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Obama 99 Problems

Obama's '99 Problems' Include Jay-Z

The Huffington Post | Madeline Boardman | Posted 04.28.2013 | Entertainment

After a serious couple of weeks, President Obama took the chance to lighten the mood at Saturday night's White House Correspondents' Dinner. The 44th ...

WATCH: Obama Raps '99 Problems'

The Huffington Post | Kia Makarechi | Posted 09.29.2012 | Entertainment

"99 Problems," Jay-Z's seminal drug-dealer-versus-police-canine anthem, has occupied a bizarre space in American culture. Many a listener has taken th...

WATCH: Obama's Got 99 Problems But Mitt Ain't One

Posted 07.11.2012 | Comedy

Iman Crosson, also known as Alphacat on YouTube, does one of our favorite Barack Obama impersonations, and he's finally back with a spoof on Jay-Z's "...