Mr Hollington left Boteler Grammar School in Warrington in 1980 and began working in a variety of posts locally, including for local newspaper the Warrington Guardian, Warrington Development Corporation and also a local branch of International Computers Ltd., where he stayed into his early twenties. He then embarked on a seven year career as a musician, which included seven summer seasons, tours and theatre work, and being musical director for pantomimes in theatres. During this time he also sailed around the Caribbean and the Mediterranean as a musician in the big band on board the QE2.
Mr Hollington then took the bold step of returning to full time education at the age of 30, graduating from Leeds College of Music in 1998 with a BA (Hons) in Jazz Studies. The following year he taught Jazz at a college in Manchester before pursuing teaching further and completing his PGCE in Secondary Music at Manchester University. He then became Head of Music at Glenburn High School for four years, before gaining promotion to Head of the Performing Arts faculty at Christ the King High School & 6th Form College in Southport in 2004, where he remained for seven years until he took a similar role in Hope Academy in Newton-le-Willows. He began his post as Head of Music at Kingsmead in September 2014 and says he “felt at home at Kingsmead from Day One!”