This chapter focuses on antipolitical tendencies in the Czech opposition movement during the period of late state Socialism, their inspirations, and their consequences for Czech politics after 1989. Compared to the Stalinist era, official politics throughout Communist Central Europe was characterised by a depoliticised rhetoric in the 1970s and 1980s. However, while regimes retreated from large-scale repression and focused more on consumerist everyday life, they were still able and willing to politicise any ordinary issue at will. This paradox gave rise to complicated debates within the opposition movement about the possible forms and radicality of protest. The avoidance of explicit political activity—and its replacement by legalist argumentation and cultural activities—was particularly strong in the Czech dissident movement. This chapter first argues that the movement followed the older antipolitical tendencies of modern Czech politics, embodied by Tomáš Garrigue Masaryk. Then it focuses on the dissident debate over the most prominent text of antipolitical thought, Václav Havel’s Power of the Powerless. Lastly, the implications of dissident thought for early post-Communist Czech politics will be explored. The antipolitical rejection of institutionalised politics and political parties gave rise not only to Havel as an unwilling president, but also to an ill-prepared new political elite.