Synopsis
As Kobe Bryant once said, There is power in understanding the journey of others to help create your own.Thats why the Learning Leader Show existsto get together and understand the journeys of successful leaders, so that we can better understand our own.This show is full of stories told by world-class leaders. Personal stories of successes, failures, and lessons learned along the way. Our guests come from diverse backgroundssome are best-selling authors, others are genius entrepreneurs, and one even made a million dollars wearing t-shirts for a year. My role in this endeavor is to talk to the smartest, most creative, always-learning leaders in the world so that we can learn from them as we each create our own journeys.
Episodes
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682: Will Guidara - Obsession, Adversity, Learning From Danny Meyer, and The Only Competitive Advantage That Lasts... Unreasonable Hospitality
05/04/2026 Duration: 58minMy new book is The Price of Becoming. To order, go to 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: Will Guidara is the former co-owner of Eleven Madison Park, the restaurant he took from a struggling two-star establishment to become the number one restaurant in the world. He's the author of the New York Times bestseller Unreasonable Hospitality, the host of the Welcome Conference, and a co-producer on the Emmy award-winning series The Bear. Notes: Key Learnings "Obsession is a beautiful thing when you can grab it by the tail." This quote is from chef Sean Brock when he opened his pizza place in Nashville. For Will, obsession is when you care so much about something that you give all of yourself to bring its most fully realized version to life. What obsession mean
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681: Clark Lea (Vanderbilt Football Coach) - Rebuilding a Program, Belief as a Practice, Leading Misfits, Ownership Mentality, and Why Relatedness Is Your Edge
29/03/2026 Duration: 38minGo to www.LearningLeader.com/becoming to learn more about "The Price of Becoming." -- My new book! Clark Lea is the head football coach at Vanderbilt… He's led one of the best turnaround stories in college football. He got hired as head coach in 2021 to inherit a program that had gone winless the year before. What he's built since is remarkable: a 40–35 upset of No. 1 Alabama, back-to-back SEC Coach of the Year awards, and Vanderbilt's first 10-win season in program history. He's won games and changed the culture. Key Learnings Better people make a better team. Development in one area is development in all areas. We're trained to see life in separate lanes (coach here, husband here, father here, student here, athlete here), but when you live that way, you're in constant conflict. Instead, see each person as a circle where all those roles define who we are, and development in one area is development in all areas. Show up on time, deliver on time, engage resources. If you show up on time, turn your work in on
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680: Scott Galloway: Action Absorbs Anxiety, Handling the Haters, Becoming an Excellent Storyteller, Reverse Engineering Your Success, The Importance of Novelty, and Why Praise Is the Most Underrated Leadership Tool
22/03/2026 Duration: 01h03minGo to Go to https://www.learningleader.com/becoming to see the pre-order bonuses for The Price of 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 Galloway is the New York Times bestselling author of books including The Four, The Algebra of Happiness, Post Corona, Adrift, and The Algebra of Wealth. Notes: Key Learnings Routine speeds up time, novelty slows it down. If you want life to go fast, just spend it alone and have a routine and never bust out of that routine. What makes life interesting is diversity in people, because people are complicated, and relationships are complicated. Lean into your emotions to slow time down. If you see something that moves you, stop, think about it, ask yourself why it moves you, and try to cement that moment in your brain. Otherwise, you're not sl
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679: Kat Cole - From Hooters Waitress to $500M CEO, You're Interviewing for Your Next Job Every Day, Learning vs. Ego, The Four Key Mindsets for Senior Leaders, and The Journey of Who You Become
15/03/2026 Duration: 58minGo to www.LearningLeader.com 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: Kat Cole is the CEO of AG1 (formerly Athletic Greens) and a renowned business leader known for a meteoric rise from Hooters waitress to Fortune 40 Under 40 executive. As former President/COO of Focus Brands (Cinnabon), she specializes in scaling global brands. Her career is defined by driving billions in sales, strategic innovation, and a strong, people-first leadership style. Key Learnings You can't market your way out of a bad product. AG1 has 3x'd the business in four years while being in only one channel (direct to consumer) for 15 years. 80% of retail is in brick and mortar, so they were doing that volume in less than 20% of where transactions happen. That only works when customers love the product, keep buying it f
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678: Jamie Siminoff (Ring Doorbell Inventor) - Shark Tank Rejection, Selling to Amazon for $1 Billion, Surviving $3M to $480M Hypergrowth, Hiring Passionate People Over Experts, and Jeff Bezos's Leadership Lessons
08/03/2026 Duration: 50minwww.LearningLeader.com The Learning Leader Show with Ryan Hawk 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: Jamie Siminoff is the founder of Ring, which he sold to Amazon for over a billion dollars. He's an inventor and builder who couldn't hear his doorbell while working in his garage, so he built a video doorbell. When his wife said it made her feel safer, he realized technology had changed, and home security needed a complete reinvention. Ring became the world's largest home security company with a mission to make neighborhoods safer. Key Learnings Jeff Bezos reads and writes his own stuff. When Jamie asked Jeff to write something for the book's back cover, Jeff actually read it and wanted his own curated quote that was from him. Jeff loves entrepreneurs, so they kept him out of negotiation
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677: Erin McGoff - How to Communicate at Work, Negotiate Your Salary, Write Cold Emails, Overcome Rejection, Run Better Meetings, and Build a Career That Matters
02/03/2026 Duration: 52minGo to www.LearningLeader.com for full show notes 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. www.InsightGlobal.com/LearningLeader The Learning Leader Show Key Learnings Go out and dent the universe. Erin's parents didn't put pressure on her to get perfect grades or go to Harvard; they wanted her to use her privilege and beautiful upbringing to make the world a better place. Youngest child syndrome makes you quick. Being the youngest of six, Erin learned to speak very quickly to get her thoughts in at the dinner table, and she was given unsolicited advice her whole childhood (which is why she loves giving advice now). Your siblings' sole job is to keep you grounded. Erin's parents are proud and supportive, but her siblings roast her and beat her down (all in good fun) to keep her as humble as possible.
