Bob Dylan defied pop music conventions throughout his 40-year music career.
Bob Dylan . They defied existing pop music conventions and appealed to the burgeoning counterculture . His recording career , spanning more than 50 years , has explored the traditions in American song -- from folk , blues , and country to gospel , rock and roll , and rockabilly to English , Scottish , and Irish folk music , embracing even jazz and the Great American Songbook .