The two models are so VASTLY different, I encourage you to check out a few 996 examples. Yes, they are quiet, heat and AC works, FAST.. but if you are coming from years of Aircooled experience, it might be a short love affair. You will miss the "character" of the older car (at least I did).
You mention not wanting to drive the 3.2 in the winter due to salt. Would you really feel less guilty driving the 996 in the winter? My guess is you will baby the 996 in much the same way.
TIPs are fine if you commute alot. Stop and go and such. Even though you can "shift" them, they aren't the same as a manual or a PDF in their responsiveness. I would encourage getting the wife to drive either a stick or tip.. 2 Porsche lovers in 1 house often becomes a "more than 1" porsche house
