Engine Build Ideas...PLEASE HELP.

Well if a stroker is kit is around $1100-$1300 And rebuilt heads $550 then reuse your headers and aluminum intake, unless it's a performer, then what engine will give the most cubes with the next overbore?
Maybe the 340 @4.04 +.020=4.06=414ci + .030=4.07=416ci +.040=418ci
If no stroker then you could put 10.2-10.5 comp pistons a cam w/280*dur around .510 lift 110-112cl 58*-62* of overlap[just a guide line] high rise dual or single if u have the gear or 4spd with 830 annular dp holley if your not in the pedal that much then annular 750 dp holley, windage tray & valley baffle block the heat crossover [don't drive it unless fully warmed up]

Last but MOST IMPORTANT get or do some porting on the heads, 230+cfm would be of great help to this combo along w/1.6 rockers fatten flow crv.

I'll play human dyno...435-460 depending on [tune] and dialing out the variables [carb size, intake design, header primary & pipe diameter ect.
Do this to any of your sb's and they will scream.