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Lil Wayne

Initially known best as the youngest Hot Boy, Lil' Wayne grew up quickly and enjoyed a steady stream of hits in the process. The New Orleans rapper began his long stint with Cash Money as part of the Hot Boys, a popular late-'90s supergroup also comprised of Juvenile, Turk, and B.G. that set the stage for respective solo careers. Juvenile and B.G. made their solo debuts first in 1999 and racked up a pair of simultaneous big hits, "Back That Azz Up" and "Bling Bling," respectively. Lil' Wayne made his solo debut later that year and similarly came out of the gate with a huge hit, the title track of his album, Tha Block Is Hot (1999). Following this wave of astounding success in 1999, the Cash Money frenzy simmered a little bit thereafter. During the two years between Lil' Wayne's second album, Lights Out (2000), and his third, 500 Degreez (2002), Cash Money consequently purged itself of {|Hot Boys|}, dropping Juvenile, B.G., and Turk while retaining only Lil' Wayne. The label's loyalty paid off, as 500 Degreez sold massively, driven by the single "Way of Life." Jason Birchmeier

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