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To hear Will Hickey tell it, playing poker and running an oil company don’t sound all that different. Sitting in an eleventh-floor conference room in one of the few high-rise office buildings in downtown Midland, he’s in need of a shave and a haircut and could pass for a college senior on a six-year plan. Except it’s been fourteen years since his school days—when he played a lot of Texas Hold ’Em, mostly online. He would grind away at as many as four games at once. “I had a lot of success for a long time,” he says. “It paid for my lifestyle while I was a student.”While still a dough-faced 21-year-old undergraduate, Hickey competed in his first in-person tournament, at the WinStar World Casino,…

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