Weimar Berlin: Karl Holtz, an artist that neither Hitler nor Stalin could stand

Street scene in Berlin - around 1924

Karl Holtz, born in Berlin in 1899, published his first drawings in Ulk (illustrated supplement of the socialist Berliner Tageblatt), later in Der Wahre Jacob, Jugend, Simplicissimus and Uhu.
He is persecuted by the Nazis and settles after the war in the GDR. No luck with the communists either: in 1949 he is sentenced to 25 (!) Years in prison for a caricature of Stalin published in Switzerland. Rehabilitated in 1956, once the Little Father of the Peoples happily passed away, he died in Potsdam, near Berlin, in 1978.

Picasso also had problems with the French Communist Party because of a not enough respectful portrait of Comrade Stalin in 1953. But the communists not being in power in France, Pablo escaped prison (Gulag?).