Walter Benjamin’s work represents one of the most radical and controversial responses to the problems of 20th-century culture and society. The interpretation presented here analyzes some of the central enigmatic features of his writing, arguing that they result from the co-presence of religious scepticism and the desire for a religious foundation of social life. Margarete Kohlenbach focuses on the structure of self-reference as an expression of Benjamin’s sceptical religiosity and examines its significance in his writing on language, literature and the cinema, as well as history, politics and modern technology.