Cineas

Cineas (Greek: Κινέας) was a man from Thessaly and an important adviser of King Pyrrhus. He has a reputation for great wisdom and was a pupil of Demosthenes the orator and was the only man who could be compared in skill with Demosthenes. Pyrrhus held in high regard. Plutarch wrote that Pyrrhus sent Cineas to many cities in Greece as an ambassador and "used to say that more cities had been won for him by the eloquence of Cineas than by his own arms; and he continued to hold Cineas in especial honour and to demand his services."

Plutarch wrote that prior to Pyrrhus undertaking the Pyrrhic War, Cineas tried to dissuade him from waging war against Rome in Italy and urged him to be satisfied with the possessions he already had. He asked Pyrrhus a series of questions: how he would use a victory against the Romans, what he would do after taking Italy, whether his expedition would stop with the taking of Sicily (according to Plutarch, Pyrrhus wanted to take Sicily as well as Italy) and, since Phyrrhus said that he would go on to take Libya and Carthage so that no enemies who threatened him would not offer further resistance, he asked what he would do "when we have got everything subject to us". The reply of Pyrrhus to the last question was: "We shall be much at ease, and we'll drink bumpers, my good man, every day, and we'll gladden one another's hearts with confidential talks." Cineas got Pyrrhus where he wanted in order to make his point and said: "Surely this privilege is ours already, and we have at hand, without taking any trouble, those things to which we hope to attain by bloodshed and great toils and perils, after doing much harm to others and suffering much ourselves." Cassius Dio wrote that Cineas saw the folly of Pyrrhus' expedition and tried to dissuade him. He wrote: [Pyrrhus] intended by his prowess to rule the whole earth, whereas Cineas urged him to be satisfied with his own possessions, which were sufficient for enjoyment. But the king's fondness for war and fondness for leadership prevailed against the advice of Cineas and caused him to depart in disgrace from both Sicily and Italy, after losing in all of the battles countless thousands of his own forces."

Pyrrhus did not listen to Cineas. Ostensibly, he waged war against Rome to support the Greek city of Terentum, in southern Italy, in a dispute with the Romans Before sailing to Tarentum, Pyrrhus sent Cineas to that city in advance with some troops. This helped to sway the people of Tarentum from attempting a reconciliation with Rome.

...
Wikipedia