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If I were doing this I would create a method that looks through your video directory and deletes "expired" files so they no longer live on the server... either that or move them to a private directory that requires login to access the files.
Any ideas on how to make it more difficult for people to actual play the files once they download them?
I have seen sites that have "feeds" that you can save that expire and they used DRM to do it but like I said they were wmp files.