To each their own, of course, but I think a car with CarPlay will age much better. The way CarPlay works is that your phone controls most of it, so you’ll be able to take advantage of the yearly iOS updates without getting a new car. Basically a free yearly update for the infotainment system, at least for a good long while.

There’ll probably come a time where Apple phases out support for really old CarPlay devices, but to my knowledge it hasn’t happened yet, and Apple has strong incentives to keep it that way (since they want to give you incentive to upgrade your iPhone, even if you have an old car).