This pioneering volume, for the first time, explores the extraordinary Portuguese poet Fernando Pessoa (1888-1935) and his relationship to philosophy. On the one hand, this book reveals Pessoa's serious knowledge of philosophy and playful philosophical explorations and how he has the gift of synthesizing, appropriating and subverting complex ideas into his art; and, on the other hand, the chapters shed new light on central aspects and problems of philosophy through the prism of Pessoa's diverse writings. The volume includes sixteen new essays from an international group of scholars, analyzing Pessoa's multifaceted poetic work alongside philosophical themes and movements, from conceptions of time, ancient aesthetics, philosophy of language, transcendentalism, immanence, nihilism; to Islamic philosophy, Indian philosophy, philosophy of religion, neo-paganism, the philosophy of the self. The breadth of his work provides a springboard for new thinking on the aesthetic and the spiritual, the logic of value and capitalist modernity, and ecological thought and postmodernism.