I’ve never been poor, but we were lower middle class early on and middle middle class by the time I reached high school. My parents always scrimped and saved. The cars my family owned were all one step before the junkyard. I never got Christmas presents except for 3 years that I can remember. It was disappointing but not soul crushing. We never felt poor but we never ate out ever and never went on vacation ever. Getting Kentucky Fried Chicken was a luxury.
When I graduated from college, I was unemployed for the first few months and needed to stay with friends. After I got my first job, I was the lowest paid person I knew. I also scrimped and saved like my parents, but I never felt poor. I would track all my spending to the penny, until I had saved enough such that I could forget about the change in my pocket.
I’m now a low-single digit millionaire which isn’t that much in Silicon Valley but good enough for me. At one point a few years ago my wife and I were earning over $1M/year. My wife is now C-suite and I’m essentially retired. We have two multi-week trips a year and my kids have never sat in economy. I haven’t had to think about what the price of things were in 15 years now. I just buy whatever I want, which is frankly not much besides computer equipment for myself. Most money I spend is on the kids. I drive a 10 year old Toyota but my wife drives a Porsche.
There’s the old saying that sticks with me. “My father rode a camel, I rode a Mercedes Benz, my son will ride a Lamborghini, my grandson will ride a camel.” My kids are hard workers at school and we try to keep them grounded but their privilege really shows through in ways that I never expected. They really don’t know the value of money or how much things cost. We don’t really spoil them with toys and such but if there’s something educational like a set of books or lego, I will get it for them without thinking. I need to figure out a way to get them to understand the value of money but it’s very hard. Granted they are still young but it’s an important topic that I need to know they understand because I don’t want my grandchildren to suffer because I spoiled my kids now.