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Arts writer and former professional surfer Jamie Brisick talks about: w hat it was like being on the pro surfing tour back in his late teens and early 20s, and how he developed his Plan B career initially as a surfing writer before moving into arts & culture writing; how he comes to art/the art world with a relatively fresh perspective, and has experienced some unsavoriness in the upper spheres in its being too much like high school in terms of popularity, etc.; what it means when, to quote the artist Paul Chan in this case, ‘Success is its own form of failure;’ the varied and fascinating work of Francis Alÿs, whom Brisick tried to get an interview with but was essentially blown off, but whom he still highly respects and reveres as an artist; the artworks, storytelling, and other idiosyncrasies of quintessential surfing-art artist, Raymond Pettibon, whom Brisick has profiled extensively and become friends with; the surf-skate pioneer Craig Stecyk (also a mentor of Brisick’s) and his crazy performance art stunts; and his relationship with the journalist and writer William Finnegan, whose struggle with his memoir may be a source of inspiration for listeners.