Throughout much of the twentieth century, Japan maintained a “special relationship” with Myanmar, often bucking the policy approach of Western countries to provide financial and political support to the country’s military leaders. Following the February 2021 coup d’état in Myanmar, however, Japan’s policy approach toward the country notably shifted in response to domestic and international pressures. Utilizing declassified documents from Japan’s Ministry of Foreign Affairs (MOFA) and other Japanese-language sources, this study examines how Japanese diplomacy toward Myanmar evolved in response to the coup. Through a structured assessment of Japan’s geopolitical strategy, bureaucratic politics, and the influence of informal actors, the study demonstrates how these interconnected factors prompted Tokyo to “rethink” certain aspects of its relationship with Myanmar while maintaining distinctive elements of its previous approach.