The first chapter focuses on Leonard Woolf’s journey from colonialist civil servant working on behalf of the British Empire in Ceylon, to writer and celebrated anti-imperialist. Looking closely at his correspondence and autobiographical reflections on the years 1904 to 1911, as well as the novel, The Village in the Jungle (1913), written upon his return to England, it details how Woolf’s encounters with animals gradually disrupt his human- and European-centred worldview. The chapter begins by examining Woolf’s role in both facilitating and partaking in the hunting of big game, through which his early attraction to shooting animals shifted to forceful critique of its imperialist, anthropocentric and commercial dimensions. It then explains how hunting in Woolf’s first novel is associated with gendered and racial violence. In the process, Woolf is placed in dialogue with postcolonial theory and histories of trophy hunting, and his approach is compared to that of George Orwell, Harry Storey and John Still among others.