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5. He Dared to Diss Reagan

His Republican base might balk to know their front-runner once took a bit of a jab at iconic President Ronald Reagan. He wrote in 1987’s The Art of the Deal, “Only now, nearly seven years later, are people beginning to question whether there’s anything beneath that smile.” Pot calling the kettle black?

President Reagan
Joseph Sohm / shutterstock.com

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