Dionysius was a bigamist; he married on the same day a Locrian and a Syracusan, the latter the daughter of one of his most active partisans. The son of the former, named like himself Dionysius, and who is called Dionysius the Younger, succeeded him without difficulty. Dion, the brother of his second wife, had no trouble in taking the direction of the government, for the new tyrant had no thought for anything but pleasure. Dion, a great admirer of Plato, had caused him to come to Sicily during the lifetime of Dionysius the Elder, who received the philosopher somewhat badly and even, it is said, had him sold as a slave. This should have taught Plato that a king’s court is not the place for a philosopher; however, after the death of Dionysius and the accession of his son, he returned at the request of Dion, and was very well received by Dionysius the Younger, who took lessons in geometry, and decreased the magnificence of the table, but made no attempt to carry out Plato’s communistic theories in Syracuse. After a short time, however, he imagined that Dion was only interesting him in philosophy to distract his attention from public affairs. He intercepted a letter which Dion had written to the Carthaginian generals asking them to address their communications only to himself. Dionysius showed the letter to Dion, accused him of treason, and made him embark for Italy. Plato was unable to obtain his friend’s recall. Dionysius even forced his sister Arete, the wife of Dion, to marry some one else (360). Dion returned three years later with eight hundred men whom he had recruited in Greece and appeared before Syracuse during the absence of Dionysius. The inhabitants received him enthusiastically, but he was unable to seize the citadel of Ortygia (357). Dionysius, defeated in a naval fight, retired to Locris with his riches, but his son Apollocrates remained in the citadel whose garrison held out for a long time. There were disputes in the town; an agrarian law was demanded. Dion was driven away, then recalled, and famine having forced the garrison of Ortygia to surrender, he remained master of Syracuse. Now was the time to re-establish the republic as he had promised; but his love of philosophy did not carry him to the point of renouncing power. He even caused a demagogue to be put to death for having demanded the destruction of the fortress of Ortygia which had been built for the sole purpose of protecting tyranny against the people. A short time after this, he, himself, was assassinated by the Athenian Callippus, his intimate friend (354).
[357-343 B.C.]
After a reign of two years Callippus was overthrown by Hipparinus and Nysæus, brothers of Dionysius and nephews of Dion. They reigned successively. Then Dionysius, after ten years’ absence, seized the city by surprise. But Hicetas, tyrant of the Leontines, forced him to take refuge in the isle of Ortygia. In the midst of this anarchy, and threatened, moreover, by an attack of the Carthaginians, the Syracusans implored help from Corinth, who sent one of her citizens, Timoleon, to the aid of her colony. Timoleon had previously saved the life of his brother Timophanes in a battle. Later on Timophanes had tried to usurp the tyranny at Corinth, and Timoleon joined his brother’s murderers. Haunted by his mother’s curse and troubled by his conscience, he was living in retirement when the Corinthians entrusted him with the mission of delivering Syracuse from tyranny. He set out with twelve hundred men, and after escaping the Carthaginian fleet, landed at Tauromenium, on the east coast of Sicily. When he reached Syracuse, Dionysius was besieged in his fortress by Hicetas; seeing that he could not defend himself against two enemies at the same time, rather than make terms with Hicetas, he offered to deliver Ortygia up to Timoleon on condition that he should be sent to Corinth with his riches. He lived there for several years, and is said to have opened a school for children, to have at least a similitude of royalty.
Timoleon occupied Ortygia; but his position was difficult, for Hicetas had called the Carthaginians to his assistance, and, under command of Mago, they filled the port with one hundred and fifty vessels and the town with six thousand men. Fortunately Timoleon received from Corinth a reinforcement of ten vessels filled with troops. Catana and other Greek towns along the coast declared for him. Mago, on learning that the Corinthian garrison had succeeded in seizing Achradina, the principal suburb of Syracuse, believed that Hicetas had betrayed him, and feared lest all the Greeks should unite against him. He embarked his soldiers and set sail for Carthage. Hicetas, left with only his own troops, could no longer resist: he returned to Leontini with his army, and Timoleon, without the loss of a single man, was master of Syracuse.