[quote=sd_matt]Despite being told that a classic car should be an emotional decision I can’t help thinking that it may be the equivalent to gold. But in this case classic cars are near the bottom of their market. Of course this is much more long-term and not nearly as liquid.[/quote]

Disclaimer: I’ve considered this too, but am not a classic car expert.

I think classic cars could do well over a long timeline. But, my guess is that over time only the really really rare ones keep their values. Each decade that passes, you lose the “nostalgia effect” of people that are still alive but fondly remember a certain car. On top of that, you have an increasing supply of “new” classics, eg, cars manufactured in the current time.

Right now, people in their 60’s can remember that old Camaro they had when they were in their 20’s. But will today’s 20 somethings give a crap about a 1960’s Camaro in 2050? Probably not, except for esoteric millionaires.

So something that’s a true piece of Americana like a 50’s Chevy or a Gen 1 Camaro would probably do well, but likely only in mint condition. If I were going to do it, my strategy would be to buy a rare car and keep it in mint, stock condition, targeting the ultra-rich of the future, ala a Van Gogh painting.

Which means not driving it, which kinda kills the fun for me.