The Handicap Cup was, according to the inscription, presented to the club by Lieut S.F. Brittain-Smith on September 16, 1914.
That was a month after Great Britain declared war on Germany. We believe Sidney Francis Brittain-Smith died of dysentery in 1917 in the East Mediterranean.
- 1915 – S.F. Brittain-Smith / S.P. Lees
- 1916 H.W. Sanson
- 1917 H.W. Sanson
- 1918 G. Wernick
- 1919 G. Wernick
- 1920 C. Duffield
- 1921 C. Duffield
- 1922 G.F. Mitchell
- 1923 G. Wernick
- 1924 W. Evans
- 1925 J. Butland
- 1926 F.T. Russel
- 1927 W. Evans
- 1928 A.J. Tierney
- 1928-29 W. Evans
- 1929-30 E.G.R. Cordingley
- 1930-31 S.E. Saldanha
- 1931-2 J. Cooke
- 1932-3 L.C. Birch
- 1933-4 R.O. Young
- 1934-5 G.A.C. Ashcroft
- 1935-6 C. Boyce
- 1936-7 J. Hobbs
- 1937-8 G.A.C. Ashcroft
- 1938-9 G.A.C. Ashcroft
- 1946 E. Behrndt
- 1946-7 G. Wernick
- 1947-8 H.W. Gamble
- 1948-9 D.I.C. Duncan
- 1949-50 J.S. Price
- 1951-2 J.S. Price
- 1952-3 G.A.C. Ashcroft
- 1953-4 C.E. Fellows
- 1954-55 G.A.C. Ashcroft
- 1955-56 G.A.C. Ashcroft
- 1956-7 J. Regruto
- 1958 C.E. Fellows
- 1959
- 1960
- 1961 A.F. Simpson
- 1962 E. Fielder
- 1963 R.D. Keene
- 1964
- 1965 A.F. Simpson
- 1966 A.F. Simpson
- 1967 P.I. Eastwood
- 1968 P.D. Gait
- 1969 S.F. Barry
- 1970 R.W. Haldane
- 1971 R.W. Haldane
- 1972 R. Brown
- 1973 R.W. Haldane
- 1974 R.W. Haldane
- 1975 L. Cima
- 1976 [NOT MARKED]
- 1977 D. Watts
- 1978 P.L. Eastwood
- 1979 P.C. Stokes
- 1980 A.F. Stimson
- 1981 R. Anderson
- 1982 E. Todorow
- 1983 E. Todorow
- 1984 A.F. Stimson
- 1985 N.D. Grey
- 1986 G. McManus
- 1987 N.R. Stapley
- 1988 W.B. Drennan
- 1989
- 1990 C.N Njotea
- 1991 C.N Njotea
- 1992 W.B. Drennan
- 1993 R.H.C Amis
- 1994 A.D. Deshmukh
- 1996 C.H. Cronin
- 1997 M. Chilvers
- 1998 P. Saberton
- 1999
- 2000
- 2001
- 2002
- 2003
- 2004
- 2005
- 2006
- 2007
- 2008
- 2009
- 2010
- 2011
- 2012
- 2013 Alan Palmer
- 2014 Alan Palmer