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Billboard’s Greatest Pop Stars of the 21st Century: No. 16 — Jay-Z

Jay-Z is our No. 16 Greatest Pop Star of the 21st Century for how he expanded hip-hop's ceiling for success and longevity.

Throughout his storied three-decade career, Jay-Z never reached the commercial heights of some of his contemporaries but, much like the 911, he represented the platonic ideal of what a rapper should and could be – including as a crossover star, who was able to have major hits and top 40-level success without ever really changing who he was or sounding like he was actively chasing any of it. Hitting the scene in earnest in 1996 with his debut album Reasonable Doubt, Jay shared underworld tales and street knowledge in a cool unaffected manner that made it seem as if he was letting you in on a secret. It was no wonder the documentary he made about the making of his “last” album – 2004’s Fade to Black, which also captured his “retirement party” concert at New York’s Madison Square Garden, bringing hip-hop to the World’s Most Famous Arena at a time when it rarely got to command such stages — was itself a hit.

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