In spite of his influence in the postwar years both in Columbia University and in the intellectual spheres of some Latin American countries, most of the essays written on Frank Tannenbaum have focused in his relationship with during the first post-revolutionary years. Much less is known about Tannenbaum’s work, writings and professional relations in later decades, as well as to what extent he remained a key figure in U.S.-Latin American relations during the Cold War. Like many others in his time, Tannenbaum was an anticommunist concerned with the Soviets winning prestige in Latin America, therefore affecting negatively the relationship with the United States. In this context, this paper will explore Tannenbaum’s views on the Cuban revolution and its influence in Latin America. In the early 1960s he became especially concerned with the fact that the Cubans seemed to win the battle for the “hearts and minds” of Latin American intellectuals, who saw the Cuban revolution as liberation from “Yankee imperialism”.