After finishing school, Oliver went on to the foundation year at Wimbledon School of Art. Dividing his time between painting and various jobs in London pubs and bars where he would also paint signs and advertising boards between serving drinks.
After a short time in London, Oliver continued his studies at the Charles Cecil studios in Florence before finishing his training with Paul Ingbretson in New Hampshire.
Oliver now spends his time painting landscapes around England and abroad, finding inspiration in the ever changing seasons, weather, tides and light of the new places he finds. He is also inspired by the people who live in his landscapes and sail the boats that he paints.