In reply to Wally (Forum Supporter) :
I think that's called an NSX .
996 - especially the convertibles - are probably the cheapest entry point, as long as the maintenance has been done properly and not by Porsche schedule (oil change intervals are far too long, which killed the cam and IMS chain tensioners on mine). You really want more frequent oil changes and all that. The still have a bunch of parts that might explode expensively at inconvenient times. The best bet for "maintenance up to date and drive across the country" is likely going to be a 996 Turbo (or a GT3). Neither of those is going to be cheap, though. I drove my 996 for up to 500-600 miles a week once the engine issues were sorted out and other than an strong appetite for rear tires, running costs were fairly reasonable.
Anything aircooled is going to be a pretty penny. 911SC is probably still the least expensive entry point to those, but a decent one right now still seems to be a $40k-50k car for a coupe that's got a bunch of miles on it. Targas are a tad cheaper than coupes, and you might be able to find a C3.2 convertible for similar money. But keep in mind these are essentially all 1960s cars with a bit more oomph out back.
Compared to a Ferrari, these are designed to be driven every day with reasonable maintenance. Maintenance is not going to be cheap, but not Ferrari levels either - for DIYing, the main issue tends to be parts prices. There's this old joke that every time you buy Porsche OEM parts, you look for the complementary diamonds that come with the part. OTOH there aren't that many cars out there with that level of spares availability.
All of them have some weaknesses, although for the aircooled ones the Carrera 3.2 probably has the least of them. 964s used to be the entry level 911 of choice until they shot up in price, and 993s are even more expensive.
You don't say what the budget is so my apologies if I'm way overshooting it, but from a "least likely to destroy all your money" perspective and also comfortable to drive across the country, the list goes something like that in decreasing order:
- 996 turbo
- 996 Carrera 4S (ie, turbo body with N/A engine - usually those bring a little more cash for all generations and sell a bit easier)
- Regular 996 Coupe
- 996 Convertible
The GT3 would be at the top of the list, but I don't know if I wanted to drive one across the country. Unsurprisingly, the order of models in the list is also in order of decreasing prices. Good 911SCs and C3.2s hover somewhere around Carrera 4S money for the narrowbody, the turbo look ones are often more than 996 turbo money.