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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Luther Bonnefoy# | 7 | 2051-2056 | |
| 2 | John Thornton# | 6 | 2044-2049 | |
| 2 | Mike Wenstrup# | 6 | 2051-2056 | |
| 4 | Chris Mobley | 5 | 2051-2055 | |
| 5 | Andy Howard | 4 | 2051-2056 | |
| 5 | Joe Libby# | 4 | 2051-2056 | |
| 5 | Danny McFarling | 4 | 2051-2056 | |
| 5 | Mike Neal# | 4 | 2050-2055 | |
| 5 | Tim Robinson | 4 | 2044-2049 | |
| 5 | Ryan Stoner | 4 | 2045-2049 | |
| 11 | Chris Bundy# | 3 | 2056-2058 | |
| 11 | Joel Carr | 3 | 2047-2049 | |
| 11 | Alex Crittenden | 3 | 2044-2046 | |
| 11 | Dave Draman# | 3 | 2044-2049 | |
| 11 | Graham Fraser | 3 | 2044-2049 | |
| 11 | Joey Freel# | 3 | 2051-2056 | |
| 11 | Mike Hicks# | 3 | 2046-2050 | |
| 11 | Armando Horcasitas# | 3 | 2051-2056 | |
| 11 | Brian Matte | 3 | 2045-2050 | |
| 11 | Mike Murphy# | 3 | 2044-2049 | |
| 11 | Pete Pari | 3 | 2044-2044 | |
| 11 | Mark Redmon | 3 | 2045-2049 | |
| 11 | Roger Spence# | 3 | 2044-2047 | |
| 11 | Roger Valentin | 3 | 2050-2055 | |
| 11 | Chris Vincent# | 3 | 2051-2056 | |
| 26 | Josh Bumgardner# | 2 | 2051-2056 | |
| 26 | David Burton | 2 | 2045-2049 | |
| 26 | Bobby Crawford | 2 | 2044-2049 | |
| 26 | Efrain Doucet# | 2 | 2051-2056 | |
| 26 | Pat Fitzer | 2 | 2044-2046 | |
| 26 | Adrian Fitzpatrick | 2 | 2051-2056 | |
| 26 | Colton Guest | 2 | 2044-2046 | |
| 26 | Dan Hinds | 2 | 2051-2056 | |
| 26 | Dusty Hovis | 2 | 2051-2055 | |
| 26 | Erik Inscoe# | 2 | 2045-2049 | |
| 26 | Aaron Johns | 2 | 2044-2046 | |
| 26 | Corey King# | 2 | 2056-2058 | |
| 26 | Adam Kish# | 2 | 2051-2056 | |
| 26 | George Klar# | 2 | 2057-2058 | |
| 26 | Kevin Konop# | 2 | 2056-2058 | |
| 26 | Bryan Lanier# | 2 | 2051-2056 | |
| 26 | Bob Manning | 2 | 2044-2049 | |
| 26 | Lance Marshall# | 2 | 2057-2058 | |
| 26 | Garrett Martin | 2 | 2050-2052 | |
| 26 | Jesse Reaves | 2 | 2044-2046 | |
| 26 | John Reed | 2 | 2051-2055 | |
| 26 | Matt Reed | 2 | 2051-2056 | |
| 26 | Chris Reiber | 2 | 2044-2046 | |
| 26 | Scott Reimann | 2 | 2046-2050 | |
| 26 | Jason Rogers | 2 | 2044-2046 | |
| 26 | Jared Ruth# | 2 | 2051-2055 | |
| 26 | Tanner Stagg | 2 | 2044-2046 | |
| 26 | Bill Stoner# | 2 | 2056-2058 | |
| 26 | Josh Williams# | 2 | 2051-2055 | |
| 26 | Ryan Willis# | 2 | 2050-2055 | |
| 26 | Jim Wilson | 2 | 2047-2049 | |
| 57 | Devin Armstrong# | 1 | 2057-2058 | |
| 57 | Ben Benson# | 1 | 2051-2056 | |
| 57 | Zack Benson | 1 | 2051-2056 | |
| 57 | Scott Bisek | 1 | 2047-2049 | |
| 57 | Oscar Borman# | 1 | 2051-2056 | |
| 57 | Gilberto Botello# | 1 | 2056-2058 | |
| 57 | Trevor Bowe# | 1 | 2050-2055 | |
| 57 | Dustin Bowman | 1 | 2051-2056 | |
| 57 | Steve Boyd# | 1 | 2051-2056 | |
| 57 | Paul Buffy | 1 | 2050-2055 | |
| 57 | Jon Cline | 1 | 2044-2049 | |
| 57 | Danny Coffey | 1 | 2050-2055 | |
| 57 | Sam Conger | 1 | 2046-2050 | |
| 57 | Alex Contreras# | 1 | 2056-2058 | |
| 57 | Tony Covington | 1 | 2044-2047 | |
| 57 | Aaron Crider# | 1 | 2057-2058 | |
| 57 | Jimmy Curtis# | 1 | 2044-2045 | |
| 57 | Brian DeBusk | 1 | 2051-2056 | |
| 57 | Greg Della Camera | 1 | 2044-2045 | |
| 57 | Dennis DiLorenzo | 1 | 2045-2049 | |
| 57 | Bill Eagleston | 1 | 2046-2050 | |
| 57 | Dustin Eickenhorst | 1 | 2044-2049 | |
| 57 | Matthew Ellingson# | 1 | 2051-2056 | |
| 57 | Antonio Espinosa# | 1 | 2056-2058 | |
| 57 | Jon Fey | 1 | 2044-2046 | |
| 57 | Mike Fox | 1 | 2050-2055 | |
| 57 | Tom Fralick | 1 | 2044-2046 | |
| 57 | Keith Francis# | 1 | 2045-2049 | |
| 57 | Bryant Funk# | 1 | 2050-2055 | |
| 57 | Steven Genge# | 1 | 2051-2056 | |
| 57 | Danny Gifford# | 1 | 2051-2056 | |
| 57 | Nick Gratkowski | 1 | 2044-2048 | |
| 57 | Dave Griffin | 1 | 2051-2056 | |
| 57 | Josh Gunn# | 1 | 2051-2056 | |
| 57 | Mike Hansborough | 1 | 2044-2046 | |
| 57 | Kevin Heaton | 1 | 2050-2055 | |
| 57 | Mike Herbein# | 1 | 2056-2058 | |
| 57 | Dan Hercik | 1 | 2044-2049 | |
| 57 | Jon Heuerman | 1 | 2044-2044 | |
| 57 | Shawn Hodzic | 1 | 2044-2049 | |
| 57 | Steve Hoelscher | 1 | 2045-2049 | |
| 57 | Justin Hopper# | 1 | 2057-2058 | |
| 57 | Mike Horning | 1 | 2051-2056 | |
| 57 | Jim James | 1 | 2051-2056 |
