The Lord of Pisa at that time was Uguccione of the Faggiuola of Arezzo, who being in the first place elected their captain afterwards became their lord. There resided in Paris some exiled Ghibellines from Lucca, with whom Castruccio held communications with the object of effecting their restoration by the help of Uguccione. Castruccio also brought into his plans friends from Lucca who would not endure the authority of the Opizi. Having fixed upon a plan to be followed, Castruccio cautiously fortified the tower of the Onesti, filling it with supplies and munitions of war, in order that it might stand a siege for a few days in case of need. When the night came which had been agreed upon with Uguccione, who had occupied the plain between the mountains and Pisa with many men, the signal was given, and without being observed Uguccione approached the gate of San Piero and set fire to the portcullis. Castruccio raised a great uproar within the city, calling the people to arms and forcing open the gate from his side. Uguccione entered with his men, poured through the town, and killed Messer Giorgio with all his family and many of his friends and supporters. The governor was driven out, and the government reformed according to the wishes of Uguccione, to the detriment of the city, because it was found that more than one hundred families were exiled at that time. Of those who fled, part went to Florence and part to Pistoia, which city was the headquarters of the Guelph party, and for this reason it became most hostile to Uguccione and the Lucchese.

As it now appeared to the Florentines and others of the Guelph party that the Ghibellines absorbed too much power in Tuscany, they determined to restore the exiled Guelphs to Lucca. They assembled a large army in the Val di Nievole, and seized Montecatini; from thence they marched to Montecarlo, in order to secure the free passage into Lucca. Upon this Uguccione assembled his Pisan and Lucchese forces, and with a number of German cavalry which he drew out of Lombardy, he moved against the quarters of the Florentines, who upon the appearance of the enemy withdrew from Montecarlo, and posted themselves between Montecatini and Pescia. Uguccione now took up a position near to Montecarlo, and within about two miles of the enemy, and slight skirmishes between the horse of both parties were of daily occurrence. Owing to the illness of Uguccione, the Pisans and Lucchese delayed coming to battle with the enemy. Uguccione, finding himself growing worse, went to Montecarlo to be cured, and left the command of the army in the hands of Castruccio. This change brought about the ruin of the Guelphs, who, thinking that the hostile army having lost its captain had lost its head, grew over-confident. Castruccio observed this, and allowed some days to pass in order to encourage this belief; he also showed signs of fear, and did not allow any of the munitions of the camp to be used. On the other side, the Guelphs grew more insolent the more they saw these evidences of fear, and every day they drew out in the order of battle in front of the army of Castruccio. Presently, deeming that the enemy was sufficiently emboldened, and having mastered their tactics, he decided to join battle with them. First he spoke a few words of encouragement to his soldiers, and pointed out to them the certainty of victory if they would but obey his commands. Castruccio had noticed how the enemy had placed all his best troops in the centre of the line of battle, and his less reliable men on the wings of the army; whereupon he did exactly the opposite, putting his most valiant men on the flanks, while those on whom he could not so strongly rely he moved to the centre. Observing this order of battle, he drew out of his lines and quickly came in sight of the hostile army, who, as usual, had come in their insolence to defy him. He then commanded his centre squadrons to march slowly, whilst he moved rapidly forward those on the wings. Thus, when they came into contact with the enemy, only the wings of the two armies became engaged, whilst the center battalions remained out of action, for these two portions of the line of battle were separated from each other by a long interval and thus unable to reach each other. By this expedient the more valiant part of Castruccio’s men were opposed to the weaker part of the enemy’s troops, and the most efficient men of the enemy were disengaged; and thus the Florentines were unable to fight with those who were arrayed opposite to them, or to give any assistance to their own flanks. So, without much difficulty, Castruccio put the enemy to flight on both flanks, and the centre battalions took to flight when they found themselves exposed to attack, without having a chance of displaying their valour. The defeat was complete, and the loss in men very heavy, there being more than ten thousand men killed with many officers and knights of the Guelph party in Tuscany, and also many princes who had come to help them, among whom were Piero, the brother of King Ruberto, and Carlo, his nephew, and Filippo, the lord of Taranto. On the part of Castruccio the loss did not amount to more than three hundred men, among whom was Francesco, the son of Uguccione, who, being young and rash, was killed in the first onset.

