This work begins with a question posed by Machiavelli: ‘In what mode a free state, if there is one, can be maintained in corrupt cities; or, if there is not, in what mode to order it.’ The book analyses the different solutions proposed by Machiavelli starting with the hypothesis of the ‘civil principality’, passing through both the definition of the republican ‘civil and free way of life’ and the examination of the history of the Florentine institutions, to two short writings from the years 1520–22. In the Discursus florentinarum rerum and the Minuta di provisione per la riforma dello Stato di Firenze, Machiavelli exposed publicly for the first time, his proposals to bring back republican freedom to Florence after the fall of the first republic and the Medici’s return. The main thesis put forward in this work is that Machiavelli, when he worked for the Medici, was always a committed republican, even if he believed that the city’s constitution needed to change after the fall of Soderini. In the Discursus and in the Minuta Machiavelli proposed a constitution in which the ‘humours’ were forced to mix together in order to generate a new form of ‘equality’ that according to Machiavelli is the main characteristic of a free, just, and stable republic. The aim was not to obtain equilibrium among the parts of the city leaving them unaltered, but to mix them.