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2. Jermaine Dupri f/ Jay-Z "Money Ain't a Thang" (1998)

Album: Life in 1472
Producer: Jermaine Dupri

The video opens with Jay and Jermaine by a pool listening to Maxwell before kicking into the track, which liberally sampled funk musician Steve Arrington's "Weak at the Knees." The song was Grammy-nominated, and peaked at No. 52 on the Billboard Hot 100. It was the second single from Jermaine Dupri's album Life in 1472, as well as appearing as a bonus track on Jay's Vol. 2 ... Hard Knock Life.

Jay's line "said she loved my necklace, started relaxing/now that's what the fuck I call a chain reaction," of course, would go on to be referenced by Remy Ma in "Lean Back." Although it didn't chart that high, it became one of the defining singles of Jay's most commercially successful era, when he most artfully balanced song craft and ruthless insouciance.

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