Coaching for Leaders

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)

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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)

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Liane Davey: Thoughtload

For the past 25 years, Liane Davey has researched and advised teams on how to achieve high performance. She is the author of You First and The Good Fight and is a regular contributor to Harvard Business Review. She is the author of the new book Thoughtload: Manage the Madness and Free Your Team to Do Great Work (Amazon, Bookshop)*.

We all love to hate our task lists. However, we can do a lot better with just a bit of strategy. In this conversation, Liane and I explore how to make our task list work for us instead of against us.

Key Points

Often it’s not really the workload that’s crushing – it’s more so the thinking about all the workload. That’s what thoughtload is.

The problem with a to-do list is that everything goes on it. Thus, to-do lists are terrible for managing your attention.

Instead of one task list, keep a limited amount of tasks on three priority lists.

Category 1 list: your most important outputs and outcomes.

Category 2 list: what you do to help others achieve their most significant outcomes.

Category 3 list: administrative stuff.

Four questions determine what gets on your lists:

Important (an activity that will add value to a key output or outcome)?

Urgent (something with growing negative consequences if you wait)?

Targeted (a task that no one can do as efficiently or effectively as you)?

Essential (core to creating the critical value, not just a nice-to-have)?

Resources Mentioned

Thoughtload: Manage the Madness and Free Your Team to Do Great Work by Liane Davey (Amazon, Bookshop)*

Interview Notes

Download my interview notes in PDF format (free membership required).

Related Episodes

The Scientific Secrets of Daily Scheduling, with Daniel Pink (episode 332)

Align Your Calendar to What Matters, with Nir Eyal (episode 431)

How to Take Back Your Evenings, with Guy Winch (episode 783)

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Eric Ries: Incorruptible

Eric Ries is the creator of the Lean Startup method, and the author of the New York Times bestseller The Lean Startup, The Leader’s Guide, and The Startup Way. Over the last two decades, his ideas about continuous innovation, long-term thinking, governance, and market reform have reshaped company building and management practices. He is the author of Incorruptible: Why Good Companies Go Bad…and How Great Companies Stay Great (Amazon, Bookshop)*.

If you build a great organization, the predators will come. With the right principles in place, not only can you protect what you love, but help many people flourish because of it. In this conversation, Eric and I show you exactly where to start.

Key Points

Most leaders are one acquisition, one IPO, one board meeting away from seeing something they love turn into something they hate.

If you build something great, they will come. The “they” are the predators who are willing to kill the golden goose.

Financial gravity is the force no one controls but everyone obeys. Appreciating its realities and laws will help you build stronger.

Rather than framing profit as good or bad, define profit as how you contribute to human flourishing.

Harder is easier. Rather than viewing principles as a burden, the best leaders see principles as opportunities.

Design the business model so the organization prospers only via mission attainment.

Resources Mentioned

Incorruptible: Why Good Companies Go Bad…and How Great Companies Stay Great by Eric Ries (Amazon, Bookshop)*

Interview Notes

Download my interview notes in PDF format (free membership required).

Related Episodes

Doing Better Than Zero-Sum Thinking, with Renée Mauborgne (episode 641)

Crafting the Modern Business Plan, with Seth Godin (episode 704)

Notice Disruption and Innovate Through It, with Steve Blank (episode 761)

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Guy Winch: Mind Over Grind

Guy Winch is a psychologist and bestselling author who advocates for integrating the science of emotional health into our daily lives. His TED talks have attracted over 35 million views, and his books have been translated into more than 30 languages. He is co-host of the Ambie-nominated Dear Therapists podcast and the author of the book Mind Over Grind: How to Break Free When Work Hijacks Your Life (Amazon, Bookshop)*.

Some of our parents got to work in the morning, put in a full day, and then by dinner time, didn’t think about work or do it until the next morning. That’s not reality for a lot of us today, so in this conversation, Guy and I explore what you can do to take back your evenings.

Key Points

Most work stress isn’t experienced at work.

Healthy thinking is intentional and leads us somewhere useful. Unhealthy thinking (rumination) isn’t intentional and tends to repeat the same script. It feels more like unpaid work.

To interrupt rumination outside of work, first label it and then associate it with disgust, disdain, and annoyance. Treat it like you would a skunk sitting next to you on the couch.

Rituals help our brains make a distinction between time to work and time to recover. Rituals are most powerful when they invoke one or more of our five senses to signal a shift to our brains.

Often we think of relaxation and recovery the same way our grandparents did who often did more manual work. Work today tends to be more mental and emotional, so indexing on ways to engage physically during recovery times is helpful.

Rather than just assuming that doing nothing, sitting on a beach, or seeing the sights is the best vacation, consider engaging in the things you love that you normally don’t get to do.

Resources Mentioned

Mind Over Grind: How to Break Free When Work Hijacks Your Life by Guy Winch (Amazon, Bookshop)*

Interview Notes

Download my interview notes in PDF format (free membership required).

Related Episodes

Align Your Calendar to What Matters, with Nir Eyal (episode 431)

What to Do With Your Feelings, with Lori Gottlieb (episode 438)

How High Achievers Begin to Find Balance, with Michael Hyatt (episode 522)

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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.