Encouraged by Diesing, Bob went on to study art at the Gitanmaax School of Northwest Coast Indian Art in the early 1970s. He had his first solo exhibition, Dempsey Bob: Tahltan-Tlingit — Carver of the Wolf Clan, in British Columbia in 1989. He took part in several more group exhibitions and a solo exhibition in 1993, Dempsey Bob: Myth Maker and Transformer. In 2022, Wolves: The Art of Dempsey Bob was Bob’s first retrospective exhibition of his career. In the same year, the McMichael Canadian Art Collection and Audain Art Museum published Dempsey Bob: In His Own Voice, a book featuring some of Bob’s greatest works.
