Pastures of plenty
Woody Guthrie Can't imagine that he'd get much further than say a Pete Seeger in terms of a musical career but he's right up there with Hank and the few others that helped form Americana music.

Yes, Hendrix would be amazing. I could imagine him having a career like Miles, changing shit up all the time. I could see him celebrating and then demolishing the Disco era.

Top 3 parties
Party with the ewoks at the end of Return of the Jedi.

Forgot to mention J-Live in the hip hop category. First rapper I have seen scratch records and rap simultaneasly live. And DJ Pam from the Coup can scratch records with her boobs!!

Fishbone is still very good live after getting through their jam band era. There is a new documentary about them.