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Since 2010 the Cuban Government has been relaxing the control over some areas of business in Cuba, encouraging people to join the private sector and giving to the last one more participation within economic policy design. The result for the first five years is an exponential growing of entrepreneurs up to 500000 people and an improvement of the life quality for a higher amount of Cubans. Nevertheless, there is a huge void in terms of what could the right balanced between the State-run companies and the Private companies must be? As well as for the right approaches and policies that must establish the correct legal framework that will rule the further connections resulting from the interactions of the different kind of properties and managements inside this single economy. The present paper pretends to present an analysis of the current situation of the private sector in Cuba and a short term forecast of its behavior within the new opportunities that results from the USA companies doing business and investing in Cuba.