...How did I arrive to a point where after the age of 50, I still have to show up to a job that I don’t like, for an employer that I can’t stand, just to meet my financial obligations?...
I'll tell you how.
You will find as you get older that you are not as invincible as you believe you are now. Your arrogant projections about how well your 50 year's self will fare thanks to your winner attitude of your young self, will get tarnished the day you realize that life fking happens.
You think you have everything planned but suddenly, when you less expect it, you get hit by a tsunami: you get divorced, or you (or your child) get fking sick (expensively and scaring sick), or you need to pull out your child from free public school because it is destroying him, or your spouse get fking fired, or you take a risky investments and it goes to $hit, or whatever.
Because my young invincible and arrogant colleague, such is life, full of contingencies, and those who succeed in life, are those who can recover from such tsunamis with humility and patience, as those who are now enduring the toxicity of EM caused by arrogant a$$holes like you for the love of themselves or their children and waiting for their right moment to make a move or not, who the fk are you to judg it, unlike you, who will p00p yourself and fall into deep depression because your arrogant attitude will inevitably lead you to think of yourself that you became the looser you so much despise today.