288. H. Wayne Huizenga
$2.8 billion ( self-made score: source: investments age: 79 residence: fort lauderdale, fla. dropout, calvin college At age 25, Huizenga got his start with a garbage truck and a $5,000 loan that he later turned into giant firm Waste Management. He took it public in 1971, and since then he has made it big in other industries, most notably buying and expanding Blockbuster Video, which he sold to Viacom for $8.4 billion in 1994. A college dropout, Huizenga has donated to Nova Southeastern University in Florida, whose business school bears his name.