One of the key points of this essay is that making more money doesn't necessarily improve one's quality of life. The author clearly talks about at age 25 being financially secure and wealthy, so his pursuit of additional wealth wasn't really about an increase in quality of life.
> You can be rich and unhappy, or poor and unhappy. Given a choice, if I'm going to be unhappy, I'd rather at least be rich.
Wealth and class aren't about binary choices. There are levels of income that are wholly satisfactory for an individual's life that still classify that person as not rich.
> No one should feel any need to apologize or feel guilty about wanting to make money, even lots of money. If you want to be a fucking billionaire, go become a billionaire. Just feel guilty if you lie, or cheat or steal, or otherwise do unethical things to get there.
Is it even possible to be a billionaire without exploiting others? Even if so, is it right that you can be a billionaire while there are more empty homes each night in the US than the homeless population? Is it right that you can safely eat anything you like while others have to make sacrifices and choices because of political cuts to SNAP? The answer is clearly no. In this way, pursuing money for wealth's sake is unethical.