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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Brian Hendricks# | 3 | 2048-2048 | |
| 2 | Corey Hutchins# | 2 | 2048-2048 | |
| 2 | Jared Jordan# | 2 | 2048-2048 | |
| 2 | Jerry Meltzer# | 2 | 2048-2048 | |
| 5 | Marco Asseiceira# | 1 | 2048-2048 | |
| 5 | Jose Ayala# | 1 | 2041-2048 | |
| 5 | Andres Blanco# | 1 | 2040-2048 | |
| 5 | Mike Brown# | 1 | 2048-2048 | |
| 5 | Cole Call# | 1 | 2038-2048 | |
| 5 | Dan Cyr# | 1 | 2047-2048 | |
| 5 | Danny Daniels# | 1 | 2048-2048 | |
| 5 | Phil Durand# | 1 | 2042-2048 | |
| 5 | Eduardo Francia# | 1 | 2046-2048 | |
| 5 | David Gonzalez# | 1 | 2045-2048 | |
| 5 | Steve Graham# | 1 | 2047-2048 | |
| 5 | Steve Harrison# | 1 | 2048-2048 | |
| 5 | Antonio Hernandez# | 1 | 2048-2048 | |
| 5 | Eddie Hernandez# | 1 | 2045-2048 | |
| 5 | John Holsclaw# | 1 | 2048-2048 | |
| 5 | Nick Houck# | 1 | 2048-2048 | |
| 5 | Steve Kortum# | 1 | 2037-2048 | |
| 5 | Tim Liska# | 1 | 2048-2048 | |
| 5 | Paul MacKenzie# | 1 | 2045-2048 | |
| 5 | Tylor Nicolia# | 1 | 2044-2048 | |
| 5 | Fidel Nunez# | 1 | 2040-2048 | |
| 5 | Luis Ortiz# | 1 | 2048-2048 | |
| 5 | Edmundo Padinha# | 1 | 2045-2048 | |
| 5 | John Parr# | 1 | 2048-2048 | |
| 5 | Brett Rinderknecht# | 1 | 2045-2048 | |
| 5 | Miguel Rios# | 1 | 2045-2048 | |
| 5 | Mario Rodriguez# | 1 | 2048-2048 | |
| 5 | Vendelin Sivak# | 1 | 2048-2048 | |
| 5 | Matt Thomas# | 1 | 2048-2048 | |
| 5 | Estevan Trevino# | 1 | 2048-2048 | |
| 5 | Daniel Zwally# | 1 | 2041-2048 | |
| 36 | Eric Abbott# | 0 | 2047-2048 | |
| 36 | Tim Aiken# | 0 | 2046-2048 | |
| 36 | Gary Akers# | 0 | 2048-2048 | |
| 36 | Ricky Apfel# | 0 | 2048-2048 | |
| 36 | Melvin Arroyo# | 0 | 2048-2048 | |
| 36 | Warner Bale# | 0 | 2048-2048 | |
| 36 | Tyrese Bunch# | 0 | 2045-2048 | |
| 36 | Ernesto Calleros# | 0 | 2048-2048 | |
| 36 | Clancy Carson# | 0 | 2048-2048 | |
| 36 | Steve Cilento# | 0 | 2048-2048 | |
| 36 | Tullio Citti# | 0 | 2048-2048 | |
| 36 | Steve Clark# | 0 | 2048-2048 | |
| 36 | Aaron Cochran# | 0 | 2046-2048 | |
| 36 | Jeremy Coley# | 0 | 2048-2048 | |
| 36 | Bill Coville# | 0 | 2048-2048 | |
| 36 | Josh Crossley# | 0 | 2045-2048 | |
| 36 | Francisco Cruz# | 0 | 2048-2048 | |
| 36 | Bob Ellermann# | 0 | 2048-2048 | |
| 36 | Aidan Findlay# | 0 | 2048-2048 | |
| 36 | Nelson Frederico# | 0 | 2048-2048 | |
| 36 | Matt Gage# | 0 | 2048-2048 | |
| 36 | Matt Gress# | 0 | 2046-2048 | |
| 36 | Alex Harper# | 0 | 2048-2048 | |
| 36 | Carlos Hernandez# | 0 | 2047-2048 | |
| 36 | Dylan Hill# | 0 | 2048-2048 | |
| 36 | Justin Howell# | 0 | 2048-2048 | |
| 36 | Phil Hubner# | 0 | 2042-2048 | |
| 36 | Joe Johnson# | 0 | 2048-2048 | |
| 36 | A.J. Judson# | 0 | 2048-2048 | |
| 36 | Steve Kidd# | 0 | 2048-2048 | |
| 36 | Steve Kinas# | 0 | 2048-2048 | |
| 36 | Bob Luffman# | 0 | 2043-2048 | |
| 36 | Antony Martinez# | 0 | 2048-2048 | |
| 36 | Mike McIntire# | 0 | 2047-2048 | |
| 36 | Chris Mihelcic# | 0 | 2043-2048 | |
| 36 | Jaden Mitchell# | 0 | 2047-2048 | |
| 36 | David Moreno# | 0 | 2045-2048 | |
| 36 | Jason Nicholson# | 0 | 2048-2048 | |
| 36 | Franklin Nieves# | 0 | 2048-2048 | |
| 36 | Matt Osteen# | 0 | 2047-2048 | |
| 36 | Jason Otto# | 0 | 2048-2048 | |
| 36 | Josh Parker# | 0 | 2044-2048 | |
| 36 | Kris Pearson# | 0 | 2045-2048 | |
| 36 | Ruben Pena# | 0 | 2046-2048 | |
| 36 | Sandy Ramirez# | 0 | 2048-2048 | |
| 36 | Paul Rigney# | 0 | 2047-2048 | |
| 36 | Matt Rockmore# | 0 | 2048-2048 | |
| 36 | Roberto Rodriguez# | 0 | 2046-2048 | |
| 36 | Dan Rogers# | 0 | 2048-2048 | |
| 36 | Luis Salmeron# | 0 | 2048-2048 | |
| 36 | Chris Shewey# | 0 | 2048-2048 | |
| 36 | Mark Skibbe# | 0 | 2048-2048 | |
| 36 | Alex Smith# | 0 | 2046-2048 | |
| 36 | Willie Soto# | 0 | 2048-2048 | |
| 36 | Eric Stetler# | 0 | 2046-2048 | |
| 36 | Greg Sweigart# | 0 | 2048-2048 | |
| 36 | Javier Tapia# | 0 | 2047-2048 | |
| 36 | Jeff Thibault# | 0 | 2048-2048 | |
| 36 | Vince Thompson# | 0 | 2048-2048 | |
| 36 | Jerry Venegas# | 0 | 2048-2048 | |
| 36 | Reginald West# | 0 | 2047-2048 | |
| 36 | Eric Wilkinson# | 0 | 2048-2048 | |
| 36 | Tyrese Wray# | 0 | 2036-2048 | |
| 36 | Sandy Zarate# | 0 | 2048-2048 |
