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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 Peter | 7 | 2035-2036 | |
| 11 | Fernando Alvarez | 6 | 2044-2044 | |
| 11 | Alberto Camacho | 6 | 2043-2044 | |
| 11 | Jorge de la Torre# | 6 | 2046-2046 | |
| 11 | Ben Exley | 6 | 2039-2041 | |
| 11 | Tony Fernandez# | 6 | 2046-2046 | |
| 11 | Justin Gray# | 6 | 2046-2046 | |
| 11 | Tom Markee# | 6 | 2045-2045 | |
| 18 | Jose Garcia | 5 | 2035-2037 | |
| 18 | Bill Guyett# | 5 | 2041-2043 | |
| 18 | Jim Herrick | 5 | 2038-2038 | |
| 18 | Corey Palmer | 5 | 2034-2035 | |
| 18 | Jeff Rabinowitz# | 5 | 2045-2045 | |
| 18 | Santiago Robles | 5 | 2045-2045 | |
| 18 | Ricardo Rossito | 5 | 2038-2038 | |
| 18 | Jason Thomas# | 5 | 2045-2045 | |
| 18 | Ruben Torres | 5 | 2044-2044 | |
| 18 | Braxton Wallace | 5 | 2044-2044 | |
| 28 | Alberto Aranda | 4 | 2033-2033 | |
| 28 | Adam Brown | 4 | 2037-2037 | |
| 28 | Kurat Feyzioglu# | 4 | 2034-2042 | |
| 28 | Brett Gross | 4 | 2034-2034 | |
| 28 | Ricky Hernandez# | 4 | 2041-2041 | |
| 28 | Miguel Leon | 4 | 2034-2034 | |
| 28 | Doug Maag# | 4 | 2046-2046 | |
| 28 | Jon Orozco# | 4 | 2046-2046 | |
| 28 | Nelson Ramos | 4 | 2033-2033 | |
| 28 | Kevin Renninger# | 4 | 2038-2038 | |
| 28 | Curtis Weidman | 4 | 2035-2035 | |
| 39 | Ira Aguilar | 3 | 2034-2034 | |
| 39 | Wayne Ayler | 3 | 2033-2033 | |
| 39 | Chad Britt | 3 | 2032-2032 | |
| 39 | Tommy Esparza | 3 | 2033-2033 | |
| 39 | Omar Garcia | 3 | 2036-2037 | |
| 39 | Zeke Hernandez# | 3 | 2040-2044 | |
| 39 | Mauricio Herrera | 3 | 2035-2035 | |
| 39 | Randy Letson | 3 | 2036-2043 | |
| 39 | Josh McMahon | 3 | 2033-2037 | |
| 39 | Bryant Patterson | 3 | 2042-2042 | |
| 39 | Joey Roberts | 3 | 2037-2037 | |
| 39 | Francisco Rodriguez | 3 | 2036-2036 | |
| 39 | Edgar Torres | 3 | 2034-2034 | |
| 52 | Wilson Ballinas | 2 | 2039-2040 | |
| 52 | Flinn Berthelsen | 2 | 2039-2043 | |
| 52 | Matt Causey | 2 | 2033-2033 | |
| 52 | Enrique Giraldo | 2 | 2039-2041 | |
| 52 | Alex Huertas | 2 | 2038-2040 | |
| 52 | Logan Itterly | 2 | 2042-2042 | |
| 52 | Arturo Mancera | 2 | 2042-2043 | |
| 52 | Jarred Mann | 2 | 2035-2035 | |
| 52 | Mike Matter | 2 | 2033-2033 | |
| 52 | Gaetan Noe | 2 | 2043-2043 | |
| 52 | Adam O'Rourke | 2 | 2034-2034 | |
| 52 | Joe Rice | 2 | 2041-2043 | |
| 52 | Enrique Sandoval | 2 | 2035-2036 | |
| 52 | Brent Torres | 2 | 2043-2043 | |
| 52 | Gary Veilleux# | 2 | 2036-2036 | |
| 67 | Joe Braun# | 1 | 2036-2036 | |
| 67 | Omar Chavez | 1 | 2034-2035 | |
| 67 | Arturo Espejo | 1 | 2040-2043 | |
| 67 | Chi-hyeon Jang | 1 | 2041-2041 | |
| 67 | Cameron Keller# | 1 | 2045-2045 | |
| 67 | Rafael Marin | 1 | 2034-2034 | |
| 67 | Ken McCombs# | 1 | 2044-2044 | |
| 67 | Bill Muscott | 1 | 2037-2037 | |
| 67 | Nick Northrup# | 1 | 2046-2046 | |
| 67 | Rich Richmond | 1 | 2038-2038 | |
| 67 | Kyle Rogers | 1 | 2039-2042 | |
| 67 | Luke Senz# | 1 | 2046-2046 | |
| 67 | Chance Welch | 1 | 2039-2039 | |
| 80 | Tyler Baldridge# | 0 | 2045-2045 | |
| 80 | Peter Beckstead# | 0 | 2045-2045 | |
| 80 | Chris Boening# | 0 | 2045-2046 | |
| 80 | Dirk Buffy | 0 | 2036-2036 | |
| 80 | Ralph Burdick | 0 | 2035-2035 | |
| 80 | Jake Butler# | 0 | 2041-2042 | |
| 80 | Juan Caballero# | 0 | 2044-2044 | |
| 80 | Miguel Cuevas | 0 | 2040-2044 | |
| 80 | Shawn Davis | 0 | 2044-2044 | |
| 80 | Casey Dawson# | 0 | 2045-2045 | |
| 80 | Albin Fisker# | 0 | 2044-2044 | |
| 80 | Tom Forbes | 0 | 2044-2044 | |
| 80 | Roberto Garcia | 0 | 2038-2038 | |
| 80 | Max Hernandez | 0 | 2042-2042 | |
| 80 | Chris Hills# | 0 | 2044-2045 | |
| 80 | Mike Hood | 0 | 2033-2033 | |
| 80 | Nelson Manriquez | 0 | 2035-2035 | |
| 80 | Mike Moore# | 0 | 2046-2046 | |
| 80 | C.J. Morgan | 0 | 2038-2038 | |
| 80 | Efrain Negrete# | 0 | 2045-2045 | |
| 80 | Tomas Negrete | 0 | 2043-2044 |
