Ira,
I think you're being really hard on yourself. If you know your left from your right, and can read, you CAN do this. Even if you don't have a friend or woman to help you bleed the brakes, no problem. Speed bleeders are cheap, and make it a 1 man job.
Loaded calipers can be had at Rock Auto for under $40, and that's if you need calipers. Sounds like all you need is pads, which are under $12. In the rear, shoes cost $8, and wheel cylinders if you need them (only if they are leaking) are just $6. Rotors are under $10 each (cheaper than turning the ones you have), and drums are $37, but those could be turned at a NAPA for $10 each (again, if it it needs them because of scoring).
If I do the math, to do a true COMPLETE brake job, it would cost only $194 for parts, plus shipping (which is less than tax at a parts store) and some fluid and stuff, for under $250, you'd have new calipers, rotors, pads, wheel cylinders, shoes and drums. At a shop, that could set you back $1000 easy. And you'd have completely new brakes and the peace of mind that you are safe, and that you didn't get screwed by the shop.
Again, it NOT that hard at all. Hell, if you made the trip to my place (don't know where you are), I'd let you use my shop and I would help you do it. In total, it would take about 2-2.5 hours tops. Its a very empowering feeling that YOU fixed the truck.

And with that extra $750, you could buy some nice bits for the Kicker.
