Kershaw began work for Radio Aire as Promotions Manager, a position he used - with station presenter Martin Kelner - to ruthlessly promote the UK's third-largest town without city status, Northampton. Unintentionally, at Radio Aire, he helped to launch the media career of Carol Vorderman, and made his broadcasting debut, fronting a late night alternative show and a weekly blues programme. After being made redundant from Radio Aire in 1983, Kershaw was employed as a driver, tour manager and roadie by the singer Billy Bragg.