Don’t you just hate what depreciation does to your old trade in? If you don’t put a lot of miles on your car, a classic car will hold it’s value in a recession and maybe even increase enough to recover it’s price and carrying costs when it’s time to sell.
A roadster will hold it’s value better, but they are trickier to buy, maintain, and insure than conventional cars; harder to sell, too, but if you work things right, they will never be worth less than you paid for them. Why? Old cars don’t have air conditioning.
Roadsters and cabriolets that once sold for under a thousand dollars fifty years ago now sell for tens of thousands of US dollars on eBay and online. Even musclecar convertibles that just got their first classic license plate sell for many times their investment and carrying costs. Plus the occasional freight and towing charge that their owners incur to sell their car and buy another.