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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Alfredo Montalvo | 4 | 2030-2037 | |
| 2 | Vicente Calderón# | 3 | 2030-2038 | |
| 2 | William Gallegos# | 3 | 2033-2038 | |
| 2 | Horace Jacobs# | 3 | 2028-2037 | |
| 2 | Eugene Meeks# | 3 | 2036-2038 | |
| 2 | Adrián Sandoval# | 3 | 2030-2037 | |
| 7 | Rodrigo Álvarez# | 2 | 2033-2038 | |
| 7 | Bill Chase# | 2 | 2034-2038 | |
| 7 | Orlando Costa | 2 | 2031-2036 | |
| 7 | Luis De Los Ángeles | 2 | 2026-2035 | |
| 7 | Javier Franco# | 2 | 2031-2038 | |
| 7 | Pedro Leal | 2 | 2024-2037 | |
| 7 | In-ho Om | 2 | 2028-2031 | |
| 7 | Sean Perry | 2 | 2027-2031 | |
| 7 | Dave Riley | 2 | 2027-2030 | |
| 7 | Pancho Rivera# | 2 | 2037-2038 | |
| 7 | Iván Romero# | 2 | 2032-2038 | |
| 7 | Jim Sheppard | 2 | 2019-2034 | |
| 7 | Andrew Steele# | 2 | 2032-2038 | |
| 7 | Ed Stevens | 2 | 2033-2034 | |
| 21 | Jesús Aragón# | 1 | 2037-2038 | |
| 21 | Juan Arreola# | 1 | 2033-2037 | |
| 21 | Bud Baldwin | 1 | 2026-2036 | |
| 21 | Nelson Béltre# | 1 | 2027-2036 | |
| 21 | Corey Brown# | 1 | 2031-2034 | |
| 21 | Jim Caldwell# | 1 | 2032-2035 | |
| 21 | Carlos Castillo# | 1 | 2032-2038 | |
| 21 | Ron Chapman | 1 | 2028-2035 | |
| 21 | Mario Chávez | 1 | 2024-2033 | |
| 21 | Ben Cobb | 1 | 2027-2030 | |
| 21 | Bob Cunningham | 1 | 2024-2037 | |
| 21 | Kunihiko Daikawa | 1 | 2020-2038 | |
| 21 | Jim Durham | 1 | 2028-2037 | |
| 21 | Ángel Estrada# | 1 | 2031-2038 | |
| 21 | Jing-xiang Fa | 1 | 2029-2030 | |
| 21 | Silvio Fiermonte# | 1 | 2030-2038 | |
| 21 | Leonard Fitzpatrick# | 1 | 2038-2038 | |
| 21 | Steve Floyd | 1 | 2026-2036 | |
| 21 | Tony Fullerton | 1 | 2031-2035 | |
| 21 | Gabriel García# | 1 | 2032-2036 | |
| 21 | Jesús González | 1 | 2027-2035 | |
| 21 | Willem Guerin# | 1 | 2038-2038 | |
| 21 | Jorge Guillén# | 1 | 2027-2038 | |
| 21 | Nick Harrison# | 1 | 2035-2036 | |
| 21 | Leonard Horton | 1 | 2026-2029 | |
| 21 | Larry Jenkins | 1 | 2028-2036 | |
| 21 | Larry Johnston# | 1 | 2028-2038 | |
| 21 | Riley Johnston | 1 | 2025-2029 | |
| 21 | James Jones# | 1 | 2032-2038 | |
| 21 | John Jorgensen | 1 | 2031-2037 | |
| 21 | Adrián León | 1 | 2019-2030 | |
| 21 | Cliff Long# | 1 | 2033-2038 | |
| 21 | Armando López# | 1 | 2035-2038 | |
| 21 | Rafael López# | 1 | 2027-2037 | |
| 21 | Júlio Lucchi | 1 | 2028-2034 | |
| 21 | Jeff Lynn | 1 | 2024-2034 | |
| 21 | Matt MacKinley# | 1 | 2034-2038 | |
| 21 | Jason MacKnight# | 1 | 2034-2035 | |
| 21 | Tommy MacNeill# | 1 | 2036-2037 | |
| 21 | James Mantle | 1 | 2032-2036 | |
| 21 | Alberto Márquez | 1 | 2026-2032 | |
| 21 | Fred Martin | 1 | 2012-2028 | |
| 21 | Juan Martínez# | 1 | 2032-2038 | |
| 21 | Raúl Martínez# | 1 | 2032-2035 | |
| 21 | Shannon McClerey# | 1 | 2035-2037 | |
| 21 | Marcos Miranda | 1 | 2027-2037 | |
| 21 | Kazuo Mochizuki | 1 | 2024-2035 | |
| 21 | Fabrício Navio# | 1 | 2033-2038 | |
| 21 | Juan Oliveira# | 1 | 2034-2038 | |
| 21 | Esteban Quintana# | 1 | 2035-2036 | |
| 21 | Gustavo Ramos | 1 | 2022-2034 | |
| 21 | Rafael Reyes# | 1 | 2031-2033 | |
| 21 | Tyler Richter# | 1 | 2037-2037 | |
| 21 | José Rivera | 1 | 2030-2033 | |
| 21 | César Rodríguez | 1 | 2025-2034 | |
| 21 | Bartolo Romo | 1 | 2018-2030 | |
| 21 | José Ruíz | 1 | 2017-2029 | |
| 21 | Ki-tong Shiu | 1 | 2016-2029 | |
| 21 | Ron Simmons# | 1 | 2037-2038 | |
| 21 | James Sims | 1 | 2031-2034 | |
| 21 | Bernie Snow# | 1 | 2038-2038 | |
| 21 | Mark Stewart | 1 | 2022-2031 | |
| 21 | Rich Townsley | 1 | 2030-2031 | |
| 21 | Jaden Watkins# | 1 | 2034-2035 | |
| 21 | William Watson | 1 | 2026-2032 | |
| 21 | John Whitaker | 1 | 2018-2034 | |
| 21 | Ralph Williams# | 1 | 2028-2038 | |
| 88 | José Acevedo | 0 | 2031-2033 | |
| 88 | Terry Adams | 0 | 2027-2033 | |
| 88 | Júlio Aguilar | 0 | 2026-2030 | |
| 88 | Rodrigo Aguilar | 0 | 2015-2030 | |
| 88 | Enrique Aguilera | 0 | 2026-2030 | |
| 88 | Francisco Álvarez# | 0 | 2027-2037 | |
| 88 | Emmett Arbuckle# | 0 | 2035-2037 | |
| 88 | Ralph Barclay# | 0 | 2037-2038 | |
| 88 | Bobby Booker | 0 | 2029-2032 | |
| 88 | Bryce Borrell# | 0 | 2036-2038 | |
| 88 | Glen Brewer | 0 | 2022-2031 | |
| 88 | Melvin Brooks# | 0 | 2037-2038 | |
| 88 | Adam Burkett# | 0 | 2037-2038 |
