A view from on of those homesteaders.... Many of the things you point out are true for a lot of people, but as you said you don't know what made them what they are. I personally have been in the upper middle class and the lower middle class, Time in my life I have had excess cash and times I barely scrapped by. I can say for the most part I was happier when I didn't have money than when I did. I learned that money needs to be used as a tool not as the be all and end all for everything in life. I learned that some people worship money like a God, once they have it they need more and more, the money God becomes everything. Since moving to our homestead I have learned so much from the folks we live near. Money is not important to them, it never has been, they know they need money but it is a tool to reach end end. They care about the basics, food, shelter & health. We grow and raise most of our food, we barter for other items we need, there is incredible freedom in not being a slave to money and all the rules that come with money. I am not say rich people are bad, in fact most families I know that have had money for generations know and understand what it is and how to use it.
Each person needs to make decisions on how they want to live their life, we have made our, you have made yours and they have made theirs. Hopefully in the end we will all fond some happiness! Thanks for sharing you thoughts, sorry if my response is rambling.....
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I recently read a book called the soul of money. It basically says what you just did - money is a tool, something that transmits the energy we give it. I have also had lots of money and have also gone days without eating. I'll be honest, tho, I like having money more than not. It was stressful having to choose which bills to pay this month. Maybe that's what has put us on this self-sufficiency path - a desire to divorce ourselves from a need of money. Interesting musings