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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Tyler Hanna# | 5 | 2040-2042 | |
| 2 | Walter Lambert# | 4 | 2044-2047 | |
| 2 | Anthony Wallace# | 4 | 2042-2044 | |
| 4 | Reginald Clay# | 3 | 2041-2042 | |
| 4 | Wilbur Fullerton# | 3 | 2045-2049 | |
| 4 | Harris Gentry# | 3 | 2043-2045 | |
| 4 | Colton Gibson# | 3 | 2036-2037 | |
| 4 | Paul Green# | 3 | 2040-2043 | |
| 4 | José Hernández# | 3 | 2042-2044 | |
| 4 | Luis López# | 3 | 2041-2043 | |
| 4 | Walt McCarthy# | 3 | 2037-2039 | |
| 4 | Lance O'Donel# | 3 | 2048-2049 | |
| 4 | Javier Pérez | 3 | 2032-2034 | |
| 4 | José Pérez | 3 | 2034-2036 | |
| 4 | Juan Salazar | 3 | 2028-2030 | |
| 4 | Michael Webb# | 3 | 2044-2048 | |
| 4 | Paul Weber# | 3 | 2043-2044 | |
| 4 | Doug Wells# | 3 | 2043-2044 | |
| 4 | Victor Williams# | 3 | 2043-2045 | |
| 20 | Geoff Bannatyne# | 2 | 2041-2044 | |
| 20 | Bennie Barlowe# | 2 | 2045-2047 | |
| 20 | Arturo Castillo# | 2 | 2043-2044 | |
| 20 | Juan Carlos Castro# | 2 | 2044-2046 | |
| 20 | Ken Clark# | 2 | 2041-2042 | |
| 20 | Ash Coker | 2 | 2028-2031 | |
| 20 | Iván Costa# | 2 | 2041-2043 | |
| 20 | Bill Cunningham# | 2 | 2047-2049 | |
| 20 | José Delgado# | 2 | 2041-2045 | |
| 20 | Arturo Desales | 2 | 2029-2030 | |
| 20 | Victor Donnelly# | 2 | 2044-2047 | |
| 20 | Bubba Dotson# | 2 | 2047-2048 | |
| 20 | Jeff Dwyer# | 2 | 2041-2042 | |
| 20 | Domingo Elías# | 2 | 2048-2048 | |
| 20 | José Estrada | 2 | 2030-2031 | |
| 20 | Mark Greene# | 2 | 2045-2049 | |
| 20 | Paulino Guerrero | 2 | 2033-2034 | |
| 20 | Michael Harris# | 2 | 2041-2044 | |
| 20 | Kevin Jenkins | 2 | 2039-2040 | |
| 20 | George King# | 2 | 2045-2049 | |
| 20 | Shigeaki Kokawa# | 2 | 2047-2048 | |
| 20 | Ted Lamphere# | 2 | 2046-2048 | |
| 20 | Bill Love# | 2 | 2044-2044 | |
| 20 | Joe Manley | 2 | 2036-2036 | |
| 20 | Diego Martínez# | 2 | 2036-2038 | |
| 20 | José Martínez# | 2 | 2034-2035 | |
| 20 | Desi McCall# | 2 | 2044-2045 | |
| 20 | Skip Márquez# | 2 | 2044-2047 | |
| 20 | Dan Ness# | 2 | 2042-2045 | |
| 20 | Kenneth Noble# | 2 | 2033-2036 | |
| 20 | Tony Ortíz# | 2 | 2045-2049 | |
| 20 | Robin Owens | 2 | 2029-2030 | |
| 20 | Robby Page# | 2 | 2041-2041 | |
| 20 | Austin Parker# | 2 | 2043-2046 | |
| 20 | Drew Payne# | 2 | 2041-2041 | |
| 20 | Matt Peak# | 2 | 2044-2047 | |
| 20 | Nigel Richards# | 2 | 2049-2049 | |
| 20 | Juan Rico# | 2 | 2043-2044 | |
| 20 | Colton Sewell | 2 | 2031-2032 | |
| 20 | William Stephens | 2 | 2029-2029 | |
| 20 | Bob Thompson# | 2 | 2040-2040 | |
| 20 | Jesús Velásquez# | 2 | 2042-2043 | |
| 20 | Kenny Walters# | 2 | 2042-2045 | |
| 20 | Keith Wells | 2 | 2033-2035 | |
| 20 | Ralph Wilhelm# | 2 | 2039-2042 | |
| 20 | Jake Wood# | 2 | 2044-2045 | |
| 20 | Ethan Wright# | 2 | 2047-2049 | |
| 67 | Jim Adams# | 1 | 2041-2044 | |
| 67 | Jorge Aguilar# | 1 | 2044-2046 | |
| 67 | Jorge Almonpe# | 1 | 2041-2043 | |
| 67 | John Barr# | 1 | 2044-2045 | |
| 67 | Clint Beck# | 1 | 2041-2045 | |
| 67 | Denis Bolden# | 1 | 2042-2045 | |
| 67 | Barry Brooks# | 1 | 2042-2045 | |
| 67 | Thomas Brown# | 1 | 2041-2045 | |
| 67 | Alberto Bustamante | 1 | 2028-2029 | |
| 67 | Fraser Cahill# | 1 | 2042-2044 | |
| 67 | Joseph Cameron# | 1 | 2044-2045 | |
| 67 | Manny Campos | 1 | 2028-2028 | |
| 67 | Andrew Chambers# | 1 | 2045-2049 | |
| 67 | Carlton Collins# | 1 | 2042-2043 | |
| 67 | Nicholas Collins# | 1 | 2045-2047 | |
| 67 | Lorenzo Cruz | 1 | 2030-2031 | |
| 67 | Wayne Daugherty# | 1 | 2044-2046 | |
| 67 | Henry Davis# | 1 | 2044-2044 | |
| 67 | John Dawe# | 1 | 2045-2049 | |
| 67 | Jason DeLay# | 1 | 2044-2047 | |
| 67 | Pedro Delgado# | 1 | 2040-2042 | |
| 67 | Ralph Dotson# | 1 | 2045-2049 | |
| 67 | Ray Doyle# | 1 | 2043-2045 | |
| 67 | Willis Duron# | 1 | 2043-2046 | |
| 67 | Juan Jose Díaz# | 1 | 2049-2049 | |
| 67 | Luis Díaz# | 1 | 2040-2041 | |
| 67 | Justin Edwards | 1 | 2035-2036 | |
| 67 | Dennis Fairchild# | 1 | 2034-2036 | |
| 67 | Jesús Flores# | 1 | 2047-2049 | |
| 67 | Eric Fournet# | 1 | 2047-2049 | |
| 67 | Christian Fuentes# | 1 | 2043-2044 | |
| 67 | Javier García | 1 | 2034-2036 | |
| 67 | José García | 1 | 2030-2030 | |
| 67 | Ryan García | 1 | 2029-2030 |
