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Behind every breakthrough lies a great question. I help curious-minded people ask questions that spark clarity, insight and action.

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Latest Issues

The Certainty Trap

You can feel it the moment you walk into a boardroom that’s about to break. Not long ago, sat with a Board of Directors that had less than 48 hours to secure a massive cash injection to cover payroll. Without it, hundreds of employee wages...

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Start here!

Hello, and welcome! If you’ve just found this publication, this page will help you get your bearings.

What this is about

The Art of Asking Questions explores questioning as a practical skill: how the questions we ask (and the ones we a...

10 days ago
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Building Your First AI App

I joined Leor from for a live session where we built two working AI apps from scratch, in front of an audience, in well under an hour. No code, nothing installed, no computer science degree. This article walks you through what we built and...

11 days ago
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When Good Performance Stops Getting You Promoted

There’s a particular kind of stuck that hits experienced leaders, and it doesn’t look like you have failed. You’re competent, you have a strong track record, and the work is going well. Reviews are solid. People who matter say good things a...

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Nobody Adopted Your Recommendation

You’re in a steering group meeting. A colleague presents a technically excellent recommendation: it’s well-evidenced, clearly structured and logically sound. It lands to nods from your colleagues, then the conversation moves on. Twenty minu...

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Authors

The writers behind this newsletter.

  • Andrea Chiarelli

    Showing you how to think like a (human) consultant in the age of AI. Management Consultant & Board member. PhD & MBA. Chartered Fellow of the CMI.

  • Exploring ChatGPT

    Exploring ChatGPT. AI News, Technology, Markets.

  • Claire Barrett

    Helping tech leaders and teams get strategies and API-related plans understood, agreed, and adopted without baffling or blindsiding people in the process. Have lived and worked in 4 continents, either consulting or being consulted to.

  • Joshua Bandoch

    Head of Policy at the Illinois Policy Institute.

  • Darius Pietaris
  • Jason L Zimmerman

    A closer look at how strategies unfold after the plan is written (and why the vast majority fail).

  • Peter S. Bergeron

    Wrestling Against Time helps small business owners face the 12 Fatal Issues that threaten survival and succession. Built by Peter S. Bergeron, it reminds us that you don’t wrestle alone.

  • Dr. Jody Peleo-Lazar

    I've spent the past 20+ years helping organizations build capability where it matters most. Here, I write about how adults learn and grow at work, and how to make it happen in practice. Ed.D., Teachers College, Columbia University.

  • Dennis Collins

    Most leadership content tells you what great leaders do. I focus on what gets in the way. I help leaders close the gap between what they say and what their people hear, so agreement in the room becomes action in the field.

  • Elina

    For managers stuck between knowing and doing. Leadership Capabilities System breaks leadership down to practice, so you can build the capabilities to lead with confidence and impact your role demands.

  • Cécile

    Management consultant & sales coach at a Big4, helping you master million-dollar deals in the age of AI. Meanwhile, I write what I can't say at work.

  • Jennifer Houle

    Essays on human systems, leadership, organizational design, and the future of work. For people who believe better workplaces begin with better thinking.

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