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Had It & Lost It – Celebrity Riches to Rags  was originally published on

1. Toni Braxton

Toni Braxton

Toni Braxton blames her money woes on bad business deals & medical bills. She filed for bankruptcy in 2010.

2. 50 Cent

50 Cent

This year 50 filed for Chapter 11 bankruptcy and has been quoted saying that his flashy lifestyle is all a show.

3. Flex and Shanice

Flex and Shanice

Apparently, Flex Alexander & Shanice have been experiencing a financial downfall that’s been going on for a minute. Flex wasn’t booking any gigs and Shanice wasn’t making any music so they along with 9 other family members shared a home and expenses and now . . . they have a reality show on OWN.

4. Warren Sapp

Warren Sapp

The former NFL star filed for bankruptcy in April 2012 after having blown the $82 million he’d earned in his career–and fans learned of his lavish spending on such items as a rug made out of lion hide and more than 200 pairs of Air Jordans. In 2012, Sapp owed $6.7 million to his creditors — nearly a million of that to the IRS — and only had $6.45 million on hand.

5. Ludacris


Luda would have us believe he is broke and can’t afford to pay child support for his little girl. He blamed his empty bank account on Paul Walker’s death causing the halt of filming Fast & Furious and apparently causing him to go broke has raised some eyebrows. Really?

6. Dennis Rodman

Dennis Rodman

The former NBA and Celebrity Apprentice player is accused of owing more than $800,000 worth of child support to his third wife, according to TMZ. But court documents said he was unable to pay up because he’s currently broke.

7. Sinbad


The comedian has filed for bankruptcy twice saying that he owed a debt of about $11 million, $8 million of which was money he owed for back taxes. Sinbad, whose real name is David Adkins, insisted to Oprah, “I didn’t live large. I invested in me. I invested in a lot of other people. I would not change it.”

8. Lauryn Hill

Lauryn Hill

The singer has admitted she’d failed to pay taxes on about $1.8 million of earnings between 2005 and 2007.

9. Dionne Warwick

Dionne Warwick

The famed “Say A Little Prayer” singer will need more than that to get out of debt! In March 2013, the legendary hit maker, 72, claimed in a federal court filing for bankruptcy that she owes $10.7 million, most of it for taxes.

10. Chris Tucker

Chris Tucker

Incredibly, the Rush Hour star joked about his massive $11.5 million IRS debt two years ago. “That’s the last time I let Wesley Snipes help me out with my taxes,” Tucker laughed about the star who went to prison for being a tax cheat. But the Silver Linings Playbook actor has recently gotten serious about satisfying the taxman himself, reportedly paying back almost a million on his debt.