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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Alejandro Escontrias* | 27 | 2039-2057 | |
| 2 | Tyler Hammons* | 22 | 2049-2066 | |
| 2 | Bill Winman* | 22 | 2052-2068 | |
| 4 | Mike Harmon* | 17 | 2049-2064 | |
| 4 | Josue Villacis* | 17 | 2022-2040 | |
| 4 | Cole Villiger* | 17 | 2022-2041 | |
| 7 | Casey Herlihy* | 16 | 2042-2061 | |
| 8 | Bryan Bell | 15 | 2054-2068 | |
| 8 | Andy Collett* | 15 | 2044-2057 | |
| 8 | Matt Powers* | 15 | 2036-2048 | |
| 11 | David Benge* | 14 | 2030-2046 | |
| 11 | Troy Brisson* | 14 | 2022-2043 | |
| 11 | Ralph Francisco# | 14 | 2056-2071 | |
| 14 | Joel Collins | 13 | 2055-2067 | |
| 14 | Matt Deal | 13 | 2022-2039 | |
| 14 | Tyler Martin* | 13 | 2030-2046 | |
| 14 | Matt Nowak* | 13 | 2031-2048 | |
| 14 | Kyle Richmond | 13 | 2027-2043 | |
| 19 | Juan Moreno* | 12 | 2043-2059 | |
| 19 | Frank Singletary | 12 | 2022-2034 | |
| 19 | Roy Statkus | 12 | 2023-2041 | |
| 19 | Kevin Swicegood | 12 | 2039-2054 | |
| 23 | Jeff Bjorling* | 11 | 2033-2051 | |
| 23 | Cody Cooper# | 11 | 2057-2071 | |
| 23 | Jose Duran* | 11 | 2051-2070 | |
| 23 | T.J. Everhard# | 11 | 2061-2071 | |
| 27 | Armando Aguilar | 10 | 2031-2045 | |
| 27 | Jaden Atchison | 10 | 2051-2067 | |
| 27 | Ernie Bandy | 10 | 2028-2047 | |
| 27 | Carlos Diaz# | 10 | 2063-2071 | |
| 27 | Nick Forte* | 10 | 2052-2067 | |
| 27 | Randy Robinson* | 10 | 2024-2037 | |
| 27 | Randy Wood* | 10 | 2044-2059 | |
| 34 | Ryan Escobedo | 9 | 2024-2038 | |
| 34 | Victor Espinoza | 9 | 2051-2069 | |
| 34 | Mario Niebles | 9 | 2054-2065 | |
| 34 | Chris Rockel# | 9 | 2058-2071 | |
| 34 | Andy Ruelas# | 9 | 2057-2071 | |
| 34 | Justin West | 9 | 2045-2058 | |
| 40 | Matt Bailey# | 8 | 2063-2071 | |
| 40 | Enrique Durazo | 8 | 2037-2052 | |
| 40 | Chad Eager* | 8 | 2040-2055 | |
| 40 | Logan Frens | 8 | 2040-2051 | |
| 40 | Marcos Nuncio | 8 | 2056-2070 | |
| 40 | Dave Prado | 8 | 2022-2036 | |
| 40 | Jeremy Todd# | 8 | 2063-2071 | |
| 47 | Willie Ayala# | 7 | 2057-2071 | |
| 47 | Derek Beaner* | 7 | 2046-2060 | |
| 47 | Ben Dykstra | 7 | 2040-2057 | |
| 47 | Franklin Escamilla | 7 | 2047-2063 | |
| 47 | Juan Fernandez | 7 | 2034-2047 | |
| 47 | Manny Garcia# | 7 | 2056-2070 | |
| 47 | Dustin Greenfield# | 7 | 2063-2071 | |
| 47 | Marc Kinney | 7 | 2039-2053 | |
| 47 | Ottheinrich Lindner# | 7 | 2061-2071 | |
| 47 | Alex Martinez | 7 | 2032-2045 | |
| 47 | Jake McQueen | 7 | 2024-2036 | |
| 47 | Danny Mufich* | 7 | 2022-2037 | |
| 47 | Nick Patton | 7 | 2047-2059 | |
| 47 | Josh Phillips# | 7 | 2059-2071 | |
| 47 | Frank Salinas | 7 | 2043-2057 | |
| 47 | Ramon Santana | 7 | 2022-2036 | |
| 47 | Joe Schwartz | 7 | 2024-2038 | |
| 47 | Bob Shears | 7 | 2053-2060 | |
| 47 | Josh Stafford* | 7 | 2033-2045 | |
| 47 | Jose Valencia# | 7 | 2062-2071 | |
| 47 | Mike Wilson | 7 | 2035-2051 | |
| 68 | Dallas Adams | 6 | 2022-2037 | |
| 68 | Chris Alexander# | 6 | 2058-2071 | |
| 68 | Mike Corsten# | 6 | 2065-2071 | |
| 68 | Tom Doherty | 6 | 2042-2058 | |
| 68 | Barney Feldman | 6 | 2046-2064 | |
| 68 | Morgan Fisher | 6 | 2022-2037 | |
| 68 | Nelson Garcia | 6 | 2022-2044 | |
| 68 | Nick Garner | 6 | 2022-2042 | |
| 68 | Tony Garner | 6 | 2022-2037 | |
| 68 | Aaron Kline | 6 | 2038-2053 | |
| 68 | Martin Martinez* | 6 | 2039-2054 | |
| 68 | Tony Matamoros | 6 | 2045-2058 | |
| 68 | Danny Newhouse* | 6 | 2031-2045 | |
| 68 | Danny Ortiz | 6 | 2036-2048 | |
| 68 | Jorge Peterson | 6 | 2022-2041 | |
| 68 | Joe Schultz* | 6 | 2045-2062 | |
| 68 | Chris Stephens | 6 | 2039-2057 | |
| 68 | Troy Vail# | 6 | 2060-2071 | |
| 86 | Tim Ada | 5 | 2046-2057 | |
| 86 | Vinny Aguilar# | 5 | 2061-2071 | |
| 86 | Jonathan Aguirre | 5 | 2022-2038 | |
| 86 | Mauricio Alameda | 5 | 2046-2062 | |
| 86 | Jamie Castro | 5 | 2037-2055 | |
| 86 | Danny Claudio | 5 | 2040-2053 | |
| 86 | Drew Conger | 5 | 2022-2040 | |
| 86 | Kyle Corley | 5 | 2044-2056 | |
| 86 | Jesse Custer | 5 | 2056-2070 | |
| 86 | Justin Egan | 5 | 2037-2051 | |
| 86 | Josh Feret | 5 | 2022-2038 | |
| 86 | Pedro Fernandez# | 5 | 2060-2071 | |
| 86 | John Flanagan | 5 | 2025-2038 | |
| 86 | Jerry Galvan# | 5 | 2055-2071 | |
| 86 | John Hansen | 5 | 2041-2059 |
