This chapter examines Graham Greene’s engagement with biography and autobiography through the lens of 1930s literary history, and in the context of changing attitudes and approaches to life-writing itself: from biography’s association during the early twentieth century with staid traditionalism and convention, and even the Establishment; to its cultural reinvention, under the aegis of modernism, as “the New Biography.” It focuses on two of Greene’s less discussed works: Lord Rochester’s Monkey (1974), a life of the notorious Restoration poet, John Wilmot (1647–1680), which belongs among his earliest literary works; and A Sort of Life (1971), an autobiographical account of his upbringing, education and professional life as a writer during the 1920s and early 1930s. It explores the renewed currency of biography in the period’s literary culture, and considers Greene’s life of Rochester in terms of his own professional emergence as an author, anticipating the more overt practices of self-fashioning on display in A Sort of Life. It then considers A Sort of Life in terms of a post-war efflorescence of belated autobiography and memoir published by writers associated with the 1930s, a time when the cultural status of autobiography as a literary genre was again being called into question.