Growing up in San Francisco and being a part of the 80's-90's computer boom there, and the rise of the internet and IPO's, I know quite a few super-rich people. Or, I USED to. The problem when you are a wimpy little geek who whips up a piece of software, and then sells it for $100m to Google, is that now everyone "knows" you have $100m in cash in your pocket, and you were living fine on $75k/year, so you have "extra" money to give to them for their loony project. So you stop reading emails. And returning calls. And get a private cell number. And isolate. Because you still are, at your core, an introvert who thinks an ideal week is sleeping during the day, ordering a pizza, and sitting up in your living room all night coding, or playing games. And avoiding all human contact. The balance in the bank account doesn't change that part of your personality. Unless... you become a colossal dick, and abuse the large number of extraordinarily hot women who suddenly find you attractive, after you have had zero game your ENTIRE life. And you become "entitled" to this type of treatment by women, and expect it from ALL women... including the ones that work for you. Because you have never managed another person before, and now you are the CEO of a huge corporation and have to give interviews and fend off hot women and drugs and your senses get dulled from the constant stimulation and really all you wanna do is order a pizza and sit in your living room and have a 15-hour CoD session... So yeah... After a tipping point, it's not about the quantity of money, it's about the quality of what you do with that money. I'm at that tipping point of comfort, simply because my house is paid off. That's $1800-2500 a month that is NOT going out to a mortgage company. That is a LIFE-CHANGING amount of money for something like 97% of the American population. Saturday I went to this fantastic block in the Georgetown neighborhood of Seattle, where a friend of mine has bought ALL of the warehouses on the street and converted the entire street into artists studios. Blacksmiths. Painters. Sculptors. Ceramicists. Woodworkers. Sound artists. Fire arts. Everything. I was able to buy each of the pieces that really spoke to me, and support a local artist. I have these things in my home now - along with others I have acquired over my lifetime - and will cherish these items, not just for their beauty/utility/whatever, but because I was able to use my money to support a local artist... who uses local materials... who pays rent to a friend of mine... who is creating a vibrant arts community in my city... which is being swallowed by Amazon and Google and Expedia and and and... And the kicker is, that I make about 10% over the median income in my city. I am not "rich". I am not "wealthy". But I am comfortable (barring any health issues that come up), and I'm good with that.