Existing across multiple media platforms, Barstool Sports (“Barstool”) is one of the most important sport brands in the United States. While Barstool’s critics frequently assert that the company is “racist,” few, if any, detail how their racial politics work. Through a brief genealogy of Barstool’s cultural history and a close critical reading of “The Barstool Documentary Series,” we show how Barstool’s racial politics operate through gender—specifically the affective appeal of Big Man sovereignty and the homosocial bonds of White fratriarchy —to create and normalize racially exclusive and White male-dominant social worlds that dovetail remarkably with racial and gender ideas that organize what Maskovsky calls Trump’s “White nationalist postracialism” and the Proud Boys’ “Western chauvinism.”