Both really...nice enough for the wife, and rugged enough to roll around the woods (in FL) and bring me back...be comfortable "enough" not look bad if I do roll to the beach or BBQ in it....
Well this sounds like a good start. If you do purchase it spend some time in the truck before you decide to to put any work into it. If it checks out and you agree on a price (thinking $6000 cash) drive it for awhile until some of the "issues" you list below begin to bother you.
If you do upgrade here's an idea of what you can do and what it'll cost ya (assuming you do the work yourself).
4 wheel drum brakes...no power assist.
Not a HUGE deal breaker - you can upgrade to a front disk conversion and hydroboost but itll cost you about $500-1000 using some new and some old parts.
Buckshot mudder tires...?
Tires are easy to come by here - you can often find a nice set of MTs or ATs for less than $700 for a set of 4 with rims. And you can probably sell the buckshots for a couple hundred to offset the cost.
No wipers, lexan windshield
New windshields are ~$120 from a glass shop, plus maybe $40 for the seal. Finding a nice set of electric wipers will run you around $100-200 if you Need this - I dont drive in the rain so my wipers rarely get used.
Suspension may be peiced together lift kit...rear shocks are questionable...may be over sprung for fiberglass body....
Nothing wrong with a pieced together lift. Shocks are relatievely inexpensive and folks here are always selling lightly used springs and leafs.
Underside not as pretty as surface...
Get a couple of cans of 3M undercoating or rattle can it if this bothers you.
No top but bikini top...
A full top can be had for anywhere from free to a few hundred bucks and you could get a set of soft doors for those inserts if you really wanted to close up the truck. Soft doors will run you anywhere from $200-$400.
So all in all - I'd offer $6,000 and figure there will be another $1000 in general mantainance items and then another $1500-2500 if you wanted to address the list above.
I think its a GREAT deal and a very nice platform to build what you want.