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I bought all my previous Porsches used, for much the same reason you bought used Ferraris; they are much cheaper that way. So the CS was my first new Porsche. There were no used Caymans in '05, so I had to order a new one, and pay MSRP. The good part was that I got a brand new car with the colors and options I wanted. There are much better deals on new cars now, so that's the way I'd go again if I had it to do over. I've kept all my previous Porsches for 6 years or more, but if you plan to sell within a couple of years, you might consider buying used instead.
i was looking for a used CS when i first started looking. I was looking for a particular color combo and certain options. After a 9 month search i bought a new one.
I'm new to the Porsche world....jumping ship from Ferrari.
How many of you bought your Cayman used? Would you do it again?
What is the rule of thumb for Porsche as a manufacturer in general?
I've always bought Ferrari's used....(because I can't afford a new one)
But with Porsche I have a choice....but kind of gotten into the habit of buying used and avoiding that 1st big depreciation hit.
Any advice to a new guy? New car experience would be fun! But saving $10,000 still means something to me.... not rich yet
Take a look at the FAQ on buying a used Cayman. The Cayman Club - FAQ: Questions & Answers
As long as you follow the steps outlined you should be o.k. Just don't take someone's word for the real condition of the car or the fact that it has been properly serviced. Some new owners are surprised about the cost to maintain and thus don't so you want to avoid those sorts of problems.
And as you said buying exactly what you want by ordering one is worth something as well.
Best deal: Find a guy (like someone off this site) who ordered a car and got the options that they wanted and that you want (many dealer cars have only a few of the colors, white, silver black gray, etc and only came with a few options. (not many had PASM, for example). I was lucky to find one at a dealer with the options I wanted (most of them). Pay a decent price (use Kelly Blue Book , etc). You will have a great car.
If you plan to track, you would want options that would help you at the track.
If not, get one with the most bells and whistles you like. Often those items cost a lot but do not figure in to the resale value.
Study this forum carefully to know what can be added later (exhaust, different tires/sheels, painted interior bits like console, etc.)
Then get car, then drive car and then smile. Often
PASM - Porsche Active Suspension Management
This active damping system offers continuous adjustment of individual damping forces based on current road conditions and driving style.
The driver can choose from two setup modes, ‘Normal’ and ‘Sport’, using a separate ‘damper’ button on the center console. ‘Normal’ mode is designed for general road driving and circuits with uneven tarmac. ‘Sport’ mode is intended for smoother track surfaces, where the harder settings help eliminate pitch and roll.
In either mode, PASM continuously evaluates the current conditions while automatically selecting the corresponding damper rates from the respective set of mapped values.
A range of sensors are used to monitor the movement of the body under acceleration, braking and cornering maneuvers, as well as on poor road surfaces. The PASM control unit then evaluates this data and modifies the damping force on each individual wheel in accordance with the selected mode. The result is a significant reduction in body movement as well as a better grip on the road.
For example: if ‘Sport’ mode is selected, the suspension is automatically set to a harder damper rating. If the quality of the track surface falls below a certain threshold, the system immediately changes to a softer rating within the ‘Sport’ setup range. When the quality of the tarmac improves once more, PASM automatically returns to the original, harder rating.
Need more information about PASM? Click this link: FAQ for PASM
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RobMason
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I was looking at either a dealer 2007 that had more options than I wanted, or ordering a 2008 with just what I wanted. Both were about the same price. I ended up getting a used (1000 mi) 2007 with almost everything I wanted for about $4k less. Better value for me, I'm happy.
Bought mine used - would do it again; like you noted, the 1st owner does take a pretty big depreciation hit. There always seem to be a fair number of low mileage, garage queens out there that can save you $10-20K off the new (MSRP) price.
Plus, it's already broken in . . .
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2006 CS Tip (Daily Driver & Part-time Track Toy)
2005 Ford Expedition (to haul the CS)
2006 Lexus RX400h (wifey's)
Gone, but not forgotten: 2002 WRX, 2004 MINI
Dave showed you The Rule of Thumb
You responded with The Golden Rule: He who has the gold makes the rules!
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Until 
