Holiday was self-deprecating - “I will start with the question many of you are probably asking, which is, ‘Who the hell is this guy?’” - and casually profane, drawing a few titters from the crowd when he urged them to question their sense of self-importance. Yet it seemed to resonate with the quiet, reflective crowd at Stoicon, an annual conference for academics and practitioners of Stoicism, the ancient Greek and Roman philosophy that counsels self-effacement and detachment from the vicissitudes of success and failure.ĭuring his talk, Mr. coaches, Olympians, hip-hop stars and Silicon Valley entrepreneurs. It was hardly the sort of inspirational message one would expect from a charismatic public-relations strategist turned self-help sage, who is now a sought-after guru to N.F.L. In an underground gymnasium in New York City in October, the author Ryan Holiday spoke to nearly 350 people about the transformative power of pessimism and self-doubt.
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