Sounds like an interesting project.
Well I'm getting my truck appraised for a trade in tomorrow. The truck I'm looking to upgrade to is a '13 FX4 supercrew 145'', oxford white, Ecoboost, equipment group 402a, 20'' wheels, max tow package, Nav, and tailgate step. Sticker price is $58xxx, and the stealer gave me a price of $43xxx over the phone. If my truck does get appraised at a reasonable amount and I go for the trade I will try to talk them down another $1k-$2k, and/or some free accessories.
My concerns are the Ecoboost engine as I'm a V8 guy, and the 20'' wheels as I don't know if they will pack in more mud and snow than the 18'' wheels I have on my current truck. I'm also worried that with my current truck being just over a year old I will take a major hit on the value as your biggest depreciation happens in the first year.