I would say that if you are contemplating doing the headgasket yourself, then you should just go and do it. If you look at it, it's not that bad really, just yank the intake man, exhaust man (ok the studs can be trouble), timing belt, a few other things, and the head comes off. I have done 2 headgaskets, and both were on turbo cars. You've got it easy, because you won't have to fool with oil feed lines and such.
You need to have the head checked for warpage if you are doing this job. It is a waste of time if you don't. A full head job which would mean valve job, valve lash, and head resurfacing would run around $300 probably. If you just want a resurfacing, it's pretty cheap.
So all you really need is a headgasket set, which should be around $100. I got mine on Ebay for $50. Look for that guy, newandusedvolvoparts.com maybe he's selling some more. You will also want new exhaust manifold nuts and maybe you will need some new studs. Also nice to have is new head bolts which are kinda expensive, but a good idea.
So to sum up, you can do headgasket yourself, and it could be a couple hunnerd bucks. As for how long, it took me about 16 hours total the first time, about 14 the second time. Figure about a weekend. But like I said, non turbo will be easier.
About your brakes, what exactly do you mean by all the way around? Rotors are not expensive, and are easy to R&R. Same with calipers and pads. You can definitely tackle this yourself. I don't ever like to use junkyard brake parts myself.
Good luck!
Greg
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