This article details three developments of the last decade that have had significant effects on the cultural status and sociopolitical functioning of sport in the United States: (1) an unprecedented wave of sport-based protest and athlete activism; (2) new norms and conventions in the sporting establishment for dealing with athletic protest and social issues, especially with respect to media coverage and commentary; and (3) recent Right-wing ethnonationalist engagements with sport, including targeted criticism of both activist athletes and sport as well as populist mobilizations around sport. I summarize these developments and argue that they have made social issues in, and the symbolic significance of, sport more explicit, contested, and polarized than in earlier eras. This new era of contestation and polarization, in turn, has destabilized longstanding cultural norms and ideals about sport and its relationship to politics and social change. While questions remain about how lasting these changes will be, I suggest these new conditions and the cultural politics that come with them call for a reinvigorated critical, dramaturgical theory of sport—one which sees sport as a site of ongoing social struggle that has public meaning and symbolic significance well beyond the boundaries of sport itself.