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Leadership requires taking some risk. | Irrational Exuberance

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At a recent offsite with Carta’s Navigators, we landed on an interesting topic: leadership roles sometimes mean that making progress on a professional initiative requires taking some personal risk. This lesson was hammered into me a decade ago during my time at Uber, where I kicked off the Uber SRE group and architectured Uber’s self-service service provisioning strategy that defined Uber’s approach to software development (which spawned a thousand thought pieces, not all complimentary). I did both without top-down approval, and made damn sure they worked out. It wasn’t that I was an anarchist, or that I hated all authority, rather that I could have never gotten explicit approval for either approach. It was the sort of culture where occasionally you were told not to do something, but you were only rarely given explicit permission to do anything. My choice was to either point fingers about why I was stuck, or take on some personal risk to make forward progress. I love making progress, a

At a recent offsite with Carta’s Navigators , we landed on an interesting topic: leadership roles sometimes mean that making progress on a professional initiative requires taking some personal risk. This lesson was hammered into me a decade ago during my time at Uber, where I kicked off the Uber SRE group and architectured Uber’s self-service service provisioning strategy that defined Uber’s approach to software development (which spawned a thousand thought pieces, not all complimentary). I did both without top-down approval, and made damn sure they worked out. It wasn’t that I was an anarchis

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