Graydon never told us he once slept in a boxcar. Long before he co-founded Spy magazine, became the arbiter of wit and glamour as the editor of Vanity Fair, and went on to create our digital weekly, Air Mail, Graydon worked for an extended summer stint as a railroad lineman in his native Canada. The experience didn’t manifestly improve mass transportation in Saskatchewan, but it turned out to be invaluable training for humoring the temperamental and talented writers, artists, movie stars, and moguls that have brightened every publication he has led. If you can befriend railroad men with criminal records, honestly earned muscles, and mustaches, you can handle the C-suites of Condé Nast, Wall Street, and Hollywood.
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