In this critical essay, 4 sport scholars discuss critical teaching points gleaned while moderating 4 concurrent roundtable discussions on the intersections of sport, corporate social responsibility, and athlete activism. The roundtable groups comprised sport industry professionals from a variety of professional teams and leagues, as well as other corporate stakeholders located in the United States and in various international locations. The purpose of this essay is to distill the roundtable discussions for utilization in sport management classrooms through the explication of timely, practical, and operational key teaching points.