Whittaker was born at East Cavalry Barracks, Aldershot, Hampshire, but grew up in Newcastle upon Tyne from the age of three weeks. He spent his early football career in the North East of England as a youth player, whilst training as a marine engineer, later working in that role for Hawthorn Leslie & Co of Tyneside. He was called up to the British Army, signing up for the Royal Garrison Artillery, in 1917, moving to Lydd in Kent, before later switching to the Royal Navy. He was demobilised in 1919. In the meantime, he had continued playing football for his regiment, and after serving his country in World War I, Whittaker forwent his engineering career and joined Leslie Knighton's Arsenal in November 1919. He first played as centre-forward then as wing-half. He signed as a professional in January 1920 and made his debut in a 1–0 defeat away to West Bromwich Albion on 6 April 1920 and became a regular in the side in the 1920s, playing 70 times for the club and scoring two goals. He toured Australia as part of the Football Association side in 1925, but during the tour, in a match in Wollongong he broke his knee cap and was forced to retire from playing. Resolving to carry on in football, he joined Arsenal's coaching staff and entered study as a physiotherapist. He became Arsenal's first team trainer under Herbert Chapman in 1927. Whittaker had an important role under Chapman in reforming the training and physiotherapy regime at the club, and played an essential part in the club's successes of the 1930s.
Managerial career
After Chapman's death in 1934, Whittaker continued to serve under his successor, George Allison, and also became a trainer for the England national team. The Second World War saw Whittaker work as an ARP warden, before becoming a pilot in the Royal Air Force, achieving the rank of squadron leader. For his service on missions on D-Day, he was awarded an MBE. With the end of the war, Whittaker resumed his role as trainer at Arsenal. After Allison's retirement in 1947, Whittaker became the club's new manager; under him the club won the League in 1947–48 and 1952–53 and the FA Cup in 1949–50. Whittaker sought to attract Blackpool's Stanley Matthews, whom was approached after the Tangerines visit to Highbury in 1954. Since Matthews was already receiving football's maximum wage at Bloomfield Road, he felt there was nothing to be gained by moving south. Matthews, however, stated that he was "very happy" and politely turned down the offer. "Such an approach was against the rules at the time and, consequently, I couldn't tell anyone about it, and I never have until now." Whittaker, while still at the helm of Arsenal, died of a heart attack at the University College Hospital, London in 1956, at the age of 58.
Personal life
Whittaker wrote an autobiography entitled The Arsenal Story which was posthumously released in 1957.
