[contrast]

It’s an interesting choice to compare “best of all time at anything you care to mention” to “better at the core skills of my job than the folks in the more junior roles”. They are extremely different attitudes.

Wouldn’t most people at the top of their game think they’re good at the game? Wouldn’t it be dishonesty rather than humility if they claimed otherwise? Isn’t being able to describe your bias and ego an essential part of intellectual humility?

To judge that kind of statement, the intent and context is important. Trump is usually justifying why he doesn’t take advice and won’t answer questions.

I’ll bet you Obama (like most competent folks and past presidents) will have been making a broader point eg about the reality of being the leader but still relying on a team of good people.

I’m pretty sure Obama let his ego get in the way of any number of occasions. But Trump relies on pure ego. Not comparable in my view.