When Scott Thompson’s character Buddy Cole emerged onto television with The Kids in the Hall, he described himself as "actor, singer, dancer, model, Canadian." In the four decades since, Buddy Cole has proven to be much more. This persona has transcended mediums, including television, autobiography, webseries, and live performances, while always remaining both bitingly honest and larger than life. This surrealist satire has mired Buddy (and his creator) in frequent controversy, yet Buddy never seems to stay down. As Scott Thompson repeatedly introduces this creation into changing cultural landscapes, it leads one to ask, “What makes Buddy Cole a problem? (and, more often than not, his own solution?)”