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The Learning Leader Show With Ryan Hawk: Daily Summaries Delivered
by Ryan Hawk
Leaders are learners. The best leaders never stop working to make themselves better. The Learning Leader Show is a series of conversations with the world's most thoughtful leaders. Entrepreneurs, CEOs, World-Class Athletes, Coaches, Best-Selling Authors, and much more.
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- Yesterday56 min
692: Scott Harrison - Make a Bigger Ask, Design Everything with Excellence, Raising a Billion Dollars, Nobody Wants to Be Mid, and Why the Best Leaders Are Great Sales Professionals
Read my new book, "The Price of Becoming." www.LearningLeader.com/Becoming This is brought to you by Insight Global. If you need to hire one person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world has the hustle and grit to deliver. My Guest: Scott Harrison is the founder and CEO of charity: water, a non-profit that has raised over a billion dollars and funded tens of thousands of water projects to bring safe drinking water to millions. He previously spent a decade as a New York City nightclub promoter before a dramatic career shift led him into humanitarian work. Key Learnings Scott started a charity: water with $20 from a birthday party. Then $15,000... Twenty years later: over a billion dollars raised, 21 million people served. He says it should be 10 to 100 times more. The cure for water already exists. We're looking for water on Mars while 700 million people drink dirty water on Earth. We solved this hundreds of years ago. We just haven't implemented it. 25% of the money sitting in American donor-advised funds would give every human on Earth clean water. That's parked philanthropic capital. Already tax-benefited. Just waiting. The goal is always 10X what you're doing. If we raised a million last year, we want ten this year. If we raise $100 million, we should raise a billion. The opportunity is always orders of magnitude larger than the moment. Show, don't bullet. Scott shows 210 photos in a 45-minute keynote. No PowerPoint. Single images. A story unfolds frame by frame. Be early to the technology. First charity on Instagram. First to hit a million Twitter followers. First to use VR. The question is always the same: how does this new thing further the mission? The 100% model: solve for the cynic. Public donations go to one bank account that funds only water projects. Overhead is raised separately from entrepreneurs and business leaders. Then track every donation to a specific village. Don't be mid. Scott's 11-year-old daughter says nobody wants to be mid. Excellence is a core value. There's a lot of mid out there. Design everything. The fact cover sheet. The PowerPoint. The website. The package. "We're always dating." If the message comes in an ugly package, you're at a disadvantage before you start. Treat the donor like a Michelin three-star guest. If a restaurant can think that carefully about a meal, you can think that carefully about a donor who can save a million lives. The Goldman Sachs partner who changed Scott's paradigm. Before making an eight-figure ask, Scott asked a partner: "How does it feel when people ask for a lot more than you expected?" The expected answer was irritated, offended, put off. The actual answer: "I feel flattered that they think I would be that generous." People are generous. The well is there. You just have to drill deep enough. Scott has spent 20 years asking for too little. That might be his next obsession. People give to people, not causes. A dynamic leader who transfers their enthusiasm gets the donation. The cause doesn't. Most of the donations Scott and his wife give are to people, not topics they were already passionate about. Talk 10% of the time. When Scott meets a donor for the first time, he wants to know their whole life story. Their marriage. Their kids. What they wanted to be when they grew up. Be genuinely curious or don't bother. Hire for integrity, humility, curiosity, and energy... 16,000 applica
- 1 weeks agointerview56 min6-min read
691: Dr. Ron Friedman - The Science of High-Performing Teams, Chevy Chase, Toxic Teammates, The Succession Writers' Room, Deleting Recurring Meetings, Why Side Hustles Are Good, and Why Only 8% of Teams Make the Cut
High-performing teams, or "super teams," succeed not because of office design or location (remote, hybrid, or in-office), but because they intentionally manage time, energy, and attention, actively make each other better through candid feedback, and continuously improve. The most effective teammates are knowledgeable, dependable, and good communicators—traits that elevate team performance far more than charisma or humor.
- 2 weeks agoconversational1h 0m5-min read
690: Austin Kleon - Why Activated Leaders Win, The Analog Desk, Don't Call it Art, Stay Light, Professional Noticers, Lead with Curiosity, and How To Steal Like an Artist
Ryan Hawk hosts Austin Kleon, the New York Times bestselling author of Steal Like an Artist and Keep Going, for a deep conversation about creativity, leadership, and staying human in a digital world. They explore how to stay creatively activated, the power of analog tools, and why being curious and playful is essential for meaningful work.
- 3 weeks agosolo57 min5-min read
689: Eric Ries - The Costco Hot Dog, Why Good Companies Go Bad, Financial Gravity, Building Incorruptible Organizations, and The Lean Startup's Unfinished Business
The structural foundation of a company, not its culture or mission statements, determines its long-term integrity and success. Eric Ries argues that true resilience comes from governance mechanisms that protect a company’s core ethos, using Costco’s $1.50 hot dog as a symbol of principled resistance to short-term profit pressures.
- 4 weeks agoconversational59 min5-min read
688: Dr. Henry Cloud - The Difference Between a Dream & a Vision, Why Revenue Is Not a Goal, the 5-Step Model for Achieving Any Goal, and Why the Highest Performers Seek the Most Coaching
In this episode of The Learning Leader Show, host Ryan Hawk interviews Dr. Henry Cloud about his new book Your Desired Future, exploring the psychology of leadership, vision, and sustained excellence. Cloud shares a simple yet powerful five-part model for achieving goals, illustrated through personal stories, neuroscience, and real-world examples from top performers.
- May 10, 2026interview1h 44m7-min read
687: Jim Collins - What To Make of a Life, The 3 Types of Luck, Inflection Points, Cliffs, Encodings, Navigating the Fog, the Art of Getting People To Want To Do What Must Be Done, and Reconnecting with an Old Friend
Jim Collins reflects on how personal cliffs, fog, and self-knowledge shaped his life and work, emphasizing that sustained excellence comes not from inherited traits but from aligning with one’s intrinsic encodings and making a high return on luck.
- May 3, 2026interview1h 0m7-min read
686: Dr. Nicole LePera (The Holistic Psychologist) - The Hidden Cost of Being Good at Everything, Self-Medicating at 13, Why Awareness Isn't Enough, Healing the Body Not Just the Mind, What a Real Boundary Actually Is, and How Vulnerability Makes Love Rea
True healing and lasting change begin not with awareness alone, but with regulating the body and reparenting the inner child, allowing us to act from choice rather than compulsion.
- Apr 26, 2026interview57 min9-min read
685: David Epstein - The Freedom Trap, Narrative Values, General Magic, The Nobel Prize Winner Who Simplified Everything, Wearing the Same Thing Everyday, and Why Constraints Are the Secret to Your Best Work
David Epstein's new book, Inside the Box, argues that constraints—not freedom—are what make us more creative, productive, and fulfilled. By embracing limitations in work and life, we can achieve greater focus, clarity, and impact.
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About The Learning Leader Show With Ryan Hawk
Leaders are learners. The best leaders never stop working to make themselves better. The Learning Leader Show is a series of conversations with the world's most thoughtful leaders. Entrepreneurs, CEOs, World-Class Athletes, Coaches, Best-Selling Authors, and much more.
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