Dope on the floor and magic on the mic, Stanley Kirk Burrell still boasts one of the best selling hip-hop albums of all time with Please Hammer, Don’t Hurt ‘Em.

The artist known as MC Hammer took home more than $33 million in 1991 alone, when he was still in his 20s. He splurged immediately, buying a private jet, 21 racehorses, a lavish custom-made mansion and keeping an enormous personal staff of 200 people on his payroll.

While he continued to spend, Hammer’s career never reached the same highs as it did in the early 1990s. He ended up filing for bankruptcy in 1996, when he was reportedly in debt to the tune of roughly $14 million.

Today, he is the co-founder of the website DanceJam and speaks about social media marketing at conferences around the world, including the Intel Capital CEO Summit and the Harvard Business School.

His current net worth is $2 million.