Besides being a soldier, engineer and diplomat, he corresponded with the philosophers Aristotle and Xenocrates and actively supported Alexander in his attempts to integrate the Greeks and Persians.
Alexander also made him part of the royal family when he gave him as his bride Drypetis, sister to his own second wife Stateira, both daughters of Darius III of Persia.
It implies that Hephaestion received a good education and shows that Aristotle was impressed enough by his alleged pupil to send letters throughout Alexander's expanding empire to converse with him.
Among those exiled by Philip II after Alexander's failed attempt to offer himself as groom to the Carian princess were Ptolemy, Nearchus, Harpalus, Erigyius and Laomedon.
His friendship with Alexander was long-lasting, as was his tenure in the court at Pella; he even shared the same education as the future Great King of Greece and Asia.
After the battle of Issus (333 BC) when Alexander was proceeding south down the Phoenician coast and had received the capitulation of Sidon, Hephaestion was "authorised to appoint to the throne the Sidonian he considered most deserving of that high office".
[15] Hephaestion's task was not an easy one for this was not the Athenian fleet with which Alexander had started and had earlier disbanded, but a motley collection of semi-reluctant allies of many nationalities who would need holding together with patience and strength.
As Chugg says, "If he did persuade Alexander to reach an accommodation with Demosthenes at this critical juncture, as would seem likely from the circumstances, then he was significantly responsible for saving the situation for Macedon in Greece by preventing the revolt of Agis spreading to Athens and her allies.
[23] The cavalry prospered under this command, showing itself equal to learning new tactics necessary against Scythian nomads and to counter-insurgency measures such as those deployed in the spring of 328 BC.
He reached the Indus with the land behind him conquered, including the successful siege of Peuceolatis, which took thirty days, and proceeded to organize the construction of boats for the crossing.
After Alexander had taken a detour to subdue a hostile tribe, in which he was seriously injured, Hephaestion took command of the greater part of the army as they travelled down the Indus to the sea.
[34] Hephaestion crossed the Gedrosian desert with Alexander, sharing the torments of that journey and, when the army was safely back in Susa, he was decorated for bravery.
Its senior member, the queen Sisygambis, knelt to Hephaestion to plead for their lives, having mistaken him for Alexander because he was taller, and both young men were wearing similar clothes.
Martin and Blackwell further suggest this concept was theorized by unspecified "later authors",[58] who include, however, such eminent writers as Aeschylus[59] and Plato[60] that had lived before Alexander and Hephaestion's time.
Attic orator Aeschines, who was contemporary with them (albeit somewhat older), explicitly addressed the question in these terms: "...Homer, though he often speaks of Patroclus and Achilles, is silent about love and gives no name to their friendship; he thinks that the remarkable strength of their affection is obvious to the cultivated among his audience.
"[61] Thus, according to Robin Lane Fox quite different conclusions can be drawn from Martin and Blackwell's: "It was a remarkable tribute, uniquely paid, and it is also Hephaestion's first mention in Alexander's career.
According to Eva Cantarella, male bisexuality was widely permitted and ruled by law, and generally not frowned upon by the public to the extent to which it remained within the preset limits.
Arrian says that Alexander "flung himself on the body of his friend and lay there nearly all day long in tears, and refused to be parted from him until he was dragged away by force by his Companions".
However, Plutarch, who wrote about Eumenes in his series of Parallel Lives,[78] mentions that it was about lodgings and a flute-player, so perhaps this was an instance of some deeper antagonism breaking out into a quarrel over a triviality.
In this instance it is easier to see that resentment might have been felt on both sides, for Craterus was one of those officers who vehemently disliked Alexander's policy of integrating Greek and Persian, whereas Hephaestion was very much in favour.
Once on the expedition to India they actually drew their swords and came to blows ..."[79] Alexander, who also valued Craterus highly as a most competent officer, was forced to intervene and had stern words for both.
It is a measure of how high feelings were running over this contentious issue that such a thing should have happened and also an indication of how closely Hephaestion identified Alexander's wishes with his own.
[81] Thus it is possible to imagine Alexander and Hephaestion hoping that their respective offspring might unite their lines and that, ultimately, the crown of Macedon and Persia might be worn by one who was a descendant of them both.
As soon as his doctor, Glaucias, had gone off to the theatre, he ate a large breakfast, consisting of a boiled fowl and a cooler of wine, and then fell sick and died.
Plutarch says that "Alexander's grief was uncontrollable" and adds that he ordered many signs of mourning, notably that the manes and tails of all horses should be shorn, the demolition of the battlements of the neighbouring cities and the banning of flutes and every other kind of music.
[73] Arrian also mentions Alexander ordering the shrine of Asclepios in Ecbatana to be razed to the ground,[88] and that he cut his hair short in mourning,[89] this last a poignant reminder of Achilles' last gift to Patroclus on his funeral pyre: Another hint that Alexander looked to Achilles to help him to express his grief may be found in the campaign, shortly following these events, against a tribe called the Cossaeans.
He employed Stasicrates, "as this artist was famous for his innovations, which combined an exceptional degree of magnificence, audacity and ostentation", to design the pyre for Hephaestion.
The first level was decorated with two hundred and forty ships with golden prows, each of these adorned with armed figures with red banners filling the spaces between.
[99] It is possible that the pyre was not burnt, but that it was actually intended as a tomb or lasting memorial; if so, it is likely that it was never completed, as there are references to expensive, uncompleted projects at the time of Alexander's own death.
[101] Based on a monogram found in the Amphipolis Tomb in northern Greece, the lead archaeologist, Katerina Peristeri, claims that the whole tumulus was a funerary monument for Hephaestion, built between 325 and 300 BC.