Insite, very good post.
But on that note, you can run very low boost on a high compression motor and get away with it. Sure you're adding more stress. But so does constantly driving in high rpms. Dinan has been strapping superchargers on BMW's for years and they seem to be fairly reliable. But they're also using centrifugals and not positive displacement so that makes a little bit of a difference.
HB, I still wouldn't supercharge a Boxster. Heatsoak is one issue. I might be wrong, but the supercharger for the Boxster doesn't come with any type of intercooler, correct? I'm guessing the NSX Comptech guys are running coolers? Once heatsoak sets in, you're losing power. That's no fun. PD blowers are great for creating torque. But they're also great at creating heat...
For that amount of money, I think a 996 motor swap is the way to go. There's no replacement for displacement. Well, except for high boost but we won't go there.