This chapter focuses on divination in Walter Benjamin’s work, against the background of modernism’s self-imposed rejection of futurity and engagement with ‘primal history’, and the rise of fascism, commodity culture, and “Lebensphilosophie” or vitalism. It explores his writings on fate, graphology, gambling, childhood, language theory, his doctrine of the similar and the mimetic faculty, foregrounding his Neoplatonist investments, interests in magic, and take on the nineteenth century. Overall, the chapter considers the relations between Benjamin’s model of reading, especially magic reading, and the idea of happiness or “Glück.”