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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.

It is but a main point to take care that we propose nothing but what is hopeful and honest. For it will be equally troublesome to us, either not to succeed, or to be ashamed of the success. Wherefore let us be sure not to admit any ill design into our heart; that we may lift up pure hands to heaven and ask nothing which another shall be a loser by. Let us pray for a good mind, which is a wish to no man’s injury. I will remember always that I am a man, and then consider, that if I am happy, it will not last always; if unhappy, I may be other if I please. I will carry my life in my hand, and deliver it up readily when it shall be called for. I will have a care of being a slave to myself; for it is a perpetual, a shameful, and the heaviest of all servitudes: and this may be done by moderate desires. I will say to myself, “What is it that I labor, sweat, and solicit for, when it is but very little that I want, and it will not be long that I will need any thing?” He that would make a trial of the firmness of his mind, let him set certain days apart for the practice of his virtues. Let him mortify himself with fasting, coarse clothes, and hard lodging; and then say to himself, “Is this the thing now that I was afraid of?” In a state of security, a man may thus prepare himself against hazards, and in plenty fortify himself against want. If you will have a man resolute when he comes to the push, train him up to it beforehand. The soldier does duty in peace, that he may be in breath when he comes to battle. How many great and wise men have made experiment of their moderation by a practice of abstinence, to the highest degree of hunger and thirst; and convinced themselves that a man may fill his belly without being beholden to fortune; which never denies any of us wherewith to satisfy our necessities, though she be never so angry!

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.

There is a great difference betwixt the splendor of philosophy and of fortune; the one shines with an original light, the other with a borrowed one; beside that it makes us happy and immortal: for learning shall outlive palaces and monuments. The house of a wise man is safe, though narrow; there is neither noise nor furniture in it, no porter at the door, nor anything that is either vendible or mercenary, nor any business of fortune, for she has nothing to do where she has nothing to look after. This is the way to Heaven which Nature has chalked out, and it is both secure and pleasant; there needs no train of servants, no pomp or equipage, to make good our passage; no money or letters of credit, for expenses upon the voyage; but the graces of an honest mind will serve us upon the way, and make us happy at our journey’s end.