HeyJaredDavid Gurteen
Reflections on Conversational Leadership—the art of leading through dialogue rather than position.
- Indexed issues, last 90 days
- 5
- Latest publication
- Sep 9, 2026
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- Jul 6, 2026
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The Adjacent Possible on a Chessboard (opens the original)
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The adjacent possible describes the opportunities that become available from where we are now. Although the idea is straightforward, it can remain rather abstract and difficult to picture in practice. A game of chess offers a familiar way to see how each action changes the situation and opens up possibilities.<a class="image-link image2 is-viewable-img" href="https://substackcdn.com/image/fetch/$s_!0F99!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2
If Everyone is Thinking Alike (opens the original)
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In complex situations, thoughtful people will often see things differently because they bring different experiences, knowledge, and perspectives. When everyone agrees too quickly, important differences may remain unspoken and collective thinking can suffer. By surfacing those differences through conversation, we can make better sense of complexity and think together.<a class="image-link image2 is-viewable-img" href="https://substackcdn.com/image/fetch/$s_!Ep4a!,f_auto,q_auto:good,fl_progressive:
The White Mice Were Never the Point (opens the original)
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We often believe that enough data, analysis, or intelligence will eventually give us the answers we seek. Yet answers without the right questions, context, or conversation can be surprisingly empty. Douglas Adams' famous joke about 42 offers a thoughtful reminder of where meaning really comes from.<div
I'm Less Worried About Hallucinations Than Sycophancy (opens the original)
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Hallucinations are widely seen as AI's greatest weakness, but they are often easier to detect than something far more subtle: sycophancy. Facts can usually be checked. Flattery is much harder to recognize. If AI is to become a genuine thinking partner, it needs to challenge our ideas, not simply reassure us that they are good<a class="image-link image2 is-viewable-img" href="https://substackcdn.com/image/fetch/$s_!dBCy!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3
From Fixed Lights to Distant Suns (opens the original)
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For centuries, the stars were thought to be fixed lights in the heavens. It is tempting to believe that science eventually proved them to be distant suns. The real story is more interesting, revealing how imagination, observation, and inference work together to deepen our understanding of the universe.<
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