Coaching for Leaders

790: How to Help a Team Flourish, with Daniel Coyle

Daniel Coyle: Flourish Daniel Coyle is the New York Times bestselling author of The Culture Code, which was named Best Business Book of the Year by Bloomberg, BookPal, and Business Insider. He has served as an advisor to many high-performing organizations, including the Navy SEALs, Microsoft, Google, and the Cleveland Guardians. His newest book is Flourish: The Art of Building Meaning, Joy, and Fulfillment (Amazon, Bookshop)*. When teams really thrive, it isn’t about luck or simply optimizing systems. Instead, it’s about intentionally creating spaces for connection, agency, and shared growth. In this conversation, Daniel and I discuss where to begin to help a team flourish. Key Points Life (and leadership) is treasure creation, not a treasure hunt. Flourishing environments encourage experimentation, agency, and even mistakes, allowing ownership and innovation to thrive. If leaders think like designers, using questions and constraints, they will more likely unlock people’s full potential. Simple acts such as little “thank you’s” build psychological safety and lay the foundation for flourishing groups. Some of the world’s greatest innovations emerged from environments that welcomed surprise, cross-pollination, and flexibility. Value the art of asking good questions over having all the answers. Resources Mentioned Flourish: The Art of Building Meaning, Joy, and Fulfillment by Daniel Coyle (Amazon, Bookshop)* Interview Notes Download my interview notes in PDF format (free membership required). Related Episodes What Innovative Leaders Do Differently, with Linda Hill (episode 774) How to Help People Flourish, with Marcus Buckingham (episode 778) The Counterintuitive Secret to Creativity and Focus, with David Epstein (episode 789) Discover More Activate your free membership for full access to the entire library of interviews since 2011, searchable by topic. To accelerate your learning, uncover more inside Coaching for Leaders Plus.

789: The Counterintuitive Secret to Creativity and Focus, with David Epstein

David Epstein: Inside the Box David Epstein is the author of the #1 New York Times bestseller Range and The Sports Gene, both of which have been translated into more than 30 languages. He was previously the host of Slate‘s popular “How To!” podcast and a science and investigative reporter at ProPublica. His TED talks have been viewed more than 12 million times. His newest book is also a New York Times bestseller: Inside the Box: How Constraints Make Us Better (Amazon, Bookshop)*. It seems like we should be the most focused, creative, and innovative when we are the freest to do whatever we want. Turns out, it’s pretty much the exact opposite. In this conversation, David and I discuss why constraints make all the difference. Key Points Myth: we are most creative and innovative when we are most free. In fact, it’s the opposite. Given complete freedom, we tend to follow the path of least resistance. The Einstellung effect: employing only familiar methods even if better ones are available. General Magic (the most important technology company that nobody’s ever heard of) had virtually no constraints and ultimately produced nothing. Write down hypotheses and make commitments visible before you begin. Give people agency in creating constraints. If your organization or team was being handed off to someone else tomorrow, what’s the first thing the new leader would change? Consider making that change now. To avoid over-indexing on constraints, ask this question: “Could I still surprise myself?” Resources Mentioned Inside the Box: How Constraints Make Us Better by David Epstein (Amazon, Bookshop)* Interview Notes Download my interview notes in PDF format (free membership required). Related Episodes How to Transform Your Limitations Into Advantages, with Mark Barden (episode 207) Help Your Brain Learn, with Lisa Feldman Barrett (episode 513) Get People Reading What You’re Sending, with Todd Rogers (episode 666) Discover More Activate your free membership for full access to the entire library of interviews since 2011, searchable by topic. To accelerate your learning, uncover more inside Coaching for Leaders Plus.

