Yes, it's important to find a machinist who you feel comfortable with. The right one will know all about what can be done, it will then be up to you to work with them to do what's best. Spend time finding the machinist, and speaking with them about the goals.
You need to start with a crank which matches the balance of the dampener and flexplate. A zero balance forged crank would be nice to have, if a balancer was available. That's why the 50oz. stock piece is a problem, it's extremely difficult to balance most aftermarket cranks to match that(if they are zero or 28oz).
The stock block when built right is good enough for most milder boost use, you will hear numbers like 400-500hp.
See what you can find for pistons, you may have to settle for stock dimension $250 stuff. If you could find aftermarket parts, you can specify a compression ratio. The stock ratio is good for any boost. If it's pushed up in the 9.5 range then you gain more power across all rpm's, but that basically requires a custom cam.
If your budget is rather tight, then you should stay somewhat close to the stock compression. That lets you use the stock cam or many milder selected cams, with minor tuning needs. If you want to go up a level, the cost jumps fast for the rods/pistons, custom cam, and tuning. You end up having to have things that aren't mandatory for a stockish 302.
It does all come down to a budget, that will decide what is not possible yet.