You don't have to be extremely privileged to have days like that, though I'm not saying that this person isn't (I've never heard of him, but I'd hazard a guess that he is pretty rich.)

Is it bad for the environment and a waste of time? Sure. But at the end of the day if flying out for a single meeting is going to be better for your business (or for your personal work if you freelance/etc), then you do it. I've flown from London to California before just for a meeting that will last a few hours - I didn't do it because I'm super rich, I did it because it was a good decision for the company I work for, and therefore they paid for it.

(Edit: I suppose a person who has the chance to travel around for free could be called "privileged", but I don't think that's what you meant by it.)