Summary

Portrait of Niccolò Machiavelli Niccolò Machiavelli The Prince (Hill Thomson) — Chapter V: How Cities or Provinces Which Before Their Acquisition Have… (1910)

If, however, the newly acquired City or Province has been accustomed to live under a Prince, and his line is extinguished, it will be impossible for the citizens, used, on the one hand, to obey, and deprived, on the other, of their old ruler, to agree to choose a leader from among themselves; and as they know not how to live as freemen, and are therefore slow to take up arms, a stranger may readily gain them over and attach them to his cause. But in Republics there is a stronger vitality, a fiercer hatred, a keener thirst for revenge. The memory of their former freedom will not let them rest
Source: Wikisource

Portrait of Niccolò Machiavelli Niccolò Machiavelli The Prince (Hill Thomson) — Chapter V: How Cities or Provinces Which Before Their Acquisition Have… (1910)

On the other hand, when they thought to hold Greece as the Spartans had held it, leaving it its freedom and allowing it to be governed by its own laws, they failed, and had to destroy many cities of that Province before they could secure it. For, in truth, there is no sure way of holding other than by destroying, and whoever becomes master of a City accustomed to live in freedom and does not destroy it, may reckon on being destroyed by it.
Source: Wikisource

Portrait of Niccolò Machiavelli Niccolò Machiavelli The Prince (Hill Thomson) — Chapter V: How Cities or Provinces Which Before Their Acquisition Have… (1910)

For if it should rebel, it can always screen itself under the name of liberty and its ancient laws, which no length of time, nor any benefits conferred will ever cause it to forget; and do what you will, and take what care you may, unless the inhabitants be scattered and dispersed, this name, and the old order of things, will never cease to be remembered, but will at once be turned against you whenever misfortune overtakes you, as when Pisa rose against the Florentines after a hundred years of servitude.
Source: Wikisource

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