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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Arturo Deleón# | 40 | 2024-2029 | |
| 2 | Hank Wood | 36 | 2018-2025 | |
| 3 | Jim Lyons# | 26 | 2027-2029 | |
| 4 | Phil Mills# | 24 | 2018-2028 | |
| 5 | Tyler Allen | 23 | 2017-2020 | |
| 5 | Tony Stevens | 23 | 2017-2020 | |
| 7 | Pat Kowalchuk | 21 | 2016-2026 | |
| 8 | José Deleón# | 20 | 2026-2029 | |
| 8 | Domnique Key | 20 | 2017-2020 | |
| 8 | Trent Paddon | 20 | 2017-2020 | |
| 8 | Rob Peterson | 20 | 2016-2020 | |
| 12 | Jesús Hernández# | 19 | 2028-2029 | |
| 12 | Juan Velasco# | 19 | 2020-2029 | |
| 14 | Luis Castro | 18 | 2020-2026 | |
| 14 | Tyler Danish | 18 | 2015-2020 | |
| 14 | Chris Donnelly | 18 | 2021-2027 | |
| 14 | Don Kerr# | 18 | 2021-2024 | |
| 14 | Joe Phillips | 18 | 2018-2026 | |
| 14 | Tyler Tipping# | 18 | 2022-2023 | |
| 20 | Ken Hughes | 17 | 2016-2026 | |
| 20 | Jeff Ortíz# | 17 | 2016-2017 | |
| 20 | Jim Wade | 17 | 2019-2024 | |
| 23 | Steve Drudge | 16 | 2022-2025 | |
| 23 | Wilson Jacobs | 16 | 2015-2016 | |
| 23 | Stan Johnson# | 16 | 2026-2029 | |
| 26 | Luis Cuevas | 15 | 2017-2020 | |
| 26 | Eric Edwards# | 15 | 2016-2019 | |
| 26 | Thomas Eshelman | 15 | 2016-2026 | |
| 26 | Ismael González# | 15 | 2027-2029 | |
| 26 | Nick Gonzalez | 15 | 2017-2019 | |
| 26 | Juan Márquez | 15 | 2022-2024 | |
| 26 | Jonah Wesely# | 15 | 2015-2016 | |
| 33 | Adam Armstrong# | 14 | 2022-2029 | |
| 33 | Todd Clark | 14 | 2017-2018 | |
| 33 | Tony Cortéz | 14 | 2022-2024 | |
| 33 | Cliff Hansen# | 14 | 2023-2027 | |
| 33 | Chris Hicks | 14 | 2023-2027 | |
| 33 | Michael Kelly | 14 | 2015-2020 | |
| 33 | Ken Lawson# | 14 | 2023-2025 | |
| 33 | Sergio Madrid | 14 | 2021-2023 | |
| 33 | Kodi Medeiros# | 14 | 2015-2016 | |
| 33 | Joe O'Donnell | 14 | 2016-2022 | |
| 33 | Jonah Patten# | 14 | 2015-2024 | |
| 33 | Al Thomason | 14 | 2022-2024 | |
| 45 | Eric Britton | 13 | 2026-2028 | |
| 45 | Bryan Conant | 13 | 2015-2020 | |
| 45 | Don Della Vedova# | 13 | 2023-2025 | |
| 45 | Brad Goldberg | 13 | 2015-2017 | |
| 45 | Griffin Goodrich | 13 | 2017-2020 | |
| 45 | Dave Herman | 13 | 2019-2020 | |
| 45 | Garry Howard | 13 | 2021-2024 | |
| 45 | Duane Kennedy | 13 | 2018-2019 | |
| 45 | Kevin McCanna | 13 | 2015-2017 | |
| 45 | Mark Nowaczewski | 13 | 2017-2020 | |
| 45 | José Ortíz | 13 | 2022-2024 | |
| 45 | Ed Ray# | 13 | 2027-2029 | |
| 57 | Jesús Durán | 12 | 2022-2025 | |
| 57 | Freddy Emery# | 12 | 2028-2029 | |
| 57 | Ricky Mann# | 12 | 2027-2029 | |
| 57 | Robinson Martínez | 12 | 2021-2026 | |
| 57 | Cody Moffett | 12 | 2015-2019 | |
| 57 | Keven Pimentel | 12 | 2015-2020 | |
| 57 | Bob Roberts | 12 | 2023-2027 | |
| 57 | Joe Shaw# | 12 | 2023-2026 | |
| 65 | Joe Bircher | 11 | 2015-2019 | |
| 65 | Dan Brown | 11 | 2021-2024 | |
| 65 | Jose Escudero | 11 | 2015-2020 | |
| 65 | Ernesto Gamboa | 11 | 2023-2028 | |
| 65 | Clint Kinney# | 11 | 2022-2025 | |
| 65 | Jesús Maiuri | 11 | 2021-2024 | |
| 65 | Carlos Pizzolato | 11 | 2022-2023 | |
| 65 | Monty Reynolds | 11 | 2025-2028 | |
| 65 | Dylan Scance | 11 | 2019-2021 | |
| 74 | Yency Almonte | 10 | 2015-2016 | |
| 74 | Chris Beck | 10 | 2019-2020 | |
| 74 | Don Boyd | 10 | 2015-2020 | |
| 74 | Brandon Brennan | 10 | 2017-2020 | |
| 74 | Kevin Davis | 10 | 2017-2020 | |
| 74 | Mike Ellis | 10 | 2017-2020 | |
| 74 | Juan Garza | 10 | 2025-2025 | |
| 74 | Doug Kerr# | 10 | 2027-2029 | |
| 74 | Luis López# | 10 | 2026-2026 | |
| 74 | Jorge Pérez | 10 | 2019-2019 | |
| 74 | Nelson Rivera | 10 | 2021-2023 | |
| 74 | Iván Rodríguez | 10 | 2022-2024 | |
| 74 | Aurelio Ruíz# | 10 | 2022-2024 | |
| 74 | Darren Schroeder# | 10 | 2021-2022 | |
| 74 | Mike Scott | 10 | 2026-2028 | |
| 74 | Hugh Small | 10 | 2017-2020 | |
| 74 | Bob Taylor# | 10 | 2023-2024 | |
| 74 | Ted Valéncia# | 10 | 2028-2029 | |
| 74 | José Vásquez# | 10 | 2026-2026 | |
| 74 | Alain Vidal# | 10 | 2017-2017 | |
| 74 | Josh Ward | 10 | 2026-2028 | |
| 74 | Bob Whincup# | 10 | 2029-2029 | |
| 74 | Chris Young# | 10 | 2024-2027 | |
| 97 | Vic Alcorn | 9 | 2018-2020 | |
| 97 | Mark Armstrong | 9 | 2015-2020 | |
| 97 | Steve Foley | 9 | 2018-2023 | |
| 97 | Curt Glenn | 9 | 2019-2020 |
