M.C. Hammer
MC Hammer is the prime example usually used in Hip-Hop for rappers who have lost it all, after heading to bankruptcy court in 1996 $13.7 million in debt.
Hammer let his quick rise to fame encourage a new and lavish lifestyle like a $30 million mansion and a $500,000-a-month payroll.
However, Hammer is back with a label and thanks to his reality show, Hammer is trying to work his way back to the top again.