If You Think You're Self-Aware You're NOT with Allison Brenner | The Grateful Podcast Ep. 134

The Art of Asking Great Questions...(solo episode) | The Grateful Podcast Ep. 136

Send us Fan Mail [https://www.buzzsprout.com/2302168/fan_mail/new] The Grateful Podcast with Jack Wagoner Most people think the person asking questions is the dumbest in the room. In this solo episode, Jack breaks down why the opposite is true, how he developed the skill of asking great questions through 130+ podcast episodes, and why curiosity might be the most underrated skill in business, relationships, and life. We go deep on why curiosity peaks at age 4 and declines from there, the moment Jack stopped reading questions off a script and started asking from instinct, what happened when he hired people based on their ability to ask rather than their ability to perform, and why human connection is dying in a world that has every answer at its fingertips. If you've ever sat in a room full of people and been afraid to raise your hand, this one's for you. Chapters: 0:00 — "Fools and Fanatics Are Always So Certain of Themselves" 1:41 — Someone Asked Me How I Ask Good Questions 3:28 — The Kid Whose Hand Shot Up Every Time 6:03 — Three Meetings in NYC Changed How I See This 6:45 — How I Went From Reading Questions to Asking From Instinct 9:59 — How You Can Get Better at This (Without a Podcast) 12:22 — Why Every Great Founder Starts With a Question 13:33 — Your Thoughts Are Questions (Tony Robbins, Bob Proctor) 16:49 — Why This Matters More Than Ever Right Now 17:11 — What I Looked For When I Hired Two People This Week 18:37 — Human Connection, AI, and Why Nobody's Coming to Save Us 21:15 — Go Ask Someone a Question Today Support the show [https://www.buzzsprout.com/2302168/support] ☕ Magic Mind — My daily performance shot: → https://magicmind.com/wagoner20 Use code WAGONER20 for 20% off a package or 48% off a subscription. 🧠 More from Jack: ► Website: https://jackwagoner.co ► Instagram: https://www.instagram.com/jack_wagoner_/ ► 1:1 Coaching: jackcwagoner@gmail.com 📺 Watch on YouTube: https://www.youtube.com/@Jack_Wagoner ⸻ 🎙️ About Jack: I moved to France alone at 16, started my first business at 17, and launched this podcast because I kept meeting people who had the answers to questions I didn't even know I was asking.  My philosophy: you can set massive goals while being deeply fulfilled right now. That's the duality of gratitude and ambition. Subscribe and turn on notifications so you never miss an episode. Stay grateful, stay hungry.

Hormozi's 20-Year-Old: How to Engineer What You Want with Jay Yang | The Grateful Podcast Ep. 135

Send us Fan Mail [https://www.buzzsprout.com/2302168/fan_mail/new] The Grateful Podcast with Jack Wagoner guesting Jay Yang Episode 135 Jay Yang is 20 years old. He cold-emailed his way into Beehiiv at 16. Sent a 19-page deck to Noah Kagan at 17 and became Head of Content at AppSumo. Wrote a bestseller at 19. Today he's the youngest Written Media Strategist on Alex and Leila Hormozi's media team at Acquisition.com, where he helped run the $100M Money Models launch that broke a Guinness World Record. He didn't go through the front door for any of it. He doesn't ask for permission. And in this conversation he walked me through, for the first time on any podcast, the actual mental models he's used to engineer the last four years. The North Star question. The probability mindset. The Four Pillar Framework. The mad scientist principle. The 70/20/10 split for an entire career. The Pyrrhic Victory chapter from the second book he's writing now. We go deep on why most 20-year-olds stay stuck even with all the information in the world, the only question to ask before you cold email anyone, the specific framework Jay used to decide between college and Hormozi, why quality is paved with quantity, and the closing line that compresses his whole thesis into one sentence. If you're building something and you want to think more clearly about how to engineer the next decade, this one's for you. ⏱️ Chapters 00:00 — The mission 01:00 — The Cheshire Cat question (define your North Star first) 02:16 — Why we've been trained to seek permission 06:32 — The probability mindset: inputs that increase your odds 10:34 — The Four Pillar Framework (the decision that took him to Hormozi) 15:39 — Chapter two of his next book: The Pyrrhic Victory 17:21 — Leaving his twin brother for Las Vegas 26:13 — "Would you work with you?" 28:22 — Quality is paved with quantity (the mad scientist principle) 30:16 — A goals, B goals, C goals (the long game) 34:50 — Daily habits, idea compression, and the Picasso napkin 43:26 — Identity achievement and the 70/20/10 split for a career 49:08 — Where Jay is choosing to live next 52:32 — The line he wants to leave you with 🔗 Jay's Links Instagram: https://www.instagram.com/jayyanginspires/ Website: https://jayyanginspires.com/ LinkedIn: https://www.linkedin.com/in/jayyanginspires/ Book: https://www.amazon.com/You-Can-Just-Things-Permissionless/dp/B0F3GPZL1C LinkedIn: linkedin.com/in/jayyanginspires Twitter/X: https://x.com/Jayyanginspires Support the show [https://www.buzzsprout.com/2302168/support] ☕ Magic Mind — My daily performance shot: → https://magicmind.com/wagoner20 Use code WAGONER20 for 20% off a package or 48% off a subscription. 🧠 More from Jack: ► Website: https://jackwagoner.co ► Instagram: https://www.instagram.com/jack_wagoner_/ ► 1:1 Coaching: jackcwagoner@gmail.com 📺 Watch on YouTube: https://www.youtube.com/@Jack_Wagoner ⸻ 🎙️ About Jack: I moved to France alone at 16, started my first business at 17, and launched this podcast because I kept meeting people who had the answers to questions I didn't even know I was asking.  My philosophy: you can set massive goals while being deeply fulfilled right now. That's the duality of gratitude and ambition. Subscribe and turn on notifications so you never miss an episode. Stay grateful, stay hungry.

