Machiavelli: Cruelty Well Used

From the Lecture Series: Machiavelli in Context

By William R. Cook, Ph.D.State University of New York at Geneseo

One of the questions we might ask Machiavelli is how important is glory as opposed to power? In other words, how do we deal with the fact that some leaders that kill a lot of people end up being successful?

View of Florence by Hartmann Schedel, published in 1493
Florence, Italy: Capital of the Italian Renaissance and home of Machiavelli (Image: Bas van Hout/Public domain)

Machiavelli deals with this very question in one of the most famous passages in The Prince. He says:

Many others … employing cruel means were unable to hold on to their state even in peaceful times, not to speak of the uncertain times of war. I believe this depends on whether cruelty be badly or well used. Those cruelties are well used, if it is permitted to speak well of evil, that are carried out in a single stroke, done out of necessity to protect oneself and then are not continued, but are instead converted into the greatest possible benefits for the subjects. Those cruelties are badly used that, although few at the outset, increase with the passing of time, instead of disappearing. Those who follow the first method can remedy their standing both with God and with men, as Agathocles did. The others cannot possibly maintain their position.

We want to put cruelty and well used in separate categories and make them exclusive of one and another, but Machiavelli says cruelty can be well or ill used.

This is language that is very disturbing to a lot of people: “cruelty well used.” We want to put cruelty and well used in separate categories and make them exclusive of one and another, but Machiavelli says cruelty can be well or ill used. Again, the very language shocks us, and Machiavelli knows it shocks us. This is nonsense to Aristotle, and nonsense to Cicero—these two great venerated classical authors, these two great thinkers whose political ideas have so penetrated the culture of Western Europe, even more so during the Renaissance—and now Machiavelli talks about well-used cruelty. It reminds us that this is a different book and a different kind of book, in some ways, than has ever been written in the West.

This is a transcript from the video series Machiavelli in Context. Watch it now, on The Great Courses.

We need to appreciate how staggeringly different this is. And you can imagine today, as well as in Machiavelli’s own day, how people respond to phrases like that—“well-used cruelty.” You just did something cruel: Well done in this case, or badly done—either way.

Niccolò Machiavelli, the Italian philosopher
Niccolò Machiavelli, the Italian philosopher (Image: Santi di Tito/Public domain)

Today, we find things such as a book entitled Machiavelli’s Virtue, which argues for a kind of need to understand Machiavelli as a political thinker who has described realities that we need to take very seriously. We have Leo Strauss, the famous 20th-century political thinker, referring to Machiavelli as a “teacher of evil.” It’s one of the great Machiavelli questions, a new political morality, political amorality, political immorality being justified. What is it? I don’t want to give you an answer. I want to give you, of course, the notion of what Machiavelli says so that you can think about this and explore this and relate it to other things, and you give the answer. That’s what’s important—not a determined end in the course, but the opportunity to empower everybody to think a little bit differently, to wonder whether the categories, the boxes that we create, are the only possible boxes or are the best boxes in which to put things. And so, I think when we hear a phrase like “well-used cruelty,” it reminds us that Machiavelli is, to use a phrase that we use perhaps too much in the 21st century, thinking outside the box, or we might say, a new paradigm of political thought and political behavior.

Learn more about Machiavelli’s philosophy of circumstances, fortuna, and his recipe for military action, virtu

Agathocles of Syracuse

Is Syracuse, where Agathocles ruled, a more stable, a more ordered,  and a more secure place? And if that is so, isn’t that cruelty well used?

Depiction of a bust possibly belonging to Agathocles
Agathokles Musei Vaticani is an example of somebody who used cruelty well (Image: s.o. – Johann Jacob Bernoulli/Public domain)

The example that Machiavelli gives is one of those that his audience would know better than we do, unless we’re really geared up to classical history—a guy named Agathocles of Syracuse. Agathocles is an example of somebody who used cruelty well, did it early, did it all at once, and got on with things. Machiavelli says both people and God will forgive that kind of cruelty. Again, we have to ask, “What did it lead to? What did it permit or make more likely to happen?” Is Syracuse, where Agathocles ruled, a more stable, a more ordered,  and a more secure place? And if that is so, isn’t that cruelty well used, Machiavelli asks? Or, do we simply say cruelty is always unjust and leads to bad consequences—that’s certainly what Cicero would say—and therefore, once we hear cruelty, we already know where to classify this guy—bad guy, tyrant, whatever label we want to put on it.

Learn more: Machiavelli’s The Art of War

The Challenge of Machiavelli

Machiavelli really is challenging. He was challenging in his own time. He was challenging, of course, the ideas of Cicero and Aristotle and also challenging traditional Christian morality. He was challenging what’s being passed down as the word of God through interpretations of scripture, through ways that people read what Jesus said, and trying to find the political implications. Jesus didn’t talk very openly and directly about politics, but Jesus certainly gave moral lessons that many people believe are meant to apply in the macrocosm, as well as the microcosm of the individual person.

Learn more about the historical Jesus

If what you’re trying to achieve is a certain vision of a society and you aren’t there yet, the question is how do you get there? What’s legitimate to get there?

Machiavelli is challenging all that. One of the ways he’s challenging it is in saying: If what you’re trying to achieve is a certain vision of a society and you aren’t there yet, the question is how do you get there? What’s legitimate to get there? These are—I think at least we ought to take this away from it—perhaps tougher questions than we might have thought. We need to look from a variety of perspectives. We may decide, as Leo Strauss did, that Machiavelli is simply a teacher of evil. Or we might decide something very different. But a passage like the one I read you, I think, is one that does indeed stimulate us to think and ask whether our boxes, our labels, and our paradigms are the only ones there can be.

Common Questions About Machiavelli and Cruelty

Q: Why does Machiavelli think it is acceptable to be considered cruel?

For Machiavelli, certain situations, such as war, call for the use of cruelty. He believes that cruelty is sometimes necessary to be perceived as a strong leader and to protect one’s people.

Q: Should a prince be merciful or cruel?

According to Machiavelli, if a prince is too merciful, then others will view him as weak. Being merciful to a few can actually cost more lives in the long run because it leaves the country that the prince rules over vulnerable to attacks.


Q: Why is fear stronger than love, according to Machiavelli?

Although Machiavelli believed that ideally, one would be both feared and loved, if given the choice, it is better to be feared. If a prince is not feared, he is likely to be assassinated or leave his country open for invasions.

Q: What is Machiavelli’s view of human nature?

In general, Machiavelli held a pessimistic view of human nature. He believed that most men were not to be trusted and would betray you if given the chance, so as a leader, it is important to be cunning and inspire fear in others. In this sense, men are loyal to you because they fear the consequences of double-crossing you.

This article was updated on 7/19/2019

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Woodcut of Florence courtesy: Bas van Hout, Colored woodcut town view of Florence, CC BY-SA 4.0