Webb raced successfully as an amateur, especially on the track, but became seriously unwell when he suffered an abdominal aortic aneurysm whilst riding in Ghent. Restored to close to normal health, Webb was a regular figure at bike races in Belgium. His two links with his former country were his willingness to help British riders trying to race in Belgium (although he claimed the British Cycling Federation never replied to his offer to work without pay as its permanent representative there) and his passion for MGB sports cars, which he drove from his home at Wachtebeke north of Ghent.