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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Matt Colgan# | 7 | 2040-2042 | |
| 1 | Chad Knabe | 7 | 2037-2039 | |
| 3 | Will Adam | 6 | 2036-2037 | |
| 3 | Shane Burkhart# | 6 | 2042-2042 | |
| 3 | Bill Cantu# | 6 | 2042-2042 | |
| 3 | Dave Gonzalez# | 6 | 2042-2042 | |
| 3 | Ville Jonasson# | 6 | 2039-2040 | |
| 3 | Justin Tripp# | 6 | 2039-2039 | |
| 9 | Josh Bennett# | 5 | 2042-2042 | |
| 9 | Jason Bernhard# | 5 | 2036-2037 | |
| 9 | Salvador Calderon# | 5 | 2042-2042 | |
| 9 | Brian Day# | 5 | 2036-2037 | |
| 9 | Eric Edwards# | 5 | 2040-2040 | |
| 9 | Danny Fernandez# | 5 | 2042-2042 | |
| 9 | Matt Flower# | 5 | 2042-2042 | |
| 9 | Glenn Greiner# | 5 | 2041-2041 | |
| 9 | Mario Gutierrez# | 5 | 2036-2036 | |
| 9 | Bob Hartley# | 5 | 2041-2042 | |
| 9 | Josh Hoekstra# | 5 | 2042-2042 | |
| 9 | Kevin Jackson# | 5 | 2040-2040 | |
| 9 | Mike Martin# | 5 | 2041-2041 | |
| 9 | Ellis Morrison# | 5 | 2037-2037 | |
| 9 | John Mullock# | 5 | 2039-2041 | |
| 9 | David Polo# | 5 | 2042-2042 | |
| 9 | Nick Pratt# | 5 | 2041-2041 | |
| 9 | Mario Rodrigues# | 5 | 2042-2042 | |
| 9 | Jerry Sharp# | 5 | 2042-2042 | |
| 9 | Steve Violet# | 5 | 2041-2041 | |
| 9 | Chad Wallace# | 5 | 2042-2042 | |
| 9 | Tyler Woods# | 5 | 2039-2040 | |
| 31 | Steve Abbaticchio# | 4 | 2042-2042 | |
| 31 | David Anavistate# | 4 | 2036-2036 | |
| 31 | Brian Barker | 4 | 2036-2037 | |
| 31 | Aaron Blackman# | 4 | 2042-2042 | |
| 31 | Matt Blake# | 4 | 2042-2042 | |
| 31 | Alberto Carrasquillo# | 4 | 2042-2042 | |
| 31 | Arturo Cavazos# | 4 | 2042-2042 | |
| 31 | Alejandro Contreras# | 4 | 2042-2042 | |
| 31 | J.J. Dixon# | 4 | 2042-2042 | |
| 31 | Rickey Donohue# | 4 | 2042-2042 | |
| 31 | Bobby Duncan# | 4 | 2041-2042 | |
| 31 | Pat Eaves# | 4 | 2040-2040 | |
| 31 | Juan Estrada# | 4 | 2037-2039 | |
| 31 | Jorge Franco# | 4 | 2042-2042 | |
| 31 | Byron Frank# | 4 | 2041-2041 | |
| 31 | Lance Goodman# | 4 | 2042-2042 | |
| 31 | Eric Grand# | 4 | 2040-2040 | |
| 31 | Mike Gunderson# | 4 | 2042-2042 | |
| 31 | Tim Harrison# | 4 | 2042-2042 | |
| 31 | Steve Hoopes# | 4 | 2039-2039 | |
| 31 | Ross Jenkins# | 4 | 2036-2036 | |
| 31 | Brent Karey# | 4 | 2042-2042 | |
| 31 | Tyler Lovell# | 4 | 2041-2041 | |
| 31 | Dave Marquez# | 4 | 2042-2042 | |
| 31 | Kevin Matthews# | 4 | 2042-2042 | |
| 31 | Nate Pope | 4 | 2037-2037 | |
| 31 | Chad Roble# | 4 | 2041-2041 | |
| 31 | Bob Shevlin# | 4 | 2039-2040 | |
| 31 | Aaron Siefker | 4 | 2036-2036 | |
| 31 | David Vining# | 4 | 2042-2042 | |
| 31 | Matt Whisler# | 4 | 2042-2042 | |
| 31 | Chris Wood# | 4 | 2039-2040 | |
| 31 | Jim Woodcox# | 4 | 2042-2042 | |
| 64 | Rob Allaband# | 3 | 2042-2042 | |
| 64 | Adam Allison# | 3 | 2041-2041 | |
| 64 | Jahiem Ardoin# | 3 | 2041-2041 | |
| 64 | Giovanni Berry# | 3 | 2040-2040 | |
| 64 | Jonathan Cabe# | 3 | 2041-2041 | |
| 64 | Ricardo Carranza# | 3 | 2039-2039 | |
| 64 | Clark Cofer | 3 | 2037-2037 | |
| 64 | Hector Cuevas | 3 | 2036-2036 | |
| 64 | Roberto Gonzales# | 3 | 2042-2042 | |
| 64 | Jimmy Griffin# | 3 | 2041-2041 | |
| 64 | Dwayne Harris | 3 | 2036-2036 | |
| 64 | Alan Haslam# | 3 | 2041-2042 | |
| 64 | Javier Hernandez# | 3 | 2041-2042 | |
| 64 | Alex Hidalgo# | 3 | 2041-2041 | |
| 64 | Dusty James# | 3 | 2042-2042 | |
| 64 | Armando Matias# | 3 | 2039-2041 | |
| 64 | Marco McAlonan# | 3 | 2042-2042 | |
| 64 | Jeff Mezo# | 3 | 2042-2042 | |
| 64 | Justin Mitchell# | 3 | 2036-2036 | |
| 64 | Federico Morin# | 3 | 2039-2039 | |
| 64 | Ryan Munson# | 3 | 2041-2041 | |
| 64 | Brett Phillips Jr.# | 3 | 2041-2041 | |
| 64 | Hugo Plaza# | 3 | 2042-2042 | |
| 64 | Edgar Richards | 3 | 2037-2037 | |
| 64 | Angel Sanchez# | 3 | 2042-2042 | |
| 64 | Jose Santiago# | 3 | 2036-2036 | |
| 64 | Joseph Sheppard# | 3 | 2042-2042 | |
| 64 | Ricky Sherlock# | 3 | 2041-2042 | |
| 64 | Adrian Small# | 3 | 2039-2040 | |
| 64 | Tung Teng# | 3 | 2042-2042 | |
| 64 | Johnny Walker# | 3 | 2036-2037 | |
| 64 | Blake Wicke# | 3 | 2042-2042 | |
| 64 | Chris Williams# | 3 | 2042-2042 | |
| 64 | Cory Wood# | 3 | 2040-2040 | |
| 64 | Edgar Yescas# | 3 | 2042-2042 | |
| 64 | Jon Zullo# | 3 | 2039-2040 | |
| 100 | Nate Austin# | 2 | 2041-2042 |
