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A Boxster is a lifestyle car, sometimes your lifestyle does and, when it doesn't, you sell it. The dual row your '99 probably has (I say probably because all '99s were built with a dual but it could have a replacement engine) have a low failure rate. We know lots of cars that have double your miles. Assuming you paid a reasonable price for it (and this season, it should be a low one) just assume it is like any other 100k mile car that is 15 years old. A risk to be sure and a bit more expensive if it does fail but no more likely to fail than many other brands. Do be fanatic about doing the services and oil changes at 5k and 1 year whichever is less with the proper oil.
Loved my '99. Replaced when I totaled it with an '01S. Sold only because at 70 I wasn't using it enough. Both cheap to maintain and dead on reliable.
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