It is common knowledge that Alexander valued friendship above all. His
first core group of friends took shape at an early age when they joined him in Mieza
for Aristotle’s
tutoring and these friendships lasted till the end of his life. Harpalos was one of them, and he was
among those who were exiled by Philip
for siding with and supporting his son in the Pixodarus
affair. Once he became king, Alexander
called them back and promoted them to high positions in his army. Harpalos, however, being physically unfit for military duty, was assigned as Treasurer.
In Alexander’s eyes, his friends could do no wrong, and a few such
examples have transpired. There is Philotas’ first conspiracy in Egypt
that was reported by his mistress Antigone
and confirmed by Coenus, who was
married to Philotas’
sister Antigone – strong evidence that
Alexander refused to believe. That
was in 332 BC, and Philotas
survived another two years before being put to death in Alexandria
in Drangiana for failing to report or for participating in another
conspiracy to take Alexander’s life. It
is pretty significant that the king left most of the judging and sentencing to
his Companions and the Macedonian army.
The case of Harpalos is another matter and by far the most enigmatic example. Just
before Alexander engaged in the Battle
of Issus, and for some obscure reason, Harpalos fled to Megarid in Greece Italy 
Two years later, however, Alexander inexplicably called Harpalos back and reinstated him with the resounding title of Guardian of the Babylonia Treasury and the Revenues Accruing Thereto and put him in charge of the enormous treasures he had so far collected in Asia Minor and inEgypt 
Two years later, however, Alexander inexplicably called Harpalos back and reinstated him with the resounding title of Guardian of the Babylonia Treasury and the Revenues Accruing Thereto and put him in charge of the enormous treasures he had so far collected in Asia Minor and in
After seizing the intact treasuries of Babylon,
Persepolis,
and Pasargadae,
Alexander put the largest wealth ever
accumulated in history into Harpalos' hands,
installing him in Ecbatana
with 6,000 troops to guard the booty.
As Alexander headed
further east into the heart of Central Asia, his treasurer moved to Babylon
where he lavishly spent the amounts of money for his own pleasures with prostitutes and
hetaerae, setting up a court only equaled by Nero
a few centuries later. He picked a courtesan from Athens Sacred Road Athens 
After this extravaganza, Harpalos
sent for another Athenian hetaera, Glycera.
Like her predecessor, she lived like a queen and even received divine honors.
Her beauty was trumpeted forth in Syria 
with a statue dedicated to her beauty and at Tarsus,
where a luxurious palace was constructed for her pleasure.
Harpalos showed no respect for Alexander
and certainly did not reciprocate his friendship. Like on the eve of the Battle
of Issus, he probably expected his king to be the underdog in one of
the many fights, battles, skirmishes, and confrontations with the barbarians in
the east. Alexander would evidently
be killed and never return to the court Harpalos
had cut out for himself at Babylon.
It is known that Alexander
sent three different embassies to demand Harpalos’
extradition, but they all returned empty-handed. Thanks to lavish bribes paid by
Harpalos to the Athenian politicians
– led by the ever-sour Demosthenes
- who still resented Alexander’s
successes and the Macedonian power, he was able to escape. Eventually, Harpalos was captured in Crete  and assassinated by his own men, one year before
the king’s own death.
How is it possible that Alexander,
the conqueror of the world, was unable to catch and judge Harpalos wherever he was? Many men were killed for stealing less
than Harpalos’ extravagant
expenditure and the 5,000 talents (equaling 142 tons of silver and 14 tons of
gold) he took with him to Athens 
This is an extremely serious accusation, and it is hard to believe
that a bright mind like Alexander’s
could be capable of such a misjudgment and such a miscalculation. As strange as
it may be, it seems that Alexander
was not truly interested in money but rather in conquering new territories and
expanding his power, since there are other examples of embezzlement that were
left unpunished or which he somehow accepted.
There is the case of Cleomenes,
whom Alexander had appointed in Egypt  to collect taxes and manage his finances,
including the building of Alexandria.
This man had set up a shady trade business selling wheat to Athens Egypt, 
In between Harpalos’ two
appointments as treasurer, there were the cases of Coeranus and Philoxenus,
who got away with exorbitant amounts of money. The final replacement for Harpalos, Antimenes of Rhodes, made a reputation for oppression by imposing outrageous
taxes, setting up a swindle business with slave owners and travelers on the
royal roads. All these financial officers somehow escaped disciplinary actions,
or at least none are being documented besides the cases of Harpalos and Cleomenes.
Maybe it is true that Alexander
was not much interested in money, at least not beyond the strict necessity to
finance his next campaign or war, which would automatically generate a new
inflow of money. He loved to give and he gave in style, not only to his close
friends but also to new allies (e.g. Porus), to his soldiers as a prize for merit
and bravery in combat, and to his veterans sent back to Macedonia, including
travel expenses, bonuses, and stipends for the wives they left behind in Asia. He
entirely financed the huge Susa
wedding, i.e., his own but also that of his one hundred Companions, and he offered
wedding gifts for his 10,000 Macedonians who had taken Asian brides on the
road. When he heard that his army was in deep debt, he paid them some 20,000
talents out of his own pocket (evidently from his treasury), requiring 280 tons
of coins.
Being the richest man in the world with wealth acquired in a short
decade, Alexander could not call on
anyone with enough experience and skills to manage such huge sums. Even
he, although a brilliant general and military leader, had no training in
managing such enormous amounts of gold and silver. Even his shrewd father had
always spent his money before even having it in his hands, but in his case, the consequences
were limited because the amounts were less, and the world in which he moved was
much smaller. 
To Alexander’s credit, it
should be noted that he leaned heavily on the existing Persian administrative
system created by Cyrus
the Great, but its true implementation would have taken more time since
his Macedonian commanders and officers did not (yet) share Alexander’s broad vision of this new world he had created. In the
end, they never did, for within one year their king was dead and they now had to
manage the empire on their own. This, they could not do either, and they fought
each other in fierce competition for the next forty years.


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