This chapter examines the ways in which a hero of the nineteenth century — a Malaysian pirate who, in his rescuing of the imperially downtrodden, the exploited, and the betrayed, spoke in actions and words with anti-imperialist flourish — became reimagined as a twentieth-century, post-war anti-hero by a director of westerns all'italiana who had, in his own films, fashioned a bandit, a ‘noble savage’, who opened the eyes of a Texas ranger to the corruption of the aristocracy and Orientalist assumptions. The first section introduces the nineteenth-century Italian children's author Emilio Salgari, and the hero of his most famous and well-loved novels: the pirate Sandokan. The second section analyzes Sergio Sollima's radical westerns, focusing on the protagonist of La resa dei conti and Corri, uomo, corri: Cuchillo, played by the Cuban-American-Italian actor Tomás Milián. The final section examines the ways in which Sollima melds his vision of the anarchic borderlands of the USA and Mexico with his imagining of the primitive wilds of Southeast Asia in his 1970s television series and films, bringing Sandokan, Salgari, and Sollima together.