HeyJaredLeadership Insights
Better leadership starts with better thinking. Sharper decisions, clearer judgment, and disciplined execution.
- Indexed issues, last 90 days
- 8
- Latest publication
- Aug 23, 2026
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- Jul 5, 2026
Latest issues
You Were Right About This Once (opens the original)
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The advice that used to be rightSomebody tells you to learn a specific skill because it will always be in demand.They’re not being careless. When they learned it, almost nobody had it, and it paid well for a long time. They watched it work for fifteen years, for themselves and for everyone around them who picked it up.Then the market filled in. More schools taught it. More people showed up with it on their resume. The thing that used to make somebody stand out turned into the baseline. It didn’t
Being Tired Changes What You See (opens the original)
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The email at the end of the daySix o’clock. Long day, mostly meetings. An email arrives.Two lines. No greeting. Asking why something wasn’t done.You read hostility in it. Somebody is building a case. You write a careful, slightly defensive reply explaining yourself, then decide to sit on it and send it in the morning.Next morning, after a full night of sleep, you open it again. Same two lines. Now it’s just a question. Somebody was in a hurry.Nothing about the email changed overnight. You did.Be
Why "Calm Down and Be Rational" Never Works (opens the original)
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The message that sat thereYou send a message that matters a little. Small thing, but you want an answer today.Nothing comes back.Hour four, they’re busy. Everyone’s busy.Hour ten, you open the thread and reread what you sent. One line looks worse than it did when you wrote it. There’s an edge in it you didn’t hear at the time.By morning you’ve written a follow-up, deleted it, and written a shorter one you haven’t sent either.Then the reply comes in. They were on a plane.The forty words on the sc
Most Things Never Become Opinions (opens the original)
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A while back I was reading an article about deforestation in the Amazon. Hectares per year, what’s driving it, what happens downstream.Halfway through I noticed I had no reaction to it. No agreement, no objection, no discomfort, no interest. There was nothing there, and what I caught was the nothing.I had never had a single question about the Amazon in my life. Nothing had ever put it in front of me long enough for one to form.Now compare that to how conversation works. Almost every question run
Every Decision Is a Prediction (opens the original)
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Your team keeps dropping handoffs. Work sits with someone for three days before anyone notices it’s stuck, and you find out from a client email.You decide the problem is that too many people touch the same work. So you split the team in two, each half owning its projects end to end.Dana, who has been there longest, tells you in January it won’t fix anything. The handoffs aren’t the problem, she says. The problem is that nobody knows who’s waiting on what.Six months later someone asks whether the
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