A guy I know has offered me first dibs on an early 90's regular bed pickup 4X4 with the 22RE. It has a couple dings on the tailgate, tailgate mechanism needs fixing, but very little-if any- rust. 175K and apparently needs new headgasket. He keeps feeding it coolant rather than fixing it. It hasn't been offroaded and seems fairly tight. So, is the headgasket a pita and what would be a fair price? Thanks.
If money was no object, they are the best truck, just get it.
HG bad? dont fret what you would be buying is a drive train with 175k on it

that would be worth allot to me.
Do the HG right and you wont have to worry about what will fail next, ie, do tear it down, do NOT worry about the "pita" aspect it will reward what you put into it, PERIOD. Don't cut corners.
I get my heads redone for $100, you can view the cylinder walls at that time and make your decision on weather or not the block needs attention. Low miles + still running, to me would = less likely
I'd get it, hard to answer you question exactly though...
The way I determine worth is this:
Body condition? Worth x
Drive train? Worth x
wheels/ tires? worth x
if you assume the vehicles worth as a whole you could possibly not wind up with it.
This is based however on keeping it not as a flip.
Get the truck. I miss mine so bad

20mpg and THE MOST dependable 4cyl motor ever put into a superior build quality 4WD.
What are your wrench skills?