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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Juan Velásquez# | 19 | 2060-2061 | |
| 2 | Mario García# | 17 | 2059-2060 | |
| 3 | Bill Griggs# | 16 | 2061-2062 | |
| 4 | Cesar Liefting# | 15 | 2057-2059 | |
| 5 | Xaavier Clemons# | 14 | 2061-2062 | |
| 5 | Jean-Luc Morand# | 14 | 2054-2055 | |
| 5 | Alex Wicksted# | 14 | 2055-2057 | |
| 5 | Juan Zanudo# | 14 | 2058-2060 | |
| 9 | Alfonso Crisci# | 13 | 2055-2057 | |
| 9 | José de Jesús Ramos | 13 | 2049-2051 | |
| 9 | Craig Lucas# | 13 | 2058-2058 | |
| 9 | Wes T. Walker# | 13 | 2053-2054 | |
| 13 | Carlos Guzmán# | 12 | 2054-2055 | |
| 13 | Martín Machado# | 12 | 2058-2059 | |
| 13 | Jo Miyashita | 12 | 2055-2056 | |
| 13 | Karol Pejemsky | 12 | 2051-2052 | |
| 13 | Gabriel Pérez# | 12 | 2059-2060 | |
| 13 | Esteban Rodríguez# | 12 | 2058-2060 | |
| 13 | Christos Waddington# | 12 | 2053-2054 | |
| 20 | Lloyd Best | 11 | 2050-2050 | |
| 20 | Edoardo Consiglio# | 11 | 2060-2061 | |
| 20 | Giustino Cotichini# | 11 | 2049-2051 | |
| 20 | Etienne de Ruijter# | 11 | 2056-2057 | |
| 20 | José García | 11 | 2051-2053 | |
| 20 | Kojuro Kitakawa | 11 | 2051-2052 | |
| 20 | Larry Lambert# | 11 | 2057-2057 | |
| 20 | David Luna# | 11 | 2051-2052 | |
| 20 | Juan Polanco | 11 | 2051-2052 | |
| 20 | Félix Santana# | 11 | 2056-2057 | |
| 30 | Wen Bao# | 10 | 2048-2050 | |
| 30 | Gil Chapman# | 10 | 2061-2062 | |
| 30 | Stanley Daniel# | 10 | 2061-2062 | |
| 30 | Tanner Davis# | 10 | 2055-2055 | |
| 30 | Jorge Deleón# | 10 | 2054-2056 | |
| 30 | Aaron Ellicott | 10 | 2049-2050 | |
| 30 | Harrie Lindeboom# | 10 | 2054-2054 | |
| 30 | Bryan Miller# | 10 | 2059-2059 | |
| 30 | Eisse Mouwen# | 10 | 2057-2059 | |
| 30 | Roberto Ordóñez# | 10 | 2052-2053 | |
| 30 | Miguel Padilla | 10 | 2055-2055 | |
| 30 | Tai sun Rang# | 10 | 2049-2049 | |
| 30 | Vicente Rodríguez | 10 | 2056-2058 | |
| 30 | Rubén Sánchez# | 10 | 2056-2056 | |
| 44 | Alexander Akerval | 9 | 2055-2057 | |
| 44 | José Archuletu | 9 | 2052-2053 | |
| 44 | Francisco Canó | 9 | 2053-2055 | |
| 44 | Prem Chaudhry | 9 | 2050-2051 | |
| 44 | César Chávez | 9 | 2049-2050 | |
| 44 | Ron Elst | 9 | 2056-2058 | |
| 44 | Jim Everhart# | 9 | 2057-2057 | |
| 44 | Wang-fen Jia# | 9 | 2053-2054 | |
| 44 | Irving Lewis | 9 | 2048-2048 | |
| 44 | Roger Marshall | 9 | 2052-2052 | |
| 44 | Robert Martin# | 9 | 2060-2060 | |
| 44 | Santiago Martínez | 9 | 2050-2051 | |
| 44 | José Mecedone# | 9 | 2054-2055 | |
| 44 | Jaime Montoya | 9 | 2048-2050 | |
| 44 | Franco Morán# | 9 | 2057-2059 | |
| 44 | Jin-woo Park# | 9 | 2061-2063 | |
| 44 | Mathias Pujol | 9 | 2053-2054 | |
| 44 | Paul Ramsey# | 9 | 2058-2058 | |
| 44 | Fernando Rivera# | 9 | 2048-2050 | |
| 44 | Héctor Rodríguez# | 9 | 2059-2061 | |
| 44 | Joachim Ruttman# | 9 | 2060-2062 | |
| 44 | Octávio Vázquez | 9 | 2053-2055 | |
| 66 | José Alvarado | 8 | 2050-2052 | |
| 66 | Luka Bachev# | 8 | 2052-2053 | |
| 66 | Herb Banks | 8 | 2057-2057 | |
| 66 | José Bautista# | 8 | 2055-2056 | |
| 66 | Carlos Camacho# | 8 | 2062-2062 | |
| 66 | Hyung-oo Cho# | 8 | 2057-2057 | |
| 66 | Guillermo Contreras# | 8 | 2054-2054 | |
| 66 | Carlos Hernández# | 8 | 2052-2052 | |
| 66 | Dong-joo Im# | 8 | 2058-2059 | |
| 66 | Yaw Kwame | 8 | 2058-2059 | |
| 66 | Koos Lodder# | 8 | 2061-2061 | |
| 66 | Héctor Mendoza | 8 | 2051-2052 | |
| 66 | Wikoli Niley | 8 | 2049-2051 | |
| 66 | Alfredo Núñez | 8 | 2051-2052 | |
| 66 | Xu Pi | 8 | 2052-2053 | |
| 66 | José Salazaro# | 8 | 2054-2054 | |
| 66 | Rafael Souza | 8 | 2049-2051 | |
| 66 | Michael Temple | 8 | 2050-2051 | |
| 66 | Marv Thomas# | 8 | 2054-2054 | |
| 66 | Mario Villalobos | 8 | 2048-2049 | |
| 66 | Elton Willetts# | 8 | 2062-2063 | |
| 66 | Anthony Wright# | 8 | 2061-2061 | |
| 66 | Ernesto Zamora# | 8 | 2059-2060 | |
| 89 | Edwin Albracht | 7 | 2048-2049 | |
| 89 | Félix Báez# | 7 | 2060-2060 | |
| 89 | Orlando Calderón | 7 | 2049-2050 | |
| 89 | José Carlos | 7 | 2049-2050 | |
| 89 | Barry Carter# | 7 | 2062-2062 | |
| 89 | Kade Crossingham# | 7 | 2060-2061 | |
| 89 | Jesús Cruz | 7 | 2054-2055 | |
| 89 | Robbie de Groot# | 7 | 2058-2059 | |
| 89 | John Dodson# | 7 | 2056-2056 | |
| 89 | Joël Durand | 7 | 2048-2048 | |
| 89 | Edgardo García# | 7 | 2058-2058 | |
| 89 | Lorenzo García# | 7 | 2057-2058 |
