B. Kirk Kerkorian went from boxer and Royal Air Force pilot to Las Vegas mega-resort owner. Kerkorian, who learned English on the streets, dropped out of 8th grade to become a boxer. His family was a casualty of the Great Depression, and Kerkorian went about finding skills to help bring income home. He became a daredevil pilot for the Royal Air Force during World War II, delivering supplies over the Atlantic on routes that would crash one in four planes. From the money he made running supplies, Kerkorian became a high roller on the craps table and eventually a real estate magnate in Las Vegas: he bought The Flamingo and built The International and MGM Grand, stalwarts of the Vegas scene. His net worth today is at $16 billion dollars.