Max,
I'm definitely not an expert when it comes to this, but a stroker motor is almost always NOT "good" with forced induction. As for the cam, it's been a while since I read Corky Bell's book but I do recall that a "big cam" with alot of overlap is pretty much the opposite of what a supercharger needs. A supercharger is ramming the fuel and air into the engine, and the higher cylinder pressure is forcing it out, so you don't need as "big" of a cam to try and get every last drop of restriction out, you can let the supercharger push it in.
As for "why build a stroker and make less"... between you and me (and everyone else reading this thread), what I heard was that Mash sent his car to Apex to get the lethal, and at the last minute told them he was getting it supercharged too. I heard he wasn't aware that a stroker motor + SC are sort of opposites in many ways, and had figured that a big engine + a big SC would be a big big result, but Heffner clued him in at the last minute and Apex 'adjusted' the package to be SC-compatible. Maybe I am wrong about that - just what I heard. You make a good point though - there really ISN'T any reason to stroke the motor and then supercharge it, IMO. That is why this 550cid motor doesn't make the torque you may expect. On the other hand, that big motor is why he's making (approximately) the same power as Roof's car with alot less boost.
As for the NOS guys and TQ, you are running through 1st, 2nd, 3rd, and part of 4th (or all of 4th if the car's got gears). 25% of your time is spent in 1st. Of that, you launch at probably 2,000RPM, and shift a bit before 6,000RPM. Between 2kRPM and 6kRPM is a 4kRPM range... the 2-4kRPM area is 50% of that range.
So, if you make a car have a lot of low-end grunt, you're spending alot of time making it faster in an RPM range that is only going to be seen for less than 13% of your 1/4 mile run. Better to optimize the 4-6kRPM area where you will spend 87% of you time. Optimizing the <4kRPM area is going to make the car "feel fast" around town, because off the track, I bet 95% of the driving is below 4kRPM's.
As for NOS, the thing with NOS is it gives you alot more TQ because it flattens out your TQ curve. That's why those guys can dyno >900LB-ft but only ~700HP. I think the reason the NOS guys are going so fast is they've gotten real good at progressively controlling the NOS and kicking it in when they can use it, instead of sitting on the line spinning. Also, I think all the really fast 9-second Vipers have a fair amount of motor work - at least heads+cam, if not more. They can tune the motor for NOS and squeeze the most out of it. But they can't change physics - the RPM range they run in is dictated by the gearing (rear end and transmission), so whatever they get in the RPM range the use is what is making them fast... I bet those guys don't drop below 4.5kRPM on any of their runs after they are out of 1st!