This paper examines how elite transnational policy and research organizations are framing emergent technologies as a hypermodern risk. It outlines how innovations in artificial intelligence and machine learning are feeding into global policy imaginaries and responses oriented to education and skills as adaption and minimization of potential disruption flowing from unpredictable workforce transitions. Drawing on research reports by the Organization for Economic Cooperation and Development, World Economic Forum, and McKinsey, the paper suggests that this emphasis on risk and uncertainty represents a shift in elite policy discourse. The paper discusses how automated uncertainty is feeding into educational policy trajectories that seek to mitigate disruption through digital learning and work synergies via agile learners of risk. The cognitive structuring of these policy trajectories reflects a closed ideological loop deflecting analysis from political economy and alternative policy futures within hypermodern capitalism.