Eric Siu reflects on entitlement and what rejection teaches you. He argues that avoiding disappointment leads to a false sense of reality, and that confronting failure directly is more valuable than organizing your life around negative feelings.
Chapters
If you try to organize the world in such a way that you never feel rejection or failure, the assumption there is that you are above feeling disappointment. Your feeling of contentment or satisfaction is more important than whatever is happening in the world around you, or is more important than what the person you're interacting with wants for themselves, right? So I think there's a very strong correlation between a sense of entitlement and just an inability to deal with reality. And the more we're able to deal with reality, the more we're able to destroy that sense of entitlement within ourselves.