This victory so greatly increased the reputation of Castruccio that Uguccione conceived some jealousy and suspicion of him, because it appeared to Uguccione that this victory had given him no increase of power, but rather than diminished it. Being of this mind, he only waited for an opportunity to give effect to it. This occurred on the death of Pier Agnolo Micheli, a man of great repute and abilities in Lucca, the murderer of whom fled to the house of Castruccio for refuge. On the sergeants of the captain going to arrest the murderer, they were driven off by Castruccio, and the murderer escaped. This affair coming to the knowledge of Uguccione, who was than at Pisa, it appeared to him a proper opportunity to punish Castruccio. He therefore sent for his son Neri, who was the governor of Lucca, and commissioned him to take Castruccio prisoner at a banquet and put him to death. Castruccio, fearing no evil, went to the governor in a friendly way, was entertained at supper, and then thrown into prison. But Neri, fearing to put him to death lest the people should be incensed, kept him alive, in order to hear further from his father concerning his intentions. Ugucionne cursed the hesitation and cowardice of his son, and at once set out from Pisa to Lucca with four hundred horsemen to finish the business in his own way; but he had not yet reached the baths when the Pisans rebelled and put his deputy to death and created Count Gaddo della Gherardesca their lord. Before Uguccione reached Lucca he heard of the occurrences at Pisa, but it did not appear wise to him to turn back, lest the Lucchese with the example of Pisa before them should close their gates against him. But the Lucchese, having heard of what had happened at Pisa, availed themselves of this opportunity to demand the liberation of Castruccio, notwithstanding that Uguccione had arrived in their city. They first began to speak of it in private circles, afterwards openly in the squares and streets; then they raised a tumult, and with arms in their hands went to Uguccione and demanded that Castruccio should be set at liberty. Uguccione, fearing that worse might happen, released him from prison. Whereupon Castruccio gathered his friends around him, and with the help of the people attacked Uguccione; who, finding he had no resource but in flight, rode away with his friends to Lombardy, to the lords of Scale, where he died in poverty.

But Castruccio from being a prisoner became almost a prince in Lucca, and he carried himself so discreetly with his friends and the people that they appointed him captain of their army for one year. Having obtained this, and wishing to gain renown in war, he planned the recovery of the many towns which had rebelled after the departure of Uguccione, and with the help of the Pisans, with whom he had concluded a treaty, he marched to Serezzana. To capture this place he constructed a fort against it, which is called to-day Zerezzanello; in the course of two months Castruccio captured the town. With the reputation gained at that siege, he rapidly seized Massa, Carrara, and Lavenza, and in a short time had overrun the whole of Lunigiana. In order to close the pass which leads from Lombardy to Lunigiana, he besieged Pontremoli and wrested it from the hands of Messer Anastagio Palavicini, who was the lord of it. After this victory he returned to Lucca, and was welcomed by the whole people. And now Castruccio, deeming it imprudent any longer to defer making himself a prince, got himself created the lord of Lucca by the help of Pazzino del Poggio, Puccinello dal Portico, Francesco Boccansacchi, and Cecco Guinigi, all of whom he had corrupted; and he was afterwards solemnly and deliberately elected prince by the people. At this time Frederick of Bavaria, the King of the Romans, came into Italy to assume the Imperial crown, and Castruccio, in order that he might make friends with him, met him at the head of five hundred horsemen. Castruccio had left as his deputy in Lucca, Pagolo Guinigi, who was held in high estimation, because of the people’s love for the memory of his father. Castruccio was received in great honour by Frederick, and many privileges were conferred upon him, and he was appointed the emperor’s lieutenant in Tuscany. At this time the Pisans were in great fear of Gaddo della Gherardesca, whom they had driven out of Pisa, and they had recourse for assistance to Frederick. Frederick created Castruccio the lord of Pisa, and the Pisans, in dread of the Guelph party, and particularly of the Florentines, were constrained to accept him as their lord.

Frederick, having appointed a governor in Rome to watch his Italian affairs, returned to Germany. All the Tuscan and Lombardian Ghibellines, who followed the imperial lead, had recourse to Castruccio for help and counsel, and all promised him the governorship of his country, if enabled to recover it with his assistance. Among these exiles were Matteo Guidi, Nardo Scolari, Lapo Uberti, Gerozzo Nardi, and Piero Buonaccorsi, all exiled Florentines and Ghibellines. Castruccio had the secret intention of becoming the master of all Tuscany by the aid of these men and of his own forces; and in order to gain greater weight in affairs, he entered into a league with Messer Matteo Visconti, the Prince of Milan, and organized for him the forces of his city and the country districts. As Lucca had five gates, he divided his own country districts into five parts, which he supplied with arms, and enrolled the men under captains and ensigns, so that he could quickly bring into the field twenty thousand soldiers, without those whom he could summon to his assistance from Pisa. While he surrounded himself with these forces and allies, it happened at Messer Matteo Visconti was attacked by the Guelphs of Piacenza, who had driven out the Ghibellines with the assistance of a Florentine army and the King Ruberto. Messer Matteo called upon Castruccio to invade the Florentines in their own territories, so that, being attacked at home, they should be compelled to draw their army out of Lombardy in order to defend themselves. Castruccio invaded the Valdarno, and seized Fucecchio and San Miniato, inflicting immense damage upon the country. Whereupon the Florentines recalled their army, which had scarcely reached Tuscany, when Castruccio was forced by other necessities to return to Lucca.

