The sports mega-events industry is in the midst of a significant reorganization, and the urban politics of event-led development planning is increasingly tumultuous. Three trends stand out: (1) the mega-events industry has been professionalized through consultancies, sports federations' urban policy programs, and city-to-city knowledge-sharing partnerships.(2) Critics of mega-events have been successful in drawing attention to state intervention and public subsidies involved in megaevent planning. (3) A proliferation of anti-bid social movements has pursued a form of urban politics, which more aggressively questions the legitimacy of using mega-events to pursue urban development. I evaluate the implications of these trends with a case study of a bid to host the 2024 Summer Olympic Games in Boston. The failure of the Boston bid illustrates increasing tensions between cities and the mega-events industry.