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676: Jesse Cole (Owner, Savannah Bananas) - The Beauty of Obsession, Building a Fans First World, Walt Disney, Mr. Beast, Radical Transparency (Opening the Books), Do the Opposite of Normal, Turning a $6M Mistake Into a Moment, and Creating Banana World
23/02/2026 Duration: 44minGo to www.LearningLeader.com The Learning Leader Show with Ryan Hawk 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. www.InsightGlobal.com/LearningLeader My Guest: Jesse Cole is the owner of the Savannah Bananas. He went $1.8 million in debt, slept on an air mattress, and built a business that is now valued at over a billion dollars. I spent half a day with Jesse in Savannah watching practice, and Jesse gave me a personal tour of their entire operation. It was incredible. Notes: Fans First - The sign is on every locker. And leading out to the field, "Tonight is someone's first time seeing our show." Obsessed/Focused - Banana Ball/Serving people is his life. We didn't talk about hobbies, TV shows, or anything other than what they're doing now and in the future. He's obsessed with what he does and super focus
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675: Tom Hardin (Tipper X) - The Largest Insider Trading Case, How Ambiguous Leadership Destroys Culture, Resume vs. Eulogy Virtues, Bad Decisions vs. Mistakes, and Building Psychological Safety
16/02/2026 Duration: 54minThe Learning Leader Show with Ryan Hawk Go to www.LearningLeader.com 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. www.InsightGlobal.com/LearningLeader My guest: Tom Hardin was known as "Tipper X" during Operation Perfect Hedge, the largest insider trading investigation in history. After making four illegal trades based on inside information, the FBI approached him on a Manhattan street corner and convinced him to wear a wire over 40 times, helping build 20 of the 81 cases. Key Learnings Ambiguity is where ethical lines blur. Tom's boss said, "Do whatever it takes," after the hedge fund lost money, and as a junior employee, Tom didn't ask clarifying questions. The undiscussable becomes undiscussable. Leaders give ambiguous messages, then pretend they weren't ambiguous, employees get confused and don't qu
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674: PJ Fleck - Building Elite Culture, Nekton Mindset, Selecting >Recruiting, Intrinsic Motivation, Row The Boat, and Transformational Coaching
09/02/2026 Duration: 01h02minGo to www.LearningLeader.com 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. www.InsightGlobal.com/LearningLeader My guest: PJ Fleck is the head football coach at the University of Minnesota. Before that, he transformed Western Michigan from one win to 13 wins and a Cotton Bowl appearance. Before his coaching days, PJ was a stud receiver at Northern Illinois and was a guy I played against in college. Coach Fleck has built one of college football's most distinctive culture-driven programs. You'll hear why he maintains an 80-20 split favoring high school recruiting over the transfer portal, how he runs practice with a 32-second clock to make it harder than games, and why he sees himself as a cultural driver rather than a motivational coach. This is a conversation recorded with all of our coaches inside "The A
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673: Daniel Coyle - Opening Yellow Doors, Mastering Your Craft, World-Class Storytelling Techniques, Great Questions to Ask, Building Your Community, The Power of Curiosity, and How to Flourish in Life
02/02/2026 Duration: 57minGo to www.LearningLeader.com for full show notes 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: Dan Coyle is a New York Times bestselling author who's spent the last two decades studying what makes great teams great. He wrote The Talent Code, The Culture Code, and now Flourish—books that have shaped how millions of people think about skill development, team culture, and meaningful connection. He works with the Cleveland Guardians as a special advisor on culture and performance. We recorded this one together in Cleveland. Notes: Find your yellow doors. Most of us go through life looking for green doors (clearly open paths) and red doors (obviously closed paths). But yellow doors are different. They're out of the corner of your eye, things that make you uncomfortable or feel brand new. That's where
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672: Brad Stulberg - The Neuroscience of Curiosity, Process vs. Outcome Goals, The Power of Consistency, Playing Like The Beatles, Focusing on Your WHO, and The Way of Excellence
26/01/2026 Duration: 01h11minGo to www.LearningLeader.com to learn more 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. www.InsightGlobal.com/LearningLeader My guest: Brad Stulberg is a bestselling author and leading expert on sustainable performance and well-being. He's written for The New York Times, Outside Magazine, and The Atlantic, and his previous books include Peak Performance and The Practice of Groundedness. His latest book, The Way of Excellence, is great. Brad's writing combines cutting-edge science, ancient wisdom, and stories from world-class performers to help people do their best work without losing themselves in the process. Notes: Never pre-judge a performance. When you're feeling tired, uninspired, or off your game, show up anyway. Remember the Beatles scene—they looked bored and exhausted, but Paul still wrote "Get
