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Millionaires, including prominent figures like Travis Kalanick, Richard Branson, and Mark Cuban, possess a unique trait of being crazy dreamers. They challenge the norm, exhibit unreasonable behavior, and embrace change to achieve success. Wealthy individuals are willing to take risks, exemplified by Elon Musk's modest odds of success with Tesla. Taking asymmetrical risk-reward approaches and believing in their deservingness are key characteristics of millionaires.