Niccolò Machiavelli Quotes

(1) Niccolò Machiavelli, letter to Francesco Vettori (10th December, 1513)

I have composed a little work On Principalities; there I plunge as deeply as I can into consideration of this subject, discussing what a principality is, what kinds there are, how they are acquired, how they are maintained, why they are lost. And if any of my scribbling ever pleased you, this should not displease you; and it should be welcome to a prince, especially a new prince; and so I dedicate it to his Magnificence Giuliano... In the courts of the ancients, I nourish myself on that food that alone is mine and for which I was born; he is unashamed to converse with them, and they, out of their human kindness, answer... I transfer myself into them completely.....

When evening comes, I return home and enter my study; on the threshold I take off my workday clothes, covered with mud and dirt, and put on the garments of court and palace. Fitted out appropriately, I step inside the venerable courts of the ancients, where, solicitously received by them, I nourish myself on that food that alone is mine and for which I was born; where I am unashamed to converse with them and to question them about the motives for their actions, and they, out of their human kindness, answer me. And for four hours at a time I feel no boredom, I forget all my troubles, I do not dread poverty, and I am not terrified by death. I absorb myself into them completely.

(2) Niccolò Machiavelli, letter to Francesco Vettori (5th January, 1514)

Magnificent Ambassador, there are nothing but crazy people here, only a few are familiar with this world and are aware whoever seeks to act according to others, will accomplish nothing, because no two men who think alike can be found. These people are unaware that whoever I considered wise by day will not be considered crazy by night and that whoever is deemed a decent, able man will occasion honor, not blame, whatever he does to refresh his spirit and live happily, instead of being called a sodomite or lecher, people will say he is well-rounded, easy going, and a boon companion.

(3) Niccolò Machiavelli, letter to Francesco Guicciardini (17th May, 1521)

For a long time I have not said what I believed, nor do I ever believe what I say. And if sometimes I do happen to tell the truth, I hide it among so many lies that it is hard to find.

(4) Niccolò Machiavelli, The Prince (1532) Chapter I

All states, all powers, that have held and hold rule over men have been and are either republics or principalities. Principalities are either hereditary, in which the family has been long established; or they are new. The new are either entirely new, as was Milan to Francesco Sforza, or they are, as it were, members annexed to the hereditary state of the prince who has acquired them, as was the kingdom of Naples to that of the King of Spain. Such dominions thus acquired are either accustomed to live under a prince, or to live in freedom; and are acquired either by the arms of the prince himself, or of others, or else by fortune or by ability.

(5) Niccolò Machiavelli, The Prince (1532) Chapter II

I say at once there are fewer difficulties in holding hereditary states, and those long accustomed to the family of their prince, than new ones; for it is sufficient only not to transgress the customs of his ancestors, and to deal prudently with circumstances as they arise, for a prince of average powers to maintain himself in his state, unless he be deprived of it by some extraordinary and excessive force; and if he should be so deprived of it, whenever anything sinister happens to the usurper, he will regain it...

For the hereditary prince has less cause and less necessity to offend; hence it happens that he will be more loved; and unless extraordinary vices cause him to be hated, it is reasonable to expect that his subjects will be naturally well disposed towards him; and in the antiquity and duration of his rule the memories and motives that make for change are lost, for one change always leaves the toothing for another.

(6) Niccolò Machiavelli, The Prince (1532) Chapter III

But the difficulties occur in a new principality. And firstly, if it be not entirely new, but is, as it were, a member of a state which, taken collectively, may be called composite, the changes arise chiefly from an inherent difficulty which there is in all new principalities; for men change their rulers willingly, hoping to better themselves, and this hope induces them to take up arms against him who rules: wherein they are deceived, because they afterwards find by experience they have gone from bad to worse. This follows also on another natural and common necessity, which always causes a new prince to burden those who have submitted to him with his soldiery and with infinite other hardships which he must put upon his new acquisition.

In this way you have enemies in all those whom you have injured in seizing that principality, and you are not able to keep those friends who put you there because of your not being able to satisfy them in the way they expected, and you cannot take strong measures against them, feeling bound to them. For, although one may be very strong in armed forces, yet in entering a province one has always need of the goodwill of the natives.

(7) Niccolò Machiavelli, The Prince (1532) Chapter III

Now I say that those dominions which, when acquired, are added to an ancient state by him who acquires them, are either of the same country and language, or they are not. When they are, it is easier to hold them, especially when they have not been accustomed to self-government; and to hold them securely it is enough to have destroyed the family of the prince who was ruling them...

But when states are acquired in a country differing in language, customs, or laws, there are difficulties, and good fortune and great energy are needed to hold them, and one of the greatest and most real helps would be that he who has acquired them should go and reside there...

The Romans were brought into Greece by the Aetolians; and in every other country where they obtained a footing they were brought in by the inhabitants. And the usual course of affairs is that, as soon as a powerful foreigner enters a country, all the subject states are drawn to him, moved by the hatred which they feel against the ruling power. So that in respect to those subject states he has not to take any trouble to gain them over to himself, for the whole of them quickly rally to the state which he has acquired there. He has only to take care that they do not get hold of too much power and too much authority, and then with his own forces, and with their goodwill, he can easily keep down the more powerful of them, so as to remain entirely master in the country. And he who does not properly manage this business will soon lose what he has acquired, and whilst he does hold it he will have endless difficulties and troubles.

The Romans, in the countries which they annexed, observed closely these measures; they sent colonies and maintained friendly relations with the minor powers, without increasing their strength; they kept down the greater, and did not allow any strong foreign powers to gain authority.

Niccolò Machiavelli by Cristofano dell'Altissimo (c. 1560)
Niccolò Machiavelli by Cristofano dell'Altissimo (c. 1560)

(8) Niccolò Machiavelli, The Prince (1532) Chapter IV

Considering the difficulties which men have had to hold to a newly acquired state, some might wonder how, seeing that Alexander the Great became the master of Asia in a few years, and died whilst it was scarcely settled (whence it might appear reasonable that the whole empire would have rebelled), nevertheless his successors maintained themselves, and had to meet no other difficulty than that which arose among themselves from their own ambitions.

I answer that the principalities of which one has record are found to be governed in two different ways; either by a prince, with a body of servants, who assist him to govern the kingdom as ministers by his favour and permission; or by a prince and barons, who hold that dignity by antiquity of blood and not by the grace of the prince. Such barons have states and their own subjects, who recognize them as lords and hold them in natural affection. Those states that are governed by a prince and his servants hold their prince in more consideration, because in all the country there is no one who is recognized as superior to him, and if they yield obedience to another they do it as to a minister and official, and they do not bear him any particular affection.

(9) Niccolò Machiavelli, The Prince (1532) Chapter V

There are, for example, the Spartans and the Romans. The Spartans held Athens and Thebes, establishing there an oligarchy: nevertheless they lost them. The Romans, in order to hold Capua, Carthage, and Numantia, dismantled them, and did not lose them...

