Career
During the 1970s Gregory opened a gallery in his home village, where he exhibited several local and international artists’ work. Around this time, He began producing a series of paintings based on J. R. R. Tolkien"s epic tale, The Lord of the Rings. His first canvas was completed in 1978 and measured 10"x 6".
As of 2015, art dealer Peter Nahum owns most of the Tolkien-inspired artwork.
In 1984 Gregory painted the sleeve artwork for Saxon"s album Crusader, the first of twelve for that band. Other rock and heavy metal bands for whom he has designed sleeves include: Dio, Uriah Heep, Blind Guardian, Molly Hatchet, Freedom Call, The Company of Snakes, Beholder and Battalion.
He has also produced cover art for by fantasy novelist, Cecilia Dart-Thornton. In 2001, Gregory co-founded Amust4music, the company behind Bloodstock Open Air—an event which attracts crowds in excess of 10,000.