I think the primary question I'd have for Willard would be one concerning the pull he feels between cinema and the more personal medium of music. He's made quite a name for himself as a recording artist, however I'd venture to state that cinema, or what a few plebeians simply refer to as "acting," has been exceedingly good to Willard as well... perhaps even better than music: financially speaking, of course. In the past, Willard has described himself as the consummate and quintessential entertainer, however, it would be interesting to ascertain whether he feels a passion for one devotion more so than another, or whether he regards both equally.
I believe that such a question would generate a great deal of discussion and could truly lead to a myriad of other topics. I would be eager to receive a response to such a question and I believe that his response, or answer if you will, would lend his fans a deeper understaning of the type of person he is and how he regards himself in today's "media culture."
Thank you kindly,
Maxwell