But when cities or countries are accustomed to live under a prince, and his family is exterminated, they, being on the one hand accustomed to obey and on the other hand not having the old prince, cannot agree in making one from amongst themselves, and they do not know how to govern themselves. For this reason they are very slow to take up arms, and a prince can gain them to himself and secure them much more easily. But in republics there is more vitality, greater hatred, and more desire for vengeance, which will never permit them to allow the memory of their former liberty to rest; so that the safest way is to destroy them or to reside there.

(10) Niccolò Machiavelli, The Prince (1532) Chapter VI

It is necessary, therefore, if we desire to discuss this matter thoroughly, to inquire whether these innovators can rely on themselves or have to depend on others: that is to say, whether, to consummate their enterprise, have they to use prayers or can they use force? In the first instance they always succeed badly, and never compass anything; but when they can rely on themselves and use force, then they are rarely endangered. Hence it is that all armed prophets have conquered, and the unarmed ones have been destroyed. Besides the reasons mentioned, the nature of the people is variable, and whilst it is easy to persuade them, it is difficult to fix them in that persuasion. And thus it is necessary to take such measures that, when they believe no longer, it may be possible to make them believe by force.

If Moses, Cyrus, Theseus, and Romulus had been unarmed they could not have enforced their constitutions for long - as happened in our time to Fra Girolamo Savonarola, who was ruined with his new order of things immediately the multitude believed in him no longer, and he had no means of keeping steadfast those who believed or of making the unbelievers to believe. Therefore such as these have great difficulties in consummating their enterprise, for all their dangers are in the ascent, yet with ability they will overcome them; but when these are overcome, and those who envied them their success are exterminated, they will begin to be respected, and they will continue afterwards powerful, secure, honoured, and happy.

Niccolò Machiavelli by Santi di Tito (c. 1580)
Niccolò Machiavelli by Santi di Tito (c. 1580)

(11) Niccolò Machiavelli, The Prince (1532) Chapter VII

Concerning these two methods of rising to be a prince by ability or fortune, I wish to adduce two examples within our own recollection, and these are Francesco Sforza and Cesare Borgia. Francesco, by proper means and with great ability, from being a private person rose to be Duke of Milan, and that which he had acquired with a thousand anxieties he kept with little trouble. On the other hand, Cesare Borgia, called by the people Duke Valentino, acquired his state during the ascendancy of his father, and on its decline he lost it, notwithstanding that he had taken every measure and done all that ought to be done by a wise and able man to fix firmly his roots in the states which the arms and fortunes of others had bestowed on him.

(12) Niccolò Machiavelli, The Prince (1532) Chapter VIII

Agathocles, the Sicilian, became King of Syracuse not only from a private but from a low and abject position. This man, the son of a potter, through all the changes in his fortunes always led an infamous life. Nevertheless, he accompanied his infamies with so much ability of mind and body that, having devoted himself to the military profession, he rose through its ranks to be Praetor of Syracuse. Being established in that position, and having deliberately resolved to make himself prince and to seize by violence, without obligation to others, that which had been conceded to him by assent, he came to an understanding for this purpose with Amilcar, the Carthaginian, who, with his army, was fighting in Sicily. One morning he assembled the people and the senate of Syracuse, as if he had to discuss with them things relating to the Republic, and at a given signal the soldiers killed all the senators and the richest of the people; these dead, he seized and held the princedom of that city without any civil commotion. And although he was twice routed by the Carthaginians, and ultimately besieged, yet not only was he able to defend his city, but leaving part of his men for its defence, with the others he attacked Africa, and in a short time raised the siege of Syracuse. The Carthaginians, reduced to extreme necessity, were compelled to come to terms with Agathocles, and, leaving Sicily to him, had to be content with the possession of Africa...

And above all things, a prince ought to live amongst his people in such a way that no unexpected circumstances, whether of good or evil, shall make him change; because if the necessity for this comes in troubled times, you are too late for harsh measures; and mild ones will not help you, for they will be considered as forced from you, and no one will be under any obligation to you for them.

(13) Niccolò Machiavelli, The Prince (1532) Chapter IX

But coming to the other point - where a leading citizen becomes the prince of his country, not by wickedness or any intolerable violence, but by the favour of his fellow citizens - this may be called a civil principality: nor is genius or fortune altogether necessary to attain to it, but rather a happy shrewdness. I say then that such a principality is obtained either by the favour of the people or by the favour of the nobles. Because in all cities these two distinct parties are found, and from this it arises that the people do not wish to be ruled nor oppressed by the nobles, and the nobles wish to rule and oppress the people; and from these two opposite desires there arises in cities one of three results, either a principality, self-government, or anarchy.

A principality is created either by the people or by the nobles, accordingly as one or other of them has the opportunity; for the nobles, seeing they cannot withstand the people, begin to cry up the reputation of one of themselves, and they make him a prince, so that under his shadow they can give vent to their ambitions. The people, finding they cannot resist the nobles, also cry up the reputation of one of themselves, and make him a prince so as to be defended by his authority. He who obtains sovereignty by the assistance of the nobles maintains himself with more difficulty than he who comes to it by the aid of the people, because the former finds himself with many around him who consider themselves his equals, and because of this he can neither rule nor manage them to his liking. But he who reaches sovereignty by popular favour finds himself alone, and has none around him, or few, who are not prepared to obey him.

Therefore, to make this point clearer, I say that the nobles ought to be looked at mainly in two ways: that is to say, they either shape their course in such a way as binds them entirely to your fortune, or they do not. Those who so bind themselves, and are not rapacious, ought to be honoured and loved; those who do not bind themselves may be dealt with in two ways; they may fail to do this through pusillanimity and a natural want of courage, in which case you ought to make use of them, especially of those who are of good counsel; and thus, whilst in prosperity you honour them, in adversity you do not have to fear them. But when for their own ambitious ends they shun binding themselves, it is a token that they are giving more thought to themselves than to you, and a prince ought to guard against such, and to fear them as if they were open enemies, because in adversity they always help to ruin him.

(14) Niccolò Machiavelli, The Prince (1532) Chapter XI

It only remains now to speak of ecclesiastical principalities, touching which all difficulties are prior to getting possession, because they are acquired either by capacity or good fortune, and they can be held without either; for they are sustained by the ancient ordinances of religion, which are so all-powerful, and of such a character that the principalities may be held no matter how their princes behave and live. These princes alone have states and do not defend them; and they have subjects and do not rule them; and the states, although unguarded, are not taken from them, and the subjects, although not ruled, do not care, and they have neither the desire nor the ability to alienate themselves. Such principalities only are secure and happy. But being upheld by powers, to which the human mind cannot reach, I shall speak no more of them, because, being exalted and maintained by God, it would be the act of a presumptuous and rash man to discuss them.

Alexander the Sixth arose afterwards, who of all the pontiffs that have ever been showed how a pope with both money and arms was able to prevail; and through the instrumentality of the Duke Valentino, and by reason of the entry of the French, he brought about all those things which I have discussed above in the actions of the duke. And although his intention was not to aggrandize the Church, but the duke, nevertheless, what he did contributed to the greatness of the Church, which, after his death and the ruin of the duke, became the heir to all his labours.