If You Think You're Self-Aware You're NOT with Allison Brenner | The Grateful Podcast Ep. 134

Send us Fan Mail [https://www.buzzsprout.com/2302168/fan_mail/new] The Grateful Podcast with Jack Wagoner episode 134 Guesting Allison Brenner She left therapy after a patient on the child unit took their own life. That moment sent her on a 25-year journey into the science of why people can't see themselves clearly, and what it actually costs them. Allison Brenner is an IO psychology consultant, certified professional coach (PCC), and founder of InnerVue, a 360-degree anonymous feedback platform built to give everyone access to what only Fortune 500 executives used to get. Research shows 95% of people believe they are self-aware. The real number is closer to 10%. This conversation is about that gap, and what to do about it. We go deep on why self-criticism is not the same as self-awareness and is actually keeping you stuck, why the people around you already know what's in your way and nobody's telling you, what senior leaders consistently get wrong about their own impact, and why insight without action is one of the most dangerous illusions a high achiever can hold. If you've ever felt like you're doing everything right but the results still aren't there, this one's for you. ⏰ TIMESTAMPS 0:00 — Introduction 0:10 — Why Self-Awareness Has Never Mattered More 3:08 — The Psychiatric Hospital That Changed Her Career 8:04 — What Senior Leaders Get Wrong About Their Own Impact 11:04 — Curiosity: The Foundation of All Growth 13:43 — The Leadership Paradox: Why Caring What Others Think Actually Matters 18:16 — How to Find What You Actually Want and Value 20:23 — Building Introspection as a Skill 25:49 — Why She Built InnerVue 27:55 — Insight Without Action Is an Illusion 32:25 — She Had This Idea in 2007. Why Did She Wait? 35:14 — What Happens When the Rater Learns About Themselves 40:52 — Identity Continuity and Happiness 43:22 — Self-Criticism vs. Self-Awareness: The Distinction That Changes Everything 47:33 — Gratitude Gives Ambition Direction and Meaning 51:37 — One Action to Take Today 🔗 GUEST LINKS Allison K. Brenner Website: yourinnervue.com LinkedIn: linkedin.com/in/allisonbrenner 💬 When did you last ask someone how you actually come across?  Drop your honest answer below. 👇 Support the show [https://www.buzzsprout.com/2302168/support] ☕ Magic Mind — My daily performance shot: → https://magicmind.com/wagoner20 Use code WAGONER20 for 20% off a package or 48% off a subscription. 🧠 More from Jack: ► Website: https://jackwagoner.co ► Instagram: https://www.instagram.com/jack_wagoner_/ ► 1:1 Coaching: jackcwagoner@gmail.com 📺 Watch on YouTube: https://www.youtube.com/@Jack_Wagoner ⸻ 🎙️ About Jack: I moved to France alone at 16, started my first business at 17, and launched this podcast because I kept meeting people who had the answers to questions I didn't even know I was asking.  My philosophy: you can set massive goals while being deeply fulfilled right now. That's the duality of gratitude and ambition. Subscribe and turn on notifications so you never miss an episode. Stay grateful, stay hungry.

