MARK CUBAN | $4.4 BILLION

Best known for his appearance as an investor on ABC’s Shark Tank, Mark Cuban is one of America’s America’s wealthiest and most controversial entrepreneurs. He has come a long way from his humble beginnings in the country’s midwest. Cuban, like many successful business people in business, got the entrepreneurial bug at a very young age. At the age of 12, he started selling packs of garbage bags to families in his neighborhood.

He purchased each pack for $3 and sold it for $6 apiece, thereby doubling his money every time anyone bought it from him. His entrepreneurial path continued throughout his college years. In order to pay for his schooling, Cuba began offering $25 an hour of dance lessons on campus. Then he and his friends began renting space from a bar near the college to organize disco parties. In the end, they ended up buying the bar from the owner. Cuba graduated in 1981 with a degree in Business Administration, so it’s no surprise that he became the entrepreneurial mogul that he is now!