Cupar Pilson has worked for many years as a Graphic Artist in printing and newspaper advertising. His first love has always been to paint landscape in acrylics, watercolour and mixed media. In recent years however, figures have tended to dominate, so much so that the landscape has become secondary to the foreground subject matter. Quirky humour and a certain knowing naivety of style is a hallmark of his work. His compositions depict scenes from throughout Ireland, from the cities to the coast. He also loves to paint life in 'pre-Troubles' Belfast (circa 1960s), "possibly a guarded nostalgia for my childhood in North Belfast".
He has exhibited in the Royal Ulster Academy Annual Shows in recent years and is a member of the Arts Society of Ulster and Bangor Art Club. He has won prizes at the Percy French Watercolour Annual Shows, the Rose Society of Ulster's Annual Exhibitions, the McKibben Prize in the 2008 ASU Exhibitions and the 2009 Silver Jubilee Medal. His current work is represented in various galleries locally and in private collections throughout Ireland, Canada and the UK.