a) You have way to many features for the stage your at. It lacks clarity but also, for those features to be useful and worth paying for you'd have to spend tons of time developing them. That time is better spent finding out who your market is and what they want, before making that investment.

b) I've read about many VC-backed companies that tried to do e-learning and failed. (Selling to schools is very difficult)

c) I've recently come across more online classroom supplemental sites (with social features) than I can count and many of them had a narrower feature set and a clear market in mind.

Edit: I just noticed your b2b section (http://corp.supercoolschool.com/index.php) this makes a lot more sense, enterprise 2.0 is a growing industry. I'd narrow your focus as much as possible because b2b sales are tough as it is (but more rewarding then consumer).