Kakegamic's paintings hang in private collections and galleries across Canada and Europe. He and his brothers founded the highly successful Triple K Cooperative so First Nations artists could represent themselves instead of having to meet the expectations of non-Indigenous publishers.
He was the last surviving original member of the Woodlands School of Art made famous by his brother-in-law Norval Morrisseau. He was also the former Nishnawbe Aski Nation Deputy Grand Chief.Apart from his leadership and artistry, Kakegamic was also a force in the world of education.
Kakegamic was a teacher, principal and director of education through his career. He was also a part of major Indigenous educational initiatives over the last 50 years, such as the establishment of the Pelican Falls School in Sioux Lookout, Dennis Franklin Cromarty School in Thunder Bay and Oshki-Pimache-O-Win: The WenJack Education Institute.
Kakegamic was also a key player in the establishment of the Northern Ontario School of Medicine in the early 2000s, advocating for dual campuses in both Thunder Bay and Sudbury, Ont.