If you plan to drive older vehicles you do yourself a disservice if you are not learning how to turn wrenches on them yourself. I won't go into the esoteric reasons, me, I am big kid that likes playing with all things mechanical. But, even if you do not do your own work and have to pay a shop to work on your truck that would be the same case with any used vehicle you may choose. In the long run a well maintained 80 is a great vehicle, so long as gas MPG is not a concern, it's a truck.
When ours is actually running (in the midst of a swap/paint/interior/mechanical rebuild) it is a perfect second vehicle. My wife uses it to haul horse feed, dogs to the vet and prefers nothing else in bad weather. I use it as a shop truck and as a general DD along with my pickup. We also use it for wheeling and camping trips.
Most of us do not look at our Cruisers like we look at most other vehicles. Most of us keep them far longer than we keep most vehicles and they are "special".
Now, compare a well maintained 80 to any new vehicle that is similarly capable and see what the bottom lines tell you. Shame you can not factor in cool when you are looking at expense.