My impression has always been that cool cars are expensive because rich people are willing to pay for comfort and status, and as such they're expensive to repair and likely to need it because the cost goes to superfluous vanity/comfort/speed aspects rather than reliability, which is what sensible people pay for. Buying a used luxury car is often a huge financial mistake, because they're either meant to not be driven, or only meant to be repaired at a high cost paid by someone who doesn't need to care about proportionally little money to them.
After all, the most reliable car is no car :) When my 2009 Volkswagen (which was fun to drive sometimes) finally shit the bed, I wasn't in the position to need another or afford one, and I now lived somewhere where there were viable alternatives. Ever since then, when the prospect of considering a new one crosses my mind, I just think about how much of a liability it really was, and without the original constraints of an obtuse commute, I'd just be buying it for hypothetical impromptu road trips, and paying an extremely high cost to do so over time; insurance, gas, lots of repairs and basic maintenance at specific shops, the risk of accidentally hitting someone or getting into an accident, that attrition on my body from not walking enough, parking fees, broken windows, fuuuuuck that
Now when I need one, and I do maintain my license, I just rent an arbitrary new car for the week or so I might need it, and that's so far been pretty serviceable except for post-pandemic shortages and demand.