Taking into account recently published evidence on Taiwan’s relations with the Soviet Union during the Cold War, this article examines the official and secret contacts between Moscow and Taipei from 1949 to 1988. It argues that despite some consideration given to a possible cooperation, Cold War hostility suited Taiwan and the Soviet Union more than collaboration. Taipei resorted to the ‘Soviet card’ in the 1970s to hinder Sino—American rapprochement, but never abandoned anti-Sovietism as the foundation of its diplomacy. The Soviet Union, for its part, prioritized normalization of relations with China and avoided rapprochement with the ROC, which could have only further strained ties with the PRC and accelerated the formation of the Sino—US united front against Moscow.