Regulatory rollbacks under the Trump administration are heightening social divides and deepening social inequalities. In this article, we examine key dynamics underlying this trend including the changing character of the nation-state, the growth of executive power, and the increased use of the “administrative presidency.” The administration’s choice to deregulate some areas, while increasing regulation in other spheres, reveals regulatory impulses as political, relational, and frequently contradictory tactics for exercising power. We explore a variety of ways that regulatory rollbacks under Trump are privileging wealthy corporations and elites, while rolling over the rights and social protections historically afforded many other groups. We also consider ways to bridge the deepening divides by creating coalitions, raising awareness, and revitalizing democracy in the United States.