The Artist: Nelly
The EP: 6 Derrty Hits (Universal, 2008)
The Shortcoming: What do you do when it's been nearly five years and you can't buy a hit (literally, buy a hit—what up, Polow and Fergie?!)? You release an EP full of your biggest hits for the next generation of rap fans to enjoy. Good songs, Nelly, but a Derrty move nonetheless.