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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 | Jeff Bjorling# | 134 | 2033-2050 | |
| 4 | Tyler Martin* | 134 | 2030-2046 | |
| 6 | Jorge Peterson | 132 | 2022-2041 | |
| 7 | Roy Statkus | 131 | 2023-2041 | |
| 8 | Matt Deal | 129 | 2022-2039 | |
| 9 | Matt Wood | 128 | 2022-2043 | |
| 10 | David Benge* | 122 | 2030-2046 | |
| 11 | Matt Nowak | 119 | 2031-2048 | |
| 12 | Danny Lopez | 117 | 2024-2040 | |
| 13 | Drew Conger | 115 | 2022-2040 | |
| 14 | Armando Aguilar | 111 | 2031-2045 | |
| 14 | David Caballero | 111 | 2031-2047 | |
| 16 | Pablo Padilla | 109 | 2023-2044 | |
| 17 | Alejandro Escontrias# | 108 | 2039-2050 | |
| 17 | Kyle Richmond | 108 | 2027-2043 | |
| 19 | David Henderson | 104 | 2022-2038 | |
| 19 | Danny Newhouse* | 104 | 2031-2045 | |
| 21 | Randy Robinson* | 101 | 2024-2037 | |
| 21 | Jose Taborda | 101 | 2022-2040 | |
| 23 | Morgan Fisher | 99 | 2022-2037 | |
| 24 | Mark Lambert | 98 | 2022-2040 | |
| 24 | Matt Powers | 98 | 2036-2048 | |
| 26 | Bob Hensley | 96 | 2033-2048 | |
| 27 | Ernie Bandy | 94 | 2028-2047 | |
| 27 | Lupe Lopez# | 94 | 2036-2050 | |
| 27 | Alex Martinez | 94 | 2032-2045 | |
| 30 | Juan Fernandez | 93 | 2034-2047 | |
| 30 | Nelson Garcia | 93 | 2022-2044 | |
| 30 | Robert Le Carré | 93 | 2022-2037 | |
| 33 | Edwin Rodriguez | 92 | 2022-2036 | |
| 34 | Keith Hammontree | 91 | 2024-2037 | |
| 34 | Aaron Kline# | 91 | 2038-2050 | |
| 36 | Lonny Humphries | 90 | 2025-2038 | |
| 36 | Larry McCall | 90 | 2022-2035 | |
| 36 | Danny Ortiz | 90 | 2036-2048 | |
| 36 | Chris Smith# | 90 | 2038-2050 | |
| 40 | Ryan Escobedo | 88 | 2024-2038 | |
| 40 | Jose Mendoza | 88 | 2027-2041 | |
| 40 | Mike Wilson# | 88 | 2035-2050 | |
| 43 | Eric Bejarano | 86 | 2031-2048 | |
| 43 | Fernando Mendoza# | 86 | 2035-2050 | |
| 43 | Joe Ness | 86 | 2033-2044 | |
| 43 | Dave Prado | 86 | 2022-2036 | |
| 47 | Cesar Blanco | 84 | 2022-2036 | |
| 47 | Jake McQueen | 84 | 2024-2036 | |
| 49 | Jamie Castro# | 83 | 2037-2050 | |
| 49 | Pete Normann# | 83 | 2035-2050 | |
| 51 | Enrique Durazo# | 82 | 2037-2050 | |
| 51 | Roberto Rodriguez | 82 | 2022-2038 | |
| 51 | Jose Sierra | 82 | 2022-2036 | |
| 51 | Josh Stafford* | 82 | 2033-2045 | |
| 51 | Kevin Swicegood# | 82 | 2039-2050 | |
| 51 | Matt Wollert | 82 | 2028-2042 | |
| 57 | Frank Singletary | 81 | 2022-2034 | |
| 58 | Chad Eager# | 80 | 2040-2050 | |
| 58 | Juan Mendez | 80 | 2024-2036 | |
| 60 | Justin Baskerville | 79 | 2026-2040 | |
| 60 | Michael Dietel | 79 | 2022-2037 | |
| 60 | Kenny Wroblewski | 79 | 2024-2035 | |
| 63 | Marc Kinney# | 78 | 2039-2050 | |
| 63 | Chris Stephens# | 78 | 2039-2050 | |
| 65 | Steve Caracappa | 77 | 2032-2045 | |
| 65 | Nick Garner | 77 | 2022-2042 | |
| 65 | Joe Schwartz | 77 | 2024-2038 | |
| 68 | James DeTullio | 76 | 2027-2040 | |
| 68 | Martin Martinez# | 76 | 2039-2050 | |
| 68 | Jesus Ramirez | 76 | 2022-2035 | |
| 71 | Jaime Cavender# | 75 | 2032-2050 | |
| 71 | Octavio Diaz | 75 | 2027-2042 | |
| 71 | Bobby McKie# | 75 | 2039-2050 | |
| 71 | Reynaldo Pellot | 75 | 2022-2040 | |
| 71 | Chris Stevens | 75 | 2022-2034 | |
| 76 | Salvador Felix | 74 | 2032-2045 | |
| 76 | Jake Hostetler | 74 | 2027-2041 | |
| 76 | Brett Rudner | 74 | 2034-2047 | |
| 76 | Carlos Ruiz | 74 | 2022-2039 | |
| 80 | Jose Rodriguez | 73 | 2031-2042 | |
| 81 | Dustin Farell | 72 | 2022-2038 | |
| 81 | Brian McCormack | 72 | 2027-2038 | |
| 81 | Cesar Torres | 72 | 2027-2039 | |
| 84 | Ben Dykstra# | 71 | 2040-2050 | |
| 84 | Rhett Harter | 71 | 2032-2044 | |
| 84 | Victor Jimenez | 71 | 2022-2035 | |
| 84 | Tyler Sprague | 71 | 2022-2038 | |
| 84 | Jonathan Taylor | 71 | 2030-2044 | |
| 89 | Logan Frens# | 70 | 2040-2050 | |
| 90 | Don Wareham# | 69 | 2036-2050 | |
| 90 | Robbie Whittemore | 69 | 2027-2039 | |
| 90 | Adam Zimmerman# | 69 | 2034-2049 | |
| 93 | Bobby Sanz# | 67 | 2036-2049 | |
| 94 | Ben Hykel | 66 | 2022-2040 | |
| 94 | Chris Reck | 66 | 2032-2047 | |
| 94 | Elliott Wilson# | 66 | 2034-2049 | |
| 97 | Ben Edwards | 65 | 2024-2034 | |
| 97 | John Hansen# | 65 | 2041-2050 | |
| 97 | Chris Hasselbrink# | 65 | 2039-2050 | |
| 97 | Newton Juhan# | 65 | 2034-2050 |
