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.

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

Taylor Swift is Billboard's Greatest Pop Star of 2015 for how the former country hitmaker fulfilled her globe-conquering pop ...

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

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

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

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