Though not necessarily a bad way to make your decision more concrete, I feel like it would be delusional to think that you'll care about not just your career, but what your younger self thought about anything. In order to shoot higher, you have to decide what higher means now, and think that later you'll agree with that in retrospect, and I think if you're truly growing, you won't.

I most likely won't be able to retire, but when I'm around that age, something will have to have seriously gone wrong if I care about my career status a veritable lifetime prior. There's already so much more to derive from life outside of work than I could possibly derive from work, and while it's good to think about increasing the value I get from work in the future, there's nothing I could think of doing that would bring me so much more value that I'd make a significant sacrifice on the other side for it.