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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Juan Aguilar# | 5 | 2037-2040 | |
| 2 | Quentin Marriage# | 4 | 2031-2033 | |
| 3 | Héctor Anaya# | 3 | 2030-2032 | |
| 3 | Stephen Bruce# | 3 | 2032-2033 | |
| 3 | Donald Davis# | 3 | 2038-2040 | |
| 3 | Leo Gerber# | 3 | 2036-2037 | |
| 3 | Carlos González# | 3 | 2035-2036 | |
| 3 | José Hernández# | 3 | 2038-2040 | |
| 3 | Lyndon Marshland# | 3 | 2037-2038 | |
| 3 | Alberto Montaño# | 3 | 2035-2035 | |
| 3 | Bryan Puckett# | 3 | 2037-2039 | |
| 3 | Roberto Ruíz# | 3 | 2031-2032 | |
| 13 | Ánibal Alfonso# | 2 | 2039-2039 | |
| 13 | Goldofrede Burmester# | 2 | 2040-2042 | |
| 13 | Júlio Cintrón# | 2 | 2039-2039 | |
| 13 | Héctor Cortéz# | 2 | 2040-2041 | |
| 13 | Kent Davis# | 2 | 2036-2038 | |
| 13 | Salvador Delozada# | 2 | 2036-2037 | |
| 13 | Robinson Fernández# | 2 | 2036-2037 | |
| 13 | Manuel González# | 2 | 2039-2042 | |
| 13 | Bud Graham# | 2 | 2037-2039 | |
| 13 | César Gómez# | 2 | 2041-2041 | |
| 13 | Dave Hartman# | 2 | 2036-2039 | |
| 13 | Lateef Karani# | 2 | 2040-2042 | |
| 13 | Isaac Kennedy# | 2 | 2034-2036 | |
| 13 | Min-chor Kim | 2 | 2034-2034 | |
| 13 | Si-hun Kwak# | 2 | 2041-2042 | |
| 13 | Adam MacKay# | 2 | 2035-2037 | |
| 13 | Blake McKinley# | 2 | 2039-2041 | |
| 13 | Tsuginori Memoto# | 2 | 2039-2040 | |
| 13 | Yoshiaga Nakashima# | 2 | 2033-2035 | |
| 13 | Rodrigo Oracio# | 2 | 2032-2034 | |
| 13 | Orlando Ortíz# | 2 | 2037-2039 | |
| 13 | Min-yul Pak# | 2 | 2034-2037 | |
| 13 | Felipe Pérez# | 2 | 2030-2031 | |
| 13 | Tse-peng Qian# | 2 | 2037-2038 | |
| 13 | Andrés Quintana# | 2 | 2037-2037 | |
| 13 | Halmar Reus# | 2 | 2032-2034 | |
| 13 | Théo Ribeiro# | 2 | 2036-2037 | |
| 13 | Masato Sato# | 2 | 2040-2041 | |
| 13 | Charles Slot# | 2 | 2037-2040 | |
| 13 | Armando Sánchez# | 2 | 2033-2034 | |
| 13 | Takeji Takahashi# | 2 | 2041-2041 | |
| 13 | Ricardo Torres# | 2 | 2041-2041 | |
| 13 | Douggie Tunstall# | 2 | 2038-2039 | |
| 13 | Héctor Ventura# | 2 | 2030-2030 | |
| 13 | Everton Wallwin# | 2 | 2031-2032 | |
| 13 | Yamato Yamaguchi# | 2 | 2038-2040 | |
| 13 | Takashi Yamamoto# | 2 | 2035-2037 | |
| 13 | Jorge Álvarez# | 2 | 2040-2040 | |
| 13 | Manuel Álvarez# | 2 | 2038-2042 | |
| 52 | Kelsey Adamse# | 1 | 2039-2040 | |
| 52 | Karl Aglietti# | 1 | 2033-2033 | |
| 52 | Cisco Aguirre# | 1 | 2040-2042 | |
| 52 | Ángel Barrera# | 1 | 2031-2034 | |
| 52 | Ken Berrios# | 1 | 2035-2037 | |
| 52 | Guy Besemer# | 1 | 2038-2039 | |
| 52 | Louis Blenkinson# | 1 | 2039-2039 | |
| 52 | Norbert Bowling# | 1 | 2037-2040 | |
| 52 | Greg Bryant# | 1 | 2041-2042 | |
| 52 | Manuel Cabrera# | 1 | 2032-2035 | |
| 52 | Pete Card# | 1 | 2035-2037 | |
| 52 | Brendon Carr# | 1 | 2040-2040 | |
| 52 | Nelson Castro# | 1 | 2041-2042 | |
| 52 | Ju-hyung Ch'ae# | 1 | 2037-2037 | |
| 52 | Elliott Chandler# | 1 | 2038-2041 | |
| 52 | Arthur Cogan# | 1 | 2033-2034 | |
| 52 | Shaun Colby# | 1 | 2041-2041 | |
| 52 | Charlie Conner# | 1 | 2036-2037 | |
| 52 | Tony Correa# | 1 | 2033-2034 | |
| 52 | Yuan-zhang Cui# | 1 | 2037-2037 | |
| 52 | Arthur Curtis# | 1 | 2036-2037 | |
| 52 | Jesús De Los Ángeles# | 1 | 2038-2041 | |
| 52 | Alonso Domínguez# | 1 | 2033-2036 | |
| 52 | Elvis Drake# | 1 | 2040-2042 | |
| 52 | Franck Duineveld# | 1 | 2040-2041 | |
| 52 | Gerald Duke# | 1 | 2034-2036 | |
| 52 | Tim Dunn# | 1 | 2037-2038 | |
| 52 | Manuel Elías# | 1 | 2036-2037 | |
| 52 | Ben Ferguson# | 1 | 2039-2041 | |
| 52 | Carlos Fernández# | 1 | 2037-2038 | |
| 52 | Jorge Flores# | 1 | 2030-2030 | |
| 52 | José Flores# | 1 | 2031-2032 | |
| 52 | Bill Frederick# | 1 | 2033-2035 | |
| 52 | Liam Gamble# | 1 | 2033-2035 | |
| 52 | António García# | 1 | 2034-2035 | |
| 52 | David García# | 1 | 2034-2035 | |
| 52 | Emílio García# | 1 | 2033-2035 | |
| 52 | Jesús Gonzális# | 1 | 2038-2041 | |
| 52 | Ivano Gramsci# | 1 | 2035-2036 | |
| 52 | Orlando Gómez# | 1 | 2037-2037 | |
| 52 | Raúl Gómez# | 1 | 2036-2039 | |
| 52 | Mitch Hall# | 1 | 2035-2038 | |
| 52 | James Hancorn# | 1 | 2040-2040 | |
| 52 | Chris Helton# | 1 | 2040-2040 | |
| 52 | António Hernández# | 1 | 2041-2042 | |
| 52 | Jorge Hernández# | 1 | 2030-2031 | |
| 52 | Manuel Herrera# | 1 | 2037-2040 | |
| 52 | Jim Herring# | 1 | 2040-2040 | |
| 52 | Kinnosuke Honma# | 1 | 2038-2040 |
