A well-travelled and noted goalscorer, Randolph Galloway arrived at Spurs after having played for Sunderland Tramways, Derby County, Nottingham Forest, Luton Town and Coventry City before leaving the Sky Blues in the summer of 1928. Without a club, Spurs gave him a month's trial and he joined Tottenham for the 1928-29 season.
Impressing the management, Galloway was brought in as cover for the recent signing Tom Roberts and was quickly brought into the side, as Roberts failed to live up to expectations. He scored in both of his first two games in the side, but after a third match picked up an injury, which kept him out of the side for the rest of the season.
Randolph was allowed to leave White Hart Lane at the end of that season and finished his playing career with Grantham Town before moving to Europe in 1929 to coach Spanish side Sporting Gijon until 1931.
He subsequently took over at Racing Santander in 1934, where he stayed for two years and went on to have a successful career coaching in Portugal, where he guided Sporting Lisbon to the League title in 1951, 1952 and 1953.
Randolph later moved to Uruguay and took a coaching position at Penarol in 1948, then returning to Europe for the 1949-50 season with Young Fellows Zurich in Switzerland.
Randolph Galloway died on 10th April 1964 in Mapperley, Nottinghamshire.