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671: Jimmy Wales (Founder of Wikipedia) - To Get Trust Give Trust, Why Nupedia Failed, Assuming Good Faith, Walking the Walk, Transparency vs. Sharing Everything, Curiosity as the Ultimate Love Language, and Attracting Trustworthy People
19/01/2026 Duration: 52minGo to www.LearningLeader.com for more 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. www.InsightGlobal.com/LearningLeader Jimmy Wales is the founder of Wikipedia, the free encyclopedia that anyone can edit. After his daughter Kira's birth faced medical challenges and he couldn't find reliable information online, Jimmy launched Wikipedia in January 2001. In this conversation, Jimmy shares why extending trust before it's earned creates better outcomes, how to deal with bad actors, and the seven rules for building things that last. Notes: Key Learnings (in Jimmy's words) Wikipedia launched 20 days after my daughter was born. When Kira was born, I realized that when you go on the internet, and you've got a question like, "what is this condition my daughter has?" It just wasn't there. There were either random
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670: Mike Deegan - Building a Championship Culture, Mudita (Joy for Others), Systems Thinking, Curiosity = Love, Getting Out of a Slump, and The DNA of Great Teams
12/01/2026 Duration: 51minGo to www.LearningLeader.com to learn more... 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. www.InsightGlobal.com/LearningLeader My Guest: Mike Deegan just led Denison University Baseball to their first College World Series appearance in program history. He's been named Coach of the Year in back-to-back years and is the all-time winningest coach in school history. In this conversation, Mike shares how he uses Mudita to build culture, how to help people get out of slumps, and why discipline and consistency are superpowers. Key Learnings (in Mike's words) Mudita is a vicarious joy. Can I be happy for another's success as if it's my own? To me, that is like the secret sauce of life. Obviously, in a sports team, not everyone can be the star. One of the biggest misconceptions is that the star rotates. Yeah, yo
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669: Oz Pearlman (Oz The Mentalist) - Overcoming Rejection, Getting the Reps, Always Following Up, Living with Gratitude, America's Got Talent, The Curiosity of Steven Spielberg, and Making Others Feel Seen
05/01/2026 Duration: 54minGo to www.LearningLeader.com for world-class notes 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: Oz Pearlman is the greatest mentalist in the world. After leaving Wall Street to pursue his craft full-time, he's performed for Steven Spielberg's family, for Nobel laureates, and Fortune 500 CEOs. He ran a 2:23 marathon and holds the record for most laps around Central Park in a single day. With five kids and 250+ performances a year, Oz has mastered the art of reading people and understanding what separates good from world-class. Key Learnings (In Oz's words) Doug Anderson is the magician who got me into magic. When I was 13 years old, I went on a cruise with my parents. I got pulled up on stage and took part in a magic trick. (The sponge balls) After the trick, my dad and I started creating theor
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668: Brian Kelly (The Points Guy) - Building a Media Empire, Crafting a Big Vision, Relentless Leaders, Hiring Well, Scaling Up, & How To Win at Travel
29/12/2025 Duration: 51minGo to www.LearningLeader.com for full show notes The Learning Leader Show with Ryan Hawk 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: Brian Kelly is the founder of The Points Guy, which he built from a side hustle blog into a travel media empire that he sold for $28 million. At 42, he's now an angel investor in 15+ companies, including Bilt (valued at $11 billion). In this conversation, he shares lessons on manifestation, selling too early, building yourself into the brand, and why vulnerability beats wins in interviews. Key Learnings (in Brian's words) In 1995, I was 12 years old, and I was great with computers, so I started booking all of my dad's travel for work. He'd pay me $10 per booking. Then it turned into points, when my dad showed me all the American and US Air miles he had. "If you c
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667: Nick Gray - How to Host World-Class Events, Why Leaders Need a Personal Website, Writing Like You Talk, Mastering Introductions, the Viral Tokyo Trip, & Adding Value Before Taking It
