Meteoric rise followed by a massive crash back down to Earth, at one time Vanilla Ice was the most successful rapper around, but it all fell apart in a few years time. While he still does play music (though it’s not the clean cut radio friendly rap you remember!), he’s taken up other gigs to keep his fortune intact. Using money he made from his runaway success as rapper, he bought an assortment of properties. A home next to Michael J. Fox in Los Angeles, a mountain cabin in Utah, and a palace in Miami. After a few years while he was still busy doing music, he noticed the houses he owned were gathering dust and sold them – making a huge profit off the sale. That inspired him to launch a real estate website to help teach aspiring investors how to flip houses to make a nice healthy profit.