Pope Julius came afterwards and found the Church strong, possessing all the Romagna, the barons of Rome reduced to impotence, and, through the chastisements of Alexander, the factions wiped out; he also found the way open to accumulate money in a manner such as had never been practised before Alexander's time. Such things Julius not only followed, but improved upon, and he intended to gain Bologna, to ruin the Venetians, and to drive the French out of Italy. All of these enterprises prospered with him, and so much the more to his credit, inasmuch as he did everything to strengthen the Church and not any private person... For these reasons his Holiness Pope Leo found the pontificate most powerful, and it is to be hoped that, if others made it great in arms, he will make it still greater and more venerated by his goodness and infinite other virtues.

(15) Niccolò Machiavelli, The Prince (1532) Chapter XII

We have seen above how necessary it is for a prince to have his foundations well laid, otherwise it follows of necessity he will go to ruin. The chief foundations of all states, new as well as old or composite, are good laws and good arms; and as there cannot be good laws where the state is not well armed, it follows that where they are well armed they have good laws. I shall leave the laws out of the discussion and shall speak of the arms.

I say, therefore, that the arms with which a prince defends his state are either his own, or they are mercenaries, auxiliaries, or mixed. Mercenaries and auxiliaries are useless and dangerous; and if one holds his state based on these arms, he will stand neither firm nor safe; for they are disunited, ambitious, and without discipline, unfaithful, valiant before friends, cowardly before enemies; they have neither the fear of God nor fidelity to men, and destruction is deferred only so long as the attack is; for in peace one is robbed by them, and in war by the enemy. The fact is, they have no other attraction or reason for keeping the field than a trifle of stipend, which is not sufficient to make them willing to die for you. They are ready enough to be your soldiers whilst you do not make war, but if war comes they take themselves off or run from the foe; which I should have little trouble to prove, for the ruin of Italy has been caused by nothing else than by resting all her hopes for many years on mercenaries, and although they formerly made some display and appeared valiant amongst themselves, yet when the foreigners came they showed what they were. T

(16) Niccolò Machiavelli, The Prince (1532) Chapter XIV

A prince ought to have no other aim or thought, nor select anything else for his study, than war and its rules and discipline; for this is the sole art that belongs to him who rules, and it is of such force that it not only upholds those who are born princes, but it often enables men to rise from a private station to that rank. And, on the contrary, it is seen that when princes have thought more of ease than of arms they have lost their states. And the first cause of your losing it is to neglect this art; and what enables you to acquire a state is to be master of the art... And therefore a prince who does not understand the art of war, over and above the other misfortunes already mentioned, cannot be respected by his soldiers, nor can he rely on them. He ought never, therefore, to have out of his thoughts this subject of war, and in peace he should addict himself more to its exercise than in war; this he can do in two ways, the one by action, the other by study.

(17) Niccolò Machiavelli, The Prince (1532) Chapter XV

It remains now to see what ought to be the rules of conduct for a prince towards subject and friends. And as I know that many have written on this point, I expect I shall be considered presumptuous in mentioning it again, especially as in discussing it I shall depart from the methods of other people. But, it being my intention to write a thing which shall be useful to him who apprehends it, it appears to me more appropriate to follow up the real truth of the matter than the imagination of it; for many have pictured republics and principalities which in fact have never been known or seen, because how one lives is so far distant from how one ought to live, that he who neglects what is done for what ought to be done, sooner effects his ruin than his preservation; for a man who wishes to act entirely up to his professions of virtue soon meets with what destroys him among so much that is evil.

(18) Niccolò Machiavelli, The Prince (1532) Chapter XVI

Commencing then with the first of the above-named characteristics, I say that it would be well to be reputed liberal. Nevertheless, liberality exercised in a way that does not bring you the reputation for it, injures you; for if one exercises it honestly and as it should be exercised, it may not become known, and you will not avoid the reproach of its opposite. Therefore, any one wishing to maintain among men the name of liberal is obliged to avoid no attribute of magnificence; so that a prince thus inclined will consume in such acts all his property, and will be compelled in the end, if he wish to maintain the name of liberal, to unduly weigh down his people, and tax them, and do everything he can to get money. This will soon make him odious to his subjects, and becoming poor he will be little valued by any one; thus, with his liberality, having offended many and rewarded few, he is affected by the very first trouble and imperilled by whatever may be the first danger; recognizing this himself, and wishing to draw back from it, he runs at once into the reproach of being miserly.

Therefore, a prince, not being able to exercise this virtue of liberality in such a way that it is recognized, except to his cost, if he is wise he ought not to fear the reputation of being mean, for in time he will come to be more considered than if liberal, seeing that with his economy his revenues are enough, that he can defend himself against all attacks, and is able to engage in enterprises without burdening his people; thus it comes to pass that he exercises liberality towards all from whom he does not take, who are numberless, and meanness towards those to whom he does not give, who are few.

And if any one should say: Caesar obtained empire by liberality, and many others have reached the highest positions by having been liberal, and by being considered so, I answer: Either you are a prince in fact, or in a way to become one. In the first case this liberality is dangerous, in the second it is very necessary to be considered liberal; and Caesar was one of those who wished to become pre-eminent in Rome; but if he had survived after becoming so, and had not moderated his expenses, he would have destroyed his government. And if any one should reply: Many have been princes, and have done great things with armies, who have been considered very liberal, I reply: Either a prince spends that which is his own or his subjects' or else that of others. In the first case he ought to be sparing, in the second he ought not to neglect any opportunity for liberality. And to the prince who goes forth with his army, supporting it by pillage, sack, and extortion, handling that which belongs to others, this liberality is necessary, otherwise he would not be followed by soldiers. And of that which is neither yours nor your subjects' you can be a ready giver, as were Cyrus, Caesar, and Alexander; because it does not take away your reputation if you squander that of others, but adds to it; it is only squandering your own that injures you.

(19) Niccolò Machiavelli, The Prince (1532) Chapter XVII

Coming now to the other qualities mentioned above, I say that every prince ought to desire to be considered clement and not cruel. Nevertheless he ought to take care not to misuse this clemency... A prince, so long as he keeps his subjects united and loyal, ought not to mind the reproach of cruelty; because with a few examples he will be more merciful than those who, through too much mercy, allow disorders to arise, from which follow murders or robberies; for these are wont to injure the whole people, whilst those executions which originate with a prince offend the individual only...

Upon this a question arises: whether it be better to be loved than feared or feared than loved? It may be answered that one should wish to be both, but, because it is difficult to unite them in one person, it is much safer to be feared than loved, when, of the two, either must be dispensed with. Because this is to be asserted in general of men, that they are ungrateful, fickle, false, cowardly, covetous, and as long as you succeed they are yours entirely; they will offer you their blood, property, life, and children, as is said above, when the need is far distant; but when it approaches they turn against you. And that prince who, relying entirely on their promises, has neglected other precautions, is ruined; because friendships that are obtained by payments, and not by greatness or nobility of mind, may indeed be earned, but they are not secured, and in time of need cannot be relied upon; and men have less scruple in offending one who is beloved than one who is feared, for love is preserved by the link of obligation which, owing to the baseness of men, is broken at every opportunity for their advantage; but fear preserves you by a dread of punishment which never fails.

