This Greatest Pop Stars Sidebar looks at the greatest pop stars who were never quite great enough to be our No. 1 for a full ...

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

Janet Jackson is Billboard's Greatest Pop Star of 1990 for how she raised the standards for high-concept, socially conscious ...

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.

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

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 ...

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

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

In this sidebar to our Greatest Pop Stars by Year article series, we look at the 10 greatest years in the history of modern ...