22/12/2025 Duration: 51minGo to www.LearningLeader.com for full show notes 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: Nick Gray is the author of The Two-Hour Cocktail Party and founder of Museum Hack. He's mastered the art of hosting events that strengthen networks and build genuine connections. In this conversation, he shares practical systems for hosting gatherings, why every leader needs a personal website, and lessons learned from his viral blind date trip to Tokyo. The Learning Leader Show Key Learnings Two Great Ice Breaker Questions: What's a compliment that someone has given you that you've never forgotten about? If you could teach any class about a topic that you're an expert on, what would it be? The power of a network is real: As a leader, you're probably hiring people regularly or looking for investors
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666: Angie Hicks (Founder of Angie's List) - The Power of Selling Door-to-Door, Executive Presence, Being Told She Was 'Too Nice,' and Her 2-Question Career Filter That Kept Her at One Company for 30 Years
15/12/2025 Duration: 55minGo to www.LearningLeader.com for full show notes 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: Angie Hicks, co-founder of Angie's List (now called Angi). She started the company at just 23, going door-to-door as a self-described introvert and non-salesperson, and turned it into a national platform trusted by millions. During our conversation, we discuss what it takes to lead with authenticity and build lasting impact. Key Learnings Lead by listening and showing up. Whether it's knocking on doors as a 23-year-old or meeting employees during office hours as CEO, Angie reminds us that being present, paying attention, and seeking feedback is the heart of leadership. Focus on people and learning. Angie's career filter is simple: Do I like the people I'm working with? Am I learning new things? If yes
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665: Pat Lencioni - Five Dysfunctions of a Team, Fear-Based Success, Working Genius, Anticipating Objections, and The Hidden Cost of Proving Yourself
08/12/2025 Duration: 54minGo to www.LearningLeader.com for full show notes The Learning Leader Show with Ryan Hawk 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: Patrick Lencioni is the founder of The Table Group and a bestselling author of 14 books, including The Five Dysfunctions of a Team and The 6 Types of Working Genius. Behind his achievements (valedictorian, straight A's, business success) were childhood wounds that drove him to prove himself. Key Learnings "I think I'm really good at anticipating people's objections." I think about what they might be thinking and what I need to put out there. Whether talking interpersonally, giving a speech, writing a book, or on a podcast, I like to think about what the other person might be objecting to. Lean into empathy. I always felt like I needed to prove myself in order to
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664: David Adelman - 664: David Adelman - Campus Apartments CEO and 76ers Co-Owner on Losing a Big Bet, Bar Mitzvah Real Estate Deals, His Grandfather's Holocaust Survival Story, and Building Philadelphia's New Arena
01/12/2025 Duration: 49minGo to www.LearningLeader.com for full show notes 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: David Adelman is the CEO of Campus Apartments, founder of Darco Capital, and co-owner of the Philadelphia 76ers. During our conversation, we discussed how losing a basketball bet at age 11 changed his life, investing his bar mitzvah money in real estate, becoming CEO at 25, his grandfather's Holocaust survival story, and why it gives him perspective on struggle, embracing failure, the trade-offs of building something excellent, and what he looks for when hiring leaders. Key Learnings "Why not me? Why not now?" David's mantra cuts through all the overthinking and excuses we make. When he saw other people building national real estate portfolios, he didn't wonder if it was possible—he asked why he couldn
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663: Priya Parker - The Art of Gathering with Purpose: Power, Preparation, Magical Questions, and the Psychology of Bringing People Together
24/11/2025 Duration: 01h02minGo to www.LearningLeader.com for full show notes Join tens of thousands of leaders pursuing excellence: https://ryanhawk.kit.com/profile 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: Priya Parker is a master facilitator, conflict resolution expert, and author of the bestselling book The Art of Gathering: How We Meet and Why It Matters. Priya has spent decades facilitating difficult conversations in boardrooms, communities, and conflict zones. In this conversation, she reveals the mechanics of meaningful gathering and why most of us are doing it wrong. Key Learnings A facilitator is interested in the life of a group. I think of facilitation as working with people who are interested in the infrastructure of three or more people who need to come together and are ideally changed for the better by wh