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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Edgar González# | 3 | 2033-2036 | |
| 1 | Jeremiah Moran# | 3 | 2028-2029 | |
| 1 | John Stephenson# | 3 | 2033-2038 | |
| 1 | Jim Wither# | 3 | 2034-2036 | |
| 5 | John Allen# | 2 | 2030-2032 | |
| 5 | Jonathan Anderson# | 2 | 2030-2033 | |
| 5 | Esteban Aragón# | 2 | 2034-2038 | |
| 5 | Gerald Collins# | 2 | 2032-2036 | |
| 5 | Duane Deal# | 2 | 2030-2030 | |
| 5 | Doug Dempsey# | 2 | 2036-2038 | |
| 5 | William Evans# | 2 | 2031-2034 | |
| 5 | Lou Ferrell# | 2 | 2035-2038 | |
| 5 | Leonard Fitzpatrick# | 2 | 2032-2037 | |
| 5 | Sherman Gordon# | 2 | 2033-2038 | |
| 5 | Matt Hoffman | 2 | 2028-2030 | |
| 5 | Al Lambert# | 2 | 2036-2037 | |
| 5 | Clay Lyon# | 2 | 2037-2038 | |
| 5 | Henry Owens# | 2 | 2033-2038 | |
| 5 | Tomás Prieto# | 2 | 2029-2030 | |
| 5 | Ángel Rodríguez | 2 | 2030-2031 | |
| 5 | Alberto Sánchez# | 2 | 2030-2031 | |
| 5 | Jim Snyder# | 2 | 2030-2033 | |
| 5 | Lane Snyder# | 2 | 2037-2037 | |
| 5 | Román Zamora# | 2 | 2033-2038 | |
| 25 | Landon Bailey | 1 | 2029-2030 | |
| 25 | Baltwin Beyeman# | 1 | 2037-2038 | |
| 25 | Leo Blackley# | 1 | 2031-2032 | |
| 25 | Paço Boda# | 1 | 2027-2028 | |
| 25 | Harry Bryant# | 1 | 2033-2037 | |
| 25 | Bill Carver# | 1 | 2038-2038 | |
| 25 | Salvador Cervantes# | 1 | 2030-2033 | |
| 25 | Cristiano Cipolloni# | 1 | 2031-2032 | |
| 25 | Dan Clark# | 1 | 2032-2035 | |
| 25 | Danny Clayton# | 1 | 2030-2030 | |
| 25 | Seth Cuevas# | 1 | 2032-2032 | |
| 25 | Bryce Davis | 1 | 2025-2029 | |
| 25 | Ángel Fernández# | 1 | 2033-2035 | |
| 25 | Fernando Fuentes# | 1 | 2028-2030 | |
| 25 | William Gallegos# | 1 | 2029-2032 | |
| 25 | Raúl Gonzáles# | 1 | 2033-2038 | |
| 25 | Manuel Guel# | 1 | 2029-2034 | |
| 25 | Clint Hanson# | 1 | 2035-2035 | |
| 25 | Marvin Harrison# | 1 | 2035-2036 | |
| 25 | Lorenzo Hernández# | 1 | 2032-2038 | |
| 25 | Keith Hill# | 1 | 2029-2029 | |
| 25 | Rogerio Ibarra | 1 | 2032-2033 | |
| 25 | Donovan Jeffries# | 1 | 2034-2035 | |
| 25 | James Jones# | 1 | 2033-2037 | |
| 25 | Travis Jones# | 1 | 2038-2038 | |
| 25 | Patrick Kramer# | 1 | 2034-2038 | |
| 25 | Dou-wan Liu# | 1 | 2032-2035 | |
| 25 | Mike Marks | 1 | 2032-2033 | |
| 25 | Brian Marshall# | 1 | 2037-2038 | |
| 25 | John McGuire# | 1 | 2033-2038 | |
| 25 | José Meléndez# | 1 | 2032-2038 | |
| 25 | Miguel Meneces# | 1 | 2030-2030 | |
| 25 | Orlando Molina# | 1 | 2031-2033 | |
| 25 | Tomás Muńóz | 1 | 2027-2031 | |
| 25 | In-ho Om | 1 | 2029-2029 | |
| 25 | Mike Peters# | 1 | 2037-2038 | |
| 25 | Lance Poole# | 1 | 2037-2037 | |
| 25 | Sam Powell# | 1 | 2037-2037 | |
| 25 | Ángel Ramírez# | 1 | 2036-2038 | |
| 25 | Esteban Ramírez# | 1 | 2028-2032 | |
| 25 | José Reyes# | 1 | 2031-2037 | |
| 25 | Jesús Rivera# | 1 | 2035-2035 | |
| 25 | Augusto Rodríguez# | 1 | 2035-2038 | |
| 25 | Albert Sánchez# | 1 | 2028-2031 | |
| 25 | Sloan Sanders# | 1 | 2028-2029 | |
| 25 | Kent Smith | 1 | 2028-2031 | |
| 25 | John Spencer# | 1 | 2034-2037 | |
| 25 | Curtis Steele# | 1 | 2034-2037 | |
| 25 | Armando Torrecilla# | 1 | 2033-2035 | |
| 25 | José Ulerio# | 1 | 2030-2032 | |
| 25 | José Viera# | 1 | 2034-2034 | |
| 25 | Arthur Warren# | 1 | 2032-2034 | |
| 25 | Ed Weaver# | 1 | 2031-2033 | |
| 25 | Jeffrey Weeks# | 1 | 2034-2038 | |
| 25 | Dave Wheeler# | 1 | 2038-2038 | |
| 80 | Rodrigo Álvarez# | 0 | 2030-2032 | |
| 80 | Ray Anderson | 0 | 2037-2037 | |
| 80 | Jesús Aragón# | 0 | 2033-2037 | |
| 80 | Sandy Austin# | 0 | 2038-2038 | |
| 80 | Juan Baca# | 0 | 2029-2030 | |
| 80 | Gary Baker# | 0 | 2035-2037 | |
| 80 | Kris Ball# | 0 | 2035-2038 | |
| 80 | Rubén Barrera# | 0 | 2035-2038 | |
| 80 | Bradley Baxter# | 0 | 2031-2033 | |
| 80 | Juan Benítez# | 0 | 2032-2034 | |
| 80 | Gil Brown# | 0 | 2038-2038 | |
| 80 | Will Brown# | 0 | 2030-2030 | |
| 80 | Jeff Browne# | 0 | 2034-2038 | |
| 80 | Bobby Burnett# | 0 | 2036-2038 | |
| 80 | José Cabrera# | 0 | 2035-2038 | |
| 80 | Mark Campbell# | 0 | 2033-2038 | |
| 80 | Roberto Carrillo# | 0 | 2029-2030 | |
| 80 | Dan Catron# | 0 | 2029-2031 | |
| 80 | José Cerda# | 0 | 2036-2038 | |
| 80 | Ismael Chávez# | 0 | 2032-2033 | |
| 80 | Jorge Chávez# | 0 | 2029-2032 |
