Scott Adams - http://dilbert.com/blog/
Scott is brilliant, funny, and has posted extremely original and creative ideas on his blog. But he has revealed a surprising cluelessness about matters of science and philosophy considering the amount of time he spends thinking about them. The Bloggingheads conversation can include religion, evolution, and affirmations.
Does he still have a problem talking?
Bloggingheads.tv can't exactly call up, say, the President of France and get him to do a diavlog, but they have some street cred with mid-rank celebrities and academics. With that in mind, how would you fill in this blank?
"I would really love to see a diavlog between Yudkowsky and ____________."