Why the Most Productive People Work Less (Not More) with Joe O'Connor | 133

Send us Fan Mail [https://www.buzzsprout.com/2302168/fan_mail/new] Joe O'Connor pioneered the global 4-day work week movement. He's coached governments, Fortune 500s, and pilot programs across three continents. But in this conversation, he says something every founder, employee, and student needs to hear: the way we're thinking about AI in the workplace is broken, and most people are about to sleepwalk into the same mistake we made with digitalization 30 years ago. We go deep on why 65% of knowledge workers say responding to messages matters more than their actual top priorities, the productivity gap that's quietly redistributing trillions of dollars, why "work life integration" is a trap, and the one shift every ambitious person needs to make before the next wave of AI hits. If you've ever felt like you're working harder than ever and somehow falling further behind, this one's for you. ⏰ TIMESTAMPS 00:00 — Introduction 00:40 — Why the 5-Day Work Week Was Built for a World That No Longer Exists 07:03 — Parkinson's Law and Why You're Wasting Your Best Hours 12:21 — The Atlassian Study That Should Terrify Every Founder (65%) 19:45 — The Cost of Always Being Available (For Founders Especially) 22:14 — Work Like a Lion, Not a Cow 22:40 — Jack's France Story: When Your Body Forces You to Stop 31:10 — Why 23 Minutes Is Killing Your Best Work 35:34 — How AI Could Bring Human Connection Back (The Customer Service Reframe) 38:55 — The Productivity-Wages Gap Nobody Talks About 41:52 — The Two Paths AI Will Take Us Down (One of Them Is Bad) 48:00 — What Universities Got Right (And Where They're Failing You) 51:58 — Give Every Hour a Mission 53:18 — The Two Skills That Will Matter Most in the Age of AI 55:18 — What Joe Is Grateful For 🔗 GUEST LINKS Joe O'Connor Work Time Revolution: worktimerevolution.com LinkedIn: linkedin.com/in/joseph-l-o-connor Book: Do More in Four (Harvard Business Review Press, January 2026) Support the show [https://www.buzzsprout.com/2302168/support] ☕ Magic Mind — My daily performance shot: → https://magicmind.com/wagoner20 Use code WAGONER20 for 20% off a package or 48% off a subscription. 🧠 More from Jack: ► Website: https://jackwagoner.co ► Instagram: https://www.instagram.com/jack_wagoner_/ ► 1:1 Coaching: jackcwagoner@gmail.com 📺 Watch on YouTube: https://www.youtube.com/@Jack_Wagoner ⸻ 🎙️ About Jack: I moved to France alone at 16, started my first business at 17, and launched this podcast because I kept meeting people who had the answers to questions I didn't even know I was asking.  My philosophy: you can set massive goals while being deeply fulfilled right now. That's the duality of gratitude and ambition. Subscribe and turn on notifications so you never miss an episode. Stay grateful, stay hungry.

NYT Bestselling Coach: Why "Winning" Is Destroying You - Jim Murphy | 132

Send us Fan Mail [https://www.buzzsprout.com/2302168/fan_mail/new] Michael Phelps won 23 Olympic gold medals. According to Jim Murphy, he only deserves 2% of the credit. In this episode, the mental coach behind world #1s, Olympic gold medalists, and Super Bowl champions, the author whose book AJ Brown was reading on the Eagles sideline (sending it from #523,000 on Amazon to #1 overnight and to #1 on the New York Times list) breaks down why self-centeredness is the root of all fear, why "winning" is a word he refuses to use, and why the path to extraordinary performance and the path to deep fulfillment are the exact same road. We go deep on the 5 questions that reveal whether fear is running your life, the language pattern that keeps anxiety locked in place, why Aaron Judge struggles in the playoffs while Bryce Harper turns it on, and the moment a stranger told Jim he'd never actually been present, after he'd spent $90,000 and 5 years in the desert writing a book about presence. If you've ever felt like you're chasing something you can't catch, this one's for you. ⏱️ Chapters: 0:00 — Introduction 1:13 — Why Self-Centeredness Is the Root of All Fear 5:50 — The Hidden Trap Inside Every Big Desire 9:27 — Beliefs Are What's Running Your Life 14:28 — Why He Refuses to Say "Winning" or "Losing" 16:40 — Master the Ego: Unembarrassable, Unoffendable, Unirritable 19:33 — The Ego Isn't Defending You to Others (It's Defending You to Yourself) 22:27 — 5 Questions That Reveal If Fear Is Running Your Life 25:30 — The PALMS Trap That's Holding You Back 26:35 — Inside the Cubs Clubhouse: How the Hierarchy Works in 3 Seconds 29:36 — Sean McVay's "Urgent Joy" and the Duality of Gratitude and Ambition 30:21 — How Extraordinary Performance and Deep Fulfillment Became the Same Path 34:30 — $90,000 in Debt and the Stranger Who Saw Right Through Him 39:09 — Why Michael Phelps Only Deserves 2% of the Credit (This Changes Everything) 46:46 — The Language Pattern Keeping You Anxious 50:37 — Why Aaron Judge Freezes and Bryce Harper Doesn't 55:08 — Where to Find Jim's Work 📖 Get Jim's new book, The Best Possible Life: [INSERT AMAZON LINK] 📖 Inner Excellence: https://www.amazon.com/INNER-EXCELLENCE-Extraordinary-Performance-Possible/dp/1734654805 🌐 Jim's website: https://innerexcellence.com Support the show [https://www.buzzsprout.com/2302168/support] ☕ Magic Mind — My daily performance shot: → https://magicmind.com/wagoner20 Use code WAGONER20 for 20% off a package or 48% off a subscription. 🧠 More from Jack: ► Website: https://jackwagoner.co ► Instagram: https://www.instagram.com/jack_wagoner_/ ► 1:1 Coaching: jackcwagoner@gmail.com 📺 Watch on YouTube: https://www.youtube.com/@Jack_Wagoner ⸻ 🎙️ About Jack: I moved to France alone at 16, started my first business at 17, and launched this podcast because I kept meeting people who had the answers to questions I didn't even know I was asking.  My philosophy: you can set massive goals while being deeply fulfilled right now. That's the duality of gratitude and ambition. Subscribe and turn on notifications so you never miss an episode. Stay grateful, stay hungry.