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Kohut devoted an entire chapter of his magnum opus, The Restoration of the Self, to a reformulation of the Oedipus complex, indicating a rethinking of who Oedipus is as essential to understanding his psychology of the self. In this article, I discuss the conceptual move from Freud’s Oedipus complex to Kohut’s tragic man, engaging not just Oedipus the King, but also Antigone and Oedipus at Colonus—the full Oedipus Cycle—showing their contributions to Kohut’s transformation of Freud’s Oedipus, and their political and spiritual importance for our contemporary world. The Antigone shows us the struggle to maintain a democracy that cherishes responsibility, free will, and conscience in the face of the unwritten laws of an inevitably deterministic nature, and the Oedipus at Colonus shows us that insofar as we as humans mirror nature’s moving energies, we participate in cycles of birth and death, embodying not just individual growth and cohesiveness, but also interconnections with the whole of the cosmos.