The CEO knows exactly what the problem is because he spells it out in the article...
> Chesky explains that historically, people used Airbnb only once or twice a year, so its design had to be exceptionally simple.
It's true! I've probably averaged no more than 1-2 AirBnB stays per year for a lot of years. But the average host is probably handling 50+ guests per year. That means the host is the AirBnB customer, not me. I'm about as important to them as their cleaning service. The hosts and the execs are all just trying to make some money, and my dumb ass is in their way asking for extra towels and late checkout. Hotels are essentially just as hostile, except they are good at it. And since the cost savings have essentially disappeared I'm inclined to go with the pros and only look at AirBnB when the location or context give me some reason to choose the complicated option.