So, outside of the people who've got themselves overextended, or had a bad marriage or five, I think the issue with some is that "I never knew how broke I was until I started making a little money". Sure, people make some coin in this job, and you can make a very comfortable living and retirement, but very rarely does it turn into any kind of serious generational wealth unless they have the moxie to go out and kill it some other way. To do that, 9/10 you have to be working for yourself, even if your goal is to just cash out at the first opportunity. There's one guy that I knew who's nickname was the "Ten Million Dollar Man", because he'd start a company, spool it enough to get it off the starter, and then sell out for $10 million. That was his number, and he did that multiple times. Good for him.
Even those folks who go to the dark side and work for management rarely make enough to get into the wealth category.
So what happens is guys and gals make serious coin, they move in to a nice neighborhood and start hanging around with people who DO make or have serious, serious money, and those folks are able to ignore work, stroke checks without thinking about it and pass on a eff-ton of coin to their kids and generally have a lot of eff you money. So there is some jelly there for sure, and for some it drives them nuts. The trap is, though, that you will never be able to make that kind of coin at this job (or anything that is called a job) no matter how long you work. To get there is just an order of magnitude (or more), and all you're going to do is kill yourself trying. People really get wrapped up into that, and it's just never going to click for them. Once they stop working though, now they're living off their retirement funds, and what little keeping up with the Bentlys they were doing comes to a screeching halt.
Living in SoFL, I've seen all kinds of money, and I know enough that there are simple economic limits to how things work. Humping a job, even for well into the six figures, is a path to a nice life and stable retirement, but you'll still be pissed when you have to stroke the check for the kid's school or to get your BMW fixed. To get to where you don't care takes WAY more than you'll ever be able to make in this job, and I think that makes some people nuts.
FWIW, I was at the hospital one day bringing my SigOth some dinner. There was a nice old lady there with her little dog. My SO was giving her the estimate, which was well, well into the four digits, actually closer to five. The nice old lady asked "is that a lot?", and about then the lady's....well, "handler" seems to be a bit harsh sounding, so I'll just say assistant, comes through the door. Takes the estimate, hands over the Amex Black Card and that was the end of that conversation. Turns out the lady was part of one of the generational wealth families that is pretty common in this area and she honestly had no idea how much money was worth. She was very nice, polite, and well spoken though.