The ennobling vision of modernity asserts that the benefits of identifying individual citizens as subjectivity are realized only when each subject is aware of the self as free in decisions and actions. Modernization through industrialization and urbanization has been seen as a means by which society can, through market contractual relationships, allow each citizen to become a self-determining subject. In Korean society this self-awakening has already set in and ought to deepen through dynamic economic growth. However, the authoritarian political power combined by technocracy obstructs the emergence of mature subjectivity. This is what can be called a phenomenon of counter-modernization. Citizenship training through philosophical dialogue may find ways to resolve this impasse by reconceptualizing modernity’s goals and means in terms of enabling the potentiality inherent in subjectivity.