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 #565: Noah Kagan – The Art of Asking For What You Want, Launching a Business, Handling Rejection, Working For Mark Zuckerberg, and Not Living a ‘What-If’ Life

Noah Kagan is the Chief Sumo at AppSumo.com, an 8-figure company that teaches lessons on how to start a business, grow a business, and improve your marketing. Before AppSumo and Sumo.com, he was the 30th employee at Facebook reporting directly to Mark Zuckerberg where he helped build the Facebook Ads platform. He’s [...]

Episode #564: Ariel Helwani – The Howard Cosell of MMA, Conducting World-Class Interviews, Feuds With Dana White, Leaving ESPN, & Dealing With Social Anxiety

Ariel Helwani is best known for his coverage of mixed martial arts (MMA). He has worked for Fox, ESPN, HBO, Vox, and Spotify. Ariel has won MMA Journalist of the Year at the World MMA Awards every year since 2010. In addition to his work covering mixed martial arts, Ariel has worked [...]

Episode #563: Mike Massimino – A NASA Astronauts Guide To Achieving The Impossible, Building Excellent Teams, Tweeting From Space, and Earning Your Dream Job

Mike Massimino served as a NASA Astronaut from 1996-2014 and flew in space twice: STS-109 on space shuttle Columbia in March 2002 and STS-125 on space shuttle Atlantis in May 2009—the final two Hubble Space Telescope servicing missions. He became the first human to tweet from space, was the last human to [...]

Episode #562: Nikki Glaser – Life as a Comedian, The Creative Process, Learning From Seinfeld, How To Respond When You Bomb on Stage, Roasting Robert DeNiro, & Telling The Truth

Nikki Glaser is one of the funniest voices in comedy today. For nearly two decades at clubs across the country, stand-up comedian, actress, podcaster, and TV host. In July of 2022, she headlined her first HBO comedy special, GOOD CLEAN FILTH, which has been nominated for a Critics Choice Award for Best [...]

Episode #561: Bob Sutton – How Smart Leaders Make The Right Things Easier and The Wrong Things Harder (The Friction Project)

Bob Sutton is an organizational psychologist, Stanford professor, and New York Times bestselling author of multiple books including, Scaling Up Excellence, Good Boss-Bad Boss, and most recently, The Friction Project. WATCH this conversation on YouTube. And SUBSCRIBE! Order our NEW BOOK, The Score That Matters. “People spend far too much time obsessing about [...]

Episode #560: Dr. Barry Posner – Model the Way, Inspire a Shared Vision, Challenge the Process, Encourage Others to Act (The Leadership Challenge)

Dr. Barry Posner is the Chair, of the Department of Management and Entrepreneurship at Santa Clara University Leavey School of Business where he’s worked for 47 years. He’s the best-selling author of many books, including The Truth about Leadership and The Leadership Challenge. WATCH this conversation on YouTube. And SUBSCRIBE! Read my [...]

Episode #559: Marshall Goldsmith – The Power of Executive Coaching, How To Give & Receive Feedback, & Attributes of The Best Leaders (What Got You Here Won’t Get You There)

Dr. Marshall Goldsmith has been recognized as one of the Top Ten Business Thinkers in the World and the top-rated executive coach at the Thinkers50 ceremony in London since 2011. Published in 2015, his book Triggers is a Wall Street Journal and New York Times #1 Bestseller! He’s also the author of [...]

Episode #558: Introducing Our New Book, “The Score That Matters,” (With Brook Cupps)

Order The Score That Matters NOW. CLICK HERE. In The Score That Matters, Ryan Hawk and Brook Cupps show that the internal score is what matters most—it reveals whether we are living in alignment with our purpose and values. Offering both descriptive and prescriptive advice and anecdotes, The Score That Matters will help you [...]

Episode #556: Morgan Housel – A Guide To Human Behavior, Telling Great Stories, Becoming a Reasonable Optimist, Writing Advice, Mr. Beast, & What Never Changes

Morgan Housel is a partner at The Collaborative Fund. He’s the author of The Psychology of Money, which has sold over four million copies, and The New York Times Bestseller Same As Ever: A Guide to What Never Changes. He is a two-time winner of the Best in Business Award from the [...]

Episode #555: Shane Parrish – Raising Your Standards, The Difference Between Nice & Kind Feedback, The Inner vs. Outer Scoreboard, & Turning Ordinary Moments Into Extraordinary Results (Clear Thinking)

Shane Parrish is the entrepreneur and wisdom seeker behind Farnam Street where he focuses on turning timeless insights into action. Shane’s work has been featured in nearly every major publication, including the New York Times, The Wall Street Journal, and Forbes. He is the New York Times bestselling author of Clear Thinking: [...]

Episode #554: Tim Urban – Becoming a High-Rung Thinker, Being The Boss of The Ideas In Your Own Head, Writing Wait But Why, & The Best Advice He’s Ever Received

Tim Urban is the writer/illustrator and co-founder of Wait But Why, a long-form, stick-figure-illustrated website with over 600,000 subscribers and a monthly average of half a million visitors. He has produced dozens of viral articles on a wide range of topics, from artificial intelligence to social anxiety to humans becoming a multi-planetary [...]