With Jake

from Jay-Z – 99 Problems Lyrics on Rap Genius

Meaning

The police

It’s funny that Jay says that he said “Jack” but it clearly sounds like he says “Jake.” Here, check out his own explanation from his book: “Jack is one of a million words for the boys in blue, but it’s particularly dismissive and used mostly in New York, so it works as a way of establishing the character of the narrator. He’s a slick New York Kid.”-Jay-Z (Decoded, Page 61)

It is also rumored that Jake is a reference to Jake and the Fatman, where a character named Jake was a police detective.

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