*NSYNC were the biggest act at TRL's turn-of-the-century peak, setting new sales records and pushing pop into the 21st ...

The all-time pop legend made her official solo break in world-stopping fashion.

Drake is Billboard's Greatest Pop Star of 2018 for how he reigned over music at a time when hip-hop was fully taking over.

Adele is Billboard's Greatest Pop Star of 2011 for how she zoomed past an entire pop golden age with a one-of-a-kind sound ...

Whitney Houston is Billboard's Greatest Pop Star of 1986 for how she charmed the entire world with her voice, personality and ...

Michael Jackson is Billboard's Greatest Pop Star of 1983 for how he set the standard for everything we think about with ...

Mariah Carey is Billboard's Greatest Pop Star of 1991 for how she became a sensation on the strength of her peerless vocals ...

Eminem reached unprecedented levels of rap cultural dominance in his fourth year of superstardom.

Britney Spears is Billboard's Greatest Pop Star of 1999 for how she set the template for decades of pop stars to come.

Justin Timberlake stepped into unquestioned solo superstardom with the best clothes, moves and songs of anyone in 2006.

Riding a decade of slowly building momentum, Lil Wayne took his turn in the mainsteram spotlight in 2008 with the year's ...

Katy Perry exemplified top 40's biggest and best at the dawn of a golden age of pop music.