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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Andry Lara# | 14 | 2022-2023 | |
| 2 | Eddy Yean# | 13 | 2022-2023 | |
| 3 | Antonio Santos# | 12 | 2023-2023 | |
| 4 | Denny Larrondo# | 9 | 2022-2023 | |
| 5 | Isaiah Campbell# | 8 | 2021-2021 | |
| 5 | Jacob Miller# | 8 | 2023-2023 | |
| 7 | Seth Johnson# | 7 | 2021-2021 | |
| 7 | Owen Murphy# | 7 | 2023-2023 | |
| 9 | Robert Dominguez# | 6 | 2021-2022 | |
| 9 | Victor Lizarraga# | 6 | 2022-2022 | |
| 11 | Ignacio Feliz# | 5 | 2022-2022 | |
| 12 | Jackson Ferris# | 4 | 2023-2023 | |
| 12 | Eric Pardinho# | 4 | 2021-2021 | |
| 14 | William [UNRATED] Holmes# | 3 | 2021-2021 | |
| 14 | Brennan Malone# | 3 | 2021-2021 | |
| 16 | Andrew Dalquist# | 2 | 2021-2023 | |
| 16 | Manuel Mercedes# | 2 | 2022-2022 | |
| 18 | Juan Carela# | 1 | 2023-2023 | |
| 18 | Santiago [UNRATED] Florez# | 1 | 2023-2023 | |
| 18 | Victor Santos# | 1 | 2022-2022 | |
| 21 | Jesus [UNRATED] Gomez# | 0 | 2021-2021 | |
| 21 | Michael Kennedy# | 0 | 2023-2023 | |
| 21 | Matthew Thompson# | 0 | 2023-2023 |
