Entitled people exude a delusional degree of self-confidence. This confidence can be alluring to others, at least for a little while. In some instances, the entitled person’s delusional level of confidence can become contagious and help the people around the entitled person feel more confident in themselves too. Despite all of Jimmy’s shenanigans, I have to admit that it was fun hanging out with him sometimes. He felt indestructible around him.
But the problem with entitlement is that it makes people need to feel good about themselves all the time, even at the expense of those around them. And because entitled people always need to feel good about themselves, they end up spending most of their time thinking about themselves. After all, it takes a lot of work to convince yourself that your shit doesn’t stink, especially when you’ve actually been living in a toilet.

People who are entitled delude themselves into whatever feeds their sense of superiority. They keep their mental facade standing at all costs, even if it sometimes requires being physically or emotionally abusive to those around them. ...Entitled people, because they are incapable of acknowledging their own problems openly and honestly, are incapable of improving their lives in any lasting or meaningful way. They are left chasing high after high and accumulate greater and greater levels of denial.

Entitlement closes in upon itself in a kind of narcissistic bubble, distorting anything and everything in such a way as to reinforce itself. People who feel entitled view every occurrence in their life as either an affirmation of, or a threat to, their own greatness.

Most people correctly identify a person like Jimmy as a raging narcissistic ass-hat. That’s because he’s pretty blatant in his delusionally high self-regard. What most people don’t correctly identify as entitlement are those people who perpetually feel as though they’re inferior and unworthy of the world. Because construing everything in life so as to make yourself out to be constantly victimized requires just as much selfishness as the opposite. It takes just as much energy and delusional self-aggrandizement to maintain the belief that one has insurmountable problems as that one has no problems at all.

It’s strange that in an age when we are more connected than ever, entitlement seems to be at an all-time high. Something about recent technology seems to allow our insecurities to run amok like never before. The more freedom we’re given to express ourselves, the more we want to be free of having to deal with anyone who may disagree with us or upset us. The more exposed we are to opposing viewpoints, the more we seem to get upset that those other viewpoints exist. The easier and more problem-free our lives become, the more we seem to feel entitled for them to get even better.

having privilege, or being privileged, is not the problem. Entitlement is the problem. I think of it this way: privilege is a hand-me-down heirloom, rooted in the circumstances you’re born into; entitlement is something you procure and choose to wear.

One of the consequences of such notions as ‘entitlements’ is that people who have contributed nothing to society feel that society owes them something, apparently just for being nice enough to grace us with their presence.

The desire to avoid rejection at all costs, to avoid confrontation and conflict, the desire to attempt to accept everything equally and to make everything cohere and harmonize, is a deep and subtle form of entitlement. Entitled people, because they feel as though they deserve to feel great all the time, avoid rejecting anything because doing so might make them or someone else feel bad. And because they refuse to reject anything, they live a valueless, pleasure-driven, and self-absorbed life. All they give a fuck about is sustaining the high a little bit longer, to avoid the inevitable failures of their life, to pretend the suffering away.

The truth is that there’s no such thing as a personal problem. If you’ve got a problem, chances are millions of other people have had it in the past, have it now, and are going to have it in the future. Likely people you know too. That doesn’t minimize the problem or mean that it shouldn’t hurt. It doesn’t mean you aren’t legitimately a victim in some circumstances.
It just means that you’re not special.
Often, it’s the realization - that you and your problems are actually not privileged in their severity or pain - that is the first and most important step toward solving them.
But for some reason, it appears that more and more people, particularly young people, are forgetting this. Numerous professors and educators have noted a lack of emotional resilience and an excess of selfish demands in today’s young people. It’s not uncommon now for books to be removed from the class is curriculum for no other reason then they made someone feel bad. Speakers and professors are shouted down and banned from campuses for in fractions as simple as suggesting that maybe some Halloween costumes really aren’t that offensive. School counsellors note that more students than ever are exhibiting severe signs of emotional distress over what are otherwise run-of-the-mill daily college experiences, such as an argument with her roommate, or getting a low grade in the class.
It’s strange that in an age when we are more connected than ever, entitlement seems to be at an all time high. Something about recent technology seems to allow our insecurities to run amok like never before. The more freedom were given to express ourselves, the more we want to be free of having to deal with anyone who may disagree with us or upset us. The more exposed we are to opposing viewpoints, the more we seem to get upset that those other viewpoints exist. The easier and more problem free our lives become, the more we seem to feel entitled for them to get even better.

[The author has been writing of people striving for “this fleeting sense of being part of something greater and more unknowable than themselves”]
And entitlement strips this away from us. The gravity of entitlement sucks all attention inward, toward ourselves, causing us to feel as though we are at the center of all of the problems in the universe, that we are the one suffering all of the injustices, that we are the one who deserves greatness over all others.

Entitlement was, she knew, a terrible thing. It chained the person to their victimhood. It gobbled up all the air around it. Until the person lived in a vacuum, where nothing good could flourish.

The deeper the pain, the more helpless we feel against our problems, and the more entitlement we adopt to compensate for those problems. This entitlement plays out in one of two ways: I’m awesome and the rest of you all suck, so I deserve special treatment. I suck and the rest of you are all awesome, so I deserve special treatment.

Ambition is when you expect yourself to close the gap between what you have and what you want.

Entitlement is when you expect others to close the gap between what you have and what you want.

As alluring as it is, entitlement isolates us. Our curiosity and excitement for the world turns in upon itself and reflects our own biases and projections onto every person we meet and every event we experience. This feels sexy and enticing and may feel good for a while and sells a lot of tickets, but it’s spiritual poison.