365 or 408?

I don't know how you look at it but for me the horsepower gain per dollar for me wouldn't be worth it with the extra $ by just stroking it without aftermarket/modified stock heads. If i had to hazard a GUESS I would say that depending on you other engine pieces you would probably achieve 50-75 hp on the extra cubes alone. Divide that by what you spent.

Being the cheap *** that I am, I went with nitrous, with an MSD retard, so for about 600 bucks, I have safely added 150 hp and 1 1/2 second off my et.
That comes out to about 4 bucks per horsepower.

You might also have rod/block clearance issues that would have to be resolved. Also, I wouldn't go with a new crank set up without an align bore, nor would I put it together without a really good new harmonic balancer. Your stock bottom should be good for 6000 plus rpm all day long.