19. Black Caesar (1973)
Director: Larry Cohen
Stars: Fred Williamson, Gloria Hendry, Art Lund
No, it's not a documentary about Drake's hair. Growing up as a young thug on the streets of Harlem, Tommy Gibbs aspires to be a kingpin. Racism, conniving partners, and the law stand in his way but nothing can stop Gibbs' rise to the top of the city's underworld—all to the tune of some funky James Brown classics.