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My Condolences, You’re Now Running a Billion-Dollar Business

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Halfway through a relaxing winter break with my family, I opened Slack for a quick dopamine hit. The message I saw waiting from Matt, Automattic’s CEO, was quite the surprise:

“Would you be interested in running WordPress.com while I’m on sabbatical?”

In honesty, my initial reaction was “No, not really.” It seemed like a lot of work, stressful, etc. But, I named my last team YOLO for a reason: the answer is always “Yes,” because you only live once.