Amen, there's a worldview difference going on here, and it goes beyond comparative pricing of 2+ choices, and includes other error/reliability issues.
For example, they aren't too concerned with the reservation-cancellation fee when it schedules the wrong fancy dinner date, the restocking-fee for returning the wrong product, the difficulty of getting refunds for the wrong flight, etc.
If it messes up sometimes, well, that's just the price of convenience... but they're able/willing to put a much higher price on convenience than the median consumer.