You guys should consider making a downloadable app for your desktop. Basically create a DOPBOX like app where you can place image files and directly upload them to your albums.
I don't know how this would work or the technical hoops you would have to jump through to make this happen but it might be something you should keep on the back burner and think about.
Basically just a desktop app that you can directly drag image files into and they get sent to your album onto Imgur.
You can even have it send back direct links for posting after you have uploaded an image file.
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