Nevertheless a prince ought to inspire fear in such a way that, if he does not win love, he avoids hatred; because he can endure very well being feared whilst he is not hated, which will always be as long as he abstains from the property of his citizens and subjects and from their women. But when it is necessary for him to proceed against the life of someone, he must do it on proper justification and for manifest cause, but above all things he must keep his hands off the property of others, because men more quickly forget the death of their father than the loss of their patrimony. Besides, pretexts for taking away the property are never wanting; for he who has once begun to live by robbery will always find pretexts for seizing what belongs to others; but reasons for taking life, on the contrary, are more difficult to find and sooner lapse. But when a prince is with his army, and has under control a multitude of soldiers, then it is quite necessary for him to disregard the reputation of cruelty, for without it he would never hold his army united or disposed to its duties.

(20) Niccolò Machiavelli, The Prince (1532) Chapter XVIII

Every one admits how praiseworthy it is in a prince to keep faith, and to live with integrity and not with craft. Nevertheless our experience has been that those princes who have done great things have held good faith of little account, and have known how to circumvent the intellect of men by craft, and in the end have overcome those who have relied on their word...

A prince, therefore, being compelled knowingly to adopt the beast, ought to choose the fox and the lion; because the lion cannot defend himself against snares and the fox cannot defend himself against wolves. Therefore, it is necessary to be a fox to discover the snares and a lion to terrify the wolves. Those who rely simply on the lion do not understand what they are about.

But it is necessary to know well how to disguise this characteristic, and to be a great pretender and dissembler; and men are so simple, and so subject to present necessities, that he who seeks to deceive will always find someone who will allow himself to be deceived. One recent example I cannot pass over in silence. Alexander the Sixth did nothing else but deceive men, nor ever thought of doing otherwise, and he always found victims; for there never was a man who had greater power in asserting, or who with greater oaths would affirm a thing, yet would observe it less; nevertheless his deceits always succeeded according to his wishes, because he well understood this side of mankind.

Therefore it is unnecessary for a prince to have all the good qualities I have enumerated, but it is very necessary to appear to have them. And I shall dare to say this also, that to have them and always to observe them is injurious, and that to appear to have them is useful; to appear merciful, faithful, humane, religious, upright, and to be so, but with a mind so framed that should you require not to be so, you may be able and know how to change to the opposite.

And you have to understand this, that a prince, especially a new one, cannot observe all those things for which men are esteemed, being often forced, in order to maintain the state, to act contrary to fidelity,friendship, humanity, and religion. Therefore it is necessary for him to have a mind ready to turn itself accordingly as the winds and variations of fortune force it, yet, as I have said above, not to diverge from the good if he can avoid doing so, but, if compelled, then to know how to set about it.

For this reason a prince ought to take care that he never lets anything slip from his lips that is not replete with the above-named five qualities, that he may appear to him who sees and hears him altogether merciful, faithful, humane, upright, and religious. There is nothing more necessary to appear to have than this last quality, inasmuch as men judge generally more by the eye than by the hand, because it belongs to everybody to see you, to few to come in touch with you. Every one sees what you appear to be, few really know what you are, and those few dare not oppose themselves to the opinion of the many, who have the majesty of the state to defend them; and in the actions of all men, and especially of princes, which it is not prudent to challenge, one judges by the result.

For that reason, let a prince have the credit of conquering and holding his state, the means will always be considered honest, and he will be praised by everybody; because the vulgar are always taken by what a thing seems to be and by what comes of it; and in the world there are only the vulgar, for the few find a place there only when the many have no ground to rest on.

(21) Niccolò Machiavelli, The Prince (1532) Chapter XXI

A prince ought also to show himself a patron of ability, and to honour the proficient in every art. At the same time he should encourage his citizens to practise their callings peaceably, both in commerce and agriculture, and in every other following, so that the one should not be deterred from improving his possessions for fear lest they be taken away from him or another from opening up trade for fear of taxes; but the prince ought to offer rewards to whoever wishes to do these things and designs in any way to honour his city or state.

Further, he ought to entertain the people with festivals and spectacles at convenient seasons of the year; and as every city is divided into guilds or into societies, he ought to hold such bodies in esteem, and associate with them sometimes, and show himself an example of courtesy and liberality; nevertheless, always maintaining the majesty of his rank, for this he must never consent to abate in anything.

(22) Niccolò Machiavelli, The Prince (1532) Chapter XXII

The choice of servants is of no little importance to a prince, and they are good or not according to the discrimination of the prince. And the first opinion which one forms of a prince, and of his understanding, is by observing the men he has around him; and when they are capable and faithful he may always be considered wise, because he has known how to recognize the capable and to keep them faithful. But when they are otherwise one cannot form a good opinion of him, for the prime error which he made was in choosing them.

There were none who knew Messer Antonio da Venafro as the servant of Pandolfo Petrucci, Prince of Siena, who would not consider Pandolfo to be a very clever man in having Venafro for his servant. Because there are three classes of intellects: one which comprehends by itself; another which appreciates what others comprehended; and a third which neither comprehends by itself nor by the showing of others; the first is the most excellent, the second is good, the third is useless. Therefore, it follows necessarily that, if Pandolfo was not in the first rank, he was in the second, for whenever one has judgment to know good and bad when it is said and done, although he himself may not have the initiative, yet he can recognize the good and the bad in his servant, and the one he can praise and the other correct; thus the servant cannot hope to deceive him, and is kept honest.

(23) Niccolò Machiavelli, The Prince (1532) Chapter XXIII

A prince, therefore, ought always to take counsel, but only when he wishes and not when others wish; he ought rather to discourage every one from offering advice unless he asks it; but, however, he ought to be a constant inquirer, and afterwards a patient listener concerning the things of which he inquired; also, on learning that any one, on any consideration, has not told him the truth, he should let his anger be felt.

And if there are some who think that a prince who conveys an impression of his wisdom is not so through his own ability, but through the good advisers that he has around him, beyond doubt they are deceived, because this is an axiom which never fails: that a prince who is not wise himself will never take good advice, unless by chance he has yielded his affairs entirely to one person who happens to be a very prudent man. In this case indeed he may be well governed, but it would not be for long, because such a governor would in a short time take away his state from him.

But if a prince who is not inexperienced should take counsel from more than one he will never get united counsels, nor will he know how to unite them. Each of the counsellors will think of his own interests, and the prince will not know how to control them or to see through them. And they are not to be found otherwise, because men will always prove untrue to you unless they are kept honest by constraint. Therefore it must be inferred that good counsels, whencesoever they come, are born of the wisdom of the prince, and not the wisdom of the prince from good counsels.

