Your argument doesn't work quite as well on his other "aspiration" :-)

I didn't see any requirement there for consent or remaining uninjured and un-jailed.

Of course, the thing about actual human values is that we satisfice instead of optimizing. That's a good thing.

I would argue that the term 'sleep with' implies consent. Even without that it's a wording issue of the goal, not a case of satisficing. Flying the 777 probably is.

No, but the final assertion that not achieving a goal = life failure is still ridiculous.

Also the second isn't impossible either. Just somewhat silly and if that was someone's serious life goal, coming from a somewhat strange place I didn't want to get into. It very much seemed like a whim instead of a serious goal. That a whim is not always achievable is not really relevant.