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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Mike Barker# | 4 | 2041-2043 | |
| 1 | William Dorey# | 4 | 2041-2044 | |
| 1 | Perry Harris | 4 | 2029-2032 | |
| 4 | Ray Banks# | 3 | 2041-2045 | |
| 4 | Darrel Burns# | 3 | 2044-2044 | |
| 4 | Ron Carr | 3 | 2039-2041 | |
| 4 | José Chapa# | 3 | 2041-2042 | |
| 4 | Christian Fuentes# | 3 | 2044-2045 | |
| 4 | Ken Higgins# | 3 | 2043-2046 | |
| 4 | John Keil# | 3 | 2044-2045 | |
| 4 | Travis Lawrence# | 3 | 2046-2049 | |
| 4 | Anatolio Lucci# | 3 | 2041-2045 | |
| 4 | Martim Ramalho# | 3 | 2044-2047 | |
| 4 | Rob Stanley# | 3 | 2041-2042 | |
| 15 | Jorge Almonpe# | 2 | 2043-2044 | |
| 15 | Nicholas Angle | 2 | 2040-2041 | |
| 15 | Tony Ashe | 2 | 2041-2044 | |
| 15 | Vincent Baird# | 2 | 2041-2046 | |
| 15 | Ken Barker# | 2 | 2043-2046 | |
| 15 | Bennie Barlowe# | 2 | 2047-2049 | |
| 15 | Frank Barnes# | 2 | 2043-2045 | |
| 15 | Jesús Barrerra | 2 | 2033-2035 | |
| 15 | Frank Baxter# | 2 | 2041-2043 | |
| 15 | Tim Baxter# | 2 | 2042-2046 | |
| 15 | Steven Brooks | 2 | 2041-2043 | |
| 15 | Pete Brown# | 2 | 2041-2044 | |
| 15 | Thomas Brown# | 2 | 2043-2045 | |
| 15 | William Burgoyne# | 2 | 2041-2044 | |
| 15 | Pedro Canseco | 2 | 2040-2043 | |
| 15 | Claude Chapuis | 2 | 2031-2033 | |
| 15 | Cecil Cooper | 2 | 2031-2036 | |
| 15 | Larry Cooper# | 2 | 2039-2040 | |
| 15 | Vic Darby# | 2 | 2040-2041 | |
| 15 | Kyle Davis# | 2 | 2039-2042 | |
| 15 | Claudio De La Rosa# | 2 | 2041-2044 | |
| 15 | Ismael Díaz | 2 | 2039-2041 | |
| 15 | Brian Firth# | 2 | 2046-2048 | |
| 15 | Júlio Flores# | 2 | 2048-2049 | |
| 15 | Ross Flynn | 2 | 2036-2037 | |
| 15 | Arnold Garrett# | 2 | 2048-2048 | |
| 15 | Harris Gentry# | 2 | 2045-2046 | |
| 15 | José Gutiérrez# | 2 | 2043-2044 | |
| 15 | Nick Hill | 2 | 2040-2042 | |
| 15 | Brian Hodges | 2 | 2028-2028 | |
| 15 | Berg Lindfors# | 2 | 2045-2049 | |
| 15 | Mauro Liñares# | 2 | 2040-2041 | |
| 15 | Carlos López# | 2 | 2043-2044 | |
| 15 | Ken McKinley | 2 | 2041-2041 | |
| 15 | Nick Milligan# | 2 | 2043-2045 | |
| 15 | Matt Moore# | 2 | 2041-2042 | |
| 15 | Jude Morris | 2 | 2042-2044 | |
| 15 | José Muñíz# | 2 | 2035-2037 | |
| 15 | Marcus O'Bryan# | 2 | 2045-2049 | |
| 15 | Joey Palmer# | 2 | 2042-2044 | |
| 15 | Vicente Peña# | 2 | 2045-2046 | |
| 15 | Juan Reynoso# | 2 | 2041-2043 | |
| 15 | Matt Rice# | 2 | 2048-2049 | |
| 15 | Alberto Sepúlveda | 2 | 2029-2032 | |
| 15 | Kelly Singleton# | 2 | 2044-2045 | |
| 15 | Carl Smith# | 2 | 2042-2044 | |
| 15 | Cedric Stanley | 2 | 2040-2041 | |
| 15 | Andrew Taborda# | 2 | 2045-2049 | |
| 15 | Mark Valenzuela# | 2 | 2046-2049 | |
| 15 | Robinson Vázquez# | 2 | 2043-2044 | |
| 15 | Kenny Walters# | 2 | 2042-2046 | |
| 15 | Mike Walters# | 2 | 2041-2045 | |
| 15 | Miguel Yan | 2 | 2028-2032 | |
| 15 | Jon York# | 2 | 2047-2049 | |
| 15 | Paços Zagury# | 2 | 2041-2044 | |
| 15 | José Zamora | 2 | 2029-2033 | |
| 71 | Jim Adams# | 1 | 2044-2046 | |
| 71 | Willis Adams# | 1 | 2048-2049 | |
| 71 | Armando Aguilar# | 1 | 2034-2036 | |
| 71 | John Allen | 1 | 2028-2030 | |
| 71 | Guillermo Alonzo# | 1 | 2042-2045 | |
| 71 | Paulino Aragón# | 1 | 2040-2046 | |
| 71 | Matt Bard | 1 | 2035-2038 | |
| 71 | Daniel Barnes# | 1 | 2042-2043 | |
| 71 | Scott Benavides# | 1 | 2048-2049 | |
| 71 | Melvin Brooks# | 1 | 2036-2036 | |
| 71 | Bob Burkett# | 1 | 2043-2047 | |
| 71 | Jacob Byrd# | 1 | 2042-2043 | |
| 71 | Jesse Carter | 1 | 2041-2042 | |
| 71 | Bill Carver | 1 | 2036-2037 | |
| 71 | Juan Carlos Castro# | 1 | 2047-2049 | |
| 71 | Michael Chamberlain | 1 | 2038-2039 | |
| 71 | Eric Charles# | 1 | 2048-2049 | |
| 71 | Edward Christensen# | 1 | 2046-2049 | |
| 71 | Jorge Chávez | 1 | 2029-2032 | |
| 71 | Reginald Clay# | 1 | 2043-2044 | |
| 71 | Alberto Colón# | 1 | 2042-2044 | |
| 71 | Tim Cook# | 1 | 2043-2045 | |
| 71 | Ed Cooper# | 1 | 2046-2049 | |
| 71 | Iván Costa# | 1 | 2044-2044 | |
| 71 | Craig Cox# | 1 | 2044-2048 | |
| 71 | Claudio Cuevas | 1 | 2031-2033 | |
| 71 | Liberio Cunqueiro# | 1 | 2045-2047 | |
| 71 | Chuck Davies | 1 | 2029-2029 | |
| 71 | Jason DeLay# | 1 | 2047-2048 | |
| 71 | Quincy Dobie | 1 | 2035-2038 |
