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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cole Villiger* | 170 | 2022-2041 | |
| 2 | Alejandro Escontrias# | 164 | 2039-2055 | |
| 3 | Josue Villacis* | 147 | 2022-2040 | |
| 4 | Jeff Bjorling* | 144 | 2033-2051 | |
| 5 | Troy Brisson* | 135 | 2022-2043 | |
| 6 | Tyler Martin* | 134 | 2030-2046 | |
| 7 | Jorge Peterson | 132 | 2022-2041 | |
| 8 | Roy Statkus | 131 | 2023-2041 | |
| 9 | Matt Deal | 129 | 2022-2039 | |
| 10 | Chris Stephens# | 128 | 2039-2055 | |
| 10 | Matt Wood | 128 | 2022-2043 | |
| 12 | David Benge* | 122 | 2030-2046 | |
| 13 | Matt Nowak* | 119 | 2031-2048 | |
| 14 | Chad Eager | 118 | 2040-2055 | |
| 15 | Chris Banaszak# | 117 | 2040-2055 | |
| 15 | Danny Lopez | 117 | 2024-2040 | |
| 17 | Drew Conger | 115 | 2022-2040 | |
| 18 | Kevin Swicegood | 114 | 2039-2054 | |
| 19 | Armando Aguilar | 111 | 2031-2045 | |
| 19 | David Caballero | 111 | 2031-2047 | |
| 21 | Jamie Castro# | 110 | 2037-2055 | |
| 22 | Pablo Padilla | 109 | 2023-2044 | |
| 23 | Ben Dykstra# | 108 | 2040-2055 | |
| 23 | John Hansen# | 108 | 2041-2055 | |
| 23 | Kyle Richmond | 108 | 2027-2043 | |
| 26 | Marc Kinney | 106 | 2039-2053 | |
| 26 | Juan Moreno# | 106 | 2043-2055 | |
| 26 | Chris Smith | 106 | 2038-2053 | |
| 29 | David Henderson | 104 | 2022-2038 | |
| 29 | Danny Newhouse* | 104 | 2031-2045 | |
| 31 | Lupe Lopez | 103 | 2036-2051 | |
| 32 | Bobby McKie | 101 | 2039-2054 | |
| 32 | Randy Robinson* | 101 | 2024-2037 | |
| 32 | Jose Taborda | 101 | 2022-2040 | |
| 35 | Adam Bigelow# | 100 | 2042-2055 | |
| 35 | Jaime Cavender | 100 | 2032-2053 | |
| 35 | Tom Doherty# | 100 | 2042-2055 | |
| 38 | Morgan Fisher | 99 | 2022-2037 | |
| 38 | Melvin Leal# | 99 | 2039-2055 | |
| 40 | Aaron Kline | 98 | 2038-2053 | |
| 40 | Mark Lambert | 98 | 2022-2040 | |
| 40 | Martin Martinez* | 98 | 2039-2054 | |
| 40 | Matt Powers* | 98 | 2036-2048 | |
| 44 | Randy Wood# | 97 | 2044-2055 | |
| 45 | Bob Hensley | 96 | 2033-2048 | |
| 46 | Ernie Bandy | 94 | 2028-2047 | |
| 46 | Alex Martinez | 94 | 2032-2045 | |
| 48 | Juan Fernandez | 93 | 2034-2047 | |
| 48 | Nelson Garcia | 93 | 2022-2044 | |
| 48 | Robert Le Carré | 93 | 2022-2037 | |
| 48 | Mike Wilson | 93 | 2035-2051 | |
| 52 | Edwin Rodriguez | 92 | 2022-2036 | |
| 53 | Keith Hammontree | 91 | 2024-2037 | |
| 54 | Lonny Humphries | 90 | 2025-2038 | |
| 54 | Larry McCall | 90 | 2022-2035 | |
| 54 | Danny Ortiz | 90 | 2036-2048 | |
| 57 | Pete Normann | 89 | 2035-2053 | |
| 58 | Andy Collett# | 88 | 2044-2055 | |
| 58 | Ryan Escobedo | 88 | 2024-2038 | |
| 58 | Jose Mendoza | 88 | 2027-2041 | |
| 61 | Fernando Mendoza | 87 | 2035-2050 | |
| 61 | Frank Salinas# | 87 | 2043-2055 | |
| 63 | Ashton Alexander# | 86 | 2043-2055 | |
| 63 | Eric Bejarano | 86 | 2031-2048 | |
| 63 | Enrique Durazo | 86 | 2037-2052 | |
| 63 | Casey Herlihy# | 86 | 2042-2055 | |
| 63 | Joe Ness | 86 | 2033-2044 | |
| 63 | Dave Prado | 86 | 2022-2036 | |
| 69 | Cesar Blanco | 84 | 2022-2036 | |
| 69 | Jake McQueen | 84 | 2024-2036 | |
| 71 | Roberto Rodriguez | 82 | 2022-2038 | |
| 71 | Jose Sierra | 82 | 2022-2036 | |
| 71 | Josh Stafford* | 82 | 2033-2045 | |
| 71 | Matt Wollert | 82 | 2028-2042 | |
| 75 | Frank Singletary | 81 | 2022-2034 | |
| 76 | Juan Mendez | 80 | 2024-2036 | |
| 77 | Justin Baskerville | 79 | 2026-2040 | |
| 77 | Michael Dietel | 79 | 2022-2037 | |
| 77 | Roger Hugo | 79 | 2040-2055 | |
| 77 | Hector Miramontes | 79 | 2041-2054 | |
| 77 | Jim Rubio# | 79 | 2045-2055 | |
| 77 | Jim Wright | 79 | 2039-2054 | |
| 77 | Kenny Wroblewski | 79 | 2024-2035 | |
| 84 | Vincent Blanco | 78 | 2040-2053 | |
| 84 | Jason Rittler | 78 | 2039-2054 | |
| 86 | Steve Caracappa | 77 | 2032-2045 | |
| 86 | Joel Finger# | 77 | 2042-2055 | |
| 86 | Nick Garner | 77 | 2022-2042 | |
| 86 | Joe Schwartz | 77 | 2024-2038 | |
| 90 | James DeTullio | 76 | 2027-2040 | |
| 90 | Logan Frens | 76 | 2040-2051 | |
| 90 | Jesus Ramirez | 76 | 2022-2035 | |
| 93 | Octavio Diaz | 75 | 2027-2042 | |
| 93 | Kevin Griffin# | 75 | 2043-2055 | |
| 93 | Reynaldo Pellot | 75 | 2022-2040 | |
| 93 | Gabe Reyes# | 75 | 2041-2055 | |
| 93 | Chris Stevens | 75 | 2022-2034 | |
| 93 | Justin West# | 75 | 2045-2055 | |
| 99 | Salvador Felix | 74 | 2032-2045 | |
| 99 | Jake Hostetler | 74 | 2027-2041 |
