1

Chris Tucker couldn’t get the IRS off his back when they asked for the $11 million he owed them in back taxes. The only way to do so was to sell his two mansions in Florida and one in LA.

2

The IRS reportedly froze Lindsay Lohan's accounts due to $234,000 owed in back taxes.

3

Dennis Rodman was too broke to pay the $800,000 in child support he owed his third wife.

4

In 2013 Lauryn Hill served a 3 month prison sentence for failing to pay taxes on over $1.8 million.

5

It turned out that Nicolas Cage owed $14 million in taxes to the government. He had to sell some of his estates to pay it off (he has over $150 million worth of mansions).

6

In 2013 Lauryn Hill served a 3 month prison sentence for failing to pay taxes on over $1.8 million.

7

8

Gary Coleman earned millions when he was young, but then his family and manager ruined him - they've spent most of his 8 million dollar fortune and he had to file for bankruptcy.

9

Michael Jackson's home cost $10 million a year to maintain, and soon made the King of Pop go bankrupt.

10

Mike Tyson earned over 400 million dollars in his career, but spent well over 450. With 50 million in debt, he had to file for bankruptcy.

11

Even though Brendan Frasier is known for his many roles and a huge paycheck, he had to file for bankruptcy, with his manager fees on top of child support payments of over $75k per month.

12

Abraham Lincoln actually filed for bankruptcy twice.

13

Wesley Snipes racked up an IRS bill of over $12 million in six years and spent three years in prison for it.

14

Evander Holyfield had to sell his mansion to cover his debt of $14 million he owed to the JP Morgan Chase financial firm, the $200k to the IRS and the $500k in back child support.

15

Around $1.1 million renovation of her home and countless dollars owed in back taxes made Pamela Anderson file for bankruptcy.

16

After investing huge sums on the Paige typesetting machine, Mark Twain managed to transfer all of his copyrights to his wife before declaring personal bankruptcy.

17

Following a lawsuit filed by former songwriting partner, Jim Steinman, in the mid 1980s, the artist was forced to declare bankruptcy.

18

Stephen Baldwin's fortune didn't last long and he had to file for bankruptcy as well.

19

Toni Braxton first filed for bankruptcy in 2010 when she owed over $50 million to creditors, and for the second time in 2013. Six months later she purchased a $3 million home in a prestigious Calabasas, California neighborhood.

20

After her divorce, the popular Cersei from Game of Thrones, Lena Headey had to sell her house to pay off her debts. She doesn't need to worry about financial problems anymore, but there was a point where she only had $5 on her bank account, or so she claims.