Since I'm now genuinely unsure whether Matt thinks the Challenge is hugely flawed and that he is a horrible human being, I'll register to say that I'm definitely entertained. I don't know why he had trouble grasping a couple of the podcasts' purposes in the 1st week, but he's become a much more able host since. He's playing off the cohosts, judges, and contestants well by maintaing forward momentum (Notaro made it difficult, even if she was funny) and I agree that his coaching this episode was his best. IF YOU NEED YOUR STELLAR CAREER VALIDATED BY PSEUDONYMOUS INTERNET POSTS, YOU HAVE THEM, BESSER.
That said, once the last 2 or 3 are left, there really ought to be longer challenges. I caught Totally Laime and The Little Dum Dum Club early in their lifespans and stayed with them because they're great at getting out of lulls without being desperate about it. Once time isn't a constraint, you'll want to make sure people want to hear 30-minute-or-more shows from these people instead of YouTube-sized clips. I'm sure that's been discussed, but just in case...