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Updated: May 27, 2025
After this agreement the ambassadors returned to Venice; and the Venetians, having so large an amount of money to raise, were very remiss with their commissariat. In the meantime, Niccolo Piccinino pursued his route, and arrived in Romagna, where he prevailed upon the sons of Pandolfo Malatesti to desert the Venetians and enter the duke's service.
Duke Frederick was a prince remarkable among Italian despots for private virtues and sober use of his hereditary power. He spent his youth at Mantua, in that famous school of Vittorino da Feltre, where the sons and daughters of the first Italian nobility received a model education in humanities, good manners, and gentle physical accomplishments. More than any of his fellow-students Frederick profited by this rare scholar's discipline. On leaving school he adopted the profession of arms, as it was then practised, and joined the troop of the Condottiere Niccolò Piccinino. Young men of his own rank, especially the younger sons and bastards of ruling families, sought military service under captains of adventure. If they succeeded they were sure to make money. The coffers of the Church and the republics lay open to their not too scrupulous hands; the wealth of Milan and Naples was squandered on them in retaining-fees and salaries for active service. There was always the further possibility of placing a coronet upon their brows before they died, if haply they should wrest a town from their employers, or obtain the cession of a province from a needy Pope. The neighbours of the Montefeltri in Umbria, Romagna, and the Marches of Ancona were all of them Condottieri. Malatestas of Rimini and Pesaro, Vitelli of Citt
Its very foolhardiness and quixotry fascinated the man it was intended to influence, the blood-thirsty, cruel, and pitiless Ferrante of Naples, who was restrained from crime by the fear neither of God nor man, and who had actually slain the condottiere Piccinino when he visited him under a safe-conduct from the monarch's best ally.
Aeneas Sylvius wrote about this time: 'In our change-loving Italy, where nothing stands firm, and where no ancient dynasty exists, a servant can easily become a king. One man in particular, who styles himself 'the man of fortune, filled the imagination of the whole country: Giacomo Piccinino, the son of Niccolo;. It was a burning question of the day if he, too, would succeed in founding a princely house.
Piccinino then demanded admission into the kingdom of Naples, and this being refused, he threatened to force a passage. The armies were equal, both in regard of numbers and the capacity of their leaders, and unwilling to tempt fortune during the bad weather, it being the month of December, they remained several days without attacking each other.
She sought him out in his closet, whither he had repaired, driven thither by the demon of gout that already inhabited his body, and was wont to urge him at times to isolate himself from his court. She found him reclining upon a couch, seeking distraction in a volume of the prose works of Piccinino. He was a handsome man, of excellent shape, scarce thirty years of age.
By this treaty, Niccolo Piccinino was set at liberty, but did not take the advice he had given others; for while in treaty with the city, concerning the terms of his engagement, either the conditions proposed were insufficient, or he found better elsewhere; for quite suddenly he left Arezzo, where he had been staying, passed into Lombardy, and entered the service of the duke.
Ferdinand was a cruel and treacherous sovereign, who had murdered his guest, Jacopo Piccinino, at a banquet given in his honour. But Ferdinand was the son of Alfonso, who, by address and eloquence, had gained a kingdom from his foe and jailor, Filippo Maria Visconti.
This circumstance greatly perplexed the count, who thought he had lost all his territories; so, leaving part of his force to check Piccinino, with the remainder he pursued Fortebraccio, whom he attacked and conquered. Fortebraccio was taken prisoner in the battle, and soon after died of his wounds.
Annibale Bentivoglio had driven Francesco Piccinino from Bologna, and for defense against the duke, who favored Francesco, he demanded and received assistance of the Venetians and Florentines; so that, being occupied with these matters they could not resolve to assist the count, but Annibale, having routed Francesco Piccinino, and those affairs seeming to be settled, they resolved to support him.
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