So you take a picture of each sketch, and upload them to Dropbox, perhaps automatically with that "upload photos from my phone to Dropbox by default" feature.

So you take a picture of each sketch, and upload them to Dropbox, perhaps automatically with that "upload photos from my phone to Dropbox by default" feature. It seems to me that one of things this app might enforce is the idea that your work isn't really done until you've documented it and/or shared it. Pushing for measurement of using tools like Dropbox, Gmail, Basecamp, Google Drive, etc. might enforce this ethos. Yes, it's definitely not perfect: it's not tracking that time when you lean over and ask the designer next to you for feedback, and so on. But it seems worth an experimental try. I know many very productive people who seem less productive than they are, because they hate going to some project management tool and documenting what they accomplished. If we could semi-automate documentation of work being done, such as by hooking in to Github, that might make their progress more visible with little to no effort.