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I have owned both. A 996/7 is a modern car and an air cooled is not. If you want comfort and safety the 996/7 wins hands down. Additionally, you have a much better chance of perpetually passing smog trauma free with a 996. 996s are easy to work on, don't understand people who say otherwise.
When shopping for a 996/7 the must haves are full leather interior and 18" wheels.
If it's 90 degrees or higher and an hour of stop and go traffic, the water pumper wins every single time.
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