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I've done both.
I purchased my 2006 987S new. Custom order. Waited 7 long months for it to arrive.
Purchased my 1997 993TT used in 2009.
Both Porsches cost right about the same money.......only 13 years apart. Now the Boxster is worth less than half of the purchase price, and the Turbo has gone up in value since I purchased it, and received +20,000 smiles/miles in return.
I good with this.
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