I did this same thing. I sold my 84' 911 that was stripped out, no AC, no stereo, lightweight interior. While the car was beautiful to look at inside and out, driving the car everyday became impractical really quickly for me. I loved the car, but ultimately sold it. A year later I wanted to get back into a Porsche, and after looking at a few ragged air-cooled cars that I could afford, I started looking at 996 cars. I ended up with a 1999 with "high" miles at about 122,000. The car has 126,000 on it now after just a few short months of daily driving. I love everything about it, and I really think it feels and drives like a modern car should. I don't sweat the IMS, the clutch feels great, and there are no leaks. Best of all the climate control and radio actually work and the car is generally a nice place to be in for extended driving periods.
One day I know I will want an air-cooled car to look after and look at, but as for driving every single day, I would take the 996 in a heartbeat. Especially at the low price of entry.