788: How to Work with Poisonous People, with Leanne ten Brinke

Leanne ten Brinke: Poisonous People Leanne ten Brinke is an Associate Professor at the University of British Columbia, where she directs the Truth and Trust Lab. Her research investigates trust, deception, and dark personality traits across diverse populations—from incarcerated individuals to hedge fund managers and politicians. She reveals how dark personality traits shape our institutions and relationships, while offering practical strategies to recognize and counteract their harmful influence. Her book is titled Poisonous People: How to Resist Them and Improve Your Life (Amazon, Bookshop)*. If you are a leader, you are going to deal with poisonous people. Sometimes they will show up as clients, sometimes your boss, sometimes your peers, and sometimes the people you manage. Regardless of where they show up, this conversation with Leanne will help you handle this tough dynamic. Key Points Dark traits exist on a spectrum. While only 1% of the population rises to a clinical level of psychopathology, 10-20% of the population has a dark personality profile. There are many more people with psychopathy per capita in senior management positions than in the general population. Poisonous people generally aren’t interested in shifting their personality. As such, you will not change them. Given that reality, aim to better manage the relationship. Establish clear boundaries with poisonous people and put things in writing you might normally assume. Dark personalities are really good at exploiting unspoken norms. Find ways to create win-wins with poisonous people. They don’t do well with trade-offs, because they don’t like to lose anything. Avoid face-to-face negotiations with them. Their charm and charisma will win you over in the moment. Text-based dialogue will help you objectively negotiate better. Use the carrot instead of the stick. Reward good behavior when it happens (just not by giving them power over others). Resources Mentioned Poisonous People: How to Resist Them and Improve Your Life by Leanne ten Brinke (Amazon, Bookshop)* Interview Notes Download my interview notes in PDF format (free membership required). Related Episodes How to Handle a Boss Who’s a Jerk, with Tom Henschel (episode 164) How to Start Better With Peers, with Michael Bungay Stanier (episode 635) How to Show Up Authentically in Tough Situations, with Andrew Brodsky (episode 727) Discover More Activate your free membership for full access to the entire library of interviews since 2011, searchable by topic. To accelerate your learning, uncover more inside Coaching for Leaders Plus.

787: Better Leadership Through Humor, with Chris Duffy

Chris Duffy: Humor Me Chris Duffy is an award-winning podcaster, comedian, and television writer. He hosts the podcast How to Be a Better Human and you can find his comedic TED talk, “How to find laughter anywhere” online. He is the author of Humor Me: How Laughing More Can Make You Present, Creative, Connected, and Happy (Amazon, Bookshop)*. It sometimes seems like someone with a good sense of humor does everything a bit better. Perhaps leadership is no different – but it’s not about landing jokes. In this episode, Chris and I explore why everyday humor is all about paying attention and generosity. Key Points Humor might not make the list of top leadership competencies, but it helps you perform every other competency better. A good sense of humor is inherently generous. Effective humor isn’t landing the perfect joke or being the center of attention. It’s noticing the humor is everyday work and bravely calling attention to it. The first pillar of cultivating humor is simply being present. Start with times you are least present and most zoned out. Zero in with a “new bathroom” frame of mind. Celebrate the bad stuff and find humor in it. By doing so, you inherently help people appreciate excellence. Resources Mentioned Humor Me: How Laughing More Can Make You Present, Creative, Connected, and Happy by Chris Duffy (Amazon, Bookshop)* Interview Notes Download my interview notes in PDF format (free membership required). Related Episodes How to Engage With Humor, with David Nihill (episode 235) Get Better at Deep Listening, with Oscar Trimboli (episode 408) How to Genuinely Show Up for Others, with Marshall Goldsmith (episode 590) Discover More Activate your free membership for full access to the entire library of interviews since 2011, searchable by topic. To accelerate your learning, uncover more inside Coaching for Leaders Plus.

786: The Problem with Reorgs and How to Do Better, with Phil Le-Brun

Phil Le-Brun: The Octopus Organization Phil Le-Brun is an executive in residence at Amazon Web Services and a former corporate VP and international CIO at the McDonald’s Corporation. He is a sought-after speaker and has been featured in Harvard Business Review, The Wall Street Journal, and The Guardian. He is the co-author with Jana Werner of The Octopus Organization: A Guide to Thriving in a World of Continuous Transformation (Amazon, Bookshop)*. Most of us have gone through some version of a reorg. A lot of leaders have also implemented their own reorgs. Sometimes they work. Many times, they don’t. In this conversation, Phil and I discuss what goes wrong with reorgs and how we can do better. Key Points Organizations traditionally looked like the tin man from The Wizard of Oz: perfectly planned, many interchangeable parts, not flexible. An octopus organization adapts, works independently to serve the larger whole, and is innately curious. A reorg that starts with an org chart misses the complex organic connections you are unlikely to fully understand. Prioritize structural stability while building internal flexibility. Nurture the complex informal human networks that deliver value. Be honest about objectives and communicate a reorg early. Engage people by starting with smaller-scale change. Clarify the problem to be solved instead of the structural “answer.” Resources Mentioned The Octopus Organization: A Guide to Thriving in a World of Continuous Transformation by Phil Le-Brun and Jana Werner (Amazon, Bookshop)* Interview Notes Download my interview notes in PDF format (free membership required). Related Episodes How to Get the Ideal Team Player, with Patrick Lencioni (episode 301) How to Approach a Reorg, with Claire Hughes Johnson (episode 621) How to Help Employees Handle Tough Moments, with Anthony Klotz (episode 777) Discover More Activate your free membership for full access to the entire library of interviews since 2011, searchable by topic. To accelerate your learning, uncover more inside Coaching for Leaders Plus.