Career crook,

from Jay Z – So Ghetto Lyrics on Rap Genius

Meaning

Jay has spent a huge part of his life partaking in illegal activities, such as selling drugs, shooting people, etc. He made a career out of being a crook, also known as a criminal

Another meaning could also be that Jay “steals” other rappers' careers by being so much better than everyone else, thereby directing the cash flow to his own bank account.

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