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Going used on a Superformance is a good bet. You can save a ton of money and there are many cars out there with very low miles and lots of options.
A couple of things I would look for:
Chassis number 2000 and higher gets you the much improved top and some other improvements.
If a car is titled as a 1965 rather than a 20XX it can save you lots of problems with registering and insuring, depending on what state you live in.
Big Block cars tend to have fewer miles than small block cars. This may be because people put a BB in a car for show rather than driving, or SB cars are just more driveable.
Don't go overboard on HP unless your PRIMARY use will be the track. The same goes for clutches and brakes. Trying to use a race car on the street isn't all that much fun. However, taking your street car on the track once or twice can be lots of fun.
Don't worry about the cockpit size. I'm 6'2" and very comfortable, although I do have the driver seat tipped back using Dennis Olthoff's 2" spacers.
Wheel size is a personal choice, but I have 17" and 15" and there is a huge difference in comfort when you have more sidewall to absorb bumps. I wouldn't even consider 18" for anything other than racing.
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