I want to spend more refurbishing something mechanically simple than buying new.
Here's the OP's first words, so he does want to work on something, not just drive it. My answer would be, make it reliable. Spend your money on rebuilding something you like. New pickups are $50 to 100 grand now, that leaves you plenty of play money to build what you need.
Yes, I do want something to work on that I can just take to a mechanic if I **** it up while I'm trying to work on it, or if there's
too much to do on it. I think I'll use this to elaborate on my plan in the OP:
1. Get out of school, save up a little, buy an old cheap, but most importantly awesome vehicle that I can weekend camp with and learn to wrench on, but not depend on it as my daily driver. This I can use to improve my skills for future trips for on the spot wrenching that might need to be done.
2. As my financial situation improves, I can start to do more to the vehicle that allows me to take it on longer trips and put more into it and make it truly my own. It would stay in this state for a while.
3. Eventually I'll just buy something nice like a new Taco, Wrangler or ZR2, but that will be a while. And, then I'll have a spare vehicle that I know how to work on for fun trips with perhaps multiple people who don't necessarily have a rig.