They could probably just name all the challenges "Is It Funny?" because that's what each one boils down to. Though, to be honest, that's what it should come down to. I kind of feel that the some of the judges don't listen to many podcasts, because as a consumer of many podcasts myself, I think what I like listening and what I've heard before may differ from what the judges are critiqing.
For example, "Totally or Lame" was liked by the guys, but it didn't do it for me. Maybe since I listen to podcasts while at work while performing other tasks I have a different perspective. It just seemed too repetitive and sounded like it was more fun for the people playing than for the listener. But that's just my opinion.
@Matt Besser I think the fact that these episodes are already "in the can" means you can't take any of the suggestions offered here (not that you should anyway), and that hurts the show a little. Unfortunately, it also means you'll probably get the same critiques over and over since people may think you're not listening to them (again, not that you should).