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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Alejandro Escontrias# | 25 | 2039-2057 | |
| 2 | Josue Villacis* | 17 | 2022-2040 | |
| 2 | Cole Villiger* | 17 | 2022-2041 | |
| 4 | Andy Collett# | 15 | 2044-2057 | |
| 4 | Matt Powers* | 15 | 2036-2048 | |
| 6 | David Benge* | 14 | 2030-2046 | |
| 6 | Troy Brisson* | 14 | 2022-2043 | |
| 6 | Casey Herlihy# | 14 | 2042-2057 | |
| 9 | Matt Deal | 13 | 2022-2039 | |
| 9 | Tyler Martin* | 13 | 2030-2046 | |
| 9 | Matt Nowak* | 13 | 2031-2048 | |
| 9 | Kyle Richmond | 13 | 2027-2043 | |
| 13 | Frank Singletary | 12 | 2022-2034 | |
| 13 | Roy Statkus | 12 | 2023-2041 | |
| 13 | Kevin Swicegood | 12 | 2039-2054 | |
| 16 | Jeff Bjorling* | 11 | 2033-2051 | |
| 16 | Juan Moreno# | 11 | 2043-2057 | |
| 18 | Armando Aguilar | 10 | 2031-2045 | |
| 18 | Ernie Bandy | 10 | 2028-2047 | |
| 18 | Randy Robinson* | 10 | 2024-2037 | |
| 21 | Ryan Escobedo | 9 | 2024-2038 | |
| 21 | Justin West# | 9 | 2045-2057 | |
| 23 | Enrique Durazo | 8 | 2037-2052 | |
| 23 | Chad Eager* | 8 | 2040-2055 | |
| 23 | Logan Frens | 8 | 2040-2051 | |
| 23 | Dave Prado | 8 | 2022-2036 | |
| 23 | Randy Wood# | 8 | 2044-2057 | |
| 28 | Derek Beaner# | 7 | 2046-2057 | |
| 28 | Ben Dykstra# | 7 | 2040-2057 | |
| 28 | Juan Fernandez | 7 | 2034-2047 | |
| 28 | Marc Kinney | 7 | 2039-2053 | |
| 28 | Alex Martinez | 7 | 2032-2045 | |
| 28 | Jake McQueen | 7 | 2024-2036 | |
| 28 | Danny Mufich* | 7 | 2022-2037 | |
| 28 | Frank Salinas# | 7 | 2043-2057 | |
| 28 | Ramon Santana | 7 | 2022-2036 | |
| 28 | Joe Schwartz | 7 | 2024-2038 | |
| 28 | Josh Stafford* | 7 | 2033-2045 | |
| 28 | Mike Wilson | 7 | 2035-2051 | |
| 40 | Dallas Adams | 6 | 2022-2037 | |
| 40 | Tom Doherty# | 6 | 2042-2057 | |
| 40 | Morgan Fisher | 6 | 2022-2037 | |
| 40 | Nelson Garcia | 6 | 2022-2044 | |
| 40 | Nick Garner | 6 | 2022-2042 | |
| 40 | Tony Garner | 6 | 2022-2037 | |
| 40 | Aaron Kline | 6 | 2038-2053 | |
| 40 | Martin Martinez* | 6 | 2039-2054 | |
| 40 | Danny Newhouse* | 6 | 2031-2045 | |
| 40 | Danny Ortiz | 6 | 2036-2048 | |
| 40 | Nick Patton# | 6 | 2047-2057 | |
| 40 | Jorge Peterson | 6 | 2022-2041 | |
| 40 | Chris Stephens# | 6 | 2039-2057 | |
| 53 | Tim Ada# | 5 | 2046-2057 | |
| 53 | Jonathan Aguirre | 5 | 2022-2038 | |
| 53 | Jaden Atchison# | 5 | 2051-2057 | |
| 53 | Jamie Castro | 5 | 2037-2055 | |
| 53 | Danny Claudio | 5 | 2040-2053 | |
| 53 | Drew Conger | 5 | 2022-2040 | |
| 53 | Kyle Corley# | 5 | 2044-2056 | |
| 53 | Jose Duran# | 5 | 2051-2057 | |
| 53 | Justin Egan | 5 | 2037-2051 | |
| 53 | Franklin Escamilla# | 5 | 2047-2057 | |
| 53 | Josh Feret | 5 | 2022-2038 | |
| 53 | John Flanagan | 5 | 2025-2038 | |
| 53 | Tyler Hammons# | 5 | 2049-2057 | |
| 53 | Mike Harmon# | 5 | 2049-2057 | |
| 53 | Bob Hensley | 5 | 2033-2048 | |
| 53 | Jack Horton# | 5 | 2040-2057 | |
| 53 | Phil Hummel | 5 | 2036-2052 | |
| 53 | Jason Hunter# | 5 | 2042-2057 | |
| 53 | Nick Ketchum# | 5 | 2049-2057 | |
| 53 | Gilberto Lanzo | 5 | 2022-2030 | |
| 53 | Melvin Leal# | 5 | 2039-2057 | |
| 53 | Brian McCormack | 5 | 2027-2038 | |
| 53 | Matt McGrail# | 5 | 2046-2057 | |
| 53 | Bobby McKie | 5 | 2039-2054 | |
| 53 | Jose Mendoza | 5 | 2027-2041 | |
| 53 | Marcos Mora | 5 | 2031-2042 | |
| 53 | Reynaldo Pellot | 5 | 2022-2040 | |
| 53 | Jim Rubio# | 5 | 2045-2057 | |
| 53 | Brett Rudner | 5 | 2034-2047 | |
| 53 | Chris Schneider | 5 | 2022-2027 | |
| 53 | Joe Schultz# | 5 | 2045-2057 | |
| 53 | Mike Sloane | 5 | 2022-2026 | |
| 53 | Jose Taborda | 5 | 2022-2040 | |
| 53 | Kenny Wroblewski | 5 | 2024-2035 | |
| 87 | Eddie Aguilar | 4 | 2022-2034 | |
| 87 | Mauricio Alameda# | 4 | 2046-2057 | |
| 87 | Justin Baskerville | 4 | 2026-2040 | |
| 87 | Vincent Blanco | 4 | 2040-2053 | |
| 87 | T.J. Carron# | 4 | 2048-2057 | |
| 87 | Jaime Cavender | 4 | 2032-2053 | |
| 87 | David Corona# | 4 | 2055-2057 | |
| 87 | James DeTullio | 4 | 2027-2040 | |
| 87 | Jared Dodd | 4 | 2024-2034 | |
| 87 | Nick Forte# | 4 | 2052-2057 | |
| 87 | John Hansen# | 4 | 2041-2057 | |
| 87 | Juan Hernandez | 4 | 2038-2047 | |
| 87 | Ryan Ingersoll | 4 | 2022-2025 | |
| 87 | Mark Lambert | 4 | 2022-2040 |
