Funny.... I just drove through Gladstone today. It's a suburb about 20 minutes South of Portland. Lots of car dealers... First house I ever bought was there.
Heh, I'm in Hillsboro. We live next to the little people.
On the OP, I bought an old one for several reasons: cost, the rattling engine noise, straight-six torque, red, regular cab, 4WD, auto trans, and mainly the simple nature of it. I can work on it easily and up the power easily, there are fewer things to go wrong, and there's no smog to screw it over.
Plus, hey, Gen 2's are a classic in the pickup world.
I really, really need to tighten up the steering though, which sucks big time. So far, I've spent thousands on front end parts, not yet installed.