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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Alejandro Escontrias* | 179 | 2039-2057 | |
| 2 | Cole Villiger* | 170 | 2022-2041 | |
| 3 | Josue Villacis* | 147 | 2022-2040 | |
| 4 | Jeff Bjorling* | 144 | 2033-2051 | |
| 5 | Chris Stephens | 141 | 2039-2057 | |
| 6 | Tyler Hammons# | 140 | 2049-2065 | |
| 7 | Randy Wood | 138 | 2044-2059 | |
| 8 | Troy Brisson* | 135 | 2022-2043 | |
| 8 | John Hansen | 135 | 2041-2059 | |
| 10 | Tyler Martin* | 134 | 2030-2046 | |
| 11 | Juan Moreno | 133 | 2043-2059 | |
| 12 | Jorge Peterson | 132 | 2022-2041 | |
| 13 | Roy Statkus | 131 | 2023-2041 | |
| 14 | Matt Deal | 129 | 2022-2039 | |
| 14 | Jose Duran# | 129 | 2051-2065 | |
| 16 | Matt Wood | 128 | 2022-2043 | |
| 17 | Chris Banaszak | 125 | 2040-2057 | |
| 17 | Barney Feldman | 125 | 2046-2064 | |
| 17 | Nick Forte# | 125 | 2052-2065 | |
| 20 | Ben Dykstra | 124 | 2040-2057 | |
| 21 | David Benge* | 122 | 2030-2046 | |
| 22 | Casey Herlihy | 121 | 2042-2061 | |
| 23 | Jared Harper | 120 | 2045-2062 | |
| 24 | Matt Nowak* | 119 | 2031-2048 | |
| 25 | Chad Eager* | 118 | 2040-2055 | |
| 26 | Danny Lopez | 117 | 2024-2040 | |
| 27 | Bill Winman# | 116 | 2052-2065 | |
| 28 | Drew Conger | 115 | 2022-2040 | |
| 29 | Kevin Swicegood | 114 | 2039-2054 | |
| 30 | Armando Aguilar | 111 | 2031-2045 | |
| 30 | David Caballero | 111 | 2031-2047 | |
| 30 | T.J. Carron | 111 | 2048-2063 | |
| 33 | Jamie Castro | 110 | 2037-2055 | |
| 34 | Pablo Padilla | 109 | 2023-2044 | |
| 35 | Kyle Richmond | 108 | 2027-2043 | |
| 35 | Jim Rubio | 108 | 2045-2060 | |
| 37 | Joe Schultz | 107 | 2045-2062 | |
| 38 | Marc Kinney | 106 | 2039-2053 | |
| 38 | Chris Smith | 106 | 2038-2053 | |
| 40 | Tom Doherty | 105 | 2042-2058 | |
| 40 | Melvin Leal | 105 | 2039-2057 | |
| 42 | David Henderson | 104 | 2022-2038 | |
| 42 | Danny Newhouse* | 104 | 2031-2045 | |
| 44 | Omar Brown# | 103 | 2049-2065 | |
| 44 | Mike Harmon | 103 | 2049-2064 | |
| 44 | Lupe Lopez | 103 | 2036-2051 | |
| 47 | Derek Beaner | 101 | 2046-2060 | |
| 47 | Bobby McKie | 101 | 2039-2054 | |
| 47 | Randy Robinson* | 101 | 2024-2037 | |
| 47 | Jose Taborda | 101 | 2022-2040 | |
| 51 | Jaden Atchison# | 100 | 2051-2065 | |
| 51 | Adam Bigelow | 100 | 2042-2055 | |
| 51 | Jaime Cavender | 100 | 2032-2053 | |
| 54 | Morgan Fisher | 99 | 2022-2037 | |
| 54 | Mario Niebles# | 99 | 2054-2065 | |
| 56 | Andy Collett* | 98 | 2044-2057 | |
| 56 | Aaron Kline | 98 | 2038-2053 | |
| 56 | Mark Lambert | 98 | 2022-2040 | |
| 56 | Martin Martinez* | 98 | 2039-2054 | |
| 56 | Matt Powers* | 98 | 2036-2048 | |
| 61 | Bob Hensley | 96 | 2033-2048 | |
| 62 | Frank Salinas | 95 | 2043-2057 | |
| 63 | Ernie Bandy | 94 | 2028-2047 | |
| 63 | Alex Martinez | 94 | 2032-2045 | |
| 65 | Juan Fernandez | 93 | 2034-2047 | |
| 65 | Nelson Garcia | 93 | 2022-2044 | |
| 65 | Jason Hunter | 93 | 2042-2059 | |
| 65 | Robert Le Carré | 93 | 2022-2037 | |
| 65 | Mike Wilson | 93 | 2035-2051 | |
| 70 | Edwin Rodriguez | 92 | 2022-2036 | |
| 71 | Keith Hammontree | 91 | 2024-2037 | |
| 71 | Steven Mesh | 91 | 2049-2061 | |
| 73 | Mike Hansen | 90 | 2049-2063 | |
| 73 | Lonny Humphries | 90 | 2025-2038 | |
| 73 | Larry McCall | 90 | 2022-2035 | |
| 73 | Danny Ortiz | 90 | 2036-2048 | |
| 77 | Pete Normann | 89 | 2035-2053 | |
| 78 | Ryan Escobedo | 88 | 2024-2038 | |
| 78 | Jose Mendoza | 88 | 2027-2041 | |
| 78 | Matt Shepherd | 88 | 2047-2060 | |
| 81 | Fernando Mendoza | 87 | 2035-2050 | |
| 82 | Ashton Alexander | 86 | 2043-2055 | |
| 82 | Eric Bejarano | 86 | 2031-2048 | |
| 82 | Enrique Durazo | 86 | 2037-2052 | |
| 82 | Tony Lewis | 86 | 2045-2059 | |
| 82 | Joe Ness | 86 | 2033-2044 | |
| 82 | Dave Prado | 86 | 2022-2036 | |
| 88 | Cesar Blanco | 84 | 2022-2036 | |
| 88 | Jack Horton | 84 | 2040-2061 | |
| 88 | Tony Matamoros | 84 | 2045-2058 | |
| 88 | Jake McQueen | 84 | 2024-2036 | |
| 88 | Sincere Pace | 84 | 2045-2061 | |
| 93 | Mauricio Alameda | 83 | 2046-2062 | |
| 94 | Ricky Garcia# | 82 | 2052-2065 | |
| 94 | Roberto Rodriguez | 82 | 2022-2038 | |
| 94 | Jose Sierra | 82 | 2022-2036 | |
| 94 | Josh Stafford* | 82 | 2033-2045 | |
| 94 | Matt Wollert | 82 | 2028-2042 | |
| 99 | Bryan Bell# | 81 | 2054-2065 | |
| 99 | Ralph Francisco# | 81 | 2056-2065 |
