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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Jaheim Johnson# | 2 | 2024-2025 | |
| 2 | Casey Abbott# | 1 | 2008-2025 | |
| 2 | Aaron Bergman# | 1 | 2025-2025 | |
| 2 | Ryan Butler# | 1 | 2018-2025 | |
| 2 | Aaron Daniels# | 1 | 2017-2025 | |
| 2 | Matt Drayton# | 1 | 2025-2025 | |
| 2 | Scott Foote# | 1 | 2024-2025 | |
| 2 | Jimmy Grams# | 1 | 2016-2025 | |
| 2 | Chi-yong Har# | 1 | 2015-2025 | |
| 2 | T.J. Harrison# | 1 | 2015-2025 | |
| 2 | Jesus Howell# | 1 | 2024-2025 | |
| 2 | Carlos Loera# | 1 | 2025-2025 | |
| 2 | Bobby Maestas# | 1 | 2023-2025 | |
| 2 | Danny Martinez# | 1 | 2024-2025 | |
| 2 | Josh Maughan# | 1 | 2014-2025 | |
| 2 | Mike Richert# | 1 | 2024-2025 | |
| 2 | Brice Shine# | 1 | 2025-2025 | |
| 2 | Isaiah Singletary# | 1 | 2025-2025 | |
| 2 | David Tirado# | 1 | 2023-2025 | |
| 2 | Blake Ware# | 1 | 2024-2025 | |
| 2 | Paul Williamson# | 1 | 2022-2025 | |
| 22 | Jon Agans# | 0 | 2024-2025 | |
| 22 | Richard Alter# | 0 | 2017-2025 | |
| 22 | Ricardo Alvarado# | 0 | 2025-2025 | |
| 22 | Erik Ashley# | 0 | 2012-2025 | |
| 22 | Tae-hyang Baik# | 0 | 2022-2025 | |
| 22 | Chad Bendon# | 0 | 2007-2025 | |
| 22 | Mike Brown# | 0 | 2021-2025 | |
| 22 | Mike Bruce# | 0 | 2024-2025 | |
| 22 | Larry Bute# | 0 | 2022-2025 | |
| 22 | Marty Capone# | 0 | 2018-2025 | |
| 22 | Bobby Carrero# | 0 | 2022-2025 | |
| 22 | Keith Carter# | 0 | 2025-2025 | |
| 22 | John Decker# | 0 | 2022-2025 | |
| 22 | Joey Dykema# | 0 | 2018-2025 | |
| 22 | Jon Escobar# | 0 | 2023-2025 | |
| 22 | Arturo Feliciano# | 0 | 2023-2025 | |
| 22 | Paul Ganley# | 0 | 2024-2025 | |
| 22 | Jesus Garcia# | 0 | 2018-2025 | |
| 22 | Ken Griffey# | 0 | 2025-2025 | |
| 22 | T.J. Grimm# | 0 | 2024-2025 | |
| 22 | Jaiden Harvey# | 0 | 2019-2025 | |
| 22 | Colby Heim# | 0 | 2023-2025 | |
| 22 | Robert Hendricks# | 0 | 2023-2025 | |
| 22 | Mark Herrera# | 0 | 2022-2025 | |
| 22 | Nate Holyfield# | 0 | 2013-2025 | |
| 22 | Charlie Hunter# | 0 | 2022-2025 | |
| 22 | Travis Jessie# | 0 | 2024-2025 | |
| 22 | Mitch Jones# | 0 | 2024-2025 | |
| 22 | Jack Judy# | 0 | 2014-2025 | |
| 22 | Jesse Keim# | 0 | 2018-2025 | |
| 22 | Jimmy Lyles# | 0 | 2025-2025 | |
| 22 | Denny Mason# | 0 | 2023-2025 | |
| 22 | Kevin McGaha# | 0 | 2022-2025 | |
| 22 | Mel Mercado# | 0 | 2022-2025 | |
| 22 | Ryan Middaugh# | 0 | 2021-2025 | |
| 22 | Junior Millner# | 0 | 2025-2025 | |
| 22 | Edgar Minero# | 0 | 2023-2025 | |
| 22 | Josh Monroe# | 0 | 2021-2025 | |
| 22 | Bryan Moody# | 0 | 2025-2025 | |
| 22 | Malachi Morrison# | 0 | 2025-2025 | |
| 22 | Kurt Neal# | 0 | 2013-2025 | |
| 22 | Perry Norman# | 0 | 2025-2025 | |
| 22 | Phil Ott# | 0 | 2024-2025 | |
| 22 | Josh Pegan# | 0 | 2024-2025 | |
| 22 | Ryan Perkins# | 0 | 2022-2025 | |
| 22 | Bobby Pfau# | 0 | 2025-2025 | |
| 22 | Steve Pikula# | 0 | 2013-2025 | |
| 22 | Chris Radke# | 0 | 2015-2025 | |
| 22 | Chris Reed# | 0 | 2025-2025 | |
| 22 | Ismael Resendez# | 0 | 2024-2025 | |
| 22 | Bernie Rios# | 0 | 2022-2025 | |
| 22 | Armando Rivera# | 0 | 2022-2025 | |
| 22 | Kyle Rodriguez# | 0 | 2012-2025 | |
| 22 | Miguel Romero# | 0 | 2025-2025 | |
| 22 | Hunter Saakadze# | 0 | 2022-2025 | |
| 22 | Scott Sauer# | 0 | 2025-2025 | |
| 22 | Kyle Schroeder# | 0 | 2021-2025 | |
| 22 | Andy Shoemaker# | 0 | 2011-2025 | |
| 22 | Derek Sigers# | 0 | 2024-2025 | |
| 22 | Jake Simmons# | 0 | 2018-2025 | |
| 22 | John Sims# | 0 | 2022-2025 | |
| 22 | Omar Sotelo# | 0 | 2025-2025 | |
| 22 | Carlos Tellez# | 0 | 2019-2025 | |
| 22 | Scott Turner# | 0 | 2018-2025 | |
| 22 | Chris Verellen# | 0 | 2013-2025 | |
| 22 | Danny Wagner# | 0 | 2019-2025 | |
| 22 | Mike Walker# | 0 | 2012-2025 | |
| 22 | Dante Warren# | 0 | 2024-2025 | |
| 22 | Rich Whiteside# | 0 | 2022-2025 | |
| 22 | Adam Williams# | 0 | 2023-2025 | |
| 22 | Brad Williamson# | 0 | 2023-2025 | |
| 22 | Adam Woll# | 0 | 2022-2025 | |
| 22 | Dan Woods# | 0 | 2013-2025 | |
| 22 | Jay Yeiser# | 0 | 2025-2025 |
