I find the idea that privilege isn’t worth the system we currently have, even for the people that end up enjoying the benefits of it, a really powerful idea. My favorite example is terraces in big cities.
If the city is on the more equal end of the scale (less poverty, less income inequality) you get city centers where you can safely saunter around, sit outside, and have a drink or some food right next to the public sidewalk. You see this in almost all cities in Europe. Everyone gets to enjoy this free and safe city.
When the cities become more unequal, like big cities in Africa, you will see most of the terraces move to the courtyards and behind fences, moving through the city as a pedestrian becomes dangerous and you should travel everywhere in a car. This effect is amplified if you become richer, the more money you have the more you are limited in your freedom. You should build a gate around your house and even at moderate wealth levels you will get security at the entrance to your building complex.
This is the kind of freedom you cannot buy for yourself, no matter how much fuck-you money you have, this can only be achieved by creating a more equal society. (or perhaps a big-brother style distopia…)