
Originally Posted by
Timoleon of Korinthos
In order to answer this question one has first to dwell into the Greek cultural standards of the Hellenistic era, according to which Pyrrhus was judged:
A Hellenistic commander yearned both for victory by intellect and to do great deeds with his own hands, to be ‘most capable in fighting and generalling’. When men ranked the commanders of their time they thought in terms of personal prowess as well as well as intellectual quality: cleverness and courage are the qualities that describe a good commander. This yearning to compete both as a commander and a fighter at the same time presented severe practical difficulties. Polybius complained of commanders who put themselves in danger and thus placed the entire enterprise at risk. Yet he could not conceal his admiration for commanders who did so. How could a general keep his mind on the overall progress of the battle while fighting with his own hands? It was noted of Pyrrhus of Epirus that he managed this difficult balance: “Placing his hands and body in the fight and vigorously repelling his assailants, he did not become confused in his thinking nor lose his reason, but directed the battle as if he were surveying it from a distance, rushing here and there and bringing succor to those whom seemed overwhelmed.”
J.E. Lendon’s “Soldiers and Ghosts: A history of battle in classical antiquity”, pg 148
As a tactician Pyrrhus was definitely no genius, but still possessed skills and acumen much above the average. As a teen he gave an excellent account of himself as a commander in the battle of Ipsus and later he scored many victories in the wars of the Diadochoi against Demetrius the Besieger and Antigonos Gonatas. He was the only commander who dealt with the problem of breaches emerging in an advancing phalanx by artificially forming dead space between the battalions and arraying mobile troops in the gaps. He was the only Hellenistic commander alongside Xanthippus to defeat the Romans in a large-scale battle and he performed this feat not once but twice. All the rest were not just defeated but crushed (Hiero, Philip V, Antiochos the Great, Perseus, Diaios) He conquered almost all of Sicily in a rapid campaign and would have occupied the last Carthaginian enclave as well, had the Greeks themselves not driven him out. Compare his performance with the perpetual struggles of Dionysius the Elder or Agathocles against Carthage and the unruly Italic nations of the interior of the island. He made Illyrians and Aetolians, who would make a pushover of Epirus after he was gone, tremble at the sound of his name. And he also wrote a treatise on tactics, which received great praise in antiquity, but has been lost to us unfortunately. What is more he did occasionally use guile and trickery in his enterprises like night marches, surprise attacks, mock negotiations, inciting dissent among the enemy, concealing unfavorable and spreading false information, enough to establish a reputation as no less cunning to any man of his age. But the department where Pyrrhus really dominated competition, which allowed him to capture the hearts and minds of his contemporaries, was his valor on the battlefield:
There was a sharp and terrible conflict between the soldiers who engaged, and especially also between the leaders. For Pantauchus, who was confessedly the best of the generals of Demetrius for bravery, dexterity, and vigour of body, and had both courage and a lofty spirit, challenged Pyrrhus to a hand-to‑hand combat; and Pyrrhus, who yielded to none of the kings in daring and prowess, and wished that the glory of Achilles should belong to him by right of valour rather than of blood alone, advanced through the foremost fighters to confront Pantauchus. At first they hurled their spears, then, coming to close quarters, they plied their swords with might and skill. Pyrrhus got one wound, but gave Pantauchus two, one in the thigh, and one along the neck, and put him to flight and overthrew him; he did not kill him, however, for his friends haled him away. Then the Epeirots, exalted by the victory of their king and admiring his valour, overwhelmed and cut to pieces the phalanx of the Macedonians, pursued them as they fled, slew many of them, and took five thousand of them alive.
Plutarch, Life of Pyrrhus 7.4-5
The Romans, however, anxious to anticipate the coming of the forces which Pyrrhus had decided to await, attempted the passage, their infantry crossing the river by a ford, and their cavalry dashing through the water at many points, so that the Greeks on guard, fearing that they would be surrounded, withdrew. When Pyrrhus saw this, he was greatly disturbed, and charging his infantry officers to form in line of battle at once and stand under arms, he himself rode out with his three thousand horsemen, hoping to come upon the Romans while they were still crossing, and to find them scattered and in disorder. But when he saw a multitude of shields gleaming on the bank of the river and the cavalry advancing upon him in good order, he formed his men in close array and led them to the attack. He was conspicuous at once for the beauty and splendour of his richly ornamented armour, and showed by his deeds that his valour did not belie his fame;
Plutarch, Life of Pyrrhus 16.6-7
Then he determined to storm the walls of Eryx, which was the strongest of their fortresses and had numerous defenders. So when his army was ready, he put on his armour, went out to battle, and made a vow to Heracles that he would institute games and a sacrifice in his honour, if the god would render him in the sight of the Sicilian Greeks an antagonist worthy of his lineage and resources; then he ordered the trumpets to sound, scattered the Barbarians with his missiles, brought up his scaling-ladders, and was the first to mount the wall. Many were the foes against whom he strove; some of them he pushed from the wall on either side and hurled them to the ground, but most he laid dead in heaps about him with the strokes of his sword. He himself suffered no harm, but was a terrible sight for his enemies to look upon, and proved that Homer was right and fully justified in saying that valour, alone of the virtues, often displays transports due to divine possession and frenzy. After the capture of the city, he sacrificed to the god in magnificent fashion and furnished spectacles of all sorts of contests.
Plutarch, Life of Pyrrhus, 22.5-6
One of them ran forth far in advance of the rest, a man who was huge in body and resplendent in armour, and in a bold voice challenged Pyrrhus to come out, if he were still alive. This angered Pyrrhus, and wheeling round in spite of his guards, he pushed his way through them — full of wrath, smeared with blood, and with a countenance terrible to look upon, and before the Barbarian could strike dealt him such a blow on his head with his sword that, what with the might of his arm and the excellent temper of his steel, it cleaved its way down through, so that at one instant the parts of the sundered body fell to either side. This checked the Barbarians from any further advance, for they were amazed and confounded at Pyrrhus, and thought him some superior being. So he accomplished the rest of his march unmolested and came to Tarentum, bringing twenty thousand foot and three thousand horse.
Plutarch, Life of Pyrrhus, 24.2-4
To synopsize, there was a self-contradictory culture in Hellenistic command, the dominating Homeric mold that had been redefined and supercharged by the example of Alexander the Great all over Greece, which ranked generals in an order of excellence based on their performance in three departments: tactics (“tactics is the highest art of war"), strategems("in war less is achieved openly and with force than guile") and valor on the battlefield. Pyrrhus was considered great because of his performance in these three departments and because he could keep the difficult balance between them. We take a look at Pyrrhus by modern military values and see an ill strategist who wasted resources, couldn’t set his eyes fixed on a goal and repeatedly put himself in harm’s way risking his endeavors, but the ancients saw a sharp field commander, a taker of cities and a great warrior all at once, their generation’s most ideal embodiment of the Homeric heroic model. Finally, people outside the Greek cultural confines also esteemed Pyrrhus for these abilities and for his daring nature. Hannibal, we are told for example by Polybius, considered Pyrrhus the second greatest general, ‘for he showed that boldness is the most crucial excellence of a general’ and Cicero liked to portray Pyrrhus as a grave but noble threat to the young Republic, as opposed to its the gruesome, dreadful arch-rival that was Hannibal.