Need some advice on some cylinder head gaskets

I think your ET goals are more realistic than your hp goals. Regardless, you’re casually asking about pushing your na build about as far as anyone has pushed a factory 360 block even purpose built for boost. 500hp naturally aspirated says your cam will likely be a poor performer in a turbo application; those small(looking) turbines will only worsen the cam mismatch. We need more info:
Cam, ring gap, turbo specifics, intercooler flow, and what computer are you running this all with? I’ve heard the Edelbrock software is lacking in flexibility which would be another hurdle.

If you want to do this right, and only one time, you need to pull the engine and swap pistons, cam, and possibly turbos. If you don’t mind the elevated chance of failure then you can toss some cometic’s on to trial and error this thing to low 10’s just depends on what kind of person you are and how much time you have on your hands.
So let’s say hypothetically, if my piston surpasses the deck by .010, I would need to put a head gasket thickness of .050 to match the .040 quench? And if that were the case, I’d still be closer to 10:5-1 cr than to 10:1 cr