There resided in the city of Lucca the Poggio family, who were so powerful that they could not only elevate Castruccio, but even advance him to the dignity of prince; and it appearing to them they had not received such rewards for their services as they deserved, they incited other families to rebel and to drive Castruccio out of Lucca. They found their opportunity one morning, and arming themselves, they set upon the lieutenant whom Castruccio had left to maintain order and killed him. They endeavoured to raise the people in revolt, but Stefano di Poggio, a peaceable old man who had taken no hand in the rebellion, intervened and compelled them by his authority to lay down their arms; and he offered to be their mediator with Castruccio to obtain from him what they desired. Therefore they laid down their arms with no greater intelligence than they had taken them up. Castruccio, having heard the news of what had happened at Lucca, at once put Pagolo Guinigi in command of the army, and with a troop of cavalry set out for home. Contrary to his expectations, he found the rebellion at an end, yet he posted his men in the most advantageous places throughout the city. As it appeared to Stefano that Castruccio ought to be very much obliged to him, he sought him out, and without saying anything on his own behalf, for he did not recognize any need for doing so, he begged Castruccio to pardon the other members of his family by reason of their youth, their former friendships, and the obligations which Castruccio was under to their house. To this Castruccio graciously responded, and begged Stefano to reassure himself, declaring that it gave him more pleasure to find the tumult at an end than it had ever caused him anxiety to hear of its inception. He encouraged Stefano to bring his family to him, saying that he thanked God for having given him the opportunity of showing his clemency and liberality. Upon the word of Stefano and Castruccio they surrendered, and with Stefano were immediately thrown into prison and put to death. Meanwhile the Florentines had recovered San Miniato, whereupon it seemed advisable to Castruccio to make peace, as it did not appear to him that he was sufficiently secure at Lucca to leave him. He approached the Florentines with the proposal of a truce, which they readily entertained, for they were weary of the war, and desirous of getting rid of the expenses of it. A treaty was concluded with them for two years, by which both parties agreed to keep the conquests they had made. Castruccio thus released from this trouble, turned his attention to affairs in Lucca, and in order that he should not again be subject to the perils from which he had just escaped, he, under various pretences and reasons, first wiped out all those who by their ambition might aspire to the principality; not sparing one of them, but depriving them of country and property, and those whom he had in his hands of life also, stating that he had found by experience that none of them were to be trusted. Then for his further security he raised a fortress in Lucca with the stones of the towers of those whom he had killed or hunted out of the state.

Whilst Castruccio made peace with the Florentines, and strengthened his position in Lucca, he neglected no opportunity, short of open war, of increasing his importance elsewhere. It appeared to him that if he could get possession of Pistoia, he would have one foot in Florence, which was his great desire. He, therefore, in various ways made friends with the mountaineers, and worked matters so in Pistoia that both parties confided their secrets to him. Pistoia was divided, as it always had been, into the Bianchi and Neri parties; the head of the Bianchi was Bastiano di Possente, and of the Neri, Jacopo da Gia. Each of these men held secret communications with Castruccio, and each desired to drive the other out of the city; and, after many threatenings, they came to blows. Jacopo fortified himself at the Florentine gate, Bastiano at that of the Lucchese side of the city; both trusted more in Castruccio than in the Florentines, because they believed that Castruccio was far more ready and willing to fight than the Florentines, and they both sent to him for assistance. He gave promises to both, saying to Bastiano that he would come in person, and to Jacopo that he would send his pupil, Pagolo Guinigi. At the appointed time he sent forward Pagolo by way of Pisa, and went himself direct to Pistoia; at midnight both of them met outside the city, and both were admitted as friends. Thus the two leaders entered, and at a signal given by Castruccio, one killed Jacopo da Gia, and the other Bastiano di Possente, and both took prisoners or killed the partisans of either faction. Without further opposition Pistoia passed into the hands of Castruccio, who, having forced the Signoria to leave the palace, compelled the people to yield obedience to him, making them many promises and remitting their old debts. The countryside flocked to the city to see the new prince, and all were filled with hope and quickly settled down, influenced in a great measure by his great valour.

