Machiavelli's The Prince, one of the most notorious political treatises ever written, designed as an instruction manual for the Florentine dictator Lorenzo de' Medici to help him be more of a bastard. Completely disregarding moral concerns in politics, the book serves as a levelheaded discourse on the best way to assert and maintain power, noting that it's better to be feared than loved, and that dishonesty pays off in the long run as long as you lie about how dishonest you are.
Actually, Machiavelli was totally just trolling. He was a renowned proponent of free republics, as noted in a few obscure texts called 'everything else he ever wrote'. The reason The Prince endured the ages while the rest of his philosophy gathered dust in the back of an old library warehouse is chiefly 1) it's really short, and 2) it angries up the blood. By far the best way to get a book on the best-seller list is to write something that pisses everyone off, but the drawback is that it steamrolls the message of any work that's only meant to be understood in context.
The context in this case is that the Medici family to whom he dedicated his love letter is the same group who personally broke Machiavelli's arms for being such a staunch advocate for free government. He worked for the Florentine Republic before the Medicis marched in, mowed down the government and mercilessly tortured him, and then he sat down and wrote The Prince from his shack in exile, assumedly with some really bendy handwriting (on account of the arms). When you learn about that, it kind of adds a new layer of meaning to the text -- it suddenly sounds like it's dripping with sarcasm.
Not everyone was in on the joke.
For centuries, the consensus on Machiavelli's best-known work has been that he was just trying to brown-nose his way back into the government. But a deeper study of his full body of work reveals that this is a pretty absurd ambition, considering not only did Machiavelli repeatedly say that "popular rule is always better than the rule of princes," but after he wrote The Prince, he went right on back to writing treatises about the awesomeness of republics. Considering also that he was no stranger to the literary art of satire, scholars these days are turning to a more likely scenario -- Machiavelli was the Stephen Colbert of the Renaissance.
Part of the blame might also be leveled at the shitty job that people have done in trying to translate his work into English. It's from Machiavelli that we get the notorious phrase "the end justifies the means." A much more accurate translation from the original Italian is something more like "one must consider the end," which kind of means something totally different.
http://www.unt.edu/honors/eaglefeather/2007_Issue/kniatt4.shtml