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Updated: May 27, 2025
Many chroniclers set forth how the Lord Vitellozzo Vitelli and his associates were barbarously strangled by Cesare's orders at Sinigaglia, and wilfully for I cannot believe that it results from ignorance are they silent touching the reason, leaving you to imagine that it was done in obedience to a ruthlessness of character beyond parallel, so that you may come to consider Cesare Borgia as black as they were paid to paint him.
Meanwhile, ahead of Cesare Borgia, swept Vitellozzo Vitelli with his horse into Astorre's dominions. He descended upon the valley of the Lamone, and commenced hostilities by the capture and occupation of Brisghella on November 7. The other lesser strongholds and townships offered no resistance to Cesare's arms.
These were that Piero dei Medici, kinsman and ally of the Orsini, should be reinstated in his ancient power; that six Florentine citizens, to be chosen by Vitellozzo, should be put into his hands that they might by their death expiate that of Paolo Vitelli, unjustly executed by the Florentines; that the Signoria should engage to give no aid to the lord of Piombino, whom Caesar intended to dispossess of his estates without delay; and further, that he himself should be taken into the service of the republic, for a pay proportionate to his deserts.
In these two movements combined he saw hostile intentions towards himself, and turning right about face with his usual agility, he profited by the fact that he had given nothing but verbal instructions to all his lieutenants, and wrote a furious letter to Vitellozzo, reproaching him for compromising his master with a view to his own private interest, and ordering the instant surrender to the Florentines of the towns and fortresses he had taken, threatening to march down with his own troops and take them if he hesitated for a moment.
Arrived on the threshold, Caesar dismounted, and signing to the leader of the men-at-arms to, await his orders, he went in first, followed by Oliverotto, Gravina, Vitellozzo Vitelli, and Orsino, each accompanied by his two satellites; but scarcely had they gone upstairs and into the first room when the door was shut behind them, and Caesar turned round, saying, "The hour has come!"
He had Vitellozzo and Oliverotto strangled forthwith; the Orsini Paolo, father-in-law of Girolama Borgia, and Francesco, Duke of Gravina, who had once been mentioned as a possible husband for Lucretia suffered the same fate January 18, 1503. The Duke of Ferrara congratulated Cæsar, as did also the Gonzaga.
Through this the foot went forward and straight into the town, and after came Cesare himself, a graceful, youthful figure, resplendent in full armour at the head of his lances. To meet him advanced now the three Orsini and Vitellozzo Vitelli. Probably these are no more than the stories that grow up about such men after such an event as that which was about to happen.
He had really ordered them to fall back upon Rimini, and bring 200 light horse and 500 infantry of which they had the command; but, unaware of the urgency of his situation, at the very moment when they were attempting to surprise La Pergola and Fossombrone, they were surrounded by Orsino of Gravina and Vitellozzo.
At the end of that time he went north again to rejoin his army, which by now had been swelled by the forces that had joined it from Cesena, some Pontifical troops, and a condotta under Vitellozzo Vitelli.
When these two captains heard that they were condemned, Oliverotto burst forth into reproaches against Vitellozzo, saying that it was all his fault that they had taken up arms against the duke: not a word Vitellozzo answered except a prayer that the pope might grant him plenary indulgence for all his sins.
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