(24) Niccolò Machiavelli, The Discourses on Livy (1531) Chapter II

Desiring, therefore, to discuss the nature of the government of Rome, and to ascertain the accidental circumstances which brought it to its perfection, I say, as has been said before by many who have written of Governments, that of these there are three forms, known by the names Monarchy, Aristocracy, and Democracy, and that those who give its institutions to a State have recourse to one or other of these three, according as it suits their purpose. Other, and, as many have thought, wiser teachers, will have it, that there are altogether six forms of government, three of them utterly bad, the other three good in themselves, but so readily corrupted that they too are apt to become hurtful. The good are the three above named; the bad, three others dependent upon these, and each so like that to which it is related, that it is easy to pass imperceptibly from the one to the other. For a Monarchy readily becomes a Tyranny, an Aristocracy an Oligarchy, while a Democracy tends to degenerate into Anarchy. So that if the founder of a State should establish any one of these three forms of Government, he establishes it for a short time only, since no precaution he may take can prevent it from sliding into its contrary, by reason of the close resemblance which, in this case, the virtue bears to the vice.

These diversities in the form of Government spring up among men by chance. For in the beginning of the world, its inhabitants, being few in number, for a time lived scattered after the fashion of beasts; but afterwards, as they increased and multiplied, gathered themselves into societies, and, the better to protect themselves, began to seek who among them was the strongest and of the highest courage, to whom, making him their head, they tendered obedience. Next arose the knowledge of such things as are honourable and good, as opposed to those which are bad and shameful. For observing that when a man wronged his benefactor, hatred was universally felt for the one and sympathy for the other, and that the ungrateful were blamed, while those who showed gratitude were honoured, and reflecting that the wrongs they saw done to others might be done to themselves, to escape these they resorted to making laws and fixing punishments against any who should transgress them; and in this way grew the recognition of Justice. Whence it came that afterwards, in choosing their rulers, men no longer looked about for the strongest, but for him who was the most prudent and the most just.

But, presently, when sovereignty grew to be hereditary and no longer elective, hereditary sovereigns began to degenerate from their ancestors, and, quitting worthy courses, took up the notion that princes had nothing to do but to surpass the rest of the world in sumptuous display and wantonness, and whatever else ministers to pleasure so that the prince coming to be hated, and therefore to feel fear, and passing from fear to infliction of injuries, a tyranny soon sprang up. Forthwith there began movements to overthrow the prince, and plots and conspiracies against him undertaken not by those who were weak, or afraid for themselves, but by such as being conspicuous for their birth, courage, wealth, and station, could not tolerate the shameful life of the tyrant. The multitude, following the lead of these powerful men, took up arms against the prince and, he being got rid of, obeyed these others as their liberators; who, on their part, holding in hatred the name of sole ruler, formed themselves into a government and at first, while the recollection of past tyranny was still fresh, observed the laws they themselves made, and postponing personal advantage to the common welfare, administered affairs both publicly and privately with the utmost diligence and zeal. But this government passing, afterwards, to their descendants who, never having been taught in the school of Adversity, knew nothing of the vicissitudes of Fortune, these not choosing to rest content with mere civil equality, but abandoning themselves to avarice, ambition, and lust, converted, without respect to civil rights what had been a government of the best into a government of the few; and so very soon met with the same fate as the tyrant.

(25) Niccolò Machiavelli, The Discourses on Livy (1531) Chapter IV

Touching those tumults which prevailed in Rome from the extinction of the Tarquins to the creation of the tribunes the discussion of which I have no wish to avoid, and as to certain other matters of a like nature, I desire to say something in opposition to the opinion of many who assert that Rome was a turbulent city, and had fallen into utter disorder, that had not her good fortune and military prowess made amends for other defects, she would have been inferior to every other republic.

I cannot indeed deny that the good fortune and the armies of Rome were the causes of her empire; yet it certainly seems to me that those holding this opinion fail to perceive, that in a State where there are good soldiers there must be good order, and, generally speaking, good fortune. And looking to the other circumstances of this city, I affirm that those who condemn these dissensions between the nobles and the commons, condemn what was the prime cause of Rome becoming free; and give more heed to the tumult and uproar wherewith these dissensions were attended, than to the good results which followed from them; not reflecting that while in every republic there are two conflicting factions, that of the people and that of the nobles, it is in this conflict that all laws favourable to freedom have their origin, as may readily be seen to have been the case in Rome. For from the time of the Tarquins to that of the Gracchi, a period of over three hundred years, the tumults in Rome seldom gave occasion to punishment by exile, and very seldom to bloodshed. So that we cannot truly declare those tumults to have been disastrous, or that republic to have been disorderly, which during all that time, on account of her internal broils, banished no more than eight or ten of her citizens, put very few to death, and rarely inflicted money penalties. Nor can we reasonably pronounce that city ill-governed wherein we find so many instances of virtue; for virtuous actions have their origin in right training, right training in wise laws, and wise laws in these very tumults which many would thoughtlessly condemn. For he who looks well to the results of these tumults will find that they did not lead to banishments, nor to violence hurtful to the common good, but to laws and ordinances beneficial to the public liberty. And should any object that the behaviour of the Romans was extravagant and outrageous; that for the assembled people to be heard shouting against the senate, the senate against the people; for the whole commons to be seen rushing wildly through the streets, closing their shops, and quitting the town, were things which might well affright him even who only reads of them; it may be answered, that the inhabitants of all cities, more especially of cities which seek to make use of the people in matters of importance, have their own ways of giving expression to their wishes; among which the city of Rome had the custom, that when its people sought to have a law passed they followed one or another of those courses mentioned above, or else refused to be enrolled as soldiers when, to pacify them, something of their demands had to be conceded. But the demands of a free people are hurtful to freedom, since they originate either in being oppressed, or in the fear that they are about to be so. When this fear is groundless, it finds its remedy in public meetings, wherein some worthy person may come forward and show the people by argument that they are deceiving themselves. For though they be ignorant, the people are not therefore, as Cicero says, incapable of being taught the truth, but are readily convinced when it is told them by one in whose honesty they can trust.

We should, therefore, be careful how we censure the government of Rome, and should reflect that all the great results effected by that republic, could not have come about without good cause. And if the popular tumults led the creation of the tribunes, they merit all praise; since these magistrates not only gave its due influence to the popular voice in the government, but also acted as the guardians of Roman freedom.

(26) Niccolò Machiavelli, The Discourses on Livy (1531) Chapter X

Of all who are praised they are praised the most, who are the authors and founders of religions. After whom come the founders of kingdoms and commonwealths. Next to these, they have the greatest name who as commanders of armies have added to their own dominions or those of their country. After these, again, are ranked men of letters, who being of various shades of merit are celebrated each in his degree. To all others, whose number is infinite, is ascribed that measure of praise to which his profession or occupation entitles him. And, conversely, all who contribute to the overthrow of religion, or to the ruin of kingdoms and commonwealths, all who are foes to letters and to the arts which confer honour and benefit on the human race (among whom I reckon the impious, the cruel, the ignorant, the indolent, the base and the worthless), are held in infamy and detestation.

