Re use as many stock parts as you can like fasteners, accessories (water pump, oil pan,ect..)Crank and rods too!
Log onto Summit or Jegs and grab a stock rebuild kit based on your finished bore size, add a small RV type grind from one of the cam makers(with a lower operating range for torque), a fresh set of Vortech heads is a good idea look for a set off a 98-99 truck, add a Performer intake ansd a 600 vac secondary carb, headers and you are there. Cheap, reliable, decent MPG (considering it's a carbed V8).
I think your machine shop bill will be the single biggest expense.
You should be able to get 300-350 to the wheels no problem. It's the torque you want in a truck since you will be towing.
Let us know what you end up with.