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My normal suggestion re buying a Boxster is try to know the motivation and character of the seller. I've bought both mine that way and the guy who bought my second told me he bought entirely on the seller as he didn't even drive the car, just relied on the credibility of the seller and the complete disclosure and documentation he was offered.
I also suggest finding your mechanic who will help you maintain the car before you find the car. The car without the access to that trusted helper is going to have risks I wouldn't want to take on a car this old (and that goes for any 986 as they are 12 to 20 years old now). Also the shop may be able to help you find the right car, one that they know and maybe even they know why the seller was ready to sell.
I wouldn't worry too much about how many owners the car has had (I was third owner both cars and my second car is on its 5th owner last I heard) as long as you can be sure it was maintained and be sure why the car is being sold. Sportcars are for times in your life for most of us (3 pre-marriage, two post colleges paid off for lucky me) and there are reasons to sell that don't include the condition of the car. New job, new baby, new house, too old, etc. What you want to try to do is be sure the seller isn't selling because he/she just found out the car needs an expensive repair. Make sure the PPI includes the removal and examination of the oil filter.
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