No one, whether he be wise or foolish, bad or good, if asked to choose between these two kinds of men, will ever be found to withhold praise from what deserves praise, or blame from what is to be blamed. And yet almost all, deceived by a false good and a false glory, allow themselves either ignorantly or wilfully to follow in the footsteps such as deserve blame rather than praise; and, have it in their power to establish, to their lasting renown, a commonwealth or kingdom, turn aside to create a tyranny without a thought how much they thereby lose in name, fame, security, tranquility, and peace of mind; and in name how much infamy, scorn, danger, and disquiet they are? But were they to read history, and turn to profit the lessons of the past, it seems impossible that those living in a republic as private citizens, should not prefer their native city, to play the part of Scipio rather of Cæsar; or that those who by good fortune or merit have risen to be rulers, should not seek rather to resemble Agesilaus, Timoleon, and Dion, than to Nabis, Phalaris and Dionysius; since they would see how the latter are loaded with infamy, while the former have been extolled beyond bounds. They would see, too, how Timoleon and others like him, had as great authority in their country as Dionysius or Phalaris in theirs, while enjoying far greater security. Nor let any one finding Cæsar celebrated by a crowd of writers, be misled by his glory; for those who praise him have been corrupted by good fortune, and overawed by the greatness of that empire which, being governed in his name, would not suffer any to speak their minds openly concerning him. But let him who desires to know how historians would have written of Cæsar had they been free to declare their thoughts mark what they say of Catiline, than whom Cæsar is more hateful, in proportion as he who does is more to be condemned than he who only desires to do evil. Let him see also what praises they lavish upon Brutus, because being unable, out of respect for his power, to reproach Cæsar, they magnify his enemy.

(27) Niccolò Machiavelli, The Discourses on Livy (1531) Chapter XVI

As for the other desire of the people, namely, to recover their freedom, the prince, since he never can content them in this, should examine what the causes are which make them long to be free; and he will find a very few of them desiring freedom that they may obtain power, but all the rest, whose number is countless, only desiring it that they may live securely. For in all republics, whatever the form of their government, barely forty or fifty citizens have any place in the direction of affairs; who, from their number being so small, can easily be reckoned with, either by making away with them, or by allowing them such a share of honours as, looking to their position, may reasonably content them. All those others whose sole aim it is to live safely, are well contented where the prince enacts such laws and ordinances as provide for the general security, while they establish his own authority; and when he does this, and the people see that nothing induces him to violate these laws, they soon begin to live happily and without anxiety.

(28) Niccolò Machiavelli, The Discourses on Livy (1531) Chapter XXXIX

That often the same Accidents are seen to befall different Nations. Any one comparing the present with the past will soon perceive that in all cities and in all nations there prevail the same desires and passions as always have prevailed; for which reason it should be an easy matter for him who carefully examines past events, to foresee those which are about to happen in any republic, and to apply such remedies as the ancients have used in like cases; or finding none which have been used by them, to strike out new ones, such as they might have used in similar circumstances. But these lessons being neglected or not understood by readers, or, if understood by them, being unknown to rulers, it follows that the same disorders are common to all times.

Quotations on Thomas More

(29) Bertrand Russell, History of Western Philosophy (1946)

The Renaissance, though it produced no important theoretical philosopher, produced one man of supreme eminence in political philosophy: Niccolò Machiavelli. It is the custom to be shocked by him, and he certainly is sometimes shocking. But many other men would be equally so if they were equally free from humbug. His political philosophy is scientific and empirical, based upon his own experience of affairs, concerned to set forth the means to assigned ends, regardless of the question whether the ends are to be considered good or bad. When, on occasion, he allows himself to mention the ends he desires, they are such as we can all applaud. Much of the conventional obloquy that attaches to his name is due to the indignation of hypocrites who hate the frank avowal of evil-doing....

The question is ultimately one of power. To achieve a political end, power, of one kind or another, is necessary. The plain fact is concealed by slogans, such as "right will prevail" or "the triumph of evil is short-lived'. If the side that you think right prevails, that is because it has superior power. It is true that power, often, depends upon opinion, and opinion upon propaganda; it is true, also, that it is an advantage in propaganda to seem more virtuous than your adversary, and that one way of seeming virtuous is to be virtuous. For this reason, it may sometimes happen that victory goes to the side which has the most of what the general public considers to be virtue... Those who have seized power can, by controlling propaganda, cause their party to appear virtuous.

(30) Garrett Mattingly, Machiavelli's Prince: Political Science or Political Satire? (1958)

There are several theories as to why Machiavelli wrote The Prince. These reasons range from a method of gaining the Medici’s trust and obtaining a position within their government, as a warning to the Florentines to look out for tyrants like the Medici, or as a dare to the Medici to rule in such a vicious way that it would cause a rebellion. Machiavelli wanted to see a united Italy under one government or prince; according to Pasquale Villari, Machiavelli believed the Medici family would be the best candidates for uniting Italy. The current Medici leaders did not possess the same leadership qualities as their ancestors, Lorenzo the Magnificent and Cosimo the Elder, so Machiavelli wrote The Prince as a guide to Lorenzo, Duke of Urbino, on how to unify Italy and maintain power. Another theory about the purpose of The Prince is that it was written to gain favor with the Medici family. Machiavelli had been fired because of his association with the previous regime and had been falsely accused of conspiring against the Medici in power. All of this ill will toward Machiavelli prevented him from living in Florence and participating in government in the manner he desired. The Prince, therefore, was written to gain favor and as a résumé for a position within the Medici government.

There is a great deal of evidence throughout The Prince supporting the idea of it being a résumé. Machiavelli wanted a job and wrote The Prince as a means to "bring him to the notice of ‘our Medici lords.’" This was a failure because Lorenzo de Medici "barely glanced" at it. Within the dedication to "the Magnificent Lorenzo de’ Medici," Machiavelli begins with a comment about the customary search for the "favor of a prince" and goes on to express his "readiness to serve [Lorenzo].” Machiavelli clearly wanted to work for the Medici somewhere in the government. He knew that in order to obtain a position within the government, he would have to regain the Medici’s favor because a prince can "abolish honors or create them." Machiavelli writes that "noblemen can be seen as essentially of two sorts: either they manage their affairs in such a way as to be entirely at your disposal, or they do not." Although Machiavelli was not of noble descent, this generalization can be applied to any person working for the Medici government and therefore to him as well. Machiavelli probably would have viewed himself as being completely under the Medici’s control.

In Book XV, Machiavelli writes that The Prince is intended to be "something useful to an understanding reader" and explores the "real truth of the matter [rather] than to repeat what people have imagined." These phrases may be interpreted in a few ways. The first interpretation would be literal, that Machiavelli will analyze why some men are praised or blamed using facts, not popular beliefs, as evidence. Other interpretations might play on the word “useful.” For example, Machiavelli may have intended the handbook to be useful because he was giving the Medici advice and expects them to consider and implement the ideas. On the other hand, “useful” could be a subtle nudge at the Medici on Machiavelli’s part to convince them to give him a position within their government. Even more interpretations could center on the “real truth” that Machiavelli claims to discuss. These truths could again be literal, or they could be a warning not to listen to rumors. Machiavelli claims not to include rumors or falsehoods in his handbook and to not downplay the truth.

