Do the means justify the ends? Should one tell a lie to save a life, or tell a truth that kills a life? Is justice really truth? Is criminality circumstancial? LOL.
"I am not interested in preserving the status quo, I only wish to destroy it"
This is pivotal!
"It is necessary for him who lays out a state and arranges laws for it to presuppose that all men are evil and that they are always going to act according to the wickedness of their spirits whenever they have free scope."
In otherwords, Statists deny innate goodness, as has the catholic tendency throughout its entire history, since the days when religious states existed..
"Politics have no relation to morals."
Politics is not about justice or goodness....
" The distinction between children and adults, while probably useful for some purposes, is at bottom a specious one, I feel. There are only individual egos, crazy for love."
The natural unhindered liberties.
"The more sand has escaped from the hourglass of our life, the clearer we should see through it"
Do I detect a trace of sentimental nostalgic rhetoric here?
"There is no surer sign of decay in a country than to see the rites of religion held in contempt."
Any revolt is the harbinger of future collapse.
"To understand the nature of the people one must be a prince, and to understand the nature of the prince, one must be of the people. "
We are all equal and capable.
"We cannot attribute to fortune or virtue that which is achieved without either."
Privilege was just stomped on.
"When you disarm the people, you commence to offend them and show that you distrust them either through cowardice or lack of confidence, and both of these opinions generate hatred."
Yawn! Give me a gun please, or leave me alone.
"Whoever conquers a free town and does not demolish it commits a great error and may expect to be ruined himself."
Reformists never succeed



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As far as I can remember these quotations are all from The Prince, which could be considered a form of CV. Macciavelli wanted to show his skill as a diplomat after a change in rulers put him out of favour (he was also imprisoned and tortured).
He was in favour of a republic as can be seen in his Discourses that was based on a citizen's militia and democracy. Still not sure how progressive he was, but I do like him as to write a text as cynical and ruthlessly pragmatic as The Prince you really need to understand politics and society very well.