2WD will kill the resale value. I much prefer 2WD trucks as I like the lower height, easier maintenance and better handling they provide. However I learned my lesson and don't buy them anymore so that I can sell my trucks when I'm done with them to the unskilled drivers that we are stuck with these days.
I also agree that maybe the old trucks hold their value but who are you going to sell them too? People live payment to payment these days. My plan is to run my 05 into the ground for that reason (wish I'd bought a six speed 2WD though as I've already owned this one ten years). So my advice is contradictory but I ended up keeping mine past the point where I can sell it, that's the way I see it.
My son just paid cash $16k for his 01 but it's not normal to find a customer like that.

Sheldon