I welcome back the Webisodes. These events can show off more of the new features in ways that they were meant to be explained or ascertained. Many times knowing a
why a new feature is useful helps give credence to its usefulness and background. I'll add that, it may be fun to know if a new feature were influenced by the forum. Even problems corrected by feedback from the forum or support calls might help encourage users to offer up that feedback more accurately and frequently.
As far as production, in my opinion, I feel it would be dramatic to build the characters as Myth-Buster types. They are both known experts in the field, and can either meet a challenge or prove it's not practical (but there's a better way), this would be an incredible opportunity to challenge the presenters and let them determine the best way to accomplish a complex task. Just for fun!