I can address some of your questions.
I sold my 1980SC in February. I loved it!
I got my 1999 996 Cabriolet in June.
I LOVE IT!
The more I drive it, more I love it.
Mine had the LN IMS bearing installed before I got it. Make sure to do your homework on any 996 you're looking at. Make sure to get paperwork documenting any work done.
When you get one, you will want to drive it all the time. Comfortable, fast, good gas mileage, (27 mpg) fun.
I got mine in June with 23,000 miles. It now is just about to turn over 30,000.