The Rapper: Nas
The Record Label: Def Jam Records
WTF? Nas signing to Def Jam wasn't the big WTF? moment. Instead, it was Nas signing to Def Jam—shortly after his archnemesis at the time Jay-Z had agreed to take over as President at Def Jam. Nas sold it to us as a situation where both rappers were deading their beef for the good of hip-hop. But then, he released his first album on Def Jam called Hip-Hop Is Dead and confused us all over again. Oh, Nas. You and your contradictions!