360 vs 383

You always need to know what you have. It is not a good idea to rebuild an engine and not bore the block unless you measure the bores and they will clean up with minimum of material removal. It is not like you can run 10:1 compression pistons on pump gas any more. So in either case you will probably be buying pistons anyway. It really is a moot point. What do you have and what do you want it to do? Both will work, I choose a 383.

Sure, but now the point about one having higher compression is mute since both would get whatever compression the builder decided.