Writing


  • You Can Only Push Decisions as Far Down as Context Travels

    You Can Only Push Decisions as Far Down as Context Travels

    I keep hearing a version of the same question: how do I get people to make more decisions themselves? There are plenty of reasons people don’t make decisions. Analysis paralysis. No time to think. Unclear authority. Not wanting to own the outcome. But even when someone is willing and allowed to make a decision, they…

  • The Missing Half of ‘Share a Win’

    The Missing Half of ‘Share a Win’

    Every management book, every “how to run better meetings” post, every leadership-tips list tells you: start your staff meeting by asking each person for a win. I do it. I’ve done it for years. But I noticed that the write-ups usually stop at the prompt. And, while important, I think the prompt is the least…

  • What Gets Lost When Becoming AI-Native

    What Gets Lost When Becoming AI-Native

    Many tech leaders have seen the Notion feedback automation intake funnel. A piece of feedback, in this case, a bug report, comes in from somewhere, AI triages and categorizes it in a Notion database, routes it to the right team, pulls up related discussions and potentially relevant context, notifies that team on Slack, and drafts…

  • Your Company Already Has a Second Operating Model

    Your Company Already Has a Second Operating Model

    Someone in your company built something to learn or fix an immediate problem, not to run as a production service. That’s happening more frequently with AI-enabled development. They built to learn, not to earn, to borrow Marty Cagan’s vernacular. The artifact they created exists to test an idea, a workflow, or a customer reaction —…

  • AI Made You Accountable for Decisions You Never Saw

    AI Made You Accountable for Decisions You Never Saw

    Your calendar looks the same as it did a year ago. The same standups, the same one-on-ones, roughly the same number of meetings with roughly the same amount of stuff said out loud. But far more work is getting done in the gaps between those meetings, and more work getting done means more decisions getting…

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