Michael Jackson is no surprise. I think he blew like $50Million a year on crap. He went to some antique store and bought a bunch of crap he never used. Pointed at a few things and bought alot of stuff he didn't need or ever use. You would think how its possible to end up with $500M in debt? Well he was very popular. He made tons of money. So lenders were willing to give him money. Most likely none of them would forsee that he would pass away and not be able to generate income anymore.