43. De La Soul, De La Soul is Dead (1991)

Art Direction: Joseph Buckingham
Illustrator: Joseph Buckingham
Label: Tommy Boy/Warner Bros.

By the time their second record came around, De La Soul were sick of being mistaken for peace-loving hippies, so they took the only logical action: they killed themselves. This metaphorical suicide was the ultimate in image rebranding. Joseph Buckingham's simple tipped-over flower pot was a kick in the shins to all the cocksnots who mistook the Daisy Age for softness.