[Perfectlap]

^ The 981 will change that stigma. Well if VW continue in this direction of putting more power in Boxster/Cayman S. The tide of the most coveted Carreras lifted all the Carreras boats when they entered "peak Carrera". You couldn't give away some of the 911's not more than 12 years ago.
An old 911 was the car you bought if you couldn't afford a new Boxster S. But over-supply and demand righted that ship in barely 10 years.

As far as pricing, the Boxster/996 market will always be soft. Way too many cars not enough buyers willing to take an out-of-warranty chance on a car that isn't a garage queen. The same will happen to the metric ton of all water-cooled Porsches since the Boxster ....that aren't GT3 or RS.
I think the a 996 GT3 or RS could be more valueable than many of these air-cooled Carreras some day. Some guys actually want to drive their cars the way the Porsche Gods intended. And the 996 GT3's are inherently different than the street version 996 while being powerful, fast and reliable in long track stints and still being low in production to manage demand glut. In other words the 996 GT3 are in a unique positiont to offer a lot of what other Porsche air-cooled and water-cooled Carreras can not.