Don Cheadle was a natural for portraying the revolutionary trumpeter in the film Miles Ahead (which he also wrote, directed, and produced). In addition to his gifts as an actor and director, the role makes the most of Cheadle's vast knowledge of the jazz legend and his contemporaries. "I could make 100 of these playlists with myriad artists, every day for the next five years, and still not be done,” he says of this collection. "So I hope you dig my 'right now' selections." Dive into some of Davis'—and his friends'—most beloved gems right here.