Like most rappers, Kendrick started out in Compton which he self-describes in his album title as a M.A.A.D City and then slowly moved towards success, as he discusses in this line, having to start out with a Rolex bracelet (which he discusses in the intro of this song) and then moving towards sucess as he’s now pushing gas on a Mercedes, an expensive brand car.
Might flop refers to how GKMC leaked a couple days before it was supposed to release, as a result many people speculated that the album would flop meaning, it would not sell.
I might go pop also refers to the speculation that Kendrick might go “mainstream” because of the announcement that he did tracks with Drake and Lady Gaga
Also a reference to Dr. Dre’s line in Eminem’s song “Forgot About Dre” where he says “All you niggas that said that I turned pop. Or the Firm flop ya’ll are the reason Dre ain’t been getting no sleep.”
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