This is shocking.
SNL had The Chris Farley Show where the interviewer asked long questions of no import to a big guest... and SNL had What Up With That? where a host never got around to asking a question (to Lindsey Buckingham, at least)... and SNL had Nicholas Fehn, a comedian who would branch off the main point infinitely until there was no point... But I suspect there is still room for a new character that asks rambling questions that keep branching off to the point where the interviewee doesn't get to answer. I'd be open to it. And/Or they have a famous artist on and just ask them about other artists who they may not know anything about.
