Beanie Sigel

Beanie Sigel failed to pay any taxes from 1999 to 2005 and this led to him owing the IRS more than $728,000 in taxes never paid. The rapper claims that he lived a modest lifestyle but his friends kept hitting him up for money and that is why he went broke. As a result of giving his friends money rather than paying his taxes he has served a prison sentence of two years.

Trick Daddy

Trick Daddy is a southern rapper who failed to pay his taxes for years starting in 2002. As a result he owes almost $157,000 in back taxes. In 2010 his home in Miami went into foreclosure as he could not keep up with the payments.