I'm not reading the whole thread, so If I'm reapeating something forgive me, but just to give my opinion on the first few posts I read...
Yes, keep the hydroboost since you have it. It is a stronger braking system for 1, and if you ever go with a big cam that lacks vacuum, then no worries, you still have all your brakes.
As far as the Powerglide, nawww, I'd skip it and just have the Th400 that's in the truck built. You sure it's a Th400 and not a Th350? Either way, it's cheap to have a Th400 or Th350 built. I can't imagine it's anywhere over $400 if you do the R&R (Remove and Replace) yourself. You'd probably spend close to that getting your driveshafts remade and balanced to fit the Powerglide, not to mention the adpater.