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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Mike Gentry# | 29 | 2024-2026 | |
| 2 | Keith Carter# | 23 | 2024-2025 | |
| 3 | Roberto Alcaide# | 22 | 2024-2026 | |
| 3 | Juan Soriano# | 22 | 2024-2026 | |
| 5 | Nick Kern# | 20 | 2024-2025 | |
| 5 | Brad Martin# | 20 | 2024-2025 | |
| 5 | Chris Williams# | 20 | 2024-2026 | |
| 8 | Ricky Flores# | 18 | 2024-2026 | |
| 8 | Alex Gonzales# | 18 | 2024-2026 | |
| 8 | Zach Heller# | 18 | 2024-2026 | |
| 8 | Scott Lewandowski# | 18 | 2024-2025 | |
| 8 | Graham Renner# | 18 | 2024-2025 | |
| 8 | Andy Yule# | 18 | 2024-2025 | |
| 14 | Dennis Black# | 17 | 2024-2025 | |
| 14 | Jared Fryman# | 17 | 2024-2026 | |
| 14 | Roy Garcia# | 17 | 2025-2025 | |
| 14 | Omar Valentin# | 17 | 2024-2024 | |
| 18 | Jerry Carmona# | 16 | 2024-2025 | |
| 18 | Ronnie Downard# | 16 | 2024-2025 | |
| 18 | Willie Gonzales# | 16 | 2025-2026 | |
| 18 | Mickey Green# | 16 | 2024-2024 | |
| 18 | Jesus Martinez# | 16 | 2024-2025 | |
| 18 | Victor Martinez# | 16 | 2024-2025 | |
| 18 | Mike Reich# | 16 | 2024-2025 | |
| 25 | Steve Albrecht# | 15 | 2024-2026 | |
| 25 | Chris Childress# | 15 | 2024-2025 | |
| 25 | Josh Few# | 15 | 2024-2025 | |
| 28 | Mario Acosta# | 14 | 2024-2026 | |
| 28 | Dave Anderson# | 14 | 2024-2025 | |
| 28 | Matthew Davi# | 14 | 2024-2025 | |
| 28 | Jae-weong Hyun# | 14 | 2025-2025 | |
| 28 | Jon Maddock# | 14 | 2024-2024 | |
| 28 | Brian Millet# | 14 | 2025-2026 | |
| 28 | Antonio Rodriguez# | 14 | 2025-2026 | |
| 28 | Isaiah Starks | 14 | 2024-2024 | |
| 36 | Tyler Bourassa# | 13 | 2024-2026 | |
| 36 | Kieran Carlyle# | 13 | 2024-2026 | |
| 36 | Josh Howard# | 13 | 2024-2026 | |
| 36 | Matt Lavender# | 13 | 2024-2025 | |
| 36 | Adam Noland# | 13 | 2024-2025 | |
| 36 | Mike Pistorio# | 13 | 2024-2025 | |
| 36 | Jose Rodriguez# | 13 | 2024-2025 | |
| 36 | Steve Shewmaker# | 13 | 2024-2025 | |
| 36 | Jeremy Stewart# | 13 | 2025-2026 | |
| 36 | Brian Wilson# | 13 | 2024-2025 | |
| 36 | Jose Zapata# | 13 | 2024-2024 | |
| 47 | Caleb Bond# | 12 | 2025-2026 | |
| 47 | Raul Cisneros# | 12 | 2024-2025 | |
| 47 | Luis Cortez# | 12 | 2024-2024 | |
| 47 | Ivan Gonzalez# | 12 | 2024-2026 | |
| 47 | George Harris# | 12 | 2024-2025 | |
| 47 | Gerardo Mendoza# | 12 | 2024-2026 | |
| 47 | Juan Ramirez# | 12 | 2024-2025 | |
| 47 | Dan Tettemer# | 12 | 2024-2025 | |
| 47 | Randy Wall# | 12 | 2024-2026 | |
| 47 | Eric White# | 12 | 2024-2025 | |
| 57 | Lorenzo Barrios# | 11 | 2024-2026 | |
| 57 | Chris Brown# | 11 | 2024-2025 | |
| 57 | Rogelio Camarillo# | 11 | 2024-2025 | |
| 57 | Damian Garriga# | 11 | 2024-2026 | |
| 57 | Jean Lebreton# | 11 | 2024-2026 | |
| 57 | Jerry Maciaszek# | 11 | 2025-2025 | |
| 57 | Sueo Nakashima# | 11 | 2025-2025 | |
| 57 | Satoshi Nishiyama# | 11 | 2024-2025 | |
| 57 | Alvaro Ochoa# | 11 | 2024-2024 | |
| 57 | William Ramos# | 11 | 2024-2024 | |
| 57 | Carlos Rios# | 11 | 2024-2025 | |
| 57 | Miguel Rodriguez# | 11 | 2025-2025 | |
| 57 | Ricardo Sanchez# | 11 | 2024-2025 | |
| 57 | David Vasquez# | 11 | 2024-2025 | |
| 71 | Jesse Alexander# | 10 | 2024-2025 | |
| 71 | Armando Castro# | 10 | 2024-2025 | |
| 71 | Mike Collins# | 10 | 2024-2025 | |
| 71 | Rick Gregg# | 10 | 2025-2025 | |
| 71 | Lorenzo Guerra# | 10 | 2025-2026 | |
| 71 | Engo Hirai# | 10 | 2024-2025 | |
| 71 | Dae-jin Lee# | 10 | 2025-2026 | |
| 71 | Brian Pace# | 10 | 2025-2026 | |
| 71 | John Savage# | 10 | 2024-2025 | |
| 71 | Angel Silva# | 10 | 2025-2026 | |
| 71 | Jesse Soto# | 10 | 2024-2026 | |
| 71 | Curtis Spears# | 10 | 2024-2025 | |
| 71 | Bobby Williams# | 10 | 2024-2026 | |
| 71 | Mitch Wojciechowski# | 10 | 2024-2025 | |
| 85 | Alex Almanza# | 9 | 2024-2026 | |
| 85 | Mike Amos# | 9 | 2024-2025 | |
| 85 | Quentin Dickson# | 9 | 2024-2025 | |
| 85 | R.J. Eisen# | 9 | 2024-2024 | |
| 85 | Ricardo Flores# | 9 | 2024-2026 | |
| 85 | Jesus Garcia# | 9 | 2024-2025 | |
| 85 | Juan Gastelo# | 9 | 2024-2026 | |
| 85 | Mike Hrdlicka# | 9 | 2024-2025 | |
| 85 | Kevin Irons# | 9 | 2024-2024 | |
| 85 | Rico Lopez# | 9 | 2024-2025 | |
| 85 | Lorenzo Martinez# | 9 | 2024-2025 | |
| 85 | Mike McManigle# | 9 | 2025-2026 | |
| 85 | Tom Moore# | 9 | 2024-2025 | |
| 85 | Jeff O'Donovan# | 9 | 2025-2026 | |
| 85 | Bobby Pfau# | 9 | 2024-2025 | |
| 85 | Steve Ray# | 9 | 2024-2024 |
