Yeah, it's definitely ambitious. Getting funders to appreciate the idea is key -- a lot of those other things can be found, at least with a good producer. One quick way to get an actor who gets it is act in the show yourself, like Lena Dunham, or the Echo Chamber team. But of course, finding actors that fit your particular set of characters might take a more exhaustive search.
I've been watching a bunch of interviews on Robert McKee's http://storylogue.com
-- including with writers, producers, and directors. I've learned a lot... there's a whole interview set on pitching a television show. My own ideas are so flexible and up-in-the-air, though, driving everyone in my life crazy. It's like, how to turn walls of text and conversations into money? Textbook publishers do it, and so few people even read their textbooks! So I think the answer is to create an interactive knowledge game of some kind... maybe I should call it Infodump
In any case, establishing a potential audience is a big part of the challenge for something that breaks new ground. In fact, establishing a viable business model is part of the deal if there isn't a pre-existing path, like pitching to a television network. That's one reason I've been looking at the rapidly changing education market, with so many paths to learning so readily available to so many people. And, with the explosion in the number of things being produced, it takes something special to break through to a large audience, especially a large enough audience to bring in the money to pay for a complex production.
Anyway, this is pretty derailed from "what tvtropes pages do you want to edit," but I guess my tvtropes project is creating some that don't yet exist.