Has a Stack Overflow YouTube channel or a stackoverflow.tv site ever been contemplated, in doing so taking advantage of a medium where the Stack Overflow experience could be expanded and extended beyond reading material and the (nonetheless proven) Q&A format?
Beyond the (undoubtedly enormous) challenges, there are also enormous potential rewards.
I'm convinced this has, at least at some point, been on the table and would be interested to hear what made it an unsuitable medium to further explore.
To clarify the question, I can easily imagine that:
A long time ago, a team called CHAOS existed to try lots of wacky new ideas with the goal of promoting and expanding the Stack Exchange network.
As part of that project, the StackHQ YouTube channel was created. (Yes, that is an "official" SE property.) For a while, we ran a web series called "The Question in Conference Room B", whose purpose was to highlight interesting questions and answers from around the network (not just Stack Overflow) and entertain people at the same time.
We stopped doing that for two reasons:
So to answer your question, yes, it has been considered, but we're not pursuing it right now. As mentioned in the comments, though, we do have a podcast - and who knows, maybe someday we'll have a television studio in our office.
For about a year now, Stack Overflow the company appears to have its own official YouTube channel, with video uploads of average once about 2 months. (6 in a year.)
While not "Channel9 style", it's surely better than nothing as it used to be. :)