The cool factor- who has it?

@sns  ..."Miles Davis was not a cool guy in real life, many, many issues."

You are right. Great example how most questions / issues are so general as to offer lots of options for interpretation... @sns is right... without qualification... his personal life was a disaster. 

+1 @larsman 

In the jazz world, I'd include players who bring (or brought) out the best in others. Miles Davis would be cool by that measure, and so would Art Blakey, Ron Carter, Charles Lloyd, and Tommy Flanagan. I'm sure there are many more....

Ben Webster - Soulville

Mike Ness

Roxy Music

David Bowie

Iggy Pop

John Lydon (who is apparently an ass...but look what he started)

Robert Smith 

Johnny Cash

Dave Groehl

Ian MacKaye

Chuck D.

Jello B.

Jeff Pezzati/Naked Raygun

At this time it would have to be OZZY....