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Weezy was doing just fine as a Cash Money rap artist, but once he broke off from Birdman (also on this list!) and started his own label Young Money, things really took off.
As a former member of the Hot Boys, he became the hottest act on Cash Money once Juvenile left the label. He also had a stint as the go-to guy for guest appearances, netting him tons of royalties.
He’s the first male to surpass Elvis Presley with the most Billboard Hot 100 songs, coming in at 109 total thus far. He’s earned his spot as one of the best-selling artists of all time and will continue to climb as he keeps launching super stars like Drake and Nicki Minaj.
Lil Wayne NET WORTH: $153 MILLION
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