 He additionally played for Colchester United in two spells, Scunthorpe United and Crewe Alexandra and also played in the United States for the short-lived NASL team Baltimore Comets over two seasons.Born in Woking, Anderson joined Arsenal at the age of 15 in 1959, playing in the club's youth and reserve teams, and was at this time capped by England youth.Regarded by then-Arsenal manager Cliff Bastin as one of the best left-wing prospects of his generation, he signed a professional deal in August 1961 and made his league debut for the Gunners in a 4–0 victory at West Ham United in March 1963.