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Great time of your life, the time when looking at your first car and freedom.
Seems like you are intelligent and doing your research on the affordability of a great ride. I recommend you check on the insurance rates for the Boxster for such a young driver as yourself and factor that into the equation.
As for the cars, get the newest and cleanest one you can afford. Doing most of your basic maintenance will save you a bundle. The IMS, personally I think it's overblown and thousands that did not have a problem were replaced just because of fear mongers who try to sell them. I roll the dice on mine (1997 model) and so far so good and the car is 20 years old.
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