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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Alonso Correa | 47 | 1975-1982 | |
| 2 | Bob Riggs | 36 | 1923-1926 | |
| 3 | Bryant Morton | 35 | 1979-1984 | |
| 4 | Cecil Wouters | 33 | 1938-1941 | |
| 5 | Will Miller | 32 | 1951-1953 | |
| 6 | Roderick Byrd# | 31 | 1977-1979 | |
| 6 | Mario Valdéz | 31 | 1975-1982 | |
| 8 | Domingo Jáquez# | 30 | 1977-1988 | |
| 8 | Esteban Méndez | 30 | 1972-1986 | |
| 10 | Héctor Cabrera | 29 | 1966-1969 | |
| 10 | Curt Cornett | 29 | 1979-1984 | |
| 10 | José González | 29 | 1973-1976 | |
| 10 | Manuel Hernández | 29 | 1955-1960 | |
| 10 | John Jones | 29 | 1931-1933 | |
| 10 | Martin Southwell | 29 | 1975-1979 | |
| 16 | Ed Arnold | 28 | 1975-1978 | |
| 16 | Luis Gonzáles | 28 | 1958-1961 | |
| 16 | Tatsukichi Watanabe | 28 | 1918-1920 | |
| 19 | Dan Kelly | 27 | 1946-1949 | |
| 19 | Jesse O'Quinn | 27 | 1979-1985 | |
| 19 | Bill Winson | 27 | 1931-1935 | |
| 22 | Howard Albright | 26 | 1977-1980 | |
| 22 | William Brooks | 26 | 1946-1950 | |
| 22 | Armando Luna | 26 | 1928-1930 | |
| 22 | Hideyori Narita# | 26 | 1975-1990 | |
| 22 | Ben Smith | 26 | 1918-1920 | |
| 27 | Robert Adams | 25 | 1936-1938 | |
| 27 | Gerardo Fei | 25 | 1955-1957 | |
| 27 | Gerald Gallon | 25 | 1940-1944 | |
| 27 | Juan Guerra | 25 | 1974-1979 | |
| 27 | José Ortíz | 25 | 1983-1985 | |
| 27 | António Sánchez | 25 | 1938-1945 | |
| 27 | Felipe Sánchez | 25 | 1970-1974 | |
| 34 | Ryan Davies | 24 | 1952-1956 | |
| 34 | Ron Duncan | 24 | 1952-1956 | |
| 34 | Felipe Franco | 24 | 1954-1956 | |
| 34 | Kanzaburo Kokawa | 24 | 1949-1951 | |
| 34 | Stephen Reyes | 24 | 1928-1929 | |
| 34 | Jesús Rodríguez | 24 | 1951-1954 | |
| 34 | Stanford Simpson | 24 | 1939-1944 | |
| 34 | Noboru Yamauchi | 24 | 1951-1953 | |
| 42 | José García# | 23 | 1978-1983 | |
| 42 | António González# | 23 | 1980-1989 | |
| 42 | Jorge González | 23 | 1981-1986 | |
| 42 | Blake Johnson | 23 | 1962-1965 | |
| 42 | Luis Pérez# | 23 | 1981-1990 | |
| 42 | Manuel Pujols | 23 | 1941-1943 | |
| 42 | Cris Ramos | 23 | 1921-1922 | |
| 49 | Wakil bin Malik | 22 | 1913-1914 | |
| 49 | Lorenzo Delgado | 22 | 1962-1964 | |
| 49 | Bartolo González | 22 | 1923-1923 | |
| 49 | Roberto González | 22 | 1982-1988 | |
| 49 | Bill Graham | 22 | 1943-1945 | |
| 49 | Dana McCann | 22 | 1967-1971 | |
| 49 | Wilson Mendoza | 22 | 1920-1922 | |
| 49 | Ronald Moore | 22 | 1970-1973 | |
| 49 | Tomás Morales | 22 | 1952-1957 | |
| 49 | Joe Olson | 22 | 1960-1963 | |
| 49 | Anastasio Pagán | 22 | 1956-1960 | |
| 49 | Pablo Rodríguez | 22 | 1930-1932 | |
| 49 | Andre Weaver | 22 | 1925-1927 | |
| 62 | Roberto Campos | 21 | 1925-1928 | |
| 62 | Fletcher Cannon | 21 | 1921-1926 | |
| 62 | Sansăo Fernandes | 21 | 1975-1979 | |
| 62 | Bob Fish | 21 | 1970-1989 | |
| 62 | Reed Harker | 21 | 1931-1939 | |
| 62 | Andrew Harrington | 21 | 1977-1980 | |
| 62 | Aaron Jones | 21 | 1941-1943 | |
| 62 | Héctor Juárez | 21 | 1959-1963 | |
| 62 | Donald Kavur | 21 | 1978-1980 | |
| 62 | Izo Kouyama | 21 | 1977-1980 | |
| 62 | Sonny Lawrence | 21 | 1965-1968 | |
| 62 | John López | 21 | 1969-1986 | |
| 62 | Fath Mus'ad | 21 | 1972-1975 | |
| 62 | José Ortíz# | 21 | 1983-1990 | |
| 62 | Denis Parent | 21 | 1931-1936 | |
| 62 | Pat Parker | 21 | 1924-1926 | |
| 62 | Ricardo Rodríguez | 21 | 1958-1961 | |
| 62 | Jarne Venema | 21 | 1925-1927 | |
| 80 | Troy Ayers | 20 | 1911-1915 | |
| 80 | Amaro Bahia | 20 | 1951-1952 | |
| 80 | Eugene Blair | 20 | 1947-1949 | |
| 80 | Francisco Bueno | 20 | 1933-1938 | |
| 80 | Brian Davis | 20 | 1911-1914 | |
| 80 | Jorge De Jesús | 20 | 1962-1965 | |
| 80 | Joe Fournier | 20 | 1959-1961 | |
| 80 | Júlio Hernández | 20 | 1932-1936 | |
| 80 | Claude Huff | 20 | 1928-1929 | |
| 80 | Okura Ichihara | 20 | 1952-1954 | |
| 80 | Cole Key | 20 | 1946-1947 | |
| 80 | Alberto López | 20 | 1977-1981 | |
| 80 | Gavin Miller | 20 | 1915-1919 | |
| 80 | Hee-ho Nang | 20 | 1941-1943 | |
| 80 | Dan Nelson | 20 | 1969-1973 | |
| 80 | Ryuzaburo Oishi | 20 | 1920-1923 | |
| 80 | Edgardo Ruíz | 20 | 1966-1969 | |
| 80 | Ramón Varela | 20 | 1979-1984 | |
| 80 | Marv Watts | 20 | 1940-1942 | |
| 80 | Stanley Wolf | 20 | 1973-1975 | |
| 100 | Jesús Chávez# | 19 | 1978-1989 |
