3. Michael Jackson

It appears that, even when you are the King of Pop and have billions of dollars circling around your famous name, organizing your life can be quite the thriller.

Even before his death in 2009, Michael was recognized as the most successful entertainer of all time by the “Guinness Book of World Records.”

But in 2007, Jackson filed for bankruptcy after not being able to pay back a $25 million loan on his home called “Neverland Ranch.”

He purchased Neverland in 1988 for staggering $17 million. It had a zoo, an amusement park, a movie theater, a railroad line, helicopter pads, and its own fire department and it allegedly cost more than $10 million dollars a year to maintain.

Jackson was well-known for his shopping sprees as well, including a $6 million trip recorded for the documentary “Living With Michael Jackson.”

Yes, we all know he’s Michael Jackson, the King of Pop, who signed a $1 billion recording contract in 1991 and sold more than 750 million records, but the thing is that he had just 0.05% of his net worth in accessible cash, which left him no option but to file for bankruptcy.