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To me it all depends on how you define well off. I think anyone, no matter what their background is or where they come from can work, learn a skill and eventually land a decent job that pays them good salary. They can live an upper middle class life. No, they won't be rich, but they will have a good life.
Going beyond that takes something that most people simply don't have. You either need to start your own business or be able to do something aside from your job that has the potential to bring in big money. Unless you have that idea that can make you big money or you have an idea for a business that can be very profitable and you are able to start it, run it and grow it, you aren't going to rich (unless you get lucky and buy a winning lottery ticket).
So there is upward mobility, it just has has a roof on it that restricts most people from going past a certain point and it has always been that way.
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