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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Eric Hacker | 1.000 | 2021 | |
| 1 | Jimmy Gillheeney | 1.000 | 2013 | |
| 1 | Sam Bachman# | 1.000 | 2023 | |
| 1 | Matt Purke | 1.000 | 2015 | |
| 1 | James Marvel | 1.000 | 2021 | |
| 1 | Chad Kuhl# | 1.000 | 2024 | |
| 7 | Jose Urena# | .667 | 2014 | |
| 8 | Giovanni Soto | .500 | 2014 | |
| 8 | Branden Kline | .500 | 2016 | |
| 8 | Jackson Stephens# | .500 | 2015 | |
| 8 | Dillon Peters# | .500 | 2023 | |
| 8 | Tyler Rogers# | .500 | 2016 | |
| 13 | Matt Canterino# | .333 | 2021 | |
| 14 | Chris Dwyer | .000 | 2014 | |
| 14 | Colin Rodgers | .000 | 2015 | |
| 14 | Conor Harber | .000 | 2021 |