But the duke’s soldiers, not being content with having pillaged the men of Oliverotto, began to sack Sinigalia, and if the duke had not repressed this outrage by killing some of them they would have completely sacked it. Night having come and the tumult being silenced, the duke prepared to kill Vitellozzo and Oliverotto; he led them into a room and caused them to be strangled. Neither of them used words in keeping with their past lives: Vitellozzo prayed that he might ask of the pope full pardon for his sins; Oliverotto cringed and laid the blame for all injuries against the duke on Vitellozzo. Pagolo and the Duke di Gravina Orsini were kept alive until the duke heard from Rome that the pope had taken the Cardinal Orsino, the Archbishop of Florence, and Messer Jacopo da Santa Croce. After which news, on 18th January 1502, in the castle of Pieve, they also were strangled in the same way.

The Life Of Castruccio Castracani Of Lucca

Written by Nicolo Machiavelli

And sent to his friends Zanobi Buondelmonti And Luigi Alamanni

Castruccio Castracani 1284-1328

It appears, dearest Zanobi and Luigi, a wonderful thing to those who have considered the matter, that all men, or the larger number of them, who have performed great deeds in the world, and excelled all others in their day, have had their birth and beginning in baseness and obscurity; or have been aggrieved by Fortune in some outrageous way. They have either been exposed to the mercy of wild beasts, or they have had so mean a parentage that in shame they have given themselves out to be sons of Jove or of some other deity. It would be wearisome to relate who these persons may have been because they are well known to everybody, and, as such tales would not be particularly edifying to those who read them, they are omitted. I believe that these lowly beginnings of great men occur because Fortune is desirous of showing to the world that such men owe much to her and little to wisdom, because she begins to show her hand when wisdom can really take no part in their career: thus all success must be attributed to her. Castruccio Castracani of Lucca was one of those men who did great deeds, if he is measured by the times in which he lived and the city in which he was born; but, like many others, he was neither fortunate nor distinguished in his birth, as the course of this history will show. It appeared to be desirable to recall his memory, because I have discerned in him such indications of valour and fortune as should make him a great exemplar to men. I think also that I ought to call your attention to his actions, because you of all men I know delight most in noble deeds.

The family of Castracani was formerly numbered among the noble families of Lucca, but in the days of which I speak it had somewhat fallen in estate, as so often happens in this world. To this family was born a son Antonio, who became a priest of the order of San Michele of Lucca, and for this reason was honoured with the title of Messer Antonio. He had an only sister, who had been married to Buonaccorso Cenami, but Buonaccorso dying she became a widow, and not wishing to marry again went to live with her brother. Messer Antonio had a vineyard behind the house where he resided, and as it was bounded on all sides by gardens, any person could have access to it without difficulty. One morning, shortly after sunrise, Madonna Dianora, as the sister of Messer Antonio was called, had occasion to go into the vineyard as usual to gather herbs for seasoning the dinner, and hearing a slight rustling among the leaves of a vine she turned her eyes in that direction, and heard something resembling the cry of an infant. Whereupon she went towards it, and saw the hands and face of a baby who was lying enveloped in the leaves and who seemed to be crying for its mother. Partly wondering and partly fearing, yet full of compassion, she lifted it up and carried it to the house, where she washed it and clothed it with clean linen as is customary, and showed it to Messer Antonio when he returned home. When he heard what had happened and saw the child he was not less surprised or compassionate than his sister. They discussed between themselves what should be done, and seeing that he was priest and that she had no children, they finally determined to bring it up. They had a nurse for it, and it was reared and loved as if it were their own child. They baptized it, and gave it the name of Castruccio after their father. As the years passed Castruccio grew very handsome, and gave evidence of wit and discretion, and learnt with a quickness beyond his years those lessons which Messer Antonio imparted to him. Messer Antonio intended to make a priest of him, and in time would have inducted him into his canonry and other benefices, and all his instruction was given with this object; but Antonio discovered that the character of Castruccio was quite unfitted for the priesthood. As soon as Castruccio reached the age of fourteen he began to take less notice of the chiding of Messer Antonio and Madonna Dianora and no longer to fear them; he left off reading ecclesiastical books, and turned to playing with arms, delighting in nothing so much as in learning their uses, and in running, leaping, and wrestling with other boys. In all exercises he far excelled his companions in courage and bodily strength, and if at any time he did turn to books, only those pleased him which told of wars and the mighty deeds of men. Messer Antonio beheld all this with vexation and sorrow.

