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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 | Josue Villacis* | 147 | 2022-2040 | |
| 3 | Troy Brisson* | 135 | 2022-2043 | |
| 4 | Tyler Martin | 134 | 2030-2046 | |
| 5 | Jorge Peterson | 132 | 2022-2041 | |
| 6 | Roy Statkus | 131 | 2023-2041 | |
| 7 | Matt Deal | 129 | 2022-2039 | |
| 8 | Matt Wood | 128 | 2022-2043 | |
| 9 | David Benge | 122 | 2030-2046 | |
| 10 | Danny Lopez | 117 | 2024-2040 | |
| 11 | Drew Conger | 115 | 2022-2040 | |
| 12 | Armando Aguilar | 111 | 2031-2045 | |
| 13 | Pablo Padilla | 109 | 2023-2044 | |
| 14 | Kyle Richmond | 108 | 2027-2043 | |
| 15 | David Caballero# | 107 | 2031-2046 | |
| 16 | Jeff Bjorling# | 104 | 2033-2046 | |
| 16 | David Henderson | 104 | 2022-2038 | |
| 16 | Danny Newhouse | 104 | 2031-2045 | |
| 16 | Matt Nowak# | 104 | 2031-2046 | |
| 20 | Randy Robinson | 101 | 2024-2037 | |
| 20 | Jose Taborda | 101 | 2022-2040 | |
| 22 | Morgan Fisher | 99 | 2022-2037 | |
| 23 | Mark Lambert | 98 | 2022-2040 | |
| 24 | Alex Martinez | 94 | 2032-2045 | |
| 25 | Ernie Bandy# | 93 | 2028-2046 | |
| 25 | Nelson Garcia | 93 | 2022-2044 | |
| 25 | Robert Le Carré | 93 | 2022-2037 | |
| 28 | Bob Hensley# | 92 | 2033-2046 | |
| 28 | Matt Powers# | 92 | 2036-2046 | |
| 28 | Edwin Rodriguez | 92 | 2022-2036 | |
| 31 | Keith Hammontree | 91 | 2024-2037 | |
| 32 | Juan Fernandez# | 90 | 2034-2046 | |
| 32 | Lonny Humphries | 90 | 2025-2038 | |
| 32 | Larry McCall | 90 | 2022-2035 | |
| 35 | Ryan Escobedo | 88 | 2024-2038 | |
| 35 | Jose Mendoza | 88 | 2027-2041 | |
| 37 | Joe Ness | 86 | 2033-2044 | |
| 37 | Dave Prado | 86 | 2022-2036 | |
| 39 | Cesar Blanco | 84 | 2022-2036 | |
| 39 | Jake McQueen | 84 | 2024-2036 | |
| 41 | Eric Bejarano# | 83 | 2031-2046 | |
| 42 | Roberto Rodriguez | 82 | 2022-2038 | |
| 42 | Jose Sierra | 82 | 2022-2036 | |
| 42 | Josh Stafford | 82 | 2033-2045 | |
| 42 | Matt Wollert | 82 | 2028-2042 | |
| 46 | Frank Singletary | 81 | 2022-2034 | |
| 47 | Juan Mendez | 80 | 2024-2036 | |
| 48 | Justin Baskerville | 79 | 2026-2040 | |
| 48 | Michael Dietel | 79 | 2022-2037 | |
| 48 | Kenny Wroblewski | 79 | 2024-2035 | |
| 51 | Steve Caracappa | 77 | 2032-2045 | |
| 51 | Nick Garner | 77 | 2022-2042 | |
| 51 | Danny Ortiz# | 77 | 2036-2046 | |
| 51 | Joe Schwartz | 77 | 2024-2038 | |
| 55 | James DeTullio | 76 | 2027-2040 | |
| 55 | Jesus Ramirez | 76 | 2022-2035 | |
| 57 | Octavio Diaz | 75 | 2027-2042 | |
| 57 | Alejandro Escontrias# | 75 | 2039-2046 | |
| 57 | Reynaldo Pellot | 75 | 2022-2040 | |
| 57 | Chris Stevens | 75 | 2022-2034 | |
| 61 | Salvador Felix | 74 | 2032-2045 | |
| 61 | Jake Hostetler | 74 | 2027-2041 | |
| 61 | Fernando Mendoza# | 74 | 2035-2046 | |
| 61 | Brett Rudner# | 74 | 2034-2046 | |
| 61 | Carlos Ruiz | 74 | 2022-2039 | |
| 66 | Jose Rodriguez | 73 | 2031-2042 | |
| 67 | Dustin Farell | 72 | 2022-2038 | |
| 67 | Brian McCormack | 72 | 2027-2038 | |
| 67 | Cesar Torres | 72 | 2027-2039 | |
| 70 | Rhett Harter | 71 | 2032-2044 | |
| 70 | Victor Jimenez | 71 | 2022-2035 | |
| 70 | Lupe Lopez# | 71 | 2036-2046 | |
| 70 | Tyler Sprague | 71 | 2022-2038 | |
| 70 | Jonathan Taylor | 71 | 2030-2044 | |
| 75 | Aaron Kline# | 70 | 2038-2046 | |
| 76 | Robbie Whittemore | 69 | 2027-2039 | |
| 77 | Jaime Cavender# | 67 | 2032-2046 | |
| 77 | Chris Smith# | 67 | 2038-2046 | |
| 79 | Ben Hykel | 66 | 2022-2040 | |
| 80 | Enrique Durazo# | 65 | 2037-2046 | |
| 80 | Ben Edwards | 65 | 2024-2034 | |
| 80 | Mike Wilson# | 65 | 2035-2045 | |
| 83 | Luke Alexander | 64 | 2022-2034 | |
| 83 | Chad Eager# | 64 | 2040-2046 | |
| 83 | Chris Reck# | 64 | 2032-2046 | |
| 83 | Chris Urquieta | 64 | 2027-2038 | |
| 83 | Elliott Wilson# | 64 | 2034-2046 | |
| 88 | Jamie Castro# | 63 | 2037-2046 | |
| 88 | Chris Martino | 63 | 2024-2036 | |
| 90 | Mark Frausto | 62 | 2022-2037 | |
| 90 | Chris Hutcheson | 62 | 2031-2045 | |
| 90 | Kirk McMinn | 62 | 2027-2037 | |
| 90 | Pete Normann# | 62 | 2035-2046 | |
| 90 | Amari Tyson | 62 | 2022-2041 | |
| 90 | Matt Wesley | 62 | 2022-2034 | |
| 96 | Josh Crump | 61 | 2025-2037 | |
| 96 | Dante Powe | 61 | 2022-2035 | |
| 96 | George Ritchie* | 61 | 2024-2031 | |
| 96 | Don Wareham# | 61 | 2036-2046 | |
| 100 | John Flanagan | 60 | 2025-2038 |
