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We asked respondents from our 2017 report on digital business, “Achieving Digital Maturity,” to indicate what factors managers needed to lead in a digital age. What was striking was that the most common responses didn’t involve technical skills or deep digital knowledge. Instead, they centered around the need for experimentation, taking risks, and challenging the status quo. Respondents indicated that figuring out how to manage organizational factors and expectations was more important and more difficult than selecting the best technology solutions.