Unlike the United States and elsewhere, political comedy is rarely spotlighted in Japan. Through interviews with three comedians, Hamada Taichi, Yamamoto Tenshin (The Newspaper) and Muramoto Daisuke (Woman Rush Hour), this article seeks to understand the practice, reception and standing of political humor in Japan today. What has motivated these comedians to pursue controversial routines that may have hindered their careers? How do they account for the relative lack of political satire in Japan today? The interviews provide a complex picture of media self-censorship and indirect pressure from the government – a picture that is both pessimistic and hopeful for the future of political satire in Japan. Interviews are edited for clarity.