I just got a buyer for my "new" car, and will be down to my "old" car and a truck.
So, I'm weighing my options:
==option 1==
The old car is a 78 Corvette, in pretty good shape, with a relatively low miles motor.
The motor, however, is a Goodwrench 350 with AFR heads and a mild (216/216-110, Crane Energizer 272 hydraulic flat tappet) cam. I'm in CA and stuck with keeping the car fairly stock appearing. That said, I've got a "motorvation" plan that should work pretty well:
~10:1 CR small block
Hydraulic roller cam (thinking high 210s with a higher LSA(112 or 113) to help a hair with smog and idle)
Late model 350 block, stroker rotating asm (383)
ZZ4 intake (see the smog note above

otherwise, I'd go with a high rise dual plane. Plan would be to port this one as much as possible to match the heads)
AFR 195 heads
QuadraJet carb (I've learned a thing or two about building these, I'm not afraid to get in and mess with them, or customize them.)
The drawback though is that while the motor I currently have isn't ideal (I threw heads and cam on the stock motor without putting much thought into it, power is "soggy" below 2500 to say the least. The intent (many years ago) was to use these heads on the "next" engine, which still hasn't happened).
This would leave me with a fair lump of cash to throw into the savings account and not think about anything for a while, but would leave me without a comfy mountain road runner.
==option 2==
...so the other thought:
An 07/08 Boxster S or 06-08 Cayman S(M97 engine, which is *less* prone to KB than the other ones). I'd be looking for a car with 40-60k miles, and something in the mid 20s. Yeah, I can't afford a new Porsche (financially or mentally)
I owned an 03 Boxster before, and have driven more than a handful of the cars and absolutely am in love with the steering/brakes/transmission/engine sound. It won't be able to compare with my outgoing car's engine, but as a street car it would be a boatload more fun to drive.
I would have a car I can (mostly) trust to go on a long trip on and scoot down highway 1 or whatever. I'm not particularly interested in modifying the car in this slot (the car it's replacing is mostly unmodified).
But I'd be left without a whole heck of a lot of money left over from the sale of the "new" car.
WWLGD?