I decided that before I could use the app, I needed to have a backup system in place.
The two windows on the bottom are two generated backup sets with the maximum size set to 50mb per set. The neat thing about this is that the backup system is all written in Ruby. It's signifigantly fewer lines of code this way.
Right now, the only thing I need to do is provide a slightly better UI to let you specify the size and location of a backup set.
Then, I will back up my entire photo collection with the tool and then start using it as my primary tool, development-warts and all.