Frank Sinatra (for not only having talent on the mic, for adding a mature kinda cla** to it too, RAT PACK nigga, cant fcuk with that. and ofcos coined the phrase, "if i make it in newyork i can make it anywhere" you thought it was Kweli's didntya? NO)
John Lennon (for the music and for obvious reasons, proving that music can be a powerful tool in the right hands)
Bruce Springsteen (streets of Philadelphia, cant fcuk with that song right there...)
Paul Simon (the grace land tour with Lady Smith Black Mambazo, the old Earth had that on VHS tape back in the day, cla**ic)
Phil Collins (co-sign, who else has been sampled like duke in the HipHop game?)