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Marcus Licinius Crassus (115 - 53 BCE) was probably the richest man in Roman history. Crassus started his career by siding with Sulla in 87 BCE during the Roman civil war, and helped him take control of Italy. Following victory, Crassus now seized the opportunity to vastly increase his personal wealth from the confiscation of the assets of declared enemies of the state, which included property, riches, and a huge number of slaves.

This was just the start for him. In 73 BCE Crassus became a praetor (magistrate) and in the same year began dealing with the slave revolt which was happening in Italy. Over the next two years he managed to crush the revolt, though Gnaeus Pompeius also had a part in this. Though Pompey was the one to get all the recognition for this and got the title "the Great", which made Crassus quite mad (it is said that in response to Pompey's popular title of Great, Crassus would ask dismissively "Why, how big is he?", which is pretty based I'd say). Anyways, the next year both guys became consuls, which allowed Crassus to become even richer.

Crassus then became a censor in 65 BCE, but even after that he continued to pull strings and influence Roman politics. He also made extra income from all the land he owned, and from debt payments from other influential figures, such as Julius Caesar himself. By 60 BCE it is said that Crassus had accumulated the vast sum of 7,100 talents (~355 tons of gold, that is - that would be over 20 billion dollars in today's money if we went by today's gold prices), had extensive real estate interests, owned silver mines, possessed a huge number of slaves, and, of course, was able to fund his own army. Also, in 60 BCE he became a member of the First Triumvirate, together with the aforementioned Pompey and Caesar, which basically made him one of the three rulers of the Roman Republic. This arrangement lasted until 53 BCE, when Crassus, hoping to become even wealthier and more prominent, invaded Parthia (Persia). Long story short, he was defeated at the Battle of Carrhae and killed, along with most of his forces. There is also a legend where Crassus was captured alive and killed by having molten gold poured down his throat, symbolic of his unquenchable thirst for wealth.