After graduation, Masse went on to attend art school in Vancouver; a fixture at local coffee-houses, he was asked to design posters advertising upcoming folk music performances. With the rise of folk-rock, Vancouver played host to concerts from the Grateful Dead, Jefferson Airplane and the Steve Miller Band, with Masse contributing increasingly psychedelicized artwork for their appearances. In 1966 he travelled to San Francisco. Direct contact with the poster art of The Fillmore and the Family Dog exerted a profound influence on his subsequent work.
Returning to Vancouver, Masse, now a Scientologist, befriended the local band the Collectors, and when they travelled to Los Angeles to make a record he followed, spending the final years of the 1960s living in the Laurel Canyon area. In 1969 he returned to Vancouver, producing a series of posters for local venues including the Retinal Circus, Moose Valley Farms, and Gassy Jack's. During the 1970s Masse undertook commercial work, illustrating for McDonald's, the Expo Space Station, CP Air, Lock-It Guitar Straps, and others. Masse additionally designed numerous business logos, among them an orange fox for radio station C-FOX.
During the 1980s, Masse created posters for films including Total Recall and Back to the Future Part III; he also worked on the television series Teenage Mutant Ninja Turtles. As rock concert art began to enjoy a surge in popularity during the following decade, however, Masse returned to poster design for the Smashing Pumpkins, Red Hot Chili Peppers, Tori Amos, Alanis Morissette, and others.