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You might argue that with Trump, you get what you see, but you're fighting to overcome a lot of cynicism in a naturally cynical bunch. We see someone who has used access to power as a means to enrich himself suddenly seeking the reins of power - no amount of hand-waving about how he's totally transparent will shake that deep seated unease. Libertarians have a bad habit of thinking the market is some kind of moral force that rewards the good and punishes the bad instead of it being a set of laws of human behavior.
They are shocked that Trump would have ever been a rent seeker as a businessman.