For all the jokes that come at his expense from Eminem and a thousand others, there's an achievement that nobody can ever take away from Vanilla Ice. He was the first person ever to hit the top of the charts with a hip-hop song. 'Ice Ice Baby' is probably one of the most sampled songs of all time, but was itself sampled from a Grandmaster Flash track. Sadly, for the man whose real name is Robert Van Winkle, it was his only major hit.
If you're only going to have one hit, you better hope it's one that will continue paying you royalties forever. Ice has no concerns on that front - the money is still rolling in, and helping him in his new trade as a house flipper. He buys run down homes, refurbishes and modernizes them, and then sells them on to new owners. It's a lucrative business if you've got the time and money, and Ice has plenty of both.