editing Editing technique?

Hey everyone. My group is looking to create an acapella video that has the similar video direction style as this video:
http://www.youtube.com/watch?v=a2RA0vsZXf8

I feel like I know how I could edit the boxes like that in After Effects but I wanted to see what others thought. Please let me know your opinions on how this could be done. Programs I use are Sony Vegas and After Effects.

Thanks.
 
exactly... multiple layers... which is similar to pic in pic in other programs... but some programs cant do more than just a few channels or layers... so make sure you can do more than 3 or 4 layers to get that effect...
 
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