He is saying these aren’t static files. It sounds like he uploads them using 
the Django admin, which of course is like an end user on a client uploading 
files to the media directory. 

Since that is the case it sounds like the Dropbox option is the best. 
Documentation was provided earlier. So being that it seems like he read through 
the documentation, my question is where is he stuck in the Dropbox 
implementation?

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