Comparing actual life to a board game is particularly bad thinking in my opinion. And you may think what you wish but I think anarchism is a fantasy that is unworkable and ultimately destructive.
I know many people want to believe the world is getting poorer or the US is but the data doesn’t show it. However, you offered none. But in terms of income adjusted for inflation the percentage of Americans in the upper income group have increased, the percentage of Americans in upper middle income groups have increased, while the percentage in the lowest two income groups have declined. All in spite of efforts from some to destroy prosperity—such as those regulating housing into short supply and driving up prices.
The OECD and the World Bank also release international rates of poverty and those have been declining as has the percentage of hungry.