Not the ability, but mostly the desire. It’s tremendously liberating to just have a good EA, travel agent or concierge service taking care of everything for you.

Looking for flights and arranging other practical stuff is work, no reason to do it yourself if you’re filthy rich.

I’m still not really sure why this particular package costs 30k, Black Tomato seems to have some unusually high margins for luxury travel. We’d probably arrange this kind of an excursion for much less money (as a part of a larger holiday, which would cost at least 30k), but I’m not sure about the full extent of the support team they offer.

The danger is that they can completely lose touch, and depending on what they do, that can make them worse at their job.

I know of CEO that made several blunders leading to reduced retention that I’m convinced were at least partly a result of this dynamic.