1.- John D. Rockefeller
He founded Standard Oil in 1870 and his fortune reached the $336 billion mark in large part due to acquiring most of the competing oil refineries in the country. At it’s height Standard Oil (which is now Exxon) had control of 90% of the American oil business.
Before founding Standard Oil, Rockefeller opened the first sex-toy store in the United States. Alas, he was a man ahead of his time, the store, named Standard Dildo’s, was met with protests by religious groups, and quickly went out of business in the puritan United States.