
| 1 | Robert Stephenson# | 1.000 | 2014 | |
| 1 | Tyler Thornburg | 1.000 | 2013 | |
| 1 | Sammy Solis | 1.000 | 2015 | |
| 1 | Garrett Hill# | 1.000 | 2025 | |
| 1 | Ryan Yarbrough# | 1.000 | 2017 | |
| 1 | Tejay Antone# | 1.000 | 2019 | |
| 1 | Matt Grimes | 1.000 | 2018 | |
| 1 | Dakota Hudson# | 1.000 | 2021 | |
| 1 | Sam Bachman# | 1.000 | 2024 | |
| 1 | Carl Edwards Jr.# | 1.000 | 2015 | |
| 1 | Logan Darnell | 1.000 | 2014 | |
| 1 | Clayton Blackburn | 1.000 | 2015 | |
| 1 | Henry Owens | 1.000 | 2014 | |
| 15 | Kyle McPherson | .667 | 2016 | |
| 15 | Zachary Nuding | .667 | 2013 | |
| 17 | Dan Straily | .500 | 2021 | |
| 17 | Ryan Carpenter# | .500 | 2021 | |
| 17 | Dario Agrazal# | .500 | 2021 | |
| 20 | Michael Kopech# | .000 | 2018 | |
| 20 | Tanner Gordon# | .000 | 2023 | |
| 20 | Blade Tidwell# | .000 | 2024 | |
| 20 | Scott Snodgress | .000 | 2013 | |
| 20 | Marcus Stroman# | .000 | 2014 | |
| 20 | Pierce Johnson# | .000 | 2015 |
