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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Tom Dooley# | 3 | 2038-2042 | |
| 1 | Nate Jeney# | 3 | 2037-2042 | |
| 3 | Ricky Arriola# | 2 | 2035-2042 | |
| 3 | Frantz Dopfer# | 2 | 2029-2042 | |
| 3 | Stephen Ennis# | 2 | 2038-2042 | |
| 3 | Nelson Manriquez# | 2 | 2041-2042 | |
| 3 | Kevin Renninger# | 2 | 2040-2042 | |
| 8 | Matt Baker# | 1 | 2033-2042 | |
| 8 | Tristan Bartley# | 1 | 2034-2042 | |
| 8 | Andy Baum# | 1 | 2031-2042 | |
| 8 | Spencer Hay# | 1 | 2042-2042 | |
| 8 | Sergio Jimenez# | 1 | 2036-2042 | |
| 8 | T.J. Johnson# | 1 | 2042-2042 | |
| 8 | Matt Lambeth# | 1 | 2031-2042 | |
| 8 | John Maier# | 1 | 2028-2042 | |
| 8 | Danny Morrison# | 1 | 2038-2042 | |
| 8 | Juan Rodriguez# | 1 | 2035-2042 | |
| 8 | Michael Saavedra# | 1 | 2032-2042 | |
| 8 | Greg Sebera# | 1 | 2036-2042 | |
| 8 | Willie Sevilla# | 1 | 2042-2042 | |
| 21 | Gabe Altabani# | 0 | 2034-2042 | |
| 21 | Chris Anderson# | 0 | 2029-2042 | |
| 21 | Jesus Archibeque# | 0 | 2037-2042 | |
| 21 | Jared Auxier# | 0 | 2032-2042 | |
| 21 | John Barnes# | 0 | 2037-2042 | |
| 21 | Andy Buhrke# | 0 | 2034-2042 | |
| 21 | Pedro Chapa# | 0 | 2031-2042 | |
| 21 | Nick Chestney# | 0 | 2040-2042 | |
| 21 | Bannon Cullen# | 0 | 2037-2042 | |
| 21 | Bob Currell# | 0 | 2034-2042 | |
| 21 | Pat DeLap# | 0 | 2037-2042 | |
| 21 | Justin Donahue# | 0 | 2036-2042 | |
| 21 | Danny Dudley# | 0 | 2041-2042 | |
| 21 | Kurat Feyzioglu# | 0 | 2036-2042 | |
| 21 | Jorge Figueroa# | 0 | 2042-2042 | |
| 21 | Gabriel Fragoso# | 0 | 2030-2042 | |
| 21 | Rich Graham# | 0 | 2033-2042 | |
| 21 | Eric Hall# | 0 | 2040-2042 | |
| 21 | Scott Halpin# | 0 | 2042-2042 | |
| 21 | Jesse Heflin# | 0 | 2035-2042 | |
| 21 | Danny Hein# | 0 | 2034-2042 | |
| 21 | James Holzer# | 0 | 2033-2042 | |
| 21 | Glen Hunter# | 0 | 2040-2042 | |
| 21 | John Hutchinson# | 0 | 2036-2042 | |
| 21 | Sadakazu Iesada# | 0 | 2030-2042 | |
| 21 | Josh Jacobs# | 0 | 2040-2042 | |
| 21 | Lukyan Jakushin# | 0 | 2032-2042 | |
| 21 | Bobby Johnson# | 0 | 2034-2042 | |
| 21 | Frank Juan# | 0 | 2029-2042 | |
| 21 | Kevin Kress# | 0 | 2032-2042 | |
| 21 | Justin Lacy# | 0 | 2035-2042 | |
| 21 | Jurg Lamekin# | 0 | 2034-2042 | |
| 21 | Gregorio Langushi# | 0 | 2041-2042 | |
| 21 | D.J. Lantz# | 0 | 2033-2042 | |
| 21 | Drew Manrique# | 0 | 2036-2042 | |
| 21 | Mario Marin# | 0 | 2035-2042 | |
| 21 | Pat Middleton# | 0 | 2029-2042 | |
| 21 | Jim Milton# | 0 | 2040-2042 | |
| 21 | Adam Moore# | 0 | 2037-2042 | |
| 21 | Kevin Moore# | 0 | 2031-2042 | |
| 21 | Pedro Moreno# | 0 | 2036-2042 | |
| 21 | Eric Nelson# | 0 | 2037-2042 | |
| 21 | Gabe O'Connor# | 0 | 2029-2042 | |
| 21 | Steve Ogilvie# | 0 | 2039-2042 | |
| 21 | Elliott Oster# | 0 | 2042-2042 | |
| 21 | Mike Pula# | 0 | 2028-2042 | |
| 21 | Ryan Raber# | 0 | 2039-2042 | |
| 21 | Hector Reyes# | 0 | 2032-2042 | |
| 21 | Mike Ricketts# | 0 | 2042-2042 | |
| 21 | Chris Roberts# | 0 | 2034-2042 | |
| 21 | Hector Salazar# | 0 | 2033-2042 | |
| 21 | Luis Sanchez# | 0 | 2033-2042 | |
| 21 | Tony Sanchez# | 0 | 2037-2042 | |
| 21 | Roy Schaub# | 0 | 2039-2042 | |
| 21 | Jared Sears# | 0 | 2032-2042 | |
| 21 | Geoff Seitz# | 0 | 2042-2042 | |
| 21 | Nate Steck# | 0 | 2035-2042 | |
| 21 | Miles Strassner# | 0 | 2040-2042 | |
| 21 | Erik Thorson# | 0 | 2032-2042 | |
| 21 | Paul Upton# | 0 | 2029-2042 | |
| 21 | Mark Vecchio# | 0 | 2040-2042 | |
| 21 | Joe Wickliff# | 0 | 2032-2042 | |
| 21 | Mike Williams# | 0 | 2033-2042 | |
| 21 | Ben Wiseman# | 0 | 2041-2042 | |
| 21 | Adam Yates# | 0 | 2040-2042 |
