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I've thought about it quite a bit recently and even worked up a great deal on a 2008 Base 911. I drive a 991 'S' that a friend owns all the time and it is just too big for me, I really don't have a desire for one of those, the 997 fits me much better. My reason for looking at a 911 is to have a daily driver with automatic and a hard top. I have two Boxsters (one is for sale) so I'll always have a little mid-engine convertible.
I've also been looking at Caymans with auto but they are hard to find. I'm not totally happy with their look but I like them enough if the right one came along I would buy it and save a lot of money over the 911.
What I'm actually thinking of doing is ordering the new Cayman in Base with PDK. I think it is a beautiful car, I'm looking forward to seeing one in person in March. This would actually cost more than a used 911 (well the 2008 at least).
I do struggle with the 997 being so much like the 987 in so many aspects and costing so much more, it seems that 80% of the parts are the same. When I took the first test drive I was like...well this drives like my 2007 Boxster, looks like it on the inside so what am I paying for. I did take a second test drive to learn Tiptronic a little better to make sure I was going to be ok with it. On the second drive I realized how much heavier and more of a long trip daily driver the 911 is. It certainly has it's appeal.
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