Questions for Tucker Max

This Friday, a writer from the Chicago Tribune is scheduled to go out with Tucker Max for an article.  Before then, I would like to provide this writer with some helpful insight and zingy questions to ask Tucker.  Specifically, I think it would make an interesting article to get to the bottom of his "Its a joke " theory.

What questions would you like to ask Tucker Max?  Help me brainstorm and I"ll pass them along!