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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Chris Flexen# | 2 | 2021-2024 | |
| 2 | Nick Frasso# | 1 | 2023-2024 | |
| 2 | Brendan McKay# | 1 | 2022-2024 | |
| 4 | JT Brubaker# | 0 | 2021-2024 | |
| 4 | Slade Cecconi# | 0 | 2021-2024 | |
| 4 | P.J. Conlon | 0 | 2024-2024 | |
| 4 | Matt Cronin# | 0 | 2021-2024 | |
| 4 | Bowden Francis# | 0 | 2024-2024 | |
| 4 | Robert Gasser# | 0 | 2023-2024 | |
| 4 | Jay Groome# | 0 | 2023-2024 | |
| 4 | Yoendrys Gómez# | 0 | 2021-2024 | |
| 4 | Grant Holman# | 0 | 2024-2024 | |
| 4 | Spencer Howard# | 0 | 2021-2024 | |
| 4 | Cade Povich# | 0 | 2024-2024 | |
| 4 | Levi Stoudt# | 0 | 2021-2024 | |
| 4 | Abner Uribe# | 0 | 2024-2024 | |
| 4 | Garrett Wade | 0 | 2024-2024 | |
| 4 | Luke Weaver# | 0 | 2021-2024 |
