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In the present analysis, I conduct a post-mortem examination of Milo Yiannopoulos's deeply controversial and short-lived rise to fame, rhetorically dissecting the mechanisms that gave it life. One artifact and two events that it precipitated are particularly relevant to this endeavor: Milo’s (debatably) most controversial speech at UW-Milwaukee, the later creation of the “Milo Yiannopoulos Privilege Grant,” and the cruel ruination of trans student Adelaide Kramer’s student career at the same university where Milo delivered the speech.