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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Will Gardner# | 3 | 2026-2026 | |
| 1 | Mike McManigle# | 3 | 2026-2026 | |
| 3 | Luis Cortez# | 2 | 2025-2026 | |
| 3 | Bobby Cosby# | 2 | 2025-2026 | |
| 3 | Ryan Hadder# | 2 | 2025-2026 | |
| 3 | Phil McIntosh# | 2 | 2026-2026 | |
| 3 | Ramon Rivera# | 2 | 2026-2026 | |
| 8 | Steve Albrecht# | 1 | 2026-2026 | |
| 8 | Vinny Alvarenga# | 1 | 2023-2026 | |
| 8 | Nick Ashworth# | 1 | 2024-2026 | |
| 8 | Carlos Balderrama# | 1 | 2026-2026 | |
| 8 | Eunice Bamberg# | 1 | 2022-2026 | |
| 8 | Dusty Berger# | 1 | 2025-2026 | |
| 8 | Joey Bove# | 1 | 2025-2026 | |
| 8 | Troy Conner# | 1 | 2023-2026 | |
| 8 | Andy Devane# | 1 | 2022-2026 | |
| 8 | Eric Falor# | 1 | 2026-2026 | |
| 8 | Peter Hoster# | 1 | 2026-2026 | |
| 8 | Dan Johnson# | 1 | 2026-2026 | |
| 8 | Omari Johnson# | 1 | 2025-2026 | |
| 8 | Eric Mohr# | 1 | 2021-2026 | |
| 8 | Sean Moss# | 1 | 2024-2026 | |
| 8 | Jason Nabers# | 1 | 2026-2026 | |
| 8 | Randy Nitchals# | 1 | 2025-2026 | |
| 8 | Matt Osborne# | 1 | 2024-2026 | |
| 8 | Jon Popp# | 1 | 2026-2026 | |
| 8 | Curtis Spears# | 1 | 2026-2026 | |
| 8 | Steve Sullivan# | 1 | 2022-2026 | |
| 8 | Kolby Thompson# | 1 | 2026-2026 | |
| 8 | Ivan Torres# | 1 | 2026-2026 | |
| 8 | Omar Valentin# | 1 | 2023-2026 | |
| 32 | Alejandro Aguilar# | 0 | 2026-2026 | |
| 32 | Rafael Baray# | 0 | 2023-2026 | |
| 32 | Adam Begue# | 0 | 2026-2026 | |
| 32 | Brian Blanchette# | 0 | 2026-2026 | |
| 32 | Caleb Bond# | 0 | 2026-2026 | |
| 32 | Chris Brown# | 0 | 2026-2026 | |
| 32 | Lupe Carrillo# | 0 | 2026-2026 | |
| 32 | Jon Caruso# | 0 | 2020-2026 | |
| 32 | Raul Cisneros# | 0 | 2025-2026 | |
| 32 | Eddie Clickner# | 0 | 2025-2026 | |
| 32 | Danny Cortez# | 0 | 2021-2026 | |
| 32 | Cory Crabtree# | 0 | 2024-2026 | |
| 32 | Roger D'Anna# | 0 | 2025-2026 | |
| 32 | Gary Day# | 0 | 2021-2026 | |
| 32 | Ronnie Downard# | 0 | 2026-2026 | |
| 32 | Joel Edmondson# | 0 | 2021-2026 | |
| 32 | John Elliott# | 0 | 2026-2026 | |
| 32 | Ricky Escobar# | 0 | 2026-2026 | |
| 32 | Jeremy Foss# | 0 | 2024-2026 | |
| 32 | Steve Gallagher# | 0 | 2025-2026 | |
| 32 | Ben Gallegos# | 0 | 2026-2026 | |
| 32 | Roy Garcia# | 0 | 2026-2026 | |
| 32 | Ivan Gonzalez# | 0 | 2024-2026 | |
| 32 | Orlando Gonzalez# | 0 | 2024-2026 | |
| 32 | Wes Gordon# | 0 | 2024-2026 | |
| 32 | Naohiro Goto# | 0 | 2024-2026 | |
| 32 | Michael Harkins# | 0 | 2025-2026 | |
| 32 | J.D. Hennis# | 0 | 2024-2026 | |
| 32 | Travis Holloway# | 0 | 2026-2026 | |
| 32 | Jamie Jackson# | 0 | 2026-2026 | |
| 32 | Bohdan Kasatkin# | 0 | 2024-2026 | |
| 32 | Tim Kelly# | 0 | 2026-2026 | |
| 32 | Nick Kern# | 0 | 2025-2026 | |
| 32 | Matt Lavender# | 0 | 2025-2026 | |
| 32 | Jean Lebreton# | 0 | 2026-2026 | |
| 32 | Josh Lienhard# | 0 | 2024-2026 | |
| 32 | Andy Mahoney# | 0 | 2024-2026 | |
| 32 | Brad Martin# | 0 | 2026-2026 | |
| 32 | Victor Martinez# | 0 | 2026-2026 | |
| 32 | Jeff Maxheimer# | 0 | 2025-2026 | |
| 32 | J.J. Mendenhall# | 0 | 2026-2026 | |
| 32 | Marco Montes# | 0 | 2023-2026 | |
| 32 | Dustin Nesmith# | 0 | 2024-2026 | |
| 32 | Satoshi Nishiyama# | 0 | 2026-2026 | |
| 32 | Alvaro Ochoa# | 0 | 2025-2026 | |
| 32 | Jesus Ochoa# | 0 | 2026-2026 | |
| 32 | Ryan Olsen# | 0 | 2023-2026 | |
| 32 | Justin Pearson# | 0 | 2026-2026 | |
| 32 | Mike Pistorio# | 0 | 2024-2026 | |
| 32 | Dallas Price# | 0 | 2024-2026 | |
| 32 | Alberto Quijada# | 0 | 2026-2026 | |
| 32 | Andy Roberts# | 0 | 2024-2026 | |
| 32 | Antonio Rodriguez# | 0 | 2026-2026 | |
| 32 | Matt Rubin# | 0 | 2026-2026 | |
| 32 | Joaquin Santiago# | 0 | 2025-2026 | |
| 32 | Phil Shull# | 0 | 2024-2026 | |
| 32 | Chris Soto# | 0 | 2025-2026 | |
| 32 | Andy Strong# | 0 | 2025-2026 | |
| 32 | Hirofumi Tagawa# | 0 | 2026-2026 | |
| 32 | Matthew Tapscott# | 0 | 2024-2026 | |
| 32 | Justin Tillman# | 0 | 2025-2026 | |
| 32 | Doug Voeller# | 0 | 2023-2026 | |
| 32 | Luke Walley# | 0 | 2025-2026 | |
| 32 | R.J. Ward# | 0 | 2026-2026 | |
| 32 | Larry Weese# | 0 | 2023-2026 | |
| 32 | Chris Welch# | 0 | 2025-2026 | |
| 32 | John Wilgus# | 0 | 2024-2026 | |
| 32 | Chris Williams# | 0 | 2026-2026 | |
| 32 | Josh Williams# | 0 | 2026-2026 |
