Welcome to The Learning Leader Show. My mission is to have deep conversations with the world’s most thoughtful leaders and share their useful life stories and leadership wisdom. I speak with CEOs, Special Forces Operators, Entrepreneurs, Best-Selling Authors, Professional Athletes, and more. Our conversations are open dialogs where my guests share their most valuable experiences and learnings for the benefit of The Learning Leader Show audience. You will find links to each episode and the corresponding show notes at the bottom of this page.

The Learning Leader Show has been listened to by millions of people and was chosen by Apple Podcasts as an “all-time best-seller” in 2020. Forbes called it, “the most dynamic leadership podcast out there.” Inc Magazine said, “It’s one of the five podcasts to make you a smarter leader.”

I have a uniquely smart and sophisticated audience, so if you are interested in sponsoring The Learning Leader Show, email me (Ryan@LearningLeader.com) with the subject “sponsorship.” Some previous sponsors have been Calloway Golf, Ogio, Gusto, Freshbooks, LinkedIn Learning, and Municipal.

Episode List & Show Notes

All episodes are listed below, newest first. Each episode link has show notes with major topics discussed and links to books & other resources mentioned in the episode.

If you’ve enjoyed the podcast, please write a quick iTunes review here, because it will help more people discover The Learning Leader Show.


Episode #491: Matthew Dixon – Overcoming Indecision, Managing Risk, & Taking Control Of The Conversation (The Challenger Sale)

Matthew Dixon’s first book, The Challenger Sale: Taking Control of the Customer Conversation, was a #1 Amazon as well as Wall Street Journal best seller. He is also the co-author of the customer experience bestseller The Effortless Experience: Conquering the New Battleground for Customer Loyalty and the sequel to the Challenger Sale, [...]

Episode #490: Dandapani – Becoming More Self-Reflective, Having A Purpose, & Creating Unwavering Focus

Dandapani is a Hindu priest and a former monk of 10 years. He originally got a degree in Electrical Engineering, then left it all behind and spent a decade studying under the guidance of one of Hinduism’s foremost spiritual leaders. He gave a TEDx talk that has been viewed over 5.6 million [...]

Episode #489: Todd Henry – Asking Uncomfortable Questions, Solving Big Problems, & Casting Your Vision

Todd Henry is an international speaker and best-selling author of 6 books including, The Accidental Creative, Herding Tigers, Die Empty, and his latest book is called The Daily Creative. WATCH this conversation on YouTube. And SUBSCRIBE! Read my new book, The Pursuit Of Excellence — See why Patrick Lencioni said “this book is an [...]

Episode #488: Cassie Holmes – How To Expand Your Time, Focus On What Matters Most, & Live A Happier Life

Cassie Holmes is a Professor at UCLA’s Anderson School of Management. Cassie is an expert on time and happiness. Cassie is the author of the book, Happier Hour: How to Beat Distraction, Expand Your Time, and Focus on What Matters Most, which is based on her wildly popular MBA course, “Applying the [...]

Episode #487: Governor Charlie Baker – A Conversation With The Most Popular Governor In America

Charlie Baker is the Governor of Massachusetts. He has also served as CEO of Harvard Pilgrim Health Care, a top-performing healthcare insurance provider. According to a Morning Consult poll, he has a 74% approval rating, making him the most popular Governor in America. He is the author of the new book, Results: [...]

Episode #486: Brent Beshore – Growth Without Goals, Continuous Improvement, & The Art Of Sales

Brent Beshore is the Founder and CEO of Permanent Equity, a Midwestern-based private equity firm. They take a long-term approach to private equity, investing “permanent equity” in small to midsize privately held companies throughout North America. He’s also the best-selling author of The Messy Marketplace. WATCH this conversation on YouTube. And SUBSCRIBE! [...]

Episode #485: Ryan Holiday – The Power Of Self Control, Loving The Process, & Building Endurance (Discipline Is Destiny)

Ryan Holiday is the best selling author of 11 books including The Obstacle Is the Way, The Daily Stoic, Ego Is the Enemy, and Stillness is the Key which has sold millions of copies and been translated into thirty languages. His latest book is called Discipline is Destiny – The Power of [...]

Episode #484: Bill George – Becoming An Authentic Leader By Discovering Your True North (Former CEO of Medtronic)

Bill George is a senior fellow at Harvard Business School, where he has taught leadership since 2004. He is the author of Discover Your True North, Authentic Leadership, and 7 Lessons for Leading in Crisis. Bill is the former chairman and chief executive officer of Medtronic.  He joined Medtronic in 1989 as president [...]

Episode #483: Colin O’Brady – Doing The Impossible, Changing Your Mindset, & Crossing Antarctica Alone

Colin O’Brady is a 10-time World Record Holder and New York Times bestselling author of The Impossible First. Colin’s highly publicized expeditions have been followed by millions and his work has been featured in the New York Times, The Tonight Show, the BBC, The Joe Rogan Experience, and NBC’s Today. His feats include [...]

Episode #482: Neal Foard – Becoming More Persuasive, Telling Better Stories, & Changing Your Mind…

Neal Foard has spent more than 20 years creating award-winning ad campaigns for clients on four continents. From the experience of thousands of presentations to clients all over the world, Neal has created The Passionate Logic Project™ to help business leaders sell their agendas more persuasively. He has been a featured speaker [...]

Episode #481: Eric Barker – Building Loving Relationships, Spotting Liars, & Living With Optimism

Eric Barker is the author of The Wall Street Journal bestseller “Barking Up the Wrong Tree,” which has sold over half a million copies and been translated into 19 languages. It was even the subject of a question on “Jeopardy!” He is a sought-after thinker and has given talks at MIT, Yale, [...]

Episode #480: Seth Godin – Becoming A Great Storyteller, Fixing PowerPoint Presentations, & Defining Leadership

Seth Godin is an entrepreneur, best-selling author, and speaker. In addition to launching one of the most popular blogs in the world, he has written 20 best-selling books, including The Dip, Linchpin, Purple Cow, Tribes, and What To Do When It’s Your Turn (And It’s Always Your Turn). His book, This is Marketing, was an instant bestseller in countries [...]