Just read Brad DeLong, who ably punctures Barone's rich man's view of what poverty is actually like. Also, Brad doesn't mention that part of the reason Barone isn't poor is that he married the very rich Joan Shorenstein. After she died, her parents set up the Joan Shorenstein Barone Center on the Press, Politics, and Public Policy, but Barone's migration to the right led them to quietly drop his name after a few years. In any case, marrying rich is something that, for cultural and logistical reasons, is very hard for poor people to do.