The great thing about having been poor is how liberated it makes you if you eventually become rich. There's nothing like the knowledge that you don't need money to survive. That the money cushion you lie on every night doesn't have to be three feet thick, and you can still get to sleep.
If you can ignore that hogwash at the end about Republicans being the "party of the rich," there is a lesson in the piece (even coming from a man who can call a conservative woman a "slut" or similar term and not have to make a public apology) about going from being poor to being rich. Naturally, rich is better. But to read of his account, it depends.
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