That rich guy in your example probably values price discrimination just as much as you do, because he - presumably not being a cheapskate - can just pay more and know that all the conveniences he wants will be there for him. And then he goes back to thinking about his next genius business plan, because it's not worth his time looking for the best bargain. So both win.
> he goes back to thinking about his next genius business plan
The reverence that people has for rich people astonishes me. Rich people is just average people with money. Actually, they are probably worse at their jobs because they need less effort to earn money.
Rich people are not rich because they are "genius" but because they game the system.
I know very hard working people that created their companies and got rich, they treated their employees fairly and were smart and capable.
They are not your average rich person. Your average rich person is an average person with average intelligence, average knowledge but protected from reality what makes them more gullible and they have a hard time understanding many not so difficult concepts about the economy.
Exceptions exist. Your anecdotal evidence is confirmation bias for your world view, quite far from reality.
Sometimes a comment is tongue in cheek. He might be thinking about a genius business plan, or he might be thinking about redecorating his mistress house. But he probably isn't going to spend hours looking for the cheapest rate for a flight.
