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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Grant Gambrell# | 5 | 2021-2021 | |
| 1 | Mac Marshall | 5 | 2021-2021 | |
| 1 | Graeme Stinson# | 5 | 2021-2021 | |
| 4 | Drew Finley | 4 | 2021-2023 | |
| 5 | Nick Frasso# | 3 | 2021-2021 | |
| 5 | Adam Laskey# | 3 | 2021-2021 | |
| 5 | Parker McFadden | 3 | 2021-2022 | |
| 5 | Austin Smith | 3 | 2021-2021 | |
| 9 | Steven Jennings# | 2 | 2021-2021 | |
| 9 | Levi Stoudt# | 2 | 2021-2021 | |
| 11 | Stevie Emanuels# | 1 | 2021-2021 | |
| 11 | Mason Hickman# | 1 | 2021-2021 | |
| 11 | Jio Orozco | 1 | 2021-2021 | |
| 11 | Beck Way# | 1 | 2021-2021 | |
| 15 | Jaime Schultz | 0 | 2021-2021 |
