A 1953 Pontiac no matter how nice would be hard to unload once you’re done in 10 years.
Buy a popular body style with a factory performance engine (GTO or T/A would be two popular ones) and then you’ll have a good chance of either breaking even or profiting.
Buying oddball cars no matter how cool they are will be a tough sell.
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1964 Tempest Coupe LS3/4L70E/3.42
1964 Le Mans Convertible 421 HO/TH350/3.08
2002 WS6 Convertible LS1/4L60E/3.23
1966 VW Type 2 Single Cab Pickup 140hp 2276
1956 VW Type 2 Panel Van 36hp 1200
1957 VW Type 1 Beetle 180hp 2276
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