This claim may not be true throughout The Prince’s entirety. To help convince the Medici of his loyalty, Machiavelli used examples of princes from ancient Rome or recent Italian history that he twisted to serve his purpose. One example that Machiavelli inserted in his chapter about building fortresses and other defensive policies is about how Pandolfo Petrucci, Prince of Siena, ruled with help more from people he did not trust than from those he did. In the footnote to this passage, translator Robert Adams comments that while Petrucci may have used men whom he did not trust to help him rule, no other historians have provided evidence for this conclusion. Machiavelli may have included this little-known fact, or even fabricated the fact, to support his argument for a position within the government. Adams also says in his note that Machiavelli knew that the Medici did not trust him because of his republican ties. Therefore, by describing someone who gave second chances and was successful, Machiavelli attempted to persuade Lorenzo that it is acceptable to do the same in the present case with Machiavelli.

A great deal of evidence within The Prince suggests Machiavelli wanted the Medici to trust him. For example, Machiavelli discusses how much more faithful a previously suspected man is compared to trusted men; previously suspected men are more willing to "serve [the prince] faithfully" because they recognize that “only good service” will cause the prince to forget or forgive his previous misgivings. For another example, Machiavelli writes "in order to keep a tight grasp on the state... other [princes] have made a point of winning over those who were suspect at the beginning of their reign." Machiavelli understood what he wrote and expected it to be understood in a certain way. He was suspected of conspiracy at the beginning of the Medici’s reign and he held a position for the previous regime that was hostile to the Medici family. Machiavelli used this handbook as a way to convince the Medici that they could trust him with a position within their government.

Each passage Machiavelli included to convince the Medici of his allegiance did not explicitly state his intentions but rather hinted at what he sought. He employed sarcasm and irony as a way to criticize the Medici’s leadership without insulting them outright. One critic of Machiavelli wrote that he was always "apt to push sarcasm and satire to the point of cynicism, jesting even on things and persons that were sacred to him." An example of this appears in Book X when Machiavelli advises the prince to destroy a newly acquired state, go live there, or let the state stay as it was before. The state Machiavelli had in mind was most likely Florence, which he would never seriously have suggested someone destroy. If he gives advice about which he is not serious, then there may be many more pieces of sarcastic advice scattered throughout The Prince.

(31) George Bull, introduction The Prince (1961)

Traditionally, The Prince is a book inspired by the Devil. The legend of Machiavelli's depravity was already established by the time the first English translation appeared in 1640... Old Nick was identified with Niccolò Machiavelli... and it became as acceptable to call the Devil Machiavellian as it was to call Machiavelli diabolical.

The Englishman Cardinal Pole was one of Machiavelli's earliest and sternest critics, probably the first to bring the Devil into it... From the very start, Machiavelli was a scapegoat for religious controversialists. He had never attacked the dogmas of the Catholic Church; but he was a bitter anti-clerical, and his scathing comments on the papacy were naturally intolerable to Catholics of the Counter-Reformation. For Protestants, he was the tutor of the Catholic-Reformation. For Protestants, he was the tutor of the Catholic kings, whose teaching was, for example, responsible for the massacre of Saint Bartholomew's Day. With passions so aroused, it is little wonder that the legend soon obscured the man and his works.

(32) Erica Benner, Be Like the Fox: Machiavelli's Lifelong Quest for Freedom (2017)

Though Machiavelli wrote for all times, he also wrote, in the first instance, for particular audiences. His entire adult life was absorbed with politics, even when he was banned from political office. And in politics, he was above all a reformer: a man who wanted to persuade specific individuals or groups - political leaders, young men from Florence's upper classes, the Florentine public at large, popes, princes from other Italian cities - to change their ways of thinking and acting. With some of these audiences he could speak frankly; with others he had to be more guarded. His diplomatic correspondence gives us a vivid impression of Machiavelli's talents in the fine, dangerous art of political persuasion. As a civil servant who had to deal with kings, countesses, popes, and Florentine patricians, he learned how to tread carefully, speak in the right register to particular people, to criticize without seeming to do so. It's not surprising that he used some of these skills in composing his Prince, and other works....

Machiavelli urged Pope Leo X to establish a true republic, instead of trying to mix princely practices with republican forms. A true republic will never be perfect in the sense of flawless, blissful, or immune to corruption. It is still a human artefact, subject to human frailties. But it can be perfect in the sense that its laws and institutions match the best standards of government that we flawed human animals can hope to live up to. Widely shared power is the most important of these standards: all classes of citizens, from the least to the greatest, must have their fair share of authority. Consent is another: magistrates should be given their authority by willing citizens, not be granted or stripped of powers at a prince's will. The laws should treat everyone equally, regardless of poverty or wealth or party and family connections; no man may stand above the laws. The Court of Appeal must be reformed and strengthened. Citizens should not lack the courage to punish important men.

(33) Erica Benner, The Guardian (3rd March, 2017)

If you’re a political outsider who wants to move fast to the top job in a democracy, how to do it? You could start by dipping into a book written 500 years ago by an out-of-pocket Italian civil servant. The quickest way, it says, is to have fortune on your side from the outset, with plenty of inherited money and a leg up through family connections. If lying and breaking your oaths help you crush the opposition, so be it. Make the people your best friend. Promise to protect their interests against predatory elites and foreigners. Fan partisan hatreds so that you alone seem to rise above them, saviour of the fatherland.

The book is The Prince, its author Niccolò Machiavelli. Minus television and Twitter, it seems the techniques of ambitious “new princes”, as he calls them, haven’t changed a bit. But why did Machiavelli write a whole book about them, peppering it with men who soared to power by greasing palms and exploiting weaknesses: Julius Caesar, Pope Alexander VI, Cesare Borgia?

Most people today assume that Machiavelli didn’t just describe their methods, he recommended them - that he himself is the original Machiavellian, the first honest teacher of dishonest politics. According to the Oxford English Dictionary, the adjective has come to mean "cunning, scheming, and unscrupulous, especially in politics". Along with our daily news, popular culture has brought legions of Machiavellian figures into our homes and made them both human and entertaining: Tony Soprano, Frank and Claire Underwood in House of Cards, Lord Petyr Baelish from Game of Thrones. These Machiavellians are scoundrels, but subtle ones. In watching their manoeuvres on screen we, like their victims, can’t help being a little seduced by their warped ingenuity. So it no longer shocks us to think that a highly intelligent man who lived five centuries ago, in times we imagine were far crueller than ours, spent night after night at his desk in the Tuscan countryside, his wife and children sleeping nearby, drafting the rulebook for today’s cynical populists and authoritarians.

