I think this episode says a lot about his staff which directly reflects back on him. It appears nobody around him, and there are going to be lots, said “Hey boss taking the private jet while the airline schedule is melting down isn’t a good idea”.
Ultimately big companies don’t thrive because the boss is a genius, they thrive because he or she hires lots of smart people to work for them. Those people are where the actual work gets done, or not done.
Herb Kellner, the famous boss who turned Southwest into the only consistently profitable airline in the world got all the praise, but a deeper look shows how good he was at finding, hiring, and enabling outstanding subordinates.
As the old management shibboleth goes, First rate managers hire first rate assistants, second rate managers hire third rate assistants….