Gill was educated at the progressive independent St Christopher School in Hertfordshire and would later recall his experiences at the school for his book The Angry Island. After St Christopher, he moved to London to study at the Central Saint Martins College of Art and Design and the Slade School of Art, nurturing ambitions to be an artist. Following art school Gill spent six years "signing on, trying to paint, until one day he realised he wasn't any good". At 30, having abandoned his ambitions in art, he spent several years working in restaurants and teaching cookery.
Gill began his writing career in his thirties, writing "art reviews for little magazines". His first piece for Tatler, in 1991, was an account of being in a detox clinic, written under a pseudonym. In 1993 he moved to The Sunday Times, "where he quickly established himself as their shiniest star", according to Guardian writer Lynn Barber. Gill suffers from severe dyslexia and, consequently, all of his works are written by dictation.
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