Jim VandeHei, the co-founder of both Politico and Axios, has always had an admirably heightened sense of self. Asked once how he climbed from being a local reporter in Oshkosh, Wisconsin, to the media entrepreneur and C.E.O. he is today, he said: “Every new job or new step I took, I thought, ‘Oh, these people aren’t that much smarter than I am. And then the next step I’d be like, ‘Oh, these people aren’t much smarter than I am.’”
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