Yeah, Fedora has the closest I’ve seen to this, as they do a rolling release distribution cycle, but with a major update every year. It’s still too hands on for the average Windows user from what I’ve seen.
That said, in the particular case of the Fedora upgrade, I’ll admit I get lazy in the other direction. If I can accomplish a task from the terminal, 99.9% of the time, I’ll do it simply because it’s exponentially faster.