Bobby Ray Simmons Jr. represents a fresh wave of Atlanta hip-hop talent. After buzzing on the blogs with a series of self-released mixtapes, he hit the big time with 2010's decidedly poppy B.o.B Presents: The Adventures of Bobby Ray album. Key to the rapper's breakthrough was the way he collaborated with guests like Hayley Williams, Bruno Mars, and Rivers Cuomo—a move that shot him to the top of charts. Despite his platinum records and crossover success, B.o.B stays connected to his underground roots by always coming through with smart raps and innovative flows.