This article outlines the events that have led to Cuba's current engagement with global capitalism and the implications for Cuban education. The author looks at what Noam Chomsky (1999) has repeatedly referred to as "Cuba's trouble making in the hemisphere," such as it is. The author answers the question, "Why does the US government hate Cuba?" He then explores the implications of the United States' war against Cuba. After looking at neo-liberalism and the fall of Soviet Communism, the author examines Cuba's internationally renowned education system and why it remains sheltered from the direct forces of neo-liberal privatization when other areas of the economy have been opened up for international private investment. Finally, the author reflects on the lessons one can discern from Cuba about resisting capitalism.