4. Slow and Saggy

Here's an uncomfortable truth: Classic cars are kind of awful -- at least relatively speaking. Sure, they are moving time capsules of miraculous engineering and most of them have swoon-worthy looks. But would you race a 50-year-old road bicycle or do your taxes on a computer from 1965? In terms of going fast and handling the curves, today’s most pedestrian vehicles are far more capable than almost all vintage rides.

Take that Ferrari 365 from 1972. It gets to 60 miles-per- hour in about 7 seconds and has a top speed of 163. Today’s sportiest Ford Focus puts out similar numbers with eight fewer cylinders, a bunch more airbags, and a back-up camera to boot. Sure, it doesn't have an 8-track, but it also doesn't have six separate carburetors to tune. 

5. If You Must Buy…

If absolutely none of these facts sway you, at least go for the German and Italian brands. Avoid anything manufactured by the Americans or the Brits. Sure, they are hot at the moment and tend to crash harder, but the economic magic behind companies like Porsche and Ferrari is on the supply side. They simply didn’t make that many cars, which means that when markets get hot they have a bit of a turbo effect.

When shopping for your dream car, consider models from the 1980s and 1990s. They were the ones on bedroom posters of Generation Xers who are entering in their prime earning years and they are just now starting to appreciate accordingly. A Lamborghini Countach from 1989 is the perfect example. "For a kid in the '80s, that car was like a unicorn," Drewry said.

Finally, if you're bent on buying old cars, get as many as you can afford. Classic vehicles are like tiny tech companies: it’s very difficult to tell which ones are going to take off. Just don’t forget about the management fees (read: mechanics).

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