Probably after that is having my trust in professionals repeatedly broken. It's bad when you encounter people who you blindly trust to do the right thing and realize that they're not necessarily doing it. Healthcare professionals, who you unconsciously partitioned away from other jobs too. That maybe you, untrained as you are, can do it too with a little effort for a lot less money.
After that is the deep understanding that money doesn't buy quality generally, it can, but not as a rule, and that you can't pay people any amount to care about you or your things.
Maybe a lot of that is the eggshells of youth falling away leaving the cynicism of adulthood, but this knowledge and being constantly reminded of it has definitely made me less happy.
Preventing the Collapse of Civilization / Jonathan Blow
I cannot unsee what he opened my eyes to