Supercharged or Stroked 360

Honestly, I think you'd probably have more torque than you can use at an autocross with a stroker.

You can look up my "MRL 340 WOW" thread about how great a stock stroke engine can turn out.

For you, I'd get the pistons at zero deck which should be about 10:1 on a 360, a set of edelbrocks (no porting needed, but I would add the beehive springs), hydraulic roller (mine is 227/231 .530/.530 on 110 LSA). I had the air gap (I just switched to fuel injection, so if you need one [It's painted blue], let me know (I also have the carter fuel pump, fuel pressure regulator, braided line, filter, and a 750 annular double pumper). If you run lighter rods like the scat i beams or K1 H-beams it will rev up quicker too. That will be enough to make 380-400 rwhp pretty easy with no supercharger.

I would save the remaining money and eventually go to sequential EFI. I've probably driven mine 100 miles or so and it's already running better than it did with the carb. I have a topic running for my MS3 install in the Fuel and Air Systems forum. You'll really appreciate that for autocross and also for the street cruising.