| 50 Mile TT Trophy | | | | | | | Year | Winner | Time | | 1937 | W.Pengelly | | | 1938 | R.Wilson | | | 1939 | F.Spry | | | 1940 | A.Elliott | | | 1941 | R.Wilson | | | 1942 | L.Brown | | | 1944 | R.Wilson | | | 1945 | R.Wilson | | | 1946 | E.Pomeroy | | | 1947 | E.Pomeroy | | | 1948 | D.Henly | | | 1949 | D.Beale | | | 1950 | J.Stone | | | 1951 | J.Stone | | | 1952 | K.Tucker | | | 1953 | M.Mead | | | 1954 | B.Jude | | | 1955 | B.Jude | | | 1956 | D.Noble | | | 1957 | J.Barnes | | | 1958 | E.Morby | | | 1959 | R.Jenkins | | | 1961 | J.Spry | 2:12:09 | | 1962 | J.Spry | 2:10:19 | | 1963 | J.Spry | 2:09:25 | | 1964 | D.Durnow | 2:08:21 | | 1965 | J.Spry | 2:05:40 | | 1966 | F.Hatton | 2:13:06 | | 1967 | A.Toms | 2:25:18 | | 1968 | F.Hatton | 2:08:19 | | 1969 | R.Lawrence | 2:09:12 | | 1970 | R.Toms | 2:31:21 | | 1971 | A.Toms | 2:02:30 | | 1977 | C.Scawn | 2:01:20 | | 1978 | C.Scawn | 2:02:12 | | 1979 | B.Mayer | 2:02:30 | | 1980 | P.Conning | 2:03:45 | | 1981 | B.Mayer | 2:04:53 | | 1982 | A.Ryder | 2:05:24 | | 1983 | A.Shaw | 2:02:00 | | 1984 | M.Deas | 2:19:58 | | 1985 | B.Mayer | 2:07:01 | | 1986 | C.Scawn | 2:06:24 | | 1987 | B.Mayer | 2:06:34 | | 1988 | A.Lyons | 2:05:30 | | 1989 | A.Lyons | 1:58:13 | | 1990 | A.Lyons | 2:03:10 | | 1991 | A.Lyons | 1:56:48 | | 1992 | A.Lyons | 1:53:47 | | 1993 | A.Lyons | 1:54:10 | | 1994 | A.Lyons | 1:51:45 | | 1995 | A.Lyons | 1:51:45 | | 1996 | A.Lyons | 1:50:29 | | 1997 | A.Lyons | 1:51:48 | | 1998 | A.Lyons | 1:55:06 | | 1999 | A.Sluman | 1:57:32 | | 2000 | A.Sluman | 1:57:34 | | 2001 | A.Lyons | 1:54:39 | | 2002 | K.Rees | ? | | 2003 | C.Morrish | ? | | 2004 | I.Scott | ? | | 2005 | C.Barretto | ? | | 2006 | R.Scott | 2:05:41 | | 2007 | R.Scott | 1:57:33 | | 2008 | C.Scott | 2:04:55 | | 2009 | S.Kirby | 2:06:20 |
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