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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Josue Villacis* | 17 | 2022-2040 | |
| 1 | Cole Villiger* | 17 | 2022-2041 | |
| 3 | David Benge | 14 | 2030-2046 | |
| 3 | Troy Brisson* | 14 | 2022-2043 | |
| 3 | Matt Powers# | 14 | 2036-2046 | |
| 6 | Matt Deal | 13 | 2022-2039 | |
| 6 | Tyler Martin | 13 | 2030-2046 | |
| 6 | Matt Nowak# | 13 | 2031-2046 | |
| 6 | Kyle Richmond | 13 | 2027-2043 | |
| 10 | Alejandro Escontrias# | 12 | 2039-2046 | |
| 10 | Frank Singletary | 12 | 2022-2034 | |
| 10 | Roy Statkus | 12 | 2023-2041 | |
| 13 | Armando Aguilar | 10 | 2031-2045 | |
| 13 | Ernie Bandy# | 10 | 2028-2046 | |
| 13 | Randy Robinson | 10 | 2024-2037 | |
| 16 | Jeff Bjorling# | 9 | 2033-2046 | |
| 16 | Ryan Escobedo | 9 | 2024-2038 | |
| 18 | Dave Prado | 8 | 2022-2036 | |
| 19 | Enrique Durazo# | 7 | 2037-2046 | |
| 19 | Juan Fernandez# | 7 | 2034-2046 | |
| 19 | Logan Frens# | 7 | 2040-2046 | |
| 19 | Alex Martinez | 7 | 2032-2045 | |
| 19 | Jake McQueen | 7 | 2024-2036 | |
| 19 | Danny Mufich | 7 | 2022-2037 | |
| 19 | Ramon Santana | 7 | 2022-2036 | |
| 19 | Joe Schwartz | 7 | 2024-2038 | |
| 19 | Josh Stafford | 7 | 2033-2045 | |
| 19 | Kevin Swicegood# | 7 | 2039-2046 | |
| 19 | Mike Wilson# | 7 | 2035-2045 | |
| 30 | Dallas Adams | 6 | 2022-2037 | |
| 30 | Chad Eager# | 6 | 2040-2046 | |
| 30 | Morgan Fisher | 6 | 2022-2037 | |
| 30 | Nelson Garcia | 6 | 2022-2044 | |
| 30 | Nick Garner | 6 | 2022-2042 | |
| 30 | Tony Garner | 6 | 2022-2037 | |
| 30 | Danny Newhouse | 6 | 2031-2045 | |
| 30 | Danny Ortiz# | 6 | 2036-2046 | |
| 30 | Jorge Peterson | 6 | 2022-2041 | |
| 39 | Jonathan Aguirre | 5 | 2022-2038 | |
| 39 | Drew Conger | 5 | 2022-2040 | |
| 39 | Ben Dykstra# | 5 | 2040-2046 | |
| 39 | Justin Egan# | 5 | 2037-2046 | |
| 39 | Josh Feret | 5 | 2022-2038 | |
| 39 | John Flanagan | 5 | 2025-2038 | |
| 39 | Bob Hensley# | 5 | 2033-2046 | |
| 39 | Gilberto Lanzo | 5 | 2022-2030 | |
| 39 | Brian McCormack | 5 | 2027-2038 | |
| 39 | Jose Mendoza | 5 | 2027-2041 | |
| 39 | Marcos Mora | 5 | 2031-2042 | |
| 39 | Reynaldo Pellot | 5 | 2022-2040 | |
| 39 | Brett Rudner# | 5 | 2034-2046 | |
| 39 | Chris Schneider | 5 | 2022-2027 | |
| 39 | Mike Sloane | 5 | 2022-2026 | |
| 39 | Chris Stephens# | 5 | 2039-2046 | |
| 39 | Jose Taborda | 5 | 2022-2040 | |
| 39 | Kenny Wroblewski | 5 | 2024-2035 | |
| 57 | Eddie Aguilar | 4 | 2022-2034 | |
| 57 | Justin Baskerville | 4 | 2026-2040 | |
| 57 | James DeTullio | 4 | 2027-2040 | |
| 57 | Jared Dodd | 4 | 2024-2034 | |
| 57 | Tom Doherty# | 4 | 2042-2046 | |
| 57 | Casey Herlihy# | 4 | 2042-2046 | |
| 57 | Juan Hernandez# | 4 | 2038-2046 | |
| 57 | Ryan Ingersoll | 4 | 2022-2025 | |
| 57 | Aaron Kline# | 4 | 2038-2046 | |
| 57 | Mark Lambert | 4 | 2022-2040 | |
| 57 | Bobby McKie# | 4 | 2039-2046 | |
| 57 | Juan Mendez | 4 | 2024-2036 | |
| 57 | Sam Moreland | 4 | 2024-2038 | |
| 57 | George Ritchie* | 4 | 2024-2031 | |
| 57 | Roberto Rodriguez | 4 | 2022-2038 | |
| 57 | Charlie Schiro | 4 | 2033-2044 | |
| 57 | Chris Schuck | 4 | 2022-2040 | |
| 57 | Chris Smith# | 4 | 2038-2046 | |
| 57 | Matt Wesley | 4 | 2022-2034 | |
| 76 | Marco Arqueta | 3 | 2022-2040 | |
| 76 | Eric Bejarano# | 3 | 2031-2046 | |
| 76 | Nate Burks | 3 | 2025-2033 | |
| 76 | Jamie Castro# | 3 | 2037-2046 | |
| 76 | Danny Claudio# | 3 | 2040-2046 | |
| 76 | Octavio Diaz | 3 | 2027-2042 | |
| 76 | Ruben Diaz# | 3 | 2036-2046 | |
| 76 | Michael Dietel | 3 | 2022-2037 | |
| 76 | Salvador Felix | 3 | 2032-2045 | |
| 76 | Mark Frausto | 3 | 2022-2037 | |
| 76 | Andres Fuentes# | 3 | 2040-2046 | |
| 76 | Jonathan Fuhr | 3 | 2027-2042 | |
| 76 | Hugo Garza | 3 | 2027-2040 | |
| 76 | Nick Gaslin | 3 | 2030-2041 | |
| 76 | Steve Gilbert | 3 | 2022-2030 | |
| 76 | Luis Guerra | 3 | 2022-2026 | |
| 76 | Jorge Gutierrez | 3 | 2022-2032 | |
| 76 | Rhett Harter | 3 | 2032-2044 | |
| 76 | George Higgins* | 3 | 2022-2035 | |
| 76 | Jack Horton# | 3 | 2040-2046 | |
| 76 | Lonny Humphries | 3 | 2025-2038 | |
| 76 | Marc Kinney# | 3 | 2039-2046 | |
| 76 | Melvin Leal# | 3 | 2039-2046 | |
| 76 | Chris Licciardi# | 3 | 2036-2046 | |
| 76 | Alex Lopez | 3 | 2022-2036 |