There lived in the city of Lucca a gentleman of the Guinigi family, named Messer Francesco, whose profession was arms and who in riches, bodily strength, and valour excelled all other men in Lucca. He had often fought under the command of the Visconti of Milan, and as a Ghibelline was the valued leader of that party in Lucca. This gentleman resided in Lucca and was accustomed to assemble with others most mornings and evenings under the balcony of the Podesta, which is at the top of the square of San Michele, the finest square in Lucca, and he had often seen Castruccio taking part with other children of the street in those games of which I have spoken. Noticing that Castruccio far excelled the other boys, and that he appeared to exercise a royal authority over them, and that they loved and obeyed him, Messer Francesco became greatly desirous of learning who he was. Being informed of the circumstances of the bringing up of Castruccio he felt a greater desire to have him near to him. Therefore he called him one day and asked him whether he would more willingly live in the house of a gentleman, where he would learn to ride horses and use arms, or in the house of a priest, where he would learn nothing but masses and the services of the Church. Messer Francesco could see that it pleased Castruccio greatly to hear horses and arms spoken of, even though he stood silent, blushing modestly; but being encouraged by Messer Francesco to speak, he answered that, if his master were agreeable, nothing would please him more than to give up his priestly studies and take up those of a soldier. This reply delighted Messer Francesco, and in a very short time he obtained the consent of Messer Antonio, who was driven to yield by his knowledge of the nature of the lad, and the fear that he would not be able to hold him much longer.

Thus Castruccio passed from the house of Messer Antonio the priest to the house of Messer Francesco Guinigi the soldier, and it was astonishing to find that in a very short time he manifested all that virtue and bearing which we are accustomed to associate with a true gentleman. In the first place he became an accomplished horseman, and could manage with ease the most fiery charger, and in all jousts and tournaments, although still a youth, he was observed beyond all others, and he excelled in all exercises of strength and dexterity. But what enhanced so much the charm of these accomplishments, was the delightful modesty which enabled him to avoid offence in either act or word to others, for he was deferential to the great men, modest with his equals, and courteous to his inferiors. These gifts made him beloved, not only by all the Guinigi family, but by all Lucca. When Castruccio had reached his eighteenth year, the Ghibellines were driven from Pavia by the Guelphs, and Messer Francesco was sent by the Visconti to assist the Ghibellines, and with him went Castruccio, in charge of his forces. Castruccio gave ample proof of his prudence and courage in this expedition, acquiring greater reputation than any other captain, and his name and fame were known, not only in Pavia, but throughout all Lombardy.

Castruccio, having returned to Lucca in far higher estimation that he left it, did not omit to use all the means in his power to gain as many friends as he could, neglecting none of those arts which are necessary for that purpose. About this time Messer Francesco died, leaving a son thirteen years of age named Pagolo, and having appointed Castruccio to be his son’s tutor and administrator of his estate. Before he died Francesco called Castruccio to him, and prayed him to show Pagolo that goodwill which he (Francesco) had always shown to him, and to render to the son the gratitude which he had not been able to repay to the father. Upon the death of Francesco, Castruccio became the governor and tutor of Pagolo, which increased enormously his power and position, and created a certain amount of envy against him in Lucca in place of the former universal goodwill, for many men suspected him of harbouring tyrannical intentions. Among these the leading man was Giorgio degli Opizi, the head of the Guelph party. This man hoped after the death of Messer Francesco to become the chief man in Lucca, but it seemed to him that Castruccio, with the great abilities which he already showed, and holding the position of governor, deprived him of his opportunity; therefore he began to sow those seeds which should rob Castruccio of his eminence. Castruccio at first treated this with scorn, but afterwards he grew alarmed, thinking that Messer Giorgio might be able to bring him into disgrace with the deputy of King Ruberto of Naples and have him driven out of Lucca.

The Lord of Pisa at that time was Uguccione of the Faggiuola of Arezzo, who being in the first place elected their captain afterwards became their lord. There resided in Paris some exiled Ghibellines from Lucca, with whom Castruccio held communications with the object of effecting their restoration by the help of Uguccione. Castruccio also brought into his plans friends from Lucca who would not endure the authority of the Opizi. Having fixed upon a plan to be followed, Castruccio cautiously fortified the tower of the Onesti, filling it with supplies and munitions of war, in order that it might stand a siege for a few days in case of need. When the night came which had been agreed upon with Uguccione, who had occupied the plain between the mountains and Pisa with many men, the signal was given, and without being observed Uguccione approached the gate of San Piero and set fire to the portcullis. Castruccio raised a great uproar within the city, calling the people to arms and forcing open the gate from his side. Uguccione entered with his men, poured through the town, and killed Messer Giorgio with all his family and many of his friends and supporters. The governor was driven out, and the government reformed according to the wishes of Uguccione, to the detriment of the city, because it was found that more than one hundred families were exiled at that time. Of those who fled, part went to Florence and part to Pistoia, which city was the headquarters of the Guelph party, and for this reason it became most hostile to Uguccione and the Lucchese.

