I am in the position you describe, and I have been in your position too - not going to a supermarket till without knowing exactly how much it would come to.
It’s lovely. And I still feel lucky and privileged about it. Not every time I spend, or every day… but I’d say at least once a week I have a moment where I “notice” and feel lucky.
So I suppose, I do still think about money a lot - but not in a way that makes me stressed (though sometimes there’s an undercurrent of “I’m lucky, please don’t change”)
I think there’s a personality element too. My husband earns much less than me, and I simply more “happy go lucky”, I guess. Always believes things will work out. So although he’s never been on the bones of his arse, compare the two of us on the same counting the pennies wage, and I’d be thinking about it constantly whilst he’d be all “it is what it is”.
I have more money than him, but I also have “the fear” of losing it more than him. I have healthy savings. When I was under threat of redundancy, he would say - “don’t worry, you have savings” - but I would say, “and what about when they run out?”
So yeah… it’s a wonderful position to be in, but I still would say that I don’t know what it is to worry any more. I’m not saying “woe is me” for that - just trying to answer the question about how it feels for me.
I hope you get there too x