Other than being palmed off with a lemon car, I suspect that most people ditch cars because they:
1. Are too expensive to run. Sadly all too common these days, with people naively thinking that buying a £10k high performance sports saloon or uber-luxury car that originally cost 5-15x as much new will cost buttons (i.e. as much as a Mondeo) to run.
A car that cost £50k new will cost a good bit more in fuel (because its likely larger, heavier and more powerful), insure (more expensive parts, more gizmos that could/will go wrong [higher price certainly doesn't guarantee better reliability, quite often the opposite these days]), tax and service/maintain.
2. Previous owners could've neglected the car either by not driving it as designed and/or maintaining it on the cheap.
Once it's gone past 3 owners, I would start to get very wary of this unless it had a fully (proven) documented maintenance history as per the manufacurer's guidelines and you could somehow contact (e.g. via specialist owners' clubs) all the previous owners to judge for yourself how they treated the car.
3. As you say, people will often get bored, especially if the cost of ownership is high and the lack of seat / ride comfort or lack of suitability for longer trips is factored in.
I've seen this time and again over the years, and often just for bog-standard cars just because they are shod on low profile tyres and have sports suspension for a 'Sport' model that really is a sheep dressed in wolf's clothing, or something 'fashionable' like a (BMW) Mini Cooper.
So many 1-2yo used examples of these types of vehicles which obviously aren't ex-fleet / hire / ex-demo cars appear back in showrooms these days.
This is precisely why an extended test drive, and preferably having such cars for a whole weekend/week (if possible) is a great idea, so prospective buyers can see what they are getting and whether they can live with it.
They can also take some time to get info on costs to see whether they can actually afford to run it, especially if the car /brand has reliability problems and they could be spending shed loads of money on just keeping an occasionaly (sunny) weekend car roadworthy.
This is even more true for convertables and especially older examples. Some will likely leak or rust whatever you do or at the very least need a lot of regular TLC, either taking a lot of your own time and effort to DIY, or a lot of money if leaving to a third party, neither of which will guarantee success.
A former work colleague buought a DB5 (admitedly this is essentially a 'worst case') and ended up spending a six-figure sum putting it back to its former glory.
It is worth about 5x what he spent, but if you budget wrong, you end up running out of cash without the car being finished and likely not worth what you've paid out even if you sold it.
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