Podcast2022-02-15T12:26:32-05:00

THE LEARNING LEADER

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.

LATEST EPISODE

Episode #591: Ryan Holiday (LIVE! In Austin) – Good Values, Good Character, Good Deeds (Right Thing, Right Now)

Ryan Holiday is one of the world’s bestselling living philosophers. His books like The Obstacle Is the Way, Ego Is the Enemy, The Daily Stoic, and the #1 New York Times bestseller Stillness Is the Key appear in more than 40 languages and have sold more than 5 million copies. His latest [...]

Episode #590: Nat Eliason – Winning & Losing Millions, Moonwalking with Einstein, Creating Memory Dividends, Making Our Days More Memorable, and Writing Captivating Stories (Crypto Confidential)

Nat Eliason studied philosophy at Carnegie Mellon University. Since he started publishing his writing in 2013, his work has been read by millions of people and spun out multiple businesses ranging from a marketing agency to a cafe. He’s the author of Crytpo Confidential: Winning and Losing Millions in the New Frontier [...]

Episode #589: Sam Reese – Leadership Coaching, Setting Big Goals, Setting The Tone at the Top, and Why We Should All Be Part of a Mastermind Group

Sam Reese is CEO of Vistage, the world’s largest CEO coaching and peer advisory organization for small and midsize businesses. Over his 35-year career as a business leader, Sam has led large and midsize organizations and has advised CEOs and key executives of companies all over the world. WATCH this conversation on [...]

Episode #588: Tara Viswanathan (CEO Of Rupa) – Handling Rejection, Creating Magical Moments, Leadership Hiring ‘Must-Haves,’ Learnings From Lululemon, and Keys To a Great Off-Site Retreat

Tara Viswanathan is the co-founder and CEO at Rupa. She went to Wharton for her undergraduate work, Stanford for graduate school, and is well-versed in building a company. She started Rupa from nothing and has built it to 110 employees. They have had 17 consecutive quarters of growth. WATCH this conversation on [...]

Episode #587: Daniel Negreanu – Responding To Failure, Risking It All, Getting Rich, Embracing Criticism, Taking Ownership of Your Life, & How To Read People

Daniel Negreanu has earned over 52 million dollars at the poker table, which ranks him as the highest-earning player in live tournament poker history. He’s won 6 world series of poker bracelets, two world poker tour titles, and Daniel was inducted into the Poker Hall of Fame in 2014. He’s often referred [...]

Episode #586: Erika Ayers Badan (Former Barstool Sports CEO) – Deserving Great Mentors, Learning From Failure, Building Your Career, Earning Your Dream Job, & Other Hard Truths About Life As A CEO

Erika Ayers Badan is the CEO of Food52. Prior to that, she was the CEO of Barstool Sports, one of the most influential sports, lifestyle, and entertainment media brands on the internet. From 2016 to 2024, Erika led the company from a regional blog with 12 employees to a national powerhouse with [...]

Episode #585: AJ Jacobs – Creating a Flexible Mind, The Value of Slow-Thinking, Embracing Virtue, Showing Gratitude, and The Year of Living Constitutionally

A.J. Jacobs is an author, journalist, lecturer, and human guinea pig. He has written four New York Times bestsellers that combine memoir, science, humor, and a dash of self-help. Among his books are The Year of Living Biblically, Thanks a Thousand, and most recently, The Year of Living Constitutionally. He is a [...]

Episode #584: Craig Robinson – The “Must-Have” Qualities For Coaching Excellence, Becoming a Better Listener, Learning From a Legend, and Thanksgiving Dinner With a Young Barack Obama

Craig Robinson is the host of Ways to Win. He’s the executive director of the National Association of Basketball Coaches (NABC). From 2017-2020, he served as the VP of Player Development for the New York Knicks. Previously, he was a Division I head men’s basketball coach at Oregon State and Brown. He [...]

Episode #583: Jason Fried – Growing Without Goals, Earning An Investment From Jeff Bezos, Making Tough Decisions, Keys To A Great Partnership, Hosting Leadership Retreats, and Creating A Writing Practice

Jason Fried is the Co-Founder & CEO at 37 Signals. 37signals is a privately-held company committed to building the best web-based tools possible with the least number of features necessary. Jason is also the co-author of Getting Real, REWORK, Remote, and “It Doesn’t Have to Be Crazy at Work.” WATCH this conversation [...]

Episode #582: Cal Newport – Obsess Over Quality, Create Time Freedom (like Benjamin Franklin), Limit Daily Goals, Work At a Natural Pace, & How To Be So Good They Can’t Ignore You

Cal Newport is a professor of computer science at Georgetown University.  In addition to his academic work, Cal is a New York Times bestselling author who writes about the intersection of technology, productivity, and culture. Some of my favorite books that he’s written are So Good They Can’t Ignore You, Deep Work, [...]

Episode #581: Paul Rabil (The LeBron James of Lacrosse) – Never Missing a Day, Goal Setting, The Voice No One Hears, and The Difference Between Self-Promotion & Passion (The Way of The Champion)

Paul Rabil is a former professional lacrosse player and co-founder of the Premier Lacrosse League, the 2020 Sports Business Awards Breakthrough League of the Year. Rabil holds the all-time scoring record in professional lacrosse; has won championships and MVP awards as a college, professional, and international athlete; and is a two-time World [...]

Episode #580: Robin Sharma – The 5 Journal Prompts, 8 Hidden Habits, Meeting People In Person, Working Out Everyday, Becoming The Architect of Your Future, Building a Rich Life

For nearly 20 years, many of the most well-known organizations on the planet, ranging from Nike, GE, Microsoft, FedEx, PwC, HP, and Oracle to NASA, Yale, and YPO have chosen Robin Sharma for their most important events. Robin has sold over 20 million books in 96 countries. WATCH this conversation on YouTube. [...]

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