I would do it, and have done it, and make less than he does. Well, almost: I've certainly bought premium-cabin tickets IAH-HNL before for ~$3k and stayed just a few days. I can't do it every week on what I make, but once or twice a year, yes. Whether the price of airfare is "reasonable" is another issue - it is what it is, and I can choose to pay it or not. Like him, sometimes my schedule is tight, and I'm faced with the situation of going to somewhere like HNL under less-than-idea situations, or not going at all.