You think so? Have you been in that position? I was. It's not what you think it is. Also unless you want to spend your wealth pretty fast (money has a half-life time like radioactive elements, doesn't depend on quantity) you have to work to keep your wealth, and it's not less nerve-racking than spending your 8 hours at work and forgetting it until next morning.
No, I haven't been, just know some people who are.
I don't understand what you're referring to. Where was your money going? I understand you still have expenses when you aren't working, but the expenses don't scale up on their own.