Never thought of him in this way, right? Although he was a real hustla. Hustler of such quality Gucci Mane is no parallel with him.
the birth of a hustla
Caesar was born rich. (100 BC) No doubt about it. His relatives were very-very influential, I mean like they were close to the imperator back then.
First years of his life we don't have any sources written about it. History didn't deliver this information to us.
We know of Caesar since he is 15. Back then his relatives made him Jupiter priest. It was an influential post. But the imperator of Rome, Sulla got him out. Caesar had to hide from him, but was found by the guards.
first bribery
He was caught and his relatives paid a ransom for his release.
Then he got out of Rome. He came back a couple of years after that, and really started hustling. He had a bad habit. He was spending astronomical sums of money. Like he built an expensive palace near the lake, but did not like it and destroyed it. He was spending astronomical sums of money left and right, like once he had a gladiators fight. 300 pairs of gladiators, with full silver weapons and shield. You can imagine how much it worthed. But he had an interesting feature. He was taking loans to support it all. By the age 30 he had so much debt that it was like 1/3 of the yearly budget of the whole Italy! He made another loan from his friends and started Gallic wars, maybe paying debt was not the last reason for starting a war.
