Or it could mean "having made and then saved enough to make one's own way in a capitalistic economy instead of being at the behest of employers."

I think the phrase "financial independence" has a lot to offer as a description of a mode of living that poor communities generally do not display. A lot of poor people spend a sort of weighted average of the earnings of their family group -- if your personal income happens to be down right now, you can borrow money from someone who's having an up period. This is what winston_smith is referring to when he says "in some poor communities, there's a strong ethic of sharing good fortune", and it's a different concept than "money is good".