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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 | Troy Brisson* | 135 | 2022-2043 | |
| 7 | Tyler Martin* | 134 | 2030-2046 | |
| 8 | Juan Moreno# | 132 | 2043-2059 | |
| 8 | Jorge Peterson | 132 | 2022-2041 | |
| 10 | John Hansen# | 131 | 2041-2059 | |
| 10 | Roy Statkus | 131 | 2023-2041 | |
| 10 | Randy Wood# | 131 | 2044-2059 | |
| 13 | Matt Deal | 129 | 2022-2039 | |
| 14 | Matt Wood | 128 | 2022-2043 | |
| 15 | Chris Banaszak | 125 | 2040-2057 | |
| 16 | Ben Dykstra | 124 | 2040-2057 | |
| 17 | David Benge* | 122 | 2030-2046 | |
| 18 | Matt Nowak* | 119 | 2031-2048 | |
| 19 | Chad Eager* | 118 | 2040-2055 | |
| 20 | Danny Lopez | 117 | 2024-2040 | |
| 21 | Drew Conger | 115 | 2022-2040 | |
| 22 | Kevin Swicegood | 114 | 2039-2054 | |
| 23 | Armando Aguilar | 111 | 2031-2045 | |
| 23 | David Caballero | 111 | 2031-2047 | |
| 25 | Jamie Castro | 110 | 2037-2055 | |
| 26 | Casey Herlihy# | 109 | 2042-2059 | |
| 26 | Pablo Padilla | 109 | 2023-2044 | |
| 28 | Kyle Richmond | 108 | 2027-2043 | |
| 29 | Marc Kinney | 106 | 2039-2053 | |
| 29 | Chris Smith | 106 | 2038-2053 | |
| 31 | Tom Doherty | 105 | 2042-2058 | |
| 31 | Melvin Leal | 105 | 2039-2057 | |
| 33 | David Henderson | 104 | 2022-2038 | |
| 33 | Danny Newhouse* | 104 | 2031-2045 | |
| 35 | Lupe Lopez | 103 | 2036-2051 | |
| 36 | Bobby McKie | 101 | 2039-2054 | |
| 36 | Randy Robinson* | 101 | 2024-2037 | |
| 36 | Jose Taborda | 101 | 2022-2040 | |
| 39 | Adam Bigelow | 100 | 2042-2055 | |
| 39 | Jaime Cavender | 100 | 2032-2053 | |
| 41 | Morgan Fisher | 99 | 2022-2037 | |
| 42 | Andy Collett | 98 | 2044-2057 | |
| 42 | Aaron Kline | 98 | 2038-2053 | |
| 42 | Mark Lambert | 98 | 2022-2040 | |
| 42 | Martin Martinez* | 98 | 2039-2054 | |
| 42 | Matt Powers* | 98 | 2036-2048 | |
| 47 | Bob Hensley | 96 | 2033-2048 | |
| 47 | Jim Rubio# | 96 | 2045-2059 | |
| 49 | Frank Salinas | 95 | 2043-2057 | |
| 50 | Ernie Bandy | 94 | 2028-2047 | |
| 50 | Alex Martinez | 94 | 2032-2045 | |
| 52 | Juan Fernandez | 93 | 2034-2047 | |
| 52 | Nelson Garcia | 93 | 2022-2044 | |
| 52 | Robert Le Carré | 93 | 2022-2037 | |
| 52 | Mike Wilson | 93 | 2035-2051 | |
| 56 | Derek Beaner# | 92 | 2046-2059 | |
| 56 | Jared Harper# | 92 | 2045-2059 | |
| 56 | Edwin Rodriguez | 92 | 2022-2036 | |
| 59 | Barney Feldman# | 91 | 2046-2059 | |
| 59 | Keith Hammontree | 91 | 2024-2037 | |
| 61 | Lonny Humphries | 90 | 2025-2038 | |
| 61 | Larry McCall | 90 | 2022-2035 | |
| 61 | Danny Ortiz | 90 | 2036-2048 | |
| 64 | Pete Normann | 89 | 2035-2053 | |
| 65 | Ryan Escobedo | 88 | 2024-2038 | |
| 65 | Jose Mendoza | 88 | 2027-2041 | |
| 67 | Jason Hunter# | 87 | 2042-2059 | |
| 67 | Fernando Mendoza | 87 | 2035-2050 | |
| 69 | Ashton Alexander | 86 | 2043-2055 | |
| 69 | Eric Bejarano | 86 | 2031-2048 | |
| 69 | Enrique Durazo | 86 | 2037-2052 | |
| 69 | Tony Lewis# | 86 | 2045-2059 | |
| 69 | Joe Ness | 86 | 2033-2044 | |
| 69 | Dave Prado | 86 | 2022-2036 | |
| 75 | Cesar Blanco | 84 | 2022-2036 | |
| 75 | Tony Matamoros# | 84 | 2045-2058 | |
| 75 | Jake McQueen | 84 | 2024-2036 | |
| 78 | T.J. Carron# | 82 | 2048-2059 | |
| 78 | Roberto Rodriguez | 82 | 2022-2038 | |
| 78 | Jose Sierra | 82 | 2022-2036 | |
| 78 | Josh Stafford* | 82 | 2033-2045 | |
| 78 | Matt Wollert | 82 | 2028-2042 | |
| 83 | Tyler Hammons# | 81 | 2049-2059 | |
| 83 | Joe Schultz# | 81 | 2045-2059 | |
| 83 | Frank Singletary | 81 | 2022-2034 | |
| 86 | Joel Finger | 80 | 2042-2057 | |
| 86 | Juan Mendez | 80 | 2024-2036 | |
| 86 | Matt Shepherd# | 80 | 2047-2059 | |
| 86 | Justin West# | 80 | 2045-2058 | |
| 90 | Justin Baskerville | 79 | 2026-2040 | |
| 90 | Michael Dietel | 79 | 2022-2037 | |
| 90 | Roger Hugo | 79 | 2040-2055 | |
| 90 | Hector Miramontes | 79 | 2041-2054 | |
| 90 | Jim Wright | 79 | 2039-2054 | |
| 90 | Kenny Wroblewski | 79 | 2024-2035 | |
| 96 | Vincent Blanco | 78 | 2040-2053 | |
| 96 | Kevin Griffin | 78 | 2043-2057 | |
| 96 | Jack Horton# | 78 | 2040-2059 | |
| 96 | Jason Rittler | 78 | 2039-2054 | |
| 100 | Steve Caracappa | 77 | 2032-2045 |
