21. Gregor MacGregor
Year: 1821
Approx. Amount: $5 Billion* (2021)
Company / Person Involved: Gregor MacGregor
200 years ago, the “old world” wasn’t wasting any time in colonizing the “new world”, and Gregor MacGregor found a way to take advantage of the people that were hoping to get in on the game. In 1821, MacGregor tricked hundreds of people into investing in Poyais, a colony that was anything but a utopia on the Honduran Bay, and that he had been made “Cazique” (chief) of the colony by the land’s natives.
None of that was real, of course, and Cazique MacGregor ended up scamming the hopeful colonizers out of $1.75 million (1821). When he was found out, Gregor went into hiding, but after only 3 months, he was captured and stood trial. Somehow, Gregor was acquitted of all charges against him and got away with one of the most elaborate scams in history.