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A look at the intersection of calculated risk, the minds of entrepreneurs, and why the best business owners make long shot bets. I'll Have Another had a chance to become the 12th horse in history to become a Triple Crown winner, a feat that has not been accomplished since 1978.

Making an investment is like being at the racetrack: Sometimes we make investments based on gut decision, but the horse, jockey, and individual race matter, too.

I moved my eyes, and I realized that I was asleep in bed. When I saw the beautiful landscape start to blur, I thought to myself, “This is my dream; I want it to stay!” And the scene reappeared. Then I thought to myself how nice it would be to gallop through this landscape