UI is very confusing
Main question regarding skip/overwrite: Isn't there a way to just check if files are "carbon copies" and then skip/rename those who is not? As a user I have no idea what "Skip All" means, but at least it doesn't sound like what I want to do.
As a UI designer, I would argue that there's a surprising amount of flaws and some of it is just standard design principles that really doesn't need user testing (well, that's never really true, but just to make a point).
No designer on the team? Could I help or are you happy as it is?