Darting Welsh winger, who played right wing, but could fit in anywhere in an attacking position, Terry Medwin was an instrumental figure in the Spurs squad around the time of the Double season and before.

Starting with Swansea Town, Terry was 13 when he signed for the Welsh club and in his first season as a schoolboy in 1945-46.

Cost £25,000 when he signed for Spurs from Swansea Town in the last week of the 1955-56 season, so Terry had to wait until the first game of following season at Preston North End. Tottenham won 4-1 and Medwin scored twice as he went on to score 14 goals in his first season as Spurs finished second to Manchester United. 

Terry scored as many goals in the next two seasons, but made many more with his tricky wing-play and pin-point crossing.  However, his place was always unsure as Terry Dyson was preferred during the Double season, although Medwin reclaimed his position in 1962 and was pivotal in the FA Cup win that year.

Unfortunately, a broken leg in Summer 1963 suffered serious injury on tour in South Africa and despite trying to come back for two years this injury brought his career to a close, but it had contained 72 goals in 215 games.

Left Spurs in 1965 to manage Cheshunt before going to join the training staff at Cardiff City. Went on to become trainer-coach at Fulham.