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Without knowing your son or your finances it is hard to give good advice. Having said that, there are three things to consider:
1) Although the 944 is cheaper and much more forgiving in the area of handling, it is expensive to maintain (maybe more than a 912?)
2) Most adolescent american males are on drugs: testosterone. He may feel the need to prove how fast his Porsche is and hense end up doing guardrail modifications (or worse). I have always believed that it is better to start "slow and safe" and then with proof of being responsible move him up to a nicer car after a year or two.
3) Get an INSURANCE quote (with him listed as a driver) before you buy the car.
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Joe
See Porsche run. Run, Porsche, Run: `87 911 Carrera
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