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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ernesto Caboverde | 45 | 1947-1950 | |
| 2 | William Piper | 42 | 1953-1957 | |
| 3 | Ed Carpenter | 39 | 1955-1960 | |
| 4 | Micah Burridge | 38 | 1948-1949 | |
| 5 | Orlando Guillén | 36 | 1977-1985 | |
| 6 | Jesús Rentería# | 34 | 1979-1984 | |
| 7 | Mike Miller | 33 | 1912-1915 | |
| 8 | Gustavo Mercado | 31 | 1960-1966 | |
| 8 | Jimmy Simons | 31 | 1940-1942 | |
| 10 | Brian Buck | 30 | 1966-1971 | |
| 11 | Greg Burkett | 28 | 1917-1919 | |
| 11 | Adam Meadowes | 28 | 1911-1914 | |
| 11 | Mark Mitchell | 28 | 1951-1954 | |
| 11 | Alonso Zumaya | 28 | 1978-1985 | |
| 15 | Enrique Barrios* | 27 | 1941-1943 | |
| 15 | Eugene Blair | 27 | 1945-1947 | |
| 15 | Tony García# | 27 | 1981-1984 | |
| 15 | Jeffrey Jones | 27 | 1961-1966 | |
| 15 | Don Lord | 27 | 1975-1981 | |
| 15 | Tony Torres | 27 | 1917-1919 | |
| 21 | Borek Jerksak | 26 | 1937-1947 | |
| 21 | Philippe Mathieu | 26 | 1968-1978 | |
| 21 | Jorge Valdés | 26 | 1934-1936 | |
| 24 | Michel Adriaanse | 25 | 1981-1987 | |
| 24 | Santiago Guerrero | 25 | 1967-1971 | |
| 24 | Tony Moura# | 25 | 1983-1988 | |
| 24 | Joe Olson | 25 | 1957-1960 | |
| 24 | Jong-beom Paek | 25 | 1933-1936 | |
| 24 | Jason Retter# | 25 | 1975-1990 | |
| 30 | César Anaya | 24 | 1976-1981 | |
| 30 | Brandon Lindsey | 24 | 1917-1919 | |
| 30 | Tony Romano | 24 | 1956-1960 | |
| 30 | Nick Scott | 24 | 1935-1937 | |
| 30 | Zach Wallace | 24 | 1952-1956 | |
| 30 | Jing-xiang Woo# | 24 | 1982-1989 | |
| 36 | Charles Fontenot | 23 | 1912-1915 | |
| 36 | Ryan Howe | 23 | 1978-1982 | |
| 36 | Tony Morín# | 23 | 1977-1989 | |
| 36 | Rafael Serrano | 23 | 1975-1988 | |
| 36 | Clement Wallace | 23 | 1943-1945 | |
| 36 | Tom Zúñiga | 23 | 1920-1922 | |
| 42 | Frank Barbour | 22 | 1953-1955 | |
| 42 | Miguel Cuevas | 22 | 1957-1961 | |
| 42 | Elmer Harris# | 22 | 1985-1988 | |
| 42 | Javier Hernández# | 22 | 1983-1990 | |
| 42 | Jimmy Lamb | 22 | 1938-1947 | |
| 42 | Tony Mora | 22 | 1935-1938 | |
| 42 | Ángelo Morales | 22 | 1954-1957 | |
| 42 | Mike Owens | 22 | 1931-1934 | |
| 42 | Christopher Perrin | 22 | 1934-1935 | |
| 42 | Jorge Piña | 22 | 1975-1977 | |
| 42 | Michael Stephenson | 22 | 1976-1985 | |
| 53 | Marcos Alonso | 21 | 1921-1922 | |
| 53 | José Delgado | 21 | 1944-1945 | |
| 53 | Louis Dillon | 21 | 1960-1962 | |
| 53 | Tim Godwin | 21 | 1956-1960 | |
| 53 | Carlos Guerra | 21 | 1952-1965 | |
| 53 | Joe Larsen | 21 | 1965-1967 | |
| 53 | Carlos Martínez | 21 | 1976-1984 | |
| 53 | Esteban Méndez | 21 | 1970-1974 | |
| 53 | Elwood Walker | 21 | 1965-1974 | |
| 62 | Rudy Campbell# | 20 | 1980-1986 | |
| 62 | Jesús Estrada | 20 | 1945-1947 | |
| 62 | António González# | 20 | 1979-1989 | |
| 62 | Jesús Muñóz | 20 | 1952-1956 | |
| 62 | Patrick Tyler | 20 | 1972-1975 | |
| 67 | Robert Barker | 19 | 1942-1945 | |
| 67 | Louie Batt | 19 | 1964-1965 | |
| 67 | Salvador Domínguez | 19 | 1966-1968 | |
| 67 | José Escobar | 19 | 1962-1963 | |
| 67 | Gilbert Evans | 19 | 1979-1980 | |
| 67 | Valentín López | 19 | 1912-1914 | |
| 67 | Leo Mcdonald | 19 | 1975-1981 | |
| 67 | Rafael Moreno | 19 | 1962-1964 | |
| 67 | Javier Quintero | 19 | 1980-1983 | |
| 67 | John Rhodes | 19 | 1917-1919 | |
| 67 | Truman Robertson | 19 | 1917-1919 | |
| 67 | Rafael Wiley | 19 | 1963-1969 | |
| 79 | Adolf Andone | 18 | 1920-1923 | |
| 79 | Bob Carter | 18 | 1975-1978 | |
| 79 | Pedro Cavazos# | 18 | 1978-1981 | |
| 79 | David Coleman | 18 | 1931-1933 | |
| 79 | Ted Cunningham | 18 | 1921-1923 | |
| 79 | John Daniel | 18 | 1979-1989 | |
| 79 | Denilde Espadinha | 18 | 1983-1989 | |
| 79 | Francisco García | 18 | 1912-1915 | |
| 79 | Mike Gibbs# | 18 | 1979-1990 | |
| 79 | Dave Gibson | 18 | 1949-1952 | |
| 79 | José González | 18 | 1961-1964 | |
| 79 | Sancho Martínez | 18 | 1934-1936 | |
| 79 | Ángel Medima | 18 | 1976-1978 | |
| 79 | Dave Morgan# | 18 | 1987-1990 | |
| 79 | Mario Núñez | 18 | 1955-1957 | |
| 79 | Harrie Oolbekkink | 18 | 1958-1962 | |
| 79 | Héctor Ortíz | 18 | 1962-1965 | |
| 79 | Rubén Ramos | 18 | 1980-1984 | |
| 79 | Ricardo Ransom | 18 | 1914-1916 | |
| 79 | Andre Robinson | 18 | 1967-1969 | |
| 79 | Phil Ryan | 18 | 1927-1930 | |
| 79 | Paul Smith | 18 | 1911-1915 |
