Beanie Sigel
Remember the rapper Beanie Sigel? Well, he’s currently locked away for one of the most boring crimes imaginable – tax evasion. A well-known associate of rapping legend Jay-Z, Sigel is serving two years in federal prison. Although earned millions of dollars in a five year span, he only paid a measly $10,000 dollars in taxes.
Vince Young
Football player Vince Young had it all – an enviable pro career and a bank account with millions of dollars. Somehow, he lost most of this through a range of unwise financial decisions, such as spending thousands of dollars a week on cheesecake, T.G.I. Fridays, and shots.
Erin Moran
You may remember Erin Moran from the show “Happy Days,” and even though you might expect this famed actor to be living large, such is not the case. After a lifestyle of partying and irresponsible spending, it has been reported that the star may now be homeless or living in hotels.
Jose Conseco
The Oakland A’s star player, Jose Conseco, was once famous for his athletic accomplishments. Nowadays, it seems like he’s better known for reckless spending, divorces, and steroid scandals. It is estimated that his divorces cost him the most, as both cost millions of dollars in legal payments.
Burt Reynolds
You may remember Burt Reynolds from “Deliverance” and “Smokey and the Bandit.” Today, the star actor has been going through some financial issues. Unfortunately, he’s now selling his million-dollar home in Florida. The assumption is that this is in order to pay off debt.
Randy Quaid
Remember Cousin Eddie from the “National Lampoon’s” movies? This beloved character was played by Randy Quaid, and unfortunately the star is now dealing with financial issues. After being caught squatting after racking up credit card debt, Randy Quaid tried unsuccessfully to move to Canada.
Lauryn Hill
Who can forget Lauryn Hill’s beautiful voice? The lead singer of the “Fugees” didn’t pay any taxes for three consecutive years, which got her into all kinds of legal trouble. She tried her best to pay off the fees, coming up with an impressive $900,000 towards the tax owed, but it wasn’t enough to prevent a three-month sentence.
Evander Holyfield
Evander Holyfield sold his impressive mansion after getting into some financial problems. After earning hundreds of millions of dollars during his career, he failed to reduce his spending after his earnings diminished. Today, the former heavyweight champ is sadly still in debt.
Terrell Owens
Terrell Owens was quite a sensation in the NFL. However, the wide receiver couldn’t quite handle the responsibility of handling his millionaire income. He claims that financial advisors led him astray, and he now owes considerable sums in child support. We hope he can revitalize his career.
Chris Tucker
We all know and love Chris Tucker, but did you know that the actor has had some trouble with tax payments? When the IRS finally caught up with the actor, he owed millions of dollars to the taxman. The good news is that Chris Tucker is experiencing a comeback, as he’s getting back into standup comedy and acting once again.