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Starting with Sigmund Freud, psychoanalysts have considered the psychological dimensions of peacemaking in international relations. In the 1980s, psychiatrists, psychologists, and diplomats began developing theories on Track II negotiations, defined as unofficial meetings among influential stakeholders with access to government policymakers. In recent years, psychoanalytic theory building has waned with the decline of interdisciplinary collaborations among mental health professionals and practitioners of international relations. This study seeks to revive such collaborations by analyzing the reflections of an ongoing dialogue between a cultural psychiatrist trained in South Asian studies, the former head of India's foreign intelligence agency, and the former head of Pakistan's foreign intelligence agency on applications of psychoanalytic theory to Track II initiatives. Both former heads have participated in Track II initiatives to build peace between India and Pakistan and agreed to react on the record to a systematic review of psychoanalytic theories on Track II. This article describes how our dialogue can offer new directions for theory building and the practical conduct of negotiations.