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

Resumé: The biggest boy band — or pop group of any kind — at the turn of the ‘90s, using the formula manager Maurice Starr ...

Madonna is Billboard's Greatest Pop Star of 1989 for how she evolved as a pop artist while remaining controversial and ...

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.

Nirvana is Billboard's Greatest Pop Star of 1992 for how the band moved pop's center towards grunge and alternative rock in ...

Janet Jackson is Billboard's Greatest Pop Star of 1993 for how the she evolved and matured her sound and image to fit 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.

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

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

By Stephen Thomas Erlewine Contributing Writer (In 2018, the Billboard staff released a list project of its choices for the ...