Podcast Overview
<p>One Great Question is a Curiosity podcast exploring leadership, decision-making, and human behavior through meaningful conversations. Each episode begins with a single question designed to challenge assumptions, spark insight, and help leaders think more clearly about people, work, and life.</p>
Language
🇺🇲
Publishing Since
1/2/2026
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Recent Episodes
June 15, 2026
Episode 19 What's the Worst That Could Happen? A conversation with Callie Murray
Callie Murray is not a clean LinkedIn narrative. She'll tell you that herself. She's got an HR company, a historical fiction novel just released, and a family that went from three kids to seven overnight when she and her husband David finalized the adoption of a sibling group of four through foster care. All in the same season. All at the same time. And somehow she still showed up for a TV interview before this podcast. In this episode, Callie and I dig into what it actually costs to create something deeply personal and hand it to the world to rate with stars, why balance is a myth but order is everything, what it looked like to torpedo your entire carefully arranged life in the most beautiful way possible, and why a book launch party feels unfair when your friends are quietly surviving things nobody ever throws a party for. Callie also shares the question her late father-in-law Bill used to ask that drove her absolutely crazy. And now she uses it on her own kids. What's the worst that could happen? Not to scare you. To free you. So here's what I want to leave you with. There's something you've been wanting to try. Something that doesn't fit neatly into your LinkedIn bio or make sense to anyone at a dinner party. What if you just asked yourself, what's the worst that could happen? And actually followed the thread all the way to the end? Social Links: * Website: www.callimurray.com [http://www.callimurray.com/] * Book Page: www.callimurray.com/book [http://www.callimurray.com/book] * The Brunswick: Available on Amazon, Barnes & Noble, Target, and Bookshop.org * Instagram: calliemurray [https://www.instagram.com/calliemurray/]
May 25, 2026
Episode 17: What If Your Greatest Deficit Became Your Greatest Asset? A conversation with Jason Wahler
Jason Wahler grew up in Southern California, became a household name on Laguna Beach and The Hills, fought a very public battle with addiction, and somewhere in the middle of all of it found the thing that actually mattered. A pillow fight with his kids on a random Tuesday night. Crying laughing. Nobody watching. Nowhere else to be. In this episode, Jason and I dig into what it looks like to rebuild an identity after losing one, why the most influential experts are often the ones with the most lived experience, how comparison quietly destroys contentment, and why the people at the top of the mountain so often say they'd change everything. Jason also shares the four questions he asks his kids every single night that turned into a 30-minute conversation with his eight-year-old daughter about friendship, heartbreak, and what it means to have a safe place to land. And the question that he now gives anyone who's wondering if something in their life has too much power over them. It's simple. It's just six words. And it works on everything. So here's what I want to leave you with. You're chasing something right now. Maybe something big. But when's the last time you stopped and honestly asked yourself, is this actually adding to my life? Or have I just been too busy moving to notice it's been subtracting all along? Find Jason: www.jasonwahler.com [http://www.jasonwahler.com/] Instagram [https://www.instagram.com/jasonwahler/] Change Your Brain Foundation [https://www.changeyourbrain.org/]
May 20, 2026
Episode 18 Why Don't You Do It Tomorrow? A conversation with Jeremy Cowart
Jeremy Cowart is one of the most celebrated photographers and creative minds alive. He's also genuinely terrified about where AI is headed. And that tension, being all in on something that scares you, turns out to be one of the most honest things you'll hear a creative say out loud in 2026. In this episode, Jeremy and I dig into what it means to be an artist in the age of artificial intelligence, why EQ is becoming the most valuable skill on the planet as IQ gets cheaper by the minute, and how Jeremy built a tool called Humathy that starts with one simple question. How are you really? What happened next was thousands of people ugly crying, screenshotting it, sending it to their Bible studies and community groups, and a 96-year-old woman saying it was the best gift she'd ever been given. Jeremy also shares the question his friend Jimmy asked him 25 years ago that changed everything. Five words. Why don't you do it tomorrow? He quit his job the next day and hasn't looked back since. So here's what I want to leave you with. There's a question sitting somewhere in the back of your mind right now, something you've been circling, something you keep almost doing. What if somebody who loved you leaned across the table and asked you, why don't you just do it tomorrow? What would your answer be? Social Links: * Humathy: www.humathy.com [http://www.humathy.com/] * Website: www.jeremycowart.com [http://www.jeremycowart.com