The Rapper: Puff Daddy
Nominated For "Best New Artist" At: The 1998 Grammy Awards
Beat Out By: Paula Cole
Why He Should Have Won: Although he's not the best rapper we've ever heard, Puff started to make his mark as a solo artist in '98 and built an empire. Cole had a couple of nice songs. But, Puff was putting together something much, much bigger. Grammy voters should have recognized that.