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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# | 17 | 2049-2063 | |
| 2 | Josue Villacis* | 17 | 2022-2040 | |
| 2 | Cole Villiger* | 17 | 2022-2041 | |
| 5 | Mike Harmon# | 16 | 2049-2063 | |
| 5 | Casey Herlihy | 16 | 2042-2061 | |
| 7 | Andy Collett* | 15 | 2044-2057 | |
| 7 | Matt Powers* | 15 | 2036-2048 | |
| 7 | Bill Winman# | 15 | 2052-2063 | |
| 10 | David Benge* | 14 | 2030-2046 | |
| 10 | Troy Brisson* | 14 | 2022-2043 | |
| 12 | Matt Deal | 13 | 2022-2039 | |
| 12 | Tyler Martin* | 13 | 2030-2046 | |
| 12 | Matt Nowak* | 13 | 2031-2048 | |
| 12 | Kyle Richmond | 13 | 2027-2043 | |
| 16 | Juan Moreno | 12 | 2043-2059 | |
| 16 | Frank Singletary | 12 | 2022-2034 | |
| 16 | Roy Statkus | 12 | 2023-2041 | |
| 16 | Kevin Swicegood | 12 | 2039-2054 | |
| 20 | Jeff Bjorling* | 11 | 2033-2051 | |
| 21 | Armando Aguilar | 10 | 2031-2045 | |
| 21 | Ernie Bandy | 10 | 2028-2047 | |
| 21 | Randy Robinson* | 10 | 2024-2037 | |
| 21 | Randy Wood | 10 | 2044-2059 | |
| 25 | Jaden Atchison# | 9 | 2051-2063 | |
| 25 | Joel Collins# | 9 | 2055-2063 | |
| 25 | Ryan Escobedo | 9 | 2024-2038 | |
| 25 | Victor Espinoza# | 9 | 2051-2063 | |
| 25 | Mario Niebles# | 9 | 2054-2063 | |
| 25 | Justin West | 9 | 2045-2058 | |
| 31 | Jose Duran# | 8 | 2051-2063 | |
| 31 | Enrique Durazo | 8 | 2037-2052 | |
| 31 | Chad Eager* | 8 | 2040-2055 | |
| 31 | Nick Forte# | 8 | 2052-2063 | |
| 31 | Logan Frens | 8 | 2040-2051 | |
| 31 | Dave Prado | 8 | 2022-2036 | |
| 37 | Derek Beaner | 7 | 2046-2060 | |
| 37 | Bryan Bell# | 7 | 2054-2063 | |
| 37 | Ben Dykstra | 7 | 2040-2057 | |
| 37 | Franklin Escamilla# | 7 | 2047-2063 | |
| 37 | Juan Fernandez | 7 | 2034-2047 | |
| 37 | Marc Kinney | 7 | 2039-2053 | |
| 37 | Alex Martinez | 7 | 2032-2045 | |
| 37 | Jake McQueen | 7 | 2024-2036 | |
| 37 | Danny Mufich* | 7 | 2022-2037 | |
| 37 | Nick Patton | 7 | 2047-2059 | |
| 37 | Frank Salinas | 7 | 2043-2057 | |
| 37 | Ramon Santana | 7 | 2022-2036 | |
| 37 | Joe Schwartz | 7 | 2024-2038 | |
| 37 | Bob Shears# | 7 | 2053-2060 | |
| 37 | Josh Stafford* | 7 | 2033-2045 | |
| 37 | Mike Wilson | 7 | 2035-2051 | |
| 53 | Dallas Adams | 6 | 2022-2037 | |
| 53 | Tom Doherty | 6 | 2042-2058 | |
| 53 | Barney Feldman# | 6 | 2046-2063 | |
| 53 | Morgan Fisher | 6 | 2022-2037 | |
| 53 | Nelson Garcia | 6 | 2022-2044 | |
| 53 | Nick Garner | 6 | 2022-2042 | |
| 53 | Tony Garner | 6 | 2022-2037 | |
| 53 | Aaron Kline | 6 | 2038-2053 | |
| 53 | Martin Martinez* | 6 | 2039-2054 | |
| 53 | Tony Matamoros | 6 | 2045-2058 | |
| 53 | Danny Newhouse* | 6 | 2031-2045 | |
| 53 | Danny Ortiz | 6 | 2036-2048 | |
| 53 | Jorge Peterson | 6 | 2022-2041 | |
| 53 | Andy Ruelas# | 6 | 2057-2063 | |
| 53 | Joe Schultz | 6 | 2045-2062 | |
| 53 | Chris Stephens | 6 | 2039-2057 | |
| 69 | Tim Ada | 5 | 2046-2057 | |
| 69 | Jonathan Aguirre | 5 | 2022-2038 | |
| 69 | Mauricio Alameda# | 5 | 2046-2062 | |
| 69 | Jamie Castro | 5 | 2037-2055 | |
| 69 | Danny Claudio | 5 | 2040-2053 | |
| 69 | Drew Conger | 5 | 2022-2040 | |
| 69 | Kyle Corley | 5 | 2044-2056 | |
| 69 | Justin Egan | 5 | 2037-2051 | |
| 69 | Josh Feret | 5 | 2022-2038 | |
| 69 | John Flanagan | 5 | 2025-2038 | |
| 69 | Manny Garcia# | 5 | 2056-2063 | |
| 69 | John Hansen | 5 | 2041-2059 | |
| 69 | Jared Harper | 5 | 2045-2062 | |
| 69 | Bob Hensley | 5 | 2033-2048 | |
| 69 | Josh Hills# | 5 | 2047-2063 | |
| 69 | Jack Horton | 5 | 2040-2061 | |
| 69 | Phil Hummel | 5 | 2036-2052 | |
| 69 | Jason Hunter | 5 | 2042-2059 | |
| 69 | Nick Ketchum | 5 | 2049-2061 | |
| 69 | Gilberto Lanzo | 5 | 2022-2030 | |
| 69 | Melvin Leal | 5 | 2039-2057 | |
| 69 | Brian McCormack | 5 | 2027-2038 | |
| 69 | Matt McGrail | 5 | 2046-2057 | |
| 69 | Bobby McKie | 5 | 2039-2054 | |
| 69 | Jose Mendoza | 5 | 2027-2041 | |
| 69 | Marcos Mora | 5 | 2031-2042 | |
| 69 | Reynaldo Pellot | 5 | 2022-2040 | |
| 69 | Chris Rockel# | 5 | 2058-2063 | |
| 69 | Jim Rubio | 5 | 2045-2060 | |
| 69 | Brett Rudner | 5 | 2034-2047 | |
| 69 | Chris Schneider | 5 | 2022-2027 | |
| 69 | Mike Sloane | 5 | 2022-2026 |
