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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | William Cuevas# | .833 | 2016-2026 | |
| 2 | Eric Hacker | .800 | 2016-2020 | |
| 2 | Tyler Thornburg | .800 | 2013-2014 | |
| 4 | Carl Edwards Jr.# | .667 | 2015-2016 | |
| 5 | Tejay Antone# | .500 | 2018-2024 | |
| 5 | Ryan Carpenter# | .500 | 2013-2023 |
