The East German protest singer, dramatist, and coal miner Gerhard Gundermann came to international attention in 2018 with the release of Andreas Dresen’s film Gundermann. This coincided with the twentieth anniversary of the artist’s premature death in 1998. While the film concentrates on Gundermann’s personal life, his complex relationship with the Socialist Unity Party (Sozialistische Einheitspartei Deutschlands, SED) hierarchy in the coal mine, and his controversial entanglement with the Stasi secret police, it glosses over his work as a singer-songwriter and playwright. It says nothing about the numerous productions he wrote and performed with the Liedertheater (song-theatre) group Brigade Feuerstein between 1978 and 1988, nor the extent to which he himself was an object of Stasi persecution.1 Their quite distinctive form of agitprop theatre has been virtually ignored in academia.2 While never published, the written manuscripts and audio recordings of shows such as Geschichten aus dem Koraktor [Tales from the Koraktor], Das große Match [The big match], Eine Sehfahrt, die ist lustig [A sightseeing trip that is fun], Lebensläufe [Paths of life], and Erinnerung an die Zukunft3 [Remembering the future] were collected and stored in the archives of the Akademie der Künste in East Berlin, where they are still available for consultation.4 This article assesses these productions in terms of their use of fairy tales and parables to voice political criticism of dominant SED practice. It observes how, in a climate of censorship, these parables became increasingly direct in their criticism, as Gundermann’s stance gradually changed from that of a loyal singing club member in 1976 to one of a vociferous political critic. Using interviews and Stasi reports, it presents the story of Brigade Feuerstein as an example of the tenacity, cunning, and networking necessary for critical artists to survive in East Germany (i.e., German Democratic Republic [GDR]).