But what if we’re overlooking Machiavelli’s less obvious messages, his deeper insights into politics? Until about a decade ago, it never occurred to me to ask this question. It was part of my job to teach Plato-to-Nato courses in the history of ideas, and Machiavelli came up early in the year, squeezed between Augustine and Hobbes. Like thousands of overworked lecturers, I had my shortcuts. Picking up The Prince or Discourses, I’d highlight all the attention-grabbing Machiavellian phrases and skim the rest. Academic summaries told me that Machiavelli was devoted to the salvation of his native city, Florence, and his country, Italy, at a time when both were ravaged by wars. Yes, he made sinister excuses for violence and hypocrisy. But his reasons were patriotic, well-meaning, human.

Yet the more I read, the more I questioned this story. I started noticing that Machiavelli’s writings speak in different voices at different times. At one moment he seems to applaud men who break their oaths at will, caring little for just dealings. But he also says - in a passage most scholars pass over - that "victories are never secure without some respect, especially for justice". For every cynical Machiavellian precept, I found two or three others that clashed with it.

I began to doubt that Machiavelli believed his own advice. These doubts grew as I delved into his life and times, trying to understand what made him say what he did. The usual story is that he wrote The Prince as a job application, when he was seeking work as an adviser to Florence’s first family, the super-wealthy Medici. But as a leading civil servant in charge of foreign affairs and defence, Machiavelli had been one of the republic’s stoutest defenders. Just a year before he finished the first draft of his “little book”, the Medici swept into Florence in a foreign-backed coup after spending years in exile. They were deeply suspicious of his loyalties, dismissed him from his posts, then had him imprisoned and tortured under suspicion of plotting against them.

If Machiavelli did send the Medici The Prince, which seems unlikely, he could not have expected them to take its “advice” – to bribe, swindle, and assassinate one’s way to power – as gifts of friendly wisdom. Nor would it have helped his cause that he addresses the Medici as “princes” in his dedication, and insists on their remoteness from the people. Just like modern dictators, the Medici were keen to keep up the fiction that they were mere “first citizens” in Florence’s republic, not monarchs or tyrants. Calling them princes was an audacious piece of cheek. No wonder readers of The Prince in the early modern era – philosophers such as Francis Bacon, Spinoza and Rousseau – had no doubt the book was a cunning exposé of princely snares, a self-defence manual for citizens. “The book of republicans,” Rousseau dubbed it....

Machiavelli was convinced the real threats to freedom come from within - from gross inequalities on the one hand, and extreme partisanship on the other. He saw first-hand that authoritarian rule can take root and flourish in such conditions with terrifying ease, even in republics like Florence that had proud traditions of popular self-government.

His city’s tempestuous history taught Machiavelli a lesson he tries to convey to future readers: that no one man can overpower a free people unless they let him. “Men are so simple,” he tells us, “so obedient to present necessities, that he who deceives will always find someone who will let himself be deceived.” To each of us, he says: don’t become that someone. Citizens need to realise that by trusting leaders too much and themselves too little, they create their own political nightmares. “I’d like to teach them the way to hell,” he told a friend toward the end of his life, “so they can steer clear of it.”

So what can citizens can do to preserve their freedoms? For one thing, they can train themselves to see through the various ruses in the would-be tyrant’s handbook. Machiavelli’s The Prince describes most of them, in ways that mimic their disorienting ambiguity. On the day Donald Trump signed his executive order on immigration from seven countries, for instance, these comments were painfully apt...

Today, yet again, old and new democracies are fighting for their lives. Between his double-edged lines, Machiavelli makes it clear why law-governed popular government is always better than authoritarian rule: “A people who can do whatever it wants is unwise, but a prince who can do whatever he wants is crazy.” His life and words inspire us to become sharper readers of political danger signs, and ruthless warriors for our freedoms.

(34) Anthony Grayling, The History of Philosophy (2019)

Niccolò Machiavelli held senior office in the Florentine government for twelve of the tumultuous republican years between 1494 when Piero de' Medici was overthrown and Savonarola was ascendant, and 1512 when Medici rule returned. He was, in succession and in effect, the republic's foreign minister and minister for war. Because his role involved frequent travel to the courts of kings, emperors, popes and generals on behalf of Florence, he had a marvellous opportunity to observe different personalities and systems; and because he was charged with the delicate task of negotiating with powers far more formidable than Florence itself, he was able to refine his analytic and diplomatic skills to consummate levels. In all the years he served Florence his reports and letters of advice were slightly valued, praised for their astuteness and wisdom, and for their literary qualities...

Machiavelli's main legacy is his writings, and chiefly his classic of frank and frankly shocking political advice, The Prince, completed in 1513. Its message is that princely virtus is not, as other humanist writers maintained, the promotion of justice and peace, but the ability to maintain the state by employing the lion's ferocity and the fox's cunning. To try to rule only by virtue, he said, would be ruinous, because less scrupulous opponents will take advantage...

By far the most important task of the prince, said Machiavelli, is to keep hold of power. Not only will this stabilize the state and bring it peace, but with peace it will bring honour. To keep hold of power the prince must possess virtu, a word he derived from Latin virtus as used by other Renaissance writers, but differing from it in a significant way because in addition to courage, pride, determination and skill it included, Machiavelli said, ruthlessness when necessary... Indeed he saw a preparedness to use force as central to a prince's chances of success, and the lack of such preparedness as the explanation for the weakness of too many states.

(35) Cary Nederman, Niccolò Machiavelli: The Stanford Encyclopedia of Philosophy (28th May, 2019)

Why Machiavelli? That question might naturally and legitimately occur to anyone encountering an entry about him in an encyclopedia of philosophy. Certainly, Machiavelli contributed to a large number of important discourses in Western thought - political theory most notably, but also history and historiography, Italian literature, the principles of warfare, and diplomacy. But Machiavelli never seems to have considered himself a philosopher - indeed, he often overtly rejected philosophical inquiry as beside the point - nor do his credentials suggest that he fits comfortably into standard models of academic philosophy. His writings are maddeningly and notoriously unsystematic, inconsistent and sometimes self-contradictory. He tends to appeal to experience and example in the place of rigorous logical analysis. Yet there are good reasons to include Machiavelli among the greatest of political philosophers, some of which are internal to his writings. In spite of the temptation to emphasize his political pragmatism, a lively scholarly debate rages about the presence of a coherent and original philosophy, addressed to topics of concern to philosophers, at the core of his thought.

Moreover, succeeding thinkers who more obviously qualify as philosophers of the first rank did (and still do) feel compelled to engage with his ideas, either to dispute them or to incorporate his insights into their own teachings. Even if Machiavelli grazed at the fringes of philosophy, the impact of his extensive musings has been widespread and lasting. The terms “Machiavellian” or “Machiavellism” find regular purchase among philosophers concerned with a range of ethical, political, and psychological phenomena, regardless of whether or not Machiavelli himself invented “Machiavellism” or was in fact a “Machiavellian” in the sense commonly ascribed to him. Machiavelli's critique of utopian philosophical schemes (such as those of Plato) challenges an entire tradition of political philosophy in a manner that that commands attention and demands consideration and response. Finally, a new generation of so-called “neo-Roman” political theorists finds inspiration in Machiavelli’s version of republicanism. Thus, Machiavelli deserves a place at the table in any comprehensive survey of political philosophy.