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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Matt DuMond# | 3 | 2023-2026 | |
| 1 | J.J. Goodwin# | 3 | 2025-2026 | |
| 1 | Hans Keahey# | 3 | 2025-2026 | |
| 1 | Alan Strachan# | 3 | 2024-2026 | |
| 5 | Allen Dwyer# | 2 | 2023-2026 | |
| 5 | Justin Gelineau# | 2 | 2023-2026 | |
| 5 | Josh Spratt# | 2 | 2023-2026 | |
| 5 | Joe Valance# | 2 | 2023-2026 | |
| 9 | Chris Barron# | 1 | 2026-2026 | |
| 9 | Andy Brower# | 1 | 2024-2026 | |
| 9 | Bryan Campanelli# | 1 | 2023-2026 | |
| 9 | Rick Chase# | 1 | 2026-2026 | |
| 9 | Steve Dodson# | 1 | 2023-2026 | |
| 9 | Cameron Hackett# | 1 | 2026-2026 | |
| 9 | Brian Juergens# | 1 | 2023-2026 | |
| 9 | Chris Kirkbride# | 1 | 2023-2026 | |
| 9 | Chris Loyd# | 1 | 2025-2026 | |
| 9 | Jose Martinez# | 1 | 2023-2026 | |
| 9 | Harry Nelson# | 1 | 2024-2026 | |
| 9 | Jose Ortiz# | 1 | 2024-2026 | |
| 9 | Luis Saldana# | 1 | 2022-2026 | |
| 9 | Brian Stewart# | 1 | 2024-2026 | |
| 9 | Matt Toren# | 1 | 2023-2026 | |
| 9 | Edgar Vargas# | 1 | 2024-2026 | |
| 9 | Dan Vatalaro# | 1 | 2022-2026 | |
| 26 | Jonathan Avila# | 0 | 2024-2026 | |
| 26 | Adam Baker# | 0 | 2023-2026 | |
| 26 | Jeremy Benz# | 0 | 2025-2026 | |
| 26 | Justin Bliven# | 0 | 2023-2026 | |
| 26 | Mike Boland# | 0 | 2022-2026 | |
| 26 | Sam Boyd# | 0 | 2023-2026 | |
| 26 | Ryan Browning# | 0 | 2026-2026 | |
| 26 | Nick Chambers# | 0 | 2026-2026 | |
| 26 | Chris Christian# | 0 | 2023-2026 | |
| 26 | Marco Cordova# | 0 | 2026-2026 | |
| 26 | Marcos Cruz# | 0 | 2025-2026 | |
| 26 | Jason Curry# | 0 | 2024-2026 | |
| 26 | Ben Davidson# | 0 | 2024-2026 | |
| 26 | Jim Dell# | 0 | 2023-2026 | |
| 26 | Jon Demery# | 0 | 2025-2026 | |
| 26 | Marty Doering# | 0 | 2023-2026 | |
| 26 | Paul Draper# | 0 | 2023-2026 | |
| 26 | Mike Fay# | 0 | 2023-2026 | |
| 26 | Kevin Fischer# | 0 | 2024-2026 | |
| 26 | Chase Generoso# | 0 | 2023-2026 | |
| 26 | Brian Gilbert# | 0 | 2023-2026 | |
| 26 | Jamie Gilley# | 0 | 2022-2026 | |
| 26 | Jesse Grabowski# | 0 | 2023-2026 | |
| 26 | Jeremy Greer# | 0 | 2022-2026 | |
| 26 | Mike Hickman# | 0 | 2026-2026 | |
| 26 | Cory Hill# | 0 | 2023-2026 | |
| 26 | Steven Hubble# | 0 | 2024-2026 | |
| 26 | Joe Hunter# | 0 | 2023-2026 | |
| 26 | Josh Johnson# | 0 | 2026-2026 | |
| 26 | Malachi Keith# | 0 | 2024-2026 | |
| 26 | Mike Kent# | 0 | 2023-2026 | |
| 26 | Ken Kinney# | 0 | 2025-2026 | |
| 26 | Josh Klingensmith# | 0 | 2026-2026 | |
| 26 | Jayden Knox# | 0 | 2024-2026 | |
| 26 | Kyle Koch# | 0 | 2022-2026 | |
| 26 | Steven Kroeger# | 0 | 2024-2026 | |
| 26 | Zack Lanagan# | 0 | 2023-2026 | |
| 26 | Paul Lee# | 0 | 2025-2026 | |
| 26 | Bryan Lennon# | 0 | 2025-2026 | |
| 26 | Justin Lyons# | 0 | 2023-2026 | |
| 26 | Ryan Margolis# | 0 | 2024-2026 | |
| 26 | Jesse Martin# | 0 | 2023-2026 | |
| 26 | Larry Masters# | 0 | 2023-2026 | |
| 26 | Dan McDonald# | 0 | 2026-2026 | |
| 26 | John Merrick# | 0 | 2022-2026 | |
| 26 | Matt Miller# | 0 | 2022-2026 | |
| 26 | Jason Morgan# | 0 | 2026-2026 | |
| 26 | Sam Morgan# | 0 | 2026-2026 | |
| 26 | Skyler Noble# | 0 | 2024-2026 | |
| 26 | Omar Pitti# | 0 | 2023-2026 | |
| 26 | Jason Rabenau# | 0 | 2023-2026 | |
| 26 | Austin Rafferty# | 0 | 2022-2026 | |
| 26 | Tony Robinson# | 0 | 2023-2026 | |
| 26 | John Roemhild# | 0 | 2023-2026 | |
| 26 | Dusty Rohanna# | 0 | 2023-2026 | |
| 26 | Jason Sarkozi# | 0 | 2022-2026 | |
| 26 | Brandon Schall# | 0 | 2024-2026 | |
| 26 | Joe Scott# | 0 | 2024-2026 | |
| 26 | Alan Terrel# | 0 | 2023-2026 | |
| 26 | Manny Torres# | 0 | 2023-2026 | |
| 26 | Bill Wade# | 0 | 2022-2026 | |
| 26 | Josh Wampler# | 0 | 2025-2026 | |
| 26 | Justin Warrington# | 0 | 2026-2026 | |
| 26 | Jeff Youngs# | 0 | 2023-2026 |
