Harry was born in London in 1924 and signed for Queens Park Rangers in 1940 as a 16 year old, he played about 80 games in the Wartime League. He represented the FA in two games, one in 1943 and one in 1944.

He played 12 times for Colchester United while stationed at Colchester Garrison in late 1945 and the first few months of 1946. He also made a guest apperance for Arsenal in a friendly against Dinamo Moscow in November 1945, alongside Stanley Matthews and Stan Mortensen.

He joined Notts County in 1946, playing nearly 100 games before moving the short distance to play for Derby County between 1949 and 1951 making nearly 40 appearances for them before returning to London and signing for QPR in 1951. He went on to play over 200 league and cup games for Rangers.

Harry transferred to Plymouth Argyle in August 1956, where he made 66 apperances before retiring in at the end of the 1957/58 season to take over the Drake's Drum Public House in Plymstock.

It was a short retirement and with the agreement of Plymouth Argyle, he was persuaded to sign for Exeter City in 1958, he did not play for the first team, but made a number of reserve appearances.

Harry died in Abingdon in 1982, aged 58.