Maximum Performance N/A 383 build. Input wanted from engine gurus.

IMO, nothing you are doing is going to produce the reliability and power you seem to be shooting for.
Stock rods, heavy TRW pistons, iron heads, 8.75 rear in a 4000 pound car, to me none of that stuff makes any sense at all.
At least not to be remotely considered a max effort type build.
To me this has the looks of something you are gonna end up driving over at the track
It's max effort with what he has