The duke afterwards ordered all his horsemen and infantry, of which there were more than two thousand cavalry and ten thousand footmen, to assemble by daybreak at the Metauro, a river five miles distant from Fano, and await him there. He found himself, therefore, on the last day of December at the Metauro with his men, and having sent a cavalcade of about two hundred horsemen before him, he then moved forward the infantry, whom he accompanied with the rest of the men-at-arms.

Fano and Sinigalia are two cities of La Marca situate on the shore of the Adriatic Sea, fifteen miles distant from each other, so that he who goes towards Sinigalia has the mountains on his right hand, the bases of which are touched by the sea in some places. The city of Sinigalia is distant from the foot of the mountains a little more than a bow-shot and from the shore about a mile. On the side opposite to the city runs a little river which bathes that part of the walls looking towards Fano, facing the high road. Thus he who draws near to Sinigalia comes for a good space by road along the mountains, and reaches the river which passes by Sinigalia. If he turns to his left hand along the bank of it, and goes for the distance of a bow-shot, he arrives at a bridge which crosses the river; he is then almost abreast of the gate that leads into Sinigalia, not by a straight line, but transversely. Before this gate there stands a collection of houses with a square to which the bank of the river forms one side.

The Vitelli and Orsini having received orders to wait for the duke, and to honour him in person, sent away their men to several castles distant from Sinigalia about six miles, so that room could be made for the men of the duke; and they left in Sinigalia only Oliverotto and his band, which consisted of one thousand infantry and one hundred and fifty horsemen, who were quartered in the suburb mentioned above. Matters having been thus arranged, the Duke Valentino left for Sinigalia, and when the leaders of the cavalry reached the bridge they did not pass over, but having opened it, one portion wheeled towards the river and the other towards the country, and a way was left in the middle through which the infantry passed, without stopping, into the town.

Vitellozzo, Pagolo, and the Duke di Gravina on mules, accompanied by a few horsemen, went towards the duke; Vitellozo, unarmed and wearing a cape lined with green, appeared very dejected, as if conscious of his approaching death—a circumstance which, in view of the ability of the man and his former fortune, caused some amazement. And it is said that when he parted from his men before setting out for Sinigalia to meet the duke he acted as if it were his last parting from them. He recommended his house and its fortunes to his captains, and advised his nephews that it was not the fortune of their house, but the virtues of their fathers that should be kept in mind. These three, therefore, came before the duke and saluted him respectfully, and were received by him with goodwill; they were at once placed between those who were commissioned to look after them.

But the duke noticing that Oliverotto, who had remained with his band in Sinigalia, was missing—for Oliverotto was waiting in the square before his quarters near the river, keeping his men in order and drilling them—signalled with his eye to Don Michelle, to whom the care of Oliverotto had been committed, that he should take measures that Oliverotto should not escape. Therefore Don Michele rode off and joined Oliverotto, telling him that it was not right to keep his men out of their quarters, because these might be taken up by the men of the duke; and he advised him to send them at once to their quarters and to come himself to meet the duke. And Oliverotto, having taken this advice, came before the duke, who, when he saw him, called to him; and Oliverotto, having made his obeisance, joined the others.

So the whole party entered Sinigalia, dismounted at the duke’s quarters, and went with him into a secret chamber, where the duke made them prisoners; he then mounted on horseback, and issued orders that the men of Oliverotto and the Orsini should be stripped of their arms. Those of Oliverotto, being at hand, were quickly settled, but those of the Orsini and Vitelli, being at a distance, and having a presentiment of the destruction of their masters, had time to prepare themselves, and bearing in mind the valour and discipline of the Orsinian and Vitellian houses, they stood together against the hostile forces of the country and saved themselves.

But the duke’s soldiers, not being content with having pillaged the men of Oliverotto, began to sack Sinigalia, and if the duke had not repressed this outrage by killing some of them they would have completely sacked it. Night having come and the tumult being silenced, the duke prepared to kill Vitellozzo and Oliverotto; he led them into a room and caused them to be strangled. Neither of them used words in keeping with their past lives: Vitellozzo prayed that he might ask of the pope full pardon for his sins; Oliverotto cringed and laid the blame for all injuries against the duke on Vitellozzo. Pagolo and the Duke di Gravina Orsini were kept alive until the duke heard from Rome that the pope had taken the Cardinal Orsino, the Archbishop of Florence, and Messer Jacopo da Santa Croce. After which news, on 18th January 1502, in the castle of Pieve, they also were strangled in the same way.

