In September 1993, the Cuban government authorized for the first time limited self- employment. This government decree accidentally resulted in a boom in home-based restaurants, called Paladares, in Havana. One of the great Cuban paradoxes is that during the last 50 years in which market-oriented entrepreneurship was effectively prohibited, a nation of entrepreneurs was created. Using process theory of opportunity creation this paper examines how the iterative process of forming an opportunity simultaneously changes the entrepreneur and the context in which the opportunity is embedded.