I think using the Trick Flow Intake on both set ups would accomplish some of that.
If adding compression and dry sump added 10 hp to the 240/ Wilson/ dominator configuration and we could see what the difference is with the trick flow Intake and 4150 Carb is- perhaps a pretty good baseline for seeing the difference the 270 heads make.

I really think the trick flow intake / 4150 Carb comparison is important and from there the
Other available intake/ carb combos .

Will a 337 intake make a good port match to the 270 heads .
Wondering what a 950 or 1000 cfm 4150 looks like on the 270 heads ?