Notwithstanding this, his enemies drew near to him, and approached Fossombrone, where they encountered some men of the duke and, with the aid of the Orsini and Vitelli, routed them. When this happened, the duke resolved at once to see if he could not close the trouble with offers of reconciliation, and being a most perfect dissembler he did not fail in any practices to make the insurgents understand that he wished every man who had acquired anything to keep it, as it was enough for him to have the title of prince, whilst others might have the principality.

And the duke succeeded so well in this that they sent Signor Pagolo to him to negotiate for a reconciliation, and they brought their army to a standstill. But the duke did not stop his preparations, and took every care to provide himself with cavalry and infantry, and that such preparations might not be apparent to the others, he sent his troops in separate parties to every part of the Romagna. In the meanwhile there came also to him five hundred French lancers, and although he found himself sufficiently strong to take vengeance on his enemies in open war, he considered that it would be safer and more advantageous to outwit them, and for this reason he did not stop the work of reconciliation.

And that this might be effected the duke concluded a peace with them in which he confirmed their former covenants; he gave them four thousand ducats at once; he promised not to injure the Bentivogli; and he formed an alliance with Giovanni; and moreover he would not force them to come personally into his presence unless it pleased them to do so. On the other hand, they promised to restore to him the duchy of Urbino and other places seized by them, to serve him in all his expeditions, and not to make war against or ally themselves with any one without his permission.

This reconciliation being completed, Guido Ubaldo, the Duke of Urbino, again fled to Venice, having first destroyed all the fortresses in his state; because, trusting in the people, he did not wish that the fortresses, which he did not think he could defend, should be held by the enemy, since by these means a check would be kept upon his friends. But the Duke Valentino, having completed this convention, and dispersed his men throughout the Romagna, set out for Imola at the end of November together with his French men-at-arms: thence he went to Cesena, where he stayed some time to negotiate with the envoys of the Vitelli and Orsini, who had assembled with their men in the duchy of Urbino, as to the enterprise in which they should now take part; but nothing being concluded, Oliverotto da Fermo was sent to propose that if the duke wished to undertake an expedition against Tuscany they were ready; if he did not wish it, then they would besiege Sinigalia. To this the duke replied that he did not wish to enter into war with Tuscany, and thus become hostile to the Florentines, but that he was very willing to proceed against Sinigalia.

It happened that not long afterwards the town surrendered, but the fortress would not yield to them because the castellan would not give it up to any one but the duke in person; therefore they exhorted him to come there. This appeared a good opportunity to the duke, as, being invited by them, and not going of his own will, he would awaken no suspicions. And the more to reassure them, he allowed all the French men-at-arms who were with him in Lombardy to depart, except the hundred lancers under Mons. di Candales, his brother-in-law. He left Cesena about the middle of December, and went to Fano, and with the utmost cunning and cleverness he persuaded the Vitelli and Orsini to wait for him at Sinigalia, pointing out to them that any lack of compliance would cast a doubt upon the sincerity and permanency of the reconciliation, and that he was a man who wished to make use of the arms and councils of his friends. But Vitellozzo remained very stubborn, for the death of his brother warned him that he should not offend a prince and afterwards trust him; nevertheless, persuaded by Pagolo Orsini, whom the duke had corrupted with gifts and promises, he agreed to wait.

Upon this the duke, before his departure from Fano, which was to be on 30th December 1502, communicated his designs to eight of his most trusted followers, among whom were Don Michele and the Monsignor d’Euna, who was afterwards cardinal; and he ordered that, as soon as Vitellozzo, Pagolo Orsini, the Duke di Gravina, and Oliverotto should arrive, his followers in pairs should take them one by one, entrusting certain men to certain pairs, who should entertain them until they reached Sinigalia; nor should they be permitted to leave until they came to the duke’s quarters, where they should be seized.

The duke afterwards ordered all his horsemen and infantry, of which there were more than two thousand cavalry and ten thousand footmen, to assemble by daybreak at the Metauro, a river five miles distant from Fano, and await him there. He found himself, therefore, on the last day of December at the Metauro with his men, and having sent a cavalcade of about two hundred horsemen before him, he then moved forward the infantry, whom he accompanied with the rest of the men-at-arms.

