I've told this story before, but my friend's dad bought like 4 911 cabrio's in a row. Then one time instead he bought a v8 R8. it was at the dealer so often for so long and eventually the engine needed to be replaced at under 25k miles. Audi eventually bought the car back, and paid for (including paying the added taxes on) the upgrade to the v10 version. Shortly after, same deal. Could almost never drive it. Always broken. I'm pretty sure he now drives a 911 again.
Just look on the road and see what car brands are still being driven everyday that are legit OLD at this point.
Go into ANY mall parking lot and you'll find a dozen 80's-90's BMW's people just still drive everyday. Same with Porsche's. Tons and tons of them 25+ years of daily driving.
Save for the Mercedes 190 or some real enthusiast in a b4 s4 audi or a GTI there are no other European cars that people actually drive that are like half that age.
When was the last time you even SAW a 90's Maserati? You do see dozens of older jag's everyday, on blocks in someone's yard.
The answer is Porsche Cayman, BMW M3, or Corvette.
The 911 is the doctor killer. It's way better than it used to be but it's still a difficult car to drive.
All of these cars need to be piloted by a skilled individual. They will also all come with summer tires. So come winter, prepare to drop 2 grand on a set of winter tires or the car will be uncontrollable under like 40deg F.
They don't sell mild mannered front wheel drive cars with massive understeer in this segment. If you start driving one of these cars like you would a toyota, you're in big trouble.