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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ben Kitch# | 14 | 2047-2048 | |
| 2 | Jerry Matthews# | 13 | 2035-2040 | |
| 3 | Brian Christian | 12 | 2035-2043 | |
| 3 | T.J. Johnson | 12 | 2040-2042 | |
| 5 | Justin Gray# | 10 | 2046-2048 | |
| 5 | Juan Rodriguez | 10 | 2040-2043 | |
| 7 | Mark Vecchio | 9 | 2036-2043 | |
| 8 | Ricky Arriola | 8 | 2039-2042 | |
| 8 | Mario Marin | 8 | 2041-2043 | |
| 10 | Calvin Birley# | 7 | 2045-2045 | |
| 10 | Josh Conway | 7 | 2038-2040 | |
| 10 | Ben Peter | 7 | 2035-2036 | |
| 13 | Fernando Alvarez | 6 | 2044-2044 | |
| 13 | Alberto Camacho | 6 | 2043-2044 | |
| 13 | Jorge de la Torre# | 6 | 2046-2046 | |
| 13 | Ben Exley | 6 | 2039-2041 | |
| 13 | Tony Fernandez# | 6 | 2046-2046 | |
| 13 | Mark Lawless# | 6 | 2049-2049 | |
| 13 | Tom Markee | 6 | 2045-2045 | |
| 20 | Edwin Esquivel# | 5 | 2047-2047 | |
| 20 | Jose Garcia | 5 | 2035-2037 | |
| 20 | Bill Guyett | 5 | 2041-2043 | |
| 20 | Jim Herrick | 5 | 2038-2038 | |
| 20 | Eric O'Hara# | 5 | 2048-2048 | |
| 20 | Corey Palmer | 5 | 2034-2035 | |
| 20 | Jeff Rabinowitz# | 5 | 2045-2045 | |
| 20 | Miguel Rios# | 5 | 2048-2048 | |
| 20 | Santiago Robles | 5 | 2045-2045 | |
| 20 | Matt Rockmore# | 5 | 2048-2049 | |
| 20 | Ricardo Rossito | 5 | 2038-2038 | |
| 20 | Jason Thomas# | 5 | 2045-2045 | |
| 20 | Ruben Torres | 5 | 2044-2044 | |
| 20 | Braxton Wallace | 5 | 2044-2044 | |
| 34 | Joseph Abbamonte# | 4 | 2049-2049 | |
| 34 | Alberto Aranda | 4 | 2033-2033 | |
| 34 | Adam Brown | 4 | 2037-2037 | |
| 34 | Alex Camarillo# | 4 | 2048-2048 | |
| 34 | Kurat Feyzioglu# | 4 | 2034-2042 | |
| 34 | Brett Gross | 4 | 2034-2034 | |
| 34 | Ricky Hernandez# | 4 | 2041-2041 | |
| 34 | Miguel Leon | 4 | 2034-2034 | |
| 34 | Doug Maag | 4 | 2046-2046 | |
| 34 | Jon Orozco# | 4 | 2046-2046 | |
| 34 | Nelson Ramos | 4 | 2033-2033 | |
| 34 | Kevin Renninger | 4 | 2038-2038 | |
| 34 | Curtis Weidman | 4 | 2035-2035 | |
| 47 | Chris Adams# | 3 | 2048-2048 | |
| 47 | Ira Aguilar | 3 | 2034-2034 | |
| 47 | Wayne Ayler | 3 | 2033-2033 | |
| 47 | Chad Britt | 3 | 2032-2032 | |
| 47 | Tommy Esparza | 3 | 2033-2033 | |
| 47 | Omar Garcia | 3 | 2036-2037 | |
| 47 | Zeke Hernandez# | 3 | 2040-2044 | |
| 47 | Mauricio Herrera | 3 | 2035-2035 | |
| 47 | Jan Kindschuh# | 3 | 2049-2049 | |
| 47 | Randy Letson | 3 | 2036-2043 | |
| 47 | Ken Mason# | 3 | 2049-2049 | |
| 47 | Josh McMahon | 3 | 2033-2037 | |
| 47 | Bryant Patterson | 3 | 2042-2042 | |
| 47 | Matt Poole# | 3 | 2049-2049 | |
| 47 | Joey Roberts | 3 | 2037-2037 | |
| 47 | Francisco Rodriguez | 3 | 2036-2036 | |
| 47 | Yakir Roman# | 3 | 2049-2049 | |
| 47 | Chris Shewey# | 3 | 2049-2049 | |
| 47 | Ian Stoneburg# | 3 | 2049-2049 | |
| 47 | Edgar Torres | 3 | 2034-2034 | |
| 67 | Mitch Aguilar# | 2 | 2049-2049 | |
| 67 | Adam Auger# | 2 | 2049-2049 | |
| 67 | Wilson Ballinas | 2 | 2039-2040 | |
| 67 | Flinn Berthelsen | 2 | 2039-2043 | |
| 67 | Scott Capps# | 2 | 2049-2049 | |
| 67 | Matt Causey | 2 | 2033-2033 | |
| 67 | Elijah Coleman# | 2 | 2049-2049 | |
| 67 | Mike Cox# | 2 | 2049-2049 | |
| 67 | Manny Garza# | 2 | 2049-2049 | |
| 67 | Enrique Giraldo | 2 | 2039-2041 | |
| 67 | Chandler Grice# | 2 | 2047-2048 | |
| 67 | Alex Harper# | 2 | 2048-2049 | |
| 67 | Alex Huertas | 2 | 2038-2040 | |
| 67 | Logan Itterly | 2 | 2042-2042 | |
| 67 | Cameron Kenton# | 2 | 2049-2049 | |
| 67 | Rogelio Lopez# | 2 | 2047-2047 | |
| 67 | Arturo Mancera | 2 | 2042-2043 | |
| 67 | Jarred Mann | 2 | 2035-2035 | |
| 67 | Mike Matter | 2 | 2033-2033 | |
| 67 | Greg McNeil# | 2 | 2049-2049 | |
| 67 | Bobby Murphy# | 2 | 2049-2049 | |
| 67 | Gaetan Noe | 2 | 2043-2043 | |
| 67 | Adam O'Rourke | 2 | 2034-2034 | |
| 67 | Joe Rice | 2 | 2041-2043 | |
| 67 | Enrique Sandoval | 2 | 2035-2036 | |
| 67 | Brent Torres | 2 | 2043-2043 | |
| 67 | Gary Veilleux | 2 | 2036-2036 | |
| 67 | Nigel Wilson# | 2 | 2049-2049 | |
| 95 | Dustin Agee# | 1 | 2049-2049 | |
| 95 | Ryan Anderson | 1 | 2047-2047 | |
| 95 | Joe Braun# | 1 | 2036-2036 | |
| 95 | Quadir Brown# | 1 | 2048-2049 | |
| 95 | Brian Carey# | 1 | 2049-2049 | |
| 95 | Omar Chavez | 1 | 2034-2035 |
