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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Stephen Reid | 141 | 2043-2059 | |
| 2 | Stan Allison# | 115 | 2054-2065 | |
| 3 | Brian Joyner | 112 | 2029-2040 | |
| 4 | Alan Taylor | 110 | 2030-2040 | |
| 4 | Robbie Whittier | 110 | 2041-2059 | |
| 6 | Ron Young | 107 | 2042-2055 | |
| 7 | Brian Hannah | 106 | 2044-2054 | |
| 7 | Mark Haynes | 106 | 2033-2046 | |
| 9 | Nicholas Stanford | 104 | 2032-2043 | |
| 10 | Miguel Canseco# | 101 | 2049-2063 | |
| 10 | Peter Hull# | 101 | 2057-2064 | |
| 10 | Ian Morris# | 101 | 2046-2061 | |
| 10 | Phil Weaver | 101 | 2029-2041 | |
| 14 | Jamie Rogers | 95 | 2020-2030 | |
| 14 | Adrian Thompson | 95 | 2049-2064 | |
| 16 | Maurice Harding# | 94 | 2055-2065 | |
| 17 | Michael Henley | 93 | 2046-2058 | |
| 17 | Jesus Martinez# | 93 | 2055-2065 | |
| 17 | Roberto Vazquez | 93 | 2021-2030 | |
| 20 | Joe Hawkins | 92 | 2026-2034 | |
| 21 | Roy Carter# | 91 | 2055-2065 | |
| 21 | Larry Guy# | 91 | 2050-2065 | |
| 21 | Andrew McGinnis | 91 | 2046-2062 | |
| 24 | Damon Forrest | 90 | 2035-2052 | |
| 24 | Vincent Garcia# | 90 | 2050-2063 | |
| 26 | Carlos Sanchez# | 89 | 2055-2065 | |
| 27 | Enrique Cervantes | 88 | 2044-2052 | |
| 28 | Dawson Fairchild | 86 | 2042-2054 | |
| 29 | Wes Johnston | 85 | 2029-2036 | |
| 29 | Brian Lewis# | 85 | 2051-2065 | |
| 31 | Justin Banks# | 84 | 2053-2064 | |
| 31 | Derrick Tredgett# | 84 | 2056-2065 | |
| 33 | Ruben Baca | 83 | 2045-2059 | |
| 33 | Pedro Dominguez# | 83 | 2056-2061 | |
| 33 | Glenn Gordon | 83 | 2042-2053 | |
| 33 | Nori Nakamura | 83 | 2048-2061 | |
| 37 | Francisco Valenzuela | 82 | 2019-2027 | |
| 38 | Michael Franks# | 81 | 2056-2065 | |
| 38 | Esteban Martinez | 81 | 2041-2058 | |
| 40 | Barney Olson# | 80 | 2059-2065 | |
| 40 | Orlando Ramos | 80 | 2039-2055 | |
| 40 | Jorge Sierra# | 80 | 2050-2065 | |
| 40 | Jacob Smith | 80 | 2046-2063 | |
| 44 | Terry Davis | 79 | 2033-2040 | |
| 44 | Josh Lucas | 79 | 2039-2054 | |
| 46 | Bradley Alexander | 78 | 2047-2063 | |
| 46 | Tim Wetzel | 78 | 2026-2038 | |
| 48 | Vincent Byrd# | 77 | 2056-2065 | |
| 48 | Mario Chavez | 77 | 2046-2063 | |
| 48 | Juan Jose Domingo | 77 | 2021-2035 | |
| 48 | Felipe Manuel | 77 | 2052-2061 | |
| 48 | Johnathan Salgado | 77 | 2034-2045 | |
| 48 | Lloyd Thomas | 77 | 2033-2045 | |
| 54 | Adam Knox | 76 | 2048-2054 | |
| 54 | Jerry Miller | 76 | 2041-2050 | |
| 54 | Kevin Moreno# | 76 | 2058-2065 | |
| 54 | Cory Prince | 76 | 2049-2061 | |
| 58 | Michael Armstrong | 75 | 2038-2049 | |
| 58 | Johnny Wilson | 75 | 2019-2027 | |
| 60 | Cisco Aquino | 74 | 2019-2030 | |
| 60 | William Dorsey# | 74 | 2055-2065 | |
| 60 | Luis Murillo | 74 | 2048-2060 | |
| 60 | Derrek Wallace | 74 | 2035-2043 | |
| 64 | Justin Bolden# | 73 | 2054-2065 | |
| 64 | Eugene Gonzalez | 73 | 2049-2059 | |
| 64 | Erik Miller | 73 | 2032-2041 | |
| 64 | Matt Murray# | 73 | 2056-2065 | |
| 68 | Eugene Anderson | 72 | 2046-2058 | |
| 68 | John Baxter | 72 | 2019-2027 | |
| 68 | Bryan Hansen | 72 | 2029-2038 | |
| 68 | David Herbert | 72 | 2054-2064 | |
| 68 | Damian Perkins | 72 | 2047-2055 | |
| 73 | Ivan Boldovinos | 71 | 2019-2031 | |
| 73 | Jason Lee | 71 | 2019-2025 | |
| 73 | Chris Peddleton | 71 | 2029-2041 | |
| 73 | Tom Ramos# | 71 | 2047-2064 | |
| 73 | Damon Rodriguez | 71 | 2042-2050 | |
| 78 | Bryan Hamilton | 70 | 2038-2053 | |
| 78 | Bernard Jackson | 70 | 2027-2036 | |
| 78 | Peter Kirk | 70 | 2033-2042 | |
| 78 | Jay Phillips | 70 | 2038-2044 | |
| 78 | Paul Simpson# | 70 | 2057-2065 | |
| 83 | Mark Bell | 69 | 2051-2063 | |
| 83 | Vicente Maldonado | 69 | 2024-2033 | |
| 83 | Carlos Montoya | 69 | 2044-2052 | |
| 83 | Jeremy Palmer# | 69 | 2055-2064 | |
| 83 | Tom Parker | 69 | 2047-2064 | |
| 83 | Damon Walters | 69 | 2029-2035 | |
| 83 | Mike Williams | 69 | 2051-2061 | |
| 90 | Jesus Calderon | 68 | 2048-2060 | |
| 90 | Joe Dooley | 68 | 2025-2030 | |
| 90 | Robbie Haynes | 68 | 2031-2043 | |
| 90 | Corey Hendricks | 68 | 2022-2032 | |
| 90 | Anthony McKee | 68 | 2036-2041 | |
| 90 | Billy Murdoch# | 68 | 2052-2065 | |
| 90 | Jonathan Taylor | 68 | 2034-2045 | |
| 97 | Arturo Alfonzo# | 67 | 2058-2065 | |
| 97 | Tony Cardenas | 67 | 2034-2046 | |
| 97 | Grant Miller | 67 | 2023-2036 | |
| 97 | George Silva# | 67 | 2057-2065 |
