Perhaps this is related to having some sense of value just in the amount of money involved? Many folks won't think twice of spending a hundred hours or more ea

Perhaps this is related to having some sense of value just in the amount of money involved? Many folks won't think twice of spending a hundred hours or more each year managing a property they rarely use because of the value of the property. Whereas if they spent that same amount of time worrying over something inexpensive? It would either be considered a hobby -- done exclusively for the experience -- or a sign of some sort of OCD. I have been very fortunate in my life to have gone many times between having lots of extra cash and having to scrimp and save. I found it took several such cycles for me to finally "get it" For a long time, when I was flush I would buy things. A top-of-the line computer each year. A vehicle that I paid to have refurbished to my specifications. A large piece of land for an office. And so on. One day I woke up, looked around, and thought just what is the purpose of all of this? Owning things gave me a sense of security, and perhaps a sense of social collateral, but the trade-off just wasn't worth it. If you want security, it's better just to have cash in the bank. If you want to socially signal with your possessions, I'd advise making enough to first pay somebody else to manage all of it before you load up. Or better yet, just do long-term leasing and have maintenance and such be completely hands-off from your end. Assuming you have the money, the buying is the easy part.