The videos are funny partly because they are incongruous: insightful jabs made by a hip-hop personality whose faux-outsider perspective is intended to challenge the art world’s pretensions and inaccessibility. In his most-watched video, “How to Make an Art,” Hennessy sarcastically criticizes his audience for using terms like “talent” with regard to art — while wearing a baseball cap depicting Ernie from Sesame Street and an outsize medallion of a pharaoh.
“Hennessy comes out of a specific reaction to graduate school and the academic, fine-art world that I was exposed to at school,” said Mr. Musson, who received a Master of Fine Arts from the University of Pennsylvania last spring.
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