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Alan Gregerman: Small Steps, Big Changes and the Wisdom of Ignorance

Alan Gregerman: Small Steps, Big Changes and the Wisdom of Ignorance

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On this episode of On the Brink with Andi Simon, I had the pleasure of speaking with Alan Gregerman, an internationally recognized authority on business strategy, innovation, and the hidden potential within all of us. Known as the “Robin Williams of Business Consulting,” Alan brings humor, humanity, and deep insight into how we can adapt, grow, and innovate in a world changing faster than ever before. I couldn't wait to share this podcast with you! My friend and innovation mentor, Alan Gregerman, joined me on On the Brink with Andi Simon for a stimulating conversation that digs into the interesting challenges facing all those who want to find their own best way of innovating. The "Robin Williams of Business Consulting," Alan injects humor, humanity, and leading-edge thinking into the brutal truth about how we need to adapt, change & innovate so now we win in a world changing faster than ever. Alan's latest book, "The Wisdom of Ignorance: Why Not Knowing Can Be a Catalyst for Innovation in an Uncertain World," reminds us that our lack of knowledge can be the source of the greatest discovery. During our conversation, we discussed his unique personal journey, his desire to help others reinvent themselves, and the most critical skills for all of us to cultivate to succeed in a world of disruptions. Curiosity Begins Early Alan revealed that his interest in other cultures began in early life. His mother, a specialist in world history, and one cherished gift — an atlas — prompted him never to stop learning and exploring. That early sense of curiosity would eventually form the basis of his career: to help businesses and individuals look beyond what they know, he tells them, to find new ideas in unexpected places. This investigative spirit has characterized his writing, from Lessons from the Sandbox (about reclaiming the creativity of childhood) to Surrounded by Geniuses (on how ordinary people and ideas can spur innovation) to The Necessity of Strangers (for why we must connect with people unlike ourselves). Now, with The Wisdom of Ignorance, he contends that expertise is not sufficient: we must develop the courage to say "I don't know" and use that humility to drive our future expos. Why Adults Resist Change A common refrain in our conversations was how hard it is to make a change. Alan reminded us that whereas 10% of people are quick to embrace new concepts, and another 10% resist vigorously, the rest of us tend to be somewhere in between. This resistance is not only cultural — it's neurological. Because our brains are wired to conserve energy, they will always prefer established habits over new things to learn. It's why Alan emphasized that innovation frequently demands creating small, quantifiable experiments. We can try ideas out incrementally rather than insisting on wholesale change overnight. These experiments help build confidence, reduce fear, and allow us to adjust more organically to the world as it changes. Watch our video of our podcast on YouTube. Wisdom of Ignorance Alan's methodology is based on what he dubs the six fundamental skills for flourishing in uncertain times. Central to them is purpose. Without something transformative and exciting enough to wake up for, innovation merely wanders around aimlessly. Clarity of purpose, whether it's in a for-profit or not-for-profit organization, is what leads to curiosity and experimentation, which begets growth. "When I speak with people at non-profits, one of the common themes you'll hear is a greater sense of purpose than businesses," Alan says that both sectors need to revisit and sharpen their "why constantly." "Best is a space that's kind of a moving target," as he put it. What works today is no guarantee of relevance tomorrow, and without purpose, even the greatest idea can lose its impact. The Six Essential Capabilities of an Innovative Organization Alan boiled it down to six related skills - all of which are the building blocks of his book and consulting practice: 1. Purposefulness – Commit to something worth doing that is meaningful. 2. Curiosity – Ask for inspiration and you will find it, remembering that behind most great ideas is the thinking of others. 3. Humility – Acknowledge we don't have all the answers, discovery starts with an open mind. 4. Respect – Respect everybody and everything, they are coming from somewhere unexpected. 5. Focus Forward – Peer into the future with a focus on newer trends, cultures, and ideas. 6. Paranoia: Stay aware of the fact that competitors and threats are always on your heels. These habits together prompt us to adopt what Santayana gleefully termed "enlightened ignorance" — a stance that appreciates not knowing as yet as the beginning rather than the end of knowledge. Lessons for Leaders As an anthropologist, Alan's take felt eerily familiar. We both believe that growth is often staring organizations in the face, disguised in plain sight — if only they can look beyond their ...
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