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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Nick Swiney# | 5 | 2021 | |
| 2 | Jared Kelley# | 4 | 2021 | |
| 3 | Jake Eder# | 3 | 2021 | |
| 3 | Jackson Rutledge# | 3 | 2021 | |
| 3 | Hunter Barnhart# | 3 | 2023 | |
| 6 | Bryan Brickhouse | 2 | 2021 | |
| 6 | Brennan Malone# | 2 | 2023 | |
| 8 | Gary Gill Hill# | 1 | 2024 | |
| 8 | Ethan Hankins# | 1 | 2021 |
