• Checklists
    Jun 14 2026

    Many so-called accidents can be prevented with a bit of forethought. In this conversation, we explore ways to avoid bad outcomes by preparing beforehand.

    Show notes:

    • There Are No Accidents, Only Collisions by Alan Levar
    • Traction Heroes Ep. 2: Unprecedented
    • The Checklist Manifesto by Atul Gawande
    • Pass Labs
    • Four Types of Problems by Art Smalley
    • Drift Into Failure by Sidney Dekker
    • The Problem Is Not the Problem by Harry Max (video)
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    28 mins
  • Legibility
    May 31 2026

    Determining what to track is essential for effective management. But focusing on just a few measures can lead us to miss important things.

    Show notes:

    • Seeing Like a State by James C. Scott
    • How Buildings Learn by Stewart Brand
    • Pace layers
    • Strategies for Learning from Failure by Amy C. Edmondson (HBR gift link)
    • What Got You Here Won't Get You There by Marshall Goldsmith and Mark Reiter
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    26 mins
  • Blind Spots
    May 17 2026

    A reading from a popular job search book prompts a discussion about our inability to accurately self-diagnose — and what to do about it.

    Show notes:

    • Never Search Alone by Phyl Terry
    • Phyl.org
    • Thinking, Fast and Slow by Daniel Kahneman
    • Never Eat Alone by Keith Ferrazzi and Tahl Raz
    • What Color is Your Parachute? by Richard Bolles
    • So Good They Can't Ignore You by Cal Newport
    • Social Traps by John Cross and Melvin Guyer
    • Mistakes Were Made (bot Not By Me) by Caroll Tavris and Elliot Aronson
    • Confidential by John Nolan
    • Johari window
    • Using AI to Illuminate My Blind Spots by Jorge Arango
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    29 mins
  • Axis Thinking
    May 3 2026

    Jorge shares one of his core mental models — from an unexpected source.

    Show notes:

    • Axis Thinking by Brian Eno
    • A Year with Swollen Appendices by Brian Eno
    • Polarity Management by Barry Johnson
    • The Problem Is Not the Problem by Harry Max

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    26 mins
  • Automation Complacency
    Apr 19 2026

    On the risks of unquestioningly delegating sense-making to technology in general (and AI in particular.)

    Show notes:

    The Glass Cage by Nicholas Carr

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    27 mins
  • Perceptions
    Apr 5 2026

    Our perceptions of what someone else will say or do can influence what they actually end up saying or doing — leading to a dangerous vicious cycle.

    Show notes:

    • Beyond Belief by Nir Eyal
    • Liminal Thinking by Dave Gray
    • The Matrix
    • Mistakes Were Mad (but Not By Me) by Caroll Tavris and Elliot Aronson
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    27 mins
  • MacGuffins
    Mar 22 2026

    Harry and Jorge discuss one of the latter's favorite means for gaining traction: the MacGuffin, a concept with a storied pedigree in cinema.

    Show notes:

    • Dark Matter and Trojan Horses by Dan Hill
    • Trim tab
    • The New How by Nilofer Merchant
    • Human-Centered Security by Heidi Trost
    • Tempo by Venkatesh Rao
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    26 mins
  • Mindfulness
    Mar 8 2026

    On the importance of mindfulness for gaining traction — and how you can practice to become more mindful.

    Show notes:

    • Original Love by Henry Shukman
    • The Informed Life ep. 75: Hans Krueger on the Cycle of Emotions
    • The Tim Ferriss Show ep. 531: Henry Shukman
    • The Way App
    • Waking Up
    • The Ultimate Coach by Amy Hardison and Alan D. Thompson
    • Being in the World


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    25 mins