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I wonder if more people working from home, has just meant you are seeing more people actually using their classic cars, rather than only having a chance at the weekend...
As far as early 70's 911's, I had zero problems with the couple I had, they were ridiculously reliable, and very easy to maintain..
Think buying badly probably applies to any old cars, maybe more so now, as prices are all a bit crazy..
It's got more cachet, so yes - could well be for reasons of showing off, and I suppose likely is for many. Harder to buy, harder to live with an older 911 - and harder to look after, so it's not all rosy.
Easy to lose money if you buy badly, but then you may evade the depreciation (and even catch some appreciation) with a '72 oil flap car that you won't get with a run of the mill Lambo.