We actually did something exactly like this about 2 years ago and it was inveiled at NATPE. I mean exactly.
We create video oriented content managment systems based on Drupal like you've described you need here.
Please see the recent video site development we've done here.
http://www.binserver.net-a.googlepages.com/samples
Note that the video is toward the bottom.
This job is right up our alley and some quick background might help you understand why. First and foremost we have a long history with online video content management systems.
For an idea the quality of our work -- please see this link.
http://binserver.net/image/view/1219/_original
Please look at this walk thru of the drag and drop functionality of the academicroom interface linked in the samples document linked at the top.
We additionally created an IPhone interface called the iDecider http://docs.google.com/Presentation?id=ddsqgt9h_8fr3njhm5
You can see this working here http://idecider.net login - demodude password - demodude [use your iphone]
A few other recent samples
http://www.bluehouseskis.com
http://stylishstuff.net/seed/
The Knight Foundation (www.knightfoundation.org) hired us to create their contest site in Drupal. http://newschallenge.org/ . They've already given us high marks on Guru (account name = binserver). They'll give us excellent recommendations.
I'll elaborate on the PMB
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