This chapter focuses on Graham Greene’s engagement with popular fiction in his early spy novels, a genre which has become the subject of increasing academic interest, including recent attention to its development in the 1930s. In Valentine Cunningham’s seminal British Writers of the Thirties spying offers a master metaphor connecting a diverse range of writers from the period, from the Auden Group’s fascination with espionage’s reliance upon secrecy and self-concealment, to the “undercover” forms of social inquiry favoured by George Orwell and the architects of Mass Observation. This chapter looks at how Greene’s spy novels shed fascinating light on the evolution and development of this genre during the interwar period, as well as how these works speak to (and subvert) the social, political and ideological contexts of their literary historical moment: from The Ministry of Fear’s rewriting of the classic invasion story for a modern wartime audience, to The Confidential Agent’s concern with the new and unsettling primacy of information in modern constructions of identity. In addition, it considers how Greene’s popular novels (or “entertainments”) both reflect and interrogate the gathering hierarchies of taste in which they appeared, by probing some of the received binaries of 1930s British writing.