- 1899: H.M. Harriman
- 1900: Walter Travis
- 1901: Findlay Douglas
- 1902: Walter Travis
- 1903: Findlay Douglas
- 1904: H. Wilcox
- 1905: Charles H. Seely
- 1906: Jerome Travers
- 1907: Jerome Travers
- 1908: Charles H. Seely
- 1909: Walter Travis
- 1910: F. Herreshoff
- 1911: Jerome Travers
- 1912: Jerome Travers
- 1913: Jerome Travers
- 1914: Oswald Kirkby
- 1915: Walter Travis
- 1916: Oswald Kirkby
- 1917-18: geen toernooi
- 1919: Oswald Kirkby
- 1920: D.E. Sawyer
- 1921: G.W. White
- 1922: Jess Sweetser
- 1923: F.W. Dyer
| - 1924: W.M. Reekie
- 1925: Jess Sweetser
- 1926: W.M. Reekie
- 1927: E.H. Driggs Jr
- 1928: Eugene Homans
- 1929: M.J. McCarthy Jr
- 1930: M.J. McCarthy Jr
- 1931: Leonard Martin
- 1932: T.S. Tailer Jr
- 1933: Mark J. Stuart
- 1934: T.S. Tailer Jr
- 1935: John Parker Jr
- 1936: George Dunlap
- 1937: Willie Turnesa
- 1938: Frank Strafaci
- 1939: Frank Strafaci
- 1940: John P. Burke
- 1941: Michael Cestone
- 1942-43: geen toernooi
- 1944: E.H. Driggs Jr
- 1945: Frank Strafaci
- 1946: Frank Strafaci
- 1947: Frank Strafaci
- 1948: Ray Billows
| - 1949: Joseph McBride
- 1950: Frank Strafaci
- 1951: Joseph Gagliardi
- 1952: Joseph Marra
- 1953: Wilson Barnes Jr
- 1954: Frank Strafaci
- 1955: Robert W. Kuntz
- 1956: Thomas J. Goodwin
- 1957: Paul Kelly
- 1958: Robert W. Gardner
- 1959: Paul Kelly
- 1960: Robert W. Gardner
- 1961: Robert W. Gardner
- 1962: Robert W. Gardner
- 1963: Robert W. Gardner
- 1964: Robert W. Gardner
- 1965: Mark J. Stuart Jr
- 1966: James E. Fisher
- 1967: John C. Baldwin
- 1968: Dick Siderowf
- 1969: Dick Siderowf
- 1970: Dick Siderowf
- 1971: Richard Spears
- 1972: George Burns
| - 1973: Jerry Courville Sr
- 1974: Dick Siderowf
- 1975: Bill Britton
- 1976: Bill Britton
- 1977: Dave Ferrell
- 1978: Mike Burke Jr
- 1979: Jerry Courville Sr
- 1980: Howard Pierson
- 1981: Peter Van Ingen
- 1982: George Zahringer
- 1983: Mark Diamond
- 1984: George Zahringer
- 1985: George Zahringer
- 1986: George Zahringer
- 1987: George Zahringer
- 1988: Jim McGovern
- 1989: Dick Siderowf
- 1990: John Baldwin
- 1991: Dennis Slezak
- 1992: Mike Muehr
- 1993: Jeff Putman
- 1994: Dennis Hillman
- 1995: Jerry Courville Jr
- 1996: Ken Bakst
| - 1997: Jerry Courville Jr
- 1998: Jerry Courville Jr
- 1999: Greg Rohlf
- 2000: David Kwon
- 2001: Johnson Wagner
- 2002: Johnson Wagner
- 2003: Michael Stamberger
- 2004: Andrew Svoboda
- 2005: Ronald Vannelli
- 2006: Tommy McDonagh
- 2007: Greg Rohlf
- 2008: Tommy McDonagh
- 2009: Cameron Wilson
- 2010: Evan Beirne
- 2011: Mike Miller
- 2012: Ryan McCormick
- 2013: Pat Wilson
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