Keep it simple, keep it 440, 10:1, use your Lunati cam, TF240 heads, best out there...(you can do a lot more later if the racing bug gets to you)..that Holley Street Dominator intake with an 800cfm min. carb and you should make 500hp, but mainly because of those heads flow so well at low lift. 3.23>3.55 gears, that 2200 converter and you have a nice strong running street car.

As far as the track goes, fit some sticky tyres on it otherwise you are just wasting your time "literally". In theory 500hp in a 3750lb car has the full potential to go mid 11's. If you count that down .5 sec for tuning, grip at the start etc., 12.0's are on the cards with that set up. Question is...how fast do you want to go and keep it streetable....if its 10's..add some Nitrous.

That 440 will still have enough low down torque to spin the tyres from traffic lights, which is not what you want, but it should be controllable with some practice. A big stroker motor can make things worse, and you could get blown away by the guy with a small block, strokers are fine for all the reasons mentioned herein but its use on the road can be detrimental in certain situations like light to light races if your not super careful with your right foot.
my2c's.