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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ronald Connolly# | 55 | 1979-1989 | |
| 2 | Andrés López | 45 | 1927-1934 | |
| 3 | Alfonso Gómez# | 44 | 1975-1981 | |
| 4 | Bill Mitchell | 42 | 1974-1980 | |
| 5 | Elton Thompson# | 41 | 1977-1989 | |
| 6 | Samuel Bullman | 36 | 1926-1934 | |
| 6 | Aaron MacAlonie# | 36 | 1980-1986 | |
| 6 | Jay Mills | 36 | 1921-1927 | |
| 6 | Tommy Richardson | 36 | 1976-1981 | |
| 10 | Gael Whiteway | 35 | 1973-1983 | |
| 11 | Shawn Winman | 34 | 1944-1946 | |
| 12 | Gilbert Mitchell# | 33 | 1987-1990 | |
| 12 | Flaherty Mure | 33 | 1960-1969 | |
| 12 | Robert Vélez# | 33 | 1980-1988 | |
| 12 | Dylan Wheelton | 33 | 1943-1950 | |
| 16 | Lee Codd | 32 | 1972-1976 | |
| 16 | Naozane Kitakawa | 32 | 1934-1938 | |
| 16 | Wally Todd | 32 | 1925-1928 | |
| 19 | Wade Bodley# | 31 | 1979-1984 | |
| 19 | Robbie Kidwell | 31 | 1943-1950 | |
| 19 | Ralph Morris# | 31 | 1975-1990 | |
| 19 | Marvin Smith | 31 | 1977-1986 | |
| 19 | Luke Studs | 31 | 1943-1947 | |
| 24 | Haroun Akil# | 29 | 1981-1989 | |
| 24 | Will Childress | 29 | 1971-1975 | |
| 24 | Hayden Jackson# | 29 | 1983-1988 | |
| 24 | Kyle Tyack# | 29 | 1971-1976 | |
| 28 | John Bryant# | 28 | 1981-1984 | |
| 28 | Roberto Martínez | 28 | 1944-1946 | |
| 28 | Jesús Pérez | 28 | 1950-1953 | |
| 31 | Louis Hutchinson# | 27 | 1982-1986 | |
| 31 | Fatih Jaleel | 27 | 1979-1987 | |
| 33 | Breslan Brierley | 26 | 1922-1926 | |
| 33 | Roldão Canha | 26 | 1934-1937 | |
| 33 | Paul Fox | 26 | 1976-1982 | |
| 33 | Jaime Gonzáles | 26 | 1933-1938 | |
| 33 | Joel MacAuley | 26 | 1948-1955 | |
| 33 | Frank Winnall | 26 | 1922-1925 | |
| 39 | Serge Boutet | 25 | 1928-1933 | |
| 39 | Stewart Channing | 25 | 1934-1937 | |
| 39 | Pearce Ebbets | 25 | 1976-1986 | |
| 39 | Tyler Hale | 25 | 1917-1920 | |
| 39 | Víctor Jiménez | 25 | 1944-1953 | |
| 39 | Craig Morse | 25 | 1961-1967 | |
| 39 | Sebastian Sewell# | 25 | 1980-1984 | |
| 39 | Brian Small | 25 | 1974-1979 | |
| 39 | Slobodan Zoric# | 25 | 1975-1980 | |
| 48 | George Burden | 24 | 1957-1961 | |
| 48 | Alastair Counsell | 24 | 1948-1950 | |
| 48 | Felipe Escobar | 24 | 1965-1974 | |
| 48 | Eugene Geldart | 24 | 1948-1950 | |
| 48 | Joep Koning | 24 | 1927-1934 | |
| 48 | Jakob Madsen | 24 | 1927-1930 | |
| 48 | Donald Maldrum | 24 | 1958-1963 | |
| 48 | Cronan McKlemoyle | 24 | 1924-1929 | |
| 48 | Liam Moncreiffe | 24 | 1925-1928 | |
| 57 | Maolruanaí McWade | 23 | 1971-1975 | |
| 57 | Rich Morán# | 23 | 1979-1990 | |
| 57 | John Sexton | 23 | 1958-1960 | |
| 57 | Callum Simpson | 23 | 1972-1977 | |
| 57 | Christian Stewart | 23 | 1917-1922 | |
| 57 | Octávio Tirado | 23 | 1930-1932 | |
| 57 | Fergus Widdows | 23 | 1942-1947 | |
| 57 | Gareth Winder | 23 | 1943-1947 | |
| 57 | Nori Yokota | 23 | 1962-1966 | |
| 66 | Hakeem Ayoob# | 22 | 1979-1983 | |
| 66 | Jean-Pierre Debray | 22 | 1954-1957 | |
| 66 | Gustavo Dehombre | 22 | 1923-1927 | |
| 66 | Sebastian Drabble | 22 | 1955-1960 | |
| 66 | Mario Gómez | 22 | 1935-1936 | |
| 66 | Alejandro Gonzáles | 22 | 1927-1929 | |
| 66 | Oliver Houtmacker | 22 | 1932-1937 | |
| 66 | Kieran Kearsey | 22 | 1959-1961 | |
| 66 | Joseph Lindsay | 22 | 1938-1940 | |
| 75 | Francisco Aguilar | 21 | 1956-1960 | |
| 75 | José Ángel | 21 | 1930-1932 | |
| 75 | Chris Blatchford | 21 | 1933-1936 | |
| 75 | Tim Burg | 21 | 1917-1923 | |
| 75 | Will Duke# | 21 | 1982-1985 | |
| 75 | Lewis Grant | 21 | 1928-1932 | |
| 75 | Darby Hicks | 21 | 1975-1981 | |
| 75 | Jim Lyons | 21 | 1977-1983 | |
| 75 | António Marín | 21 | 1934-1935 | |
| 75 | Jack Pitcairn | 21 | 1942-1947 | |
| 75 | Ben Pollock | 21 | 1940-1943 | |
| 75 | Zai-shuo Wang# | 21 | 1986-1988 | |
| 87 | Joe Adams | 20 | 1975-1986 | |
| 87 | Keo Akamai | 20 | 1967-1968 | |
| 87 | Liam Biddulph | 20 | 1932-1934 | |
| 87 | Jesús Calderón | 20 | 1951-1953 | |
| 87 | Theo Crowhurst | 20 | 1964-1970 | |
| 87 | Adler Fliehman | 20 | 1940-1944 | |
| 87 | Ricardo García | 20 | 1926-1927 | |
| 87 | Keith Herrod | 20 | 1940-1945 | |
| 87 | Kalume Kheri | 20 | 1962-1967 | |
| 87 | Ryan Marshall | 20 | 1951-1955 | |
| 87 | Mark Meaden# | 20 | 1980-1990 | |
| 87 | Craig Medley | 20 | 1937-1942 | |
| 87 | Hilarius Moeflehner | 20 | 1967-1971 | |
| 87 | Mohamed Perret | 20 | 1957-1960 |
