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AI Didn’t Break Technical Interviews, It Exposed Our Proxies
Recently, I was tagged on a LinkedIn discussion about system design interviews. The interviewer had a problem I suspect a lot of technical interviewers are having these days. A candidate proposes a technology or vendor that you don’t know particularly well as a solution to your question and makes a factual claim about it. For…
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Everyone You Work With Is Already on a Subscription Plan
The first time I showed a room of managers a slide explaining how I keep track of my communication responsibilities, they laughed at me. They did try to hold it back because I’m the boss. But it didn’t work very well. And that’s fair. I don’t mind getting laughed at. I had sorted the people…
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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…
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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…
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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…





