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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Justin Hesley# | 4 | 2020-2023 | |
| 2 | Adam Hazen# | 3 | 2022-2023 | |
| 2 | Omar Valentin# | 3 | 2021-2023 | |
| 4 | Adam Begue# | 2 | 2021-2023 | |
| 4 | Matt Osborne# | 2 | 2022-2023 | |
| 6 | Dave Anderson# | 1 | 2023-2023 | |
| 6 | Jerry Carmona# | 1 | 2022-2023 | |
| 6 | Mike Driskell# | 1 | 2022-2023 | |
| 6 | Jesse Eves# | 1 | 2022-2023 | |
| 6 | Jeremy Ferraro# | 1 | 2022-2023 | |
| 6 | Randy Fischer# | 1 | 2020-2023 | |
| 6 | Paul Ganley# | 1 | 2021-2023 | |
| 6 | David Hernandez# | 1 | 2021-2023 | |
| 6 | David Koontz# | 1 | 2022-2023 | |
| 6 | Tyler Layne# | 1 | 2022-2023 | |
| 6 | John Manship# | 1 | 2020-2023 | |
| 6 | Tony Martinez# | 1 | 2020-2023 | |
| 6 | Brian Millet# | 1 | 2023-2023 | |
| 6 | Edwin Montez# | 1 | 2017-2023 | |
| 6 | Sean Moss# | 1 | 2022-2023 | |
| 6 | Adam Noland# | 1 | 2022-2023 | |
| 6 | Joe Petersen# | 1 | 2022-2023 | |
| 6 | Steve Ray# | 1 | 2021-2023 | |
| 6 | Bobby Simpson# | 1 | 2022-2023 | |
| 6 | Davey Swenson# | 1 | 2023-2023 | |
| 6 | Pedro Tello# | 1 | 2022-2023 | |
| 6 | Bill Thompson# | 1 | 2022-2023 | |
| 6 | Larry Weese# | 1 | 2021-2023 | |
| 6 | Chris Williams# | 1 | 2022-2023 | |
| 30 | Willie Aguilar# | 0 | 2023-2023 | |
| 30 | Roberto Alcaide# | 0 | 2022-2023 | |
| 30 | Juan Alvarez# | 0 | 2023-2023 | |
| 30 | Alex Arredondo# | 0 | 2022-2023 | |
| 30 | Chad Asbury# | 0 | 2022-2023 | |
| 30 | Tyler Bourassa# | 0 | 2022-2023 | |
| 30 | Carlos Brenes# | 0 | 2023-2023 | |
| 30 | Alan Buon# | 0 | 2022-2023 | |
| 30 | Keith Carter# | 0 | 2021-2023 | |
| 30 | Eddie Clickner# | 0 | 2023-2023 | |
| 30 | Brad Cooper# | 0 | 2022-2023 | |
| 30 | Luis Cortez# | 0 | 2023-2023 | |
| 30 | Cory Crabtree# | 0 | 2021-2023 | |
| 30 | Josh DeYoe# | 0 | 2023-2023 | |
| 30 | Ronnie Downard# | 0 | 2023-2023 | |
| 30 | Matt Drayton# | 0 | 2021-2023 | |
| 30 | Ryan Eberhardt# | 0 | 2023-2023 | |
| 30 | Willie Escalera# | 0 | 2023-2023 | |
| 30 | Tyler Findley# | 0 | 2023-2023 | |
| 30 | Pat Fortney# | 0 | 2023-2023 | |
| 30 | Jeremy Foss# | 0 | 2022-2023 | |
| 30 | Luis Garcia# | 0 | 2022-2023 | |
| 30 | Pedro Garza# | 0 | 2022-2023 | |
| 30 | Mike Gentry# | 0 | 2022-2023 | |
| 30 | Mike Giacalone# | 0 | 2023-2023 | |
| 30 | Dan Gray# | 0 | 2022-2023 | |
| 30 | Mickey Green# | 0 | 2022-2023 | |
| 30 | Rick Hall# | 0 | 2023-2023 | |
| 30 | Justin Heinold# | 0 | 2023-2023 | |
| 30 | Daniel Hernandez# | 0 | 2022-2023 | |
| 30 | Victor Hernandez# | 0 | 2022-2023 | |
| 30 | Trevor Hill# | 0 | 2023-2023 | |
| 30 | Cory Hobbs# | 0 | 2023-2023 | |
| 30 | Peter Hoster# | 0 | 2022-2023 | |
| 30 | Josh Howard# | 0 | 2023-2023 | |
| 30 | Mike Hrdlicka# | 0 | 2023-2023 | |
| 30 | Noriaki Ishida# | 0 | 2023-2023 | |
| 30 | Nick Kern# | 0 | 2021-2023 | |
| 30 | Matt Lavender# | 0 | 2020-2023 | |
| 30 | Rico Lopez# | 0 | 2023-2023 | |
| 30 | Randy Lupton# | 0 | 2023-2023 | |
| 30 | Dan Martin# | 0 | 2021-2023 | |
| 30 | Ryan Martin# | 0 | 2022-2023 | |
| 30 | Max Mascareno# | 0 | 2021-2023 | |
| 30 | Ian McCullar# | 0 | 2023-2023 | |
| 30 | Junior Millner# | 0 | 2023-2023 | |
| 30 | Josue Muro# | 0 | 2022-2023 | |
| 30 | Satoshi Nishiyama# | 0 | 2022-2023 | |
| 30 | Willie Ocasio# | 0 | 2023-2023 | |
| 30 | Marcos Patino# | 0 | 2022-2023 | |
| 30 | Jon Peterson# | 0 | 2022-2023 | |
| 30 | Bobby Pfau# | 0 | 2022-2023 | |
| 30 | J.D. Pirillo# | 0 | 2021-2023 | |
| 30 | Mike Pistorio# | 0 | 2023-2023 | |
| 30 | Roger Rivera# | 0 | 2023-2023 | |
| 30 | Bill Roderick# | 0 | 2022-2023 | |
| 30 | Miguel Rodriguez# | 0 | 2023-2023 | |
| 30 | John Sherline# | 0 | 2020-2023 | |
| 30 | Juan Soriano# | 0 | 2023-2023 | |
| 30 | Chris Soto# | 0 | 2022-2023 | |
| 30 | Jesse Soto# | 0 | 2023-2023 | |
| 30 | George Swift# | 0 | 2023-2023 | |
| 30 | Matthew Tapscott# | 0 | 2022-2023 | |
| 30 | Gu Tian# | 0 | 2021-2023 | |
| 30 | Jose Torres# | 0 | 2021-2023 | |
| 30 | Tony Vigil# | 0 | 2023-2023 | |
| 30 | Danny Vollmer# | 0 | 2023-2023 | |
| 30 | Randy Wall# | 0 | 2022-2023 | |
| 30 | Isaiah White# | 0 | 2023-2023 |
