4. Tupac What? Biggie Who? Coolio!
Like The Beatles and The Rolling Stones are rock gods, Tupac and Biggie are rap gods. Now, while Coolio certainly has earned his place in Hip-Hop history — to be fair to all involved, his Gangsta’s Paradise album was only the second Hip-Hop song in Grammy history to get nominated for Record of the Year — it leaves a weird taste in the mouth when you realize that the same year that “Gangsta’s Paradise” took home the trophy, “Dear Mama” (by Tupac) and “Big Poppa” (by Biggie) were denied the same award.