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October 2026

  • Your Plan Is Probably Wrong. That’s Okay.

    Most of us like making plans because plans give us a sense of certainty. We decide what we want, figure out how we’re going to get there, and imagine that if we execute correctly, reality will cooperate. Then reality gets involved. The business idea you were certain people would love doesn’t sell. The investment thesis you carefully researched turns out to be wrong. The productivity system that looked perfect on paper becomes annoying after two weeks. The content you spent…

    October 3, 2026
    Newsletter Archive

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