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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Borek Jerksak | 32 | 1934-1937 | |
| 2 | Pearson Tuxford* | 31 | 1933-1936 | |
| 3 | Jason Murdoch# | 29 | 1973-1976 | |
| 4 | Eugene Blair | 28 | 1942-1945 | |
| 5 | Louis Dillon | 27 | 1956-1959 | |
| 5 | Mauro Escobar | 27 | 1953-1956 | |
| 5 | Bill Knapp | 27 | 1963-1966 | |
| 8 | Gerald Farrell | 25 | 1960-1963 | |
| 8 | Aubrey Gray# | 25 | 1976-1979 | |
| 8 | António Hernández | 25 | 1963-1966 | |
| 8 | Rubén Vázquez | 25 | 1968-1972 | |
| 12 | Eric Hawkins# | 24 | 1978-1981 | |
| 12 | Todd Hull | 24 | 1927-1930 | |
| 12 | Jaime Montáñez | 24 | 1936-1939 | |
| 15 | Enrique Barrios* | 23 | 1938-1941 | |
| 15 | Jeff Edwards# | 23 | 1980-1983 | |
| 15 | Eric Howard | 23 | 1940-1943 | |
| 15 | Jesús Rentería# | 23 | 1976-1979 | |
| 15 | Michael Richards# | 23 | 1979-1982 | |
| 15 | Greg van Dam | 23 | 1920-1922 | |
| 15 | Lorenzo Velásquez | 23 | 1926-1929 | |
| 15 | Paul Whitehead# | 23 | 1981-1984 | |
| 23 | Paul Bray | 22 | 1935-1938 | |
| 23 | Iván Enríquez | 22 | 1947-1950 | |
| 23 | Brian Howard* | 22 | 1928-1931 | |
| 23 | Arnie Mahoney# | 22 | 1974-1977 | |
| 23 | Octávio Ortíz | 22 | 1912-1914 | |
| 23 | Santiago Seánez# | 22 | 1979-1982 | |
| 29 | Damon Boggs# | 21 | 1976-1979 | |
| 29 | Rafael Cantú# | 21 | 1976-1979 | |
| 29 | Matthew Cooper | 21 | 1981-1984 | |
| 29 | Sean Elder | 21 | 1912-1915 | |
| 29 | Alfredo González | 21 | 1968-1972 | |
| 29 | Ramón González | 21 | 1952-1955 | |
| 29 | Cole Key | 21 | 1940-1943 | |
| 29 | José Marino | 21 | 1912-1914 | |
| 29 | Jay Normore# | 21 | 1980-1983 | |
| 29 | Roberto Quezada* | 21 | 1944-1947 | |
| 29 | Pedro Ramírez | 21 | 1928-1931 | |
| 29 | Henry Rivera# | 21 | 1976-1979 | |
| 29 | Rafael Santos | 21 | 1955-1958 | |
| 29 | Casey Thompson# | 21 | 1975-1978 | |
| 43 | Tom Baldwin | 20 | 1958-1961 | |
| 43 | Juan Carrión | 20 | 1943-1946 | |
| 43 | Howard Cox | 20 | 1968-1972 | |
| 43 | Robert Ellison | 20 | 1946-1949 | |
| 43 | Carlos Gaona# | 20 | 1984-1987 | |
| 43 | Duane Gill | 20 | 1936-1939 | |
| 43 | Richard Gordon | 20 | 1979-1982 | |
| 43 | Javier Hernández | 20 | 1961-1964 | |
| 43 | Curt Hess | 20 | 1969-1974 | |
| 43 | Jacob Kirkland# | 20 | 1980-1983 | |
| 43 | Jeffrey Lane# | 20 | 1988-1991 | |
| 43 | Fernando Mendoza | 20 | 1926-1929 | |
| 43 | António Pérez | 20 | 1934-1937 | |
| 43 | Rob Powell# | 20 | 1986-1989 | |
| 43 | Alberto Quezada | 20 | 1958-1961 | |
| 43 | Barry Richard# | 20 | 1980-1983 | |
| 43 | Salvador Rivera# | 20 | 1974-1977 | |
| 43 | Jimmy Simons | 20 | 1933-1936 | |
| 43 | Dave Smith# | 20 | 1976-1979 | |
| 43 | Colton Whittier | 20 | 1973-1976 | |
| 43 | Adam Wood | 20 | 1935-1938 | |
| 64 | Jim Allen | 19 | 1936-1939 | |
| 64 | Javier Basaldua# | 19 | 1985-1988 | |
| 64 | Chris Cooper | 19 | 1915-1918 | |
| 64 | Miroslav Fleming | 19 | 1969-1973 | |
| 64 | Sancho García | 19 | 1917-1919 | |
| 64 | Tim Godwin | 19 | 1953-1956 | |
| 64 | Orlando Gonzáles# | 19 | 1980-1983 | |
| 64 | Rafael Gutiérrez | 19 | 1944-1947 | |
| 64 | Bryce Harper | 19 | 1974-1977 | |
| 64 | Tim Herring | 19 | 1940-1943 | |
| 64 | Jon Hutchins | 19 | 1934-1937 | |
| 64 | Rory Kneale | 19 | 1938-1941 | |
| 64 | Dan Maddox | 19 | 1934-1937 | |
| 64 | César Martínez# | 19 | 1971-1974 | |
| 64 | Julián Muñóz# | 19 | 1986-1989 | |
| 64 | Diego Ramírez | 19 | 1970-1973 | |
| 64 | Martin Sullivan | 19 | 1979-1982 | |
| 64 | Alejandro Valentín# | 19 | 1976-1979 | |
| 64 | Francisco Vásquez | 19 | 1963-1966 | |
| 83 | Dave Adams | 18 | 1941-1944 | |
| 83 | Anthony Bryant* | 18 | 1927-1930 | |
| 83 | Brandon Crawford | 18 | 1965-1968 | |
| 83 | Alain Davy | 18 | 1957-1960 | |
| 83 | Jesús Domínguez# | 18 | 1981-1984 | |
| 83 | Pedro Garza | 18 | 1958-1961 | |
| 83 | Albert Giffning | 18 | 1958-1961 | |
| 83 | Pedro González# | 18 | 1978-1981 | |
| 83 | Malachi Hershberger | 18 | 1917-1919 | |
| 83 | Orlando Huerta | 18 | 1968-1972 | |
| 83 | Felipe Jiménez# | 18 | 1977-1980 | |
| 83 | Mark Lacy | 18 | 1944-1947 | |
| 83 | António Martínez | 18 | 1917-1919 | |
| 83 | Júlio Mayen# | 18 | 1983-1986 | |
| 83 | Gil Pahl | 18 | 1933-1936 | |
| 83 | Albert Robinson | 18 | 1934-1937 | |
| 83 | Jonathan Rose | 18 | 1927-1931 | |
| 83 | John Schmidt# | 18 | 1982-1985 |
