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How anybody could think a born millionaire gives a single runny shit about the working man is a mystery.
It is extremely rare. But history has shown it is possible. FDR being perhaps the best example.
There's some evidence indicating that RFK may have been another. Though we will never know with certainty.
And in my experience the "self-made" millionaire is even less likely than the silver spooner to support policies like increased taxes on the rich and expanded public services.
At the end of the day, any working or middle class person is a stone cold fool if they believe a rich lawmaker or cabinet member is concerned about their economic lot in life.