Miles Davis

Occupation: Musician

Making records go platinum, before wearing platinum was cool is no small feat, and being inducted into the Rock and Roll Hall of Fame (for being a key figure in the history of jazz), would be all of reason to talk about Miles Davis, but his style was impeccable as well. Synonymous with "the birth of cool," Davis often wore suits to perform, and when he wasn't suited and booted, he was usually rocking a crisp button-down.