This opportunity, therefore, ought not to be allowed to pass for letting Italy at last see her liberator appear. Nor can one express the love with which he would be received in all those provinces which have suffered so much from these foreign scourings, with what thirst for revenge, with what stubborn faith, with what devotion, with what tears. What door would be closed to him? Who would refuse obedience to him? What envy would hinder him? What Italian would refuse him homage? To all of us this barbarous dominion stinks. Let, therefore, your illustrious house take up this charge with that courage and hope with which all just enterprises are undertaken, so that under its standard our native country may be ennobled, and under its auspices may be verified that saying of Petrarch:

Virtu contro al Furore
Prendera l’arme, e fia il combatter corto:
Che l’antico valore
Negli italici cuor non e ancor morto.

Virtue against fury shall advance the fight,
And it i’ th’ combat soon shall put to flight:
For the old Roman valour is not dead,
Nor in th’ Italians’ brests extinguished.

Edward Dacre, 1640.

Description Of The Methods Adopted By The Duke Valentino When Murdering Vitellozzo Vitelli, Oliverotto Da Fermo, The Signor Pagolo, And The Duke Di Gravina Orsini

By Nicolo Machiavelli

The Duke Valentino had returned from Lombardy, where he had been to clear himself with the King of France from the calumnies which had been raised against him by the Florentines concerning the rebellion of Arezzo and other towns in the Val di Chiana, and had arrived at Imola, whence he intended with his army to enter upon the campaign against Giovanni Bentivogli, the tyrant of Bologna: for he intended to bring that city under his domination, and to make it the head of his Romagnian duchy.

These matters coming to the knowledge of the Vitelli and Orsini and their following, it appeared to them that the duke would become too powerful, and it was feared that, having seized Bologna, he would seek to destroy them in order that he might become supreme in Italy. Upon this a meeting was called at Magione in the district of Perugia, to which came the cardinal, Pagolo, and the Duke di Gravina Orsini, Vitellozzo Vitelli, Oliverotto da Fermo, Gianpagolo Baglioni, the tyrant of Perugia, and Messer Antonio da Venafro, sent by Pandolfo Petrucci, the Prince of Siena. Here were discussed the power and courage of the duke and the necessity of curbing his ambitions, which might otherwise bring danger to the rest of being ruined. And they decided not to abandon the Bentivogli, but to strive to win over the Florentines; and they send their men to one place and another, promising to one party assistance and to another encouragement to unite with them against the common enemy. This meeting was at once reported throughout all Italy, and those who were discontented under the duke, among whom were the people of Urbino, took hope of effecting a revolution.

Thus it arose that, men’s minds being thus unsettled, it was decided by certain men of Urbino to seize the fortress of San Leo, which was held for the duke, and which they captured by the following means. The castellan was fortifying the rock and causing timber to be taken there; so the conspirators watched, and when certain beams which were being carried to the rock were upon the bridge, so that it was prevented from being drawn up by those inside, they took the opportunity of leaping upon the bridge and thence into the fortress. Upon this capture being effected, the whole state rebelled and recalled the old duke, being encouraged in this, not so much by the capture of the fort, as by the Diet at Magione, from whom they expected to get assistance.

Those who heard of the rebellion at Urbino thought they would not lose the opportunity, and at once assembled their men so as to take any town, should any remain in the hands of the duke in that state; and they sent again to Florence to beg that republic to join with them in destroying the common firebrand, showing that the risk was lessened and that they ought not to wait for another opportunity.

But the Florentines, from hatred, for sundry reasons, of the Vitelli and Orsini, not only would not ally themselves, but sent Nicolo Machiavelli, their secretary, to offer shelter and assistance to the duke against his enemies. The duke was found full of fear at Imola, because, against everybody’s expectation, his soldiers had at once gone over to the enemy and he found himself disarmed and war at his door. But recovering courage from the offers of the Florentines, he decided to temporize before fighting with the few soldiers that remained to him, and to negotiate for a reconciliation, and also to get assistance. This latter he obtained in two ways, by sending to the King of France for men and by enlisting men-at-arms and others whom he turned into cavalry of a sort: to all he gave money.

Notwithstanding this, his enemies drew near to him, and approached Fossombrone, where they encountered some men of the duke and, with the aid of the Orsini and Vitelli, routed them. When this happened, the duke resolved at once to see if he could not close the trouble with offers of reconciliation, and being a most perfect dissembler he did not fail in any practices to make the insurgents understand that he wished every man who had acquired anything to keep it, as it was enough for him to have the title of prince, whilst others might have the principality.