Earlier quoted context omitted.
Well, having already made enough money to always be able to just say "you know what, I'm out" whenever you feel like it is necessary to be happy in any situation and interested in everything. Anyone who's not "secure for life" and has to keep the salaries coming in will have to deal with bad people, bad decisions, bad culture, etc. and become unhappy. I've sort of dabbled in that situation: I made and lost a fortune…
> Anyone who's not "secure for life" and has to keep the salaries coming in will have to deal with bad people, bad decisions, bad culture, etc. and become unhappy. This is the myth that keeps people trapped in bad jobs, but it’s not true. Yes, most of us have to continue working. But no, that doesn’t mean your job must be miserable and you must be surrounded by miserable people. Look around. Try something different.…
The existential unhappiness of work is from depending on it for your livelihood.
As PP described, he was perfectly happy with his job until he became dependent on it and no longer had the ability to walk away at any time without caring about the financial consequences.
Among other things, as you indicate, as soon as you become dependent on your job financially, you take on an additional, and unhappiness-inducing, maintenance burden of constantly working to keep your job and then working to find a replacement job when your job changes or vanishes due to business conditions or the economy.
(And, of course, the work becomes something that you have to do, which creates reactance, etc..)