The Questions of Milinda is one of the most renowned texts within Theravada Buddhism—and one of the most translated Buddhist texts around the world. The text follows a transformational philosophical dialogue between the Indo-Greek king Milinda and a Buddhist monk named Nagasena as they discuss the nature of the self, the meaning of renunciation, and the sources of knowledge. In her new translation of The Questions of Milinda, scholar Maria Heim devotes particular attention to the literary and aesthetic qualities of the text, presenting it as a literary classic as well as a philosophical one. In this episode of Tricycle Talks, Tricycle’s editor-in-chief, James Shaheen, sits down with Heim to discuss the literary and aesthetic qualities of The Questions of Milinda, how treating Buddhist texts as literature can deepen our perception, what we can learn from the text’s famous chariot analogy, and the philosophical work that metaphors and analogies can perform.