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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jerry Matthews# | 13 | 2035-2040 | |
| 2 | Brian Christian | 12 | 2035-2043 | |
| 2 | T.J. Johnson | 12 | 2040-2042 | |
| 4 | Juan Rodriguez | 10 | 2040-2043 | |
| 5 | Mark Vecchio | 9 | 2036-2043 | |
| 6 | Ricky Arriola | 8 | 2039-2042 | |
| 6 | Mario Marin | 8 | 2041-2043 | |
| 8 | Calvin Birley# | 7 | 2045-2045 | |
| 8 | Josh Conway | 7 | 2038-2040 | |
| 8 | Ben Kitch# | 7 | 2047-2047 | |
| 8 | Ben Peter | 7 | 2035-2036 | |
| 12 | Fernando Alvarez | 6 | 2044-2044 | |
| 12 | Alberto Camacho | 6 | 2043-2044 | |
| 12 | Jorge de la Torre# | 6 | 2046-2046 | |
| 12 | Ben Exley | 6 | 2039-2041 | |
| 12 | Tony Fernandez# | 6 | 2046-2046 | |
| 12 | Justin Gray# | 6 | 2046-2046 | |
| 12 | Tom Markee | 6 | 2045-2045 | |
| 19 | Edwin Esquivel# | 5 | 2047-2047 | |
| 19 | Jose Garcia | 5 | 2035-2037 | |
| 19 | Bill Guyett | 5 | 2041-2043 | |
| 19 | Jim Herrick | 5 | 2038-2038 | |
| 19 | Corey Palmer | 5 | 2034-2035 | |
| 19 | Jeff Rabinowitz# | 5 | 2045-2045 | |
| 19 | Santiago Robles | 5 | 2045-2045 | |
| 19 | Ricardo Rossito | 5 | 2038-2038 | |
| 19 | Jason Thomas# | 5 | 2045-2045 | |
| 19 | Ruben Torres | 5 | 2044-2044 | |
| 19 | Braxton Wallace | 5 | 2044-2044 | |
| 30 | Alberto Aranda | 4 | 2033-2033 | |
| 30 | Adam Brown | 4 | 2037-2037 | |
| 30 | Kurat Feyzioglu# | 4 | 2034-2042 | |
| 30 | Brett Gross | 4 | 2034-2034 | |
| 30 | Ricky Hernandez# | 4 | 2041-2041 | |
| 30 | Miguel Leon | 4 | 2034-2034 | |
| 30 | Doug Maag# | 4 | 2046-2046 | |
| 30 | Jon Orozco# | 4 | 2046-2046 | |
| 30 | Nelson Ramos | 4 | 2033-2033 | |
| 30 | Kevin Renninger | 4 | 2038-2038 | |
| 30 | Curtis Weidman | 4 | 2035-2035 | |
| 41 | Ira Aguilar | 3 | 2034-2034 | |
| 41 | Wayne Ayler | 3 | 2033-2033 | |
| 41 | Chad Britt | 3 | 2032-2032 | |
| 41 | Tommy Esparza | 3 | 2033-2033 | |
| 41 | Omar Garcia | 3 | 2036-2037 | |
| 41 | Zeke Hernandez# | 3 | 2040-2044 | |
| 41 | Mauricio Herrera | 3 | 2035-2035 | |
| 41 | Randy Letson | 3 | 2036-2043 | |
| 41 | Josh McMahon | 3 | 2033-2037 | |
| 41 | Bryant Patterson | 3 | 2042-2042 | |
| 41 | Joey Roberts | 3 | 2037-2037 | |
| 41 | Francisco Rodriguez | 3 | 2036-2036 | |
| 41 | Edgar Torres | 3 | 2034-2034 | |
| 54 | Wilson Ballinas | 2 | 2039-2040 | |
| 54 | Flinn Berthelsen | 2 | 2039-2043 | |
| 54 | Matt Causey | 2 | 2033-2033 | |
| 54 | Enrique Giraldo | 2 | 2039-2041 | |
| 54 | Chandler Grice# | 2 | 2047-2047 | |
| 54 | Alex Huertas | 2 | 2038-2040 | |
| 54 | Logan Itterly | 2 | 2042-2042 | |
| 54 | Rogelio Lopez# | 2 | 2047-2047 | |
| 54 | Arturo Mancera | 2 | 2042-2043 | |
| 54 | Jarred Mann | 2 | 2035-2035 | |
| 54 | Mike Matter | 2 | 2033-2033 | |
| 54 | Gaetan Noe | 2 | 2043-2043 | |
| 54 | Adam O'Rourke | 2 | 2034-2034 | |
| 54 | Joe Rice | 2 | 2041-2043 | |
| 54 | Enrique Sandoval | 2 | 2035-2036 | |
| 54 | Brent Torres | 2 | 2043-2043 | |
| 54 | Gary Veilleux | 2 | 2036-2036 | |
| 71 | Ryan Anderson# | 1 | 2047-2047 | |
| 71 | Joe Braun# | 1 | 2036-2036 | |
| 71 | Omar Chavez | 1 | 2034-2035 | |
| 71 | Arturo Espejo | 1 | 2040-2043 | |
| 71 | Alex Gomez# | 1 | 2045-2047 | |
| 71 | Chi-hyeon Jang | 1 | 2041-2041 | |
| 71 | Cameron Keller | 1 | 2045-2045 | |
| 71 | Jim Lynn# | 1 | 2047-2047 | |
| 71 | Rafael Marin | 1 | 2034-2034 | |
| 71 | Ken McCombs# | 1 | 2044-2044 | |
| 71 | Bill Muscott | 1 | 2037-2037 | |
| 71 | Nick Northrup | 1 | 2046-2046 | |
| 71 | Rich Richmond | 1 | 2038-2038 | |
| 71 | Paul Rigney# | 1 | 2046-2047 | |
| 71 | William Rodriguez# | 1 | 2046-2047 | |
| 71 | Kyle Rogers | 1 | 2039-2042 | |
| 71 | Luke Senz# | 1 | 2046-2046 | |
| 71 | Chance Welch | 1 | 2039-2039 | |
| 89 | Javier Aguilera# | 0 | 2047-2047 | |
| 89 | Tyler Baldridge | 0 | 2045-2045 | |
| 89 | Peter Beckstead# | 0 | 2045-2045 | |
| 89 | Chris Boening# | 0 | 2045-2047 | |
| 89 | Dirk Buffy | 0 | 2036-2036 | |
| 89 | Ralph Burdick | 0 | 2035-2035 | |
| 89 | Jake Butler# | 0 | 2041-2042 | |
| 89 | Juan Caballero# | 0 | 2044-2044 | |
| 89 | Miguel Cuevas | 0 | 2040-2044 | |
| 89 | Shawn Davis | 0 | 2044-2044 | |
| 89 | Casey Dawson# | 0 | 2045-2045 | |
| 89 | Albin Fisker# | 0 | 2044-2044 |
