[DanTheMan827]

So any very clever Apple people know how to entirely script the resigning process? So I can just fire up my VM once a week, plug in my ipad and go?

There are most likely some private APIs somewhere in the system but at that point if a program made use of those Apple may not take too kindly to that developer...

And if there was a easier way Apple could very well decide to add even more limitations on the free account...