re: At which salary level is an individual “doing well”?

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The more I make, the more my wife and kids spend. I was happiest when I made about half what I make now.

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I will +1 to this. I used to think 6 figures was the threshold to happiness. We live very comfortably, but spent much of my late 20s and early 30s paying off my early 20s. Lots of mistakes back then. 6 figures doesn’t mean shite if you can’t afford to live.

Your magic number depends on probably dozens of factors. I have friends who make $200K a year but can’t afford to go out to eat.

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The more I make, the more my wife and kids spend. I was happiest when I made about half what I make now.

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Debt and an extravagant lifestyle can tie you to a career you learn to hate.

I think you're doing well if you can pay your bills and have the freedom to quit your work on your own terms.