Customer Download Gallery

Hi ...
I have a vision, but I don't know if it is possible ... I do have the subscription, (and PowerCMS - but somehow I don't think I get to use that!) so if someone could help me figure out the process, I should be able to make it work.

I am a graphic designer and I want to provide a place for people to download their files/proofs. They may have several files they should have access to at once. I am currently just using an online folder/clickable link I give them access to via an email. I would like to better this solution ... I think I see DigitalFilePro in my future as well as SecurityAssist and possibly DataAssist.

From their end, I would like to have them log-in from my site, be taken to their page(es) and be presented with a pleasing array of files which they click and are prompted to save on their desktop (not just the generic file folder listing. I am not trying to add excessive work on my end, so I am not thinking custom thumbnail but maybe something automatically generated from the file?)

From my end, I would like to have an administrative backend where I can upload the file, and designate who gets to see it (so that each clients page is dynamic, not hand coded) I would like to know that the file has been downloaded (the count feature also seems nice)

Does this seem possible without an insane level of work ... I am trying to increase my security for client files, not dramatically increase my day-to-day work, and if possible, make it look pretty from their end (in that order of priority)

Any ideas or workflow suggestions would be greatly appreciated!