Yup, I still pop by now and then, especially when @Mike pings me!
I read this whole thread, and being the car guy that I am, I could probably drive all of the cars mentioned here. As noted, I sold my '71 240Z to make the move into a Porsche, but I stayed with the air-cooled variety - an '84 911 Carrera 3.2 in my case.
Being active in the PCA now, I've driven several newer Porsches, and agree that IMS bearings not withstanding, the 996 cars are a great bargain now, if a modern sports car will satisfy your need. For me, they do not. Like an early Z, my Porsche is more direct and involving than a modern car. Incredibly capable, but still a vintage driving experience.
That said, I bought mine 5 years ago, before the recent price craziness hit. The current prices for air cooled 911's make the recently rising Z prices look really nice. And they can be expensive to maintain, unless like me you do it all your self. Sadly, classic 911's have left the affordable station, and it looks like 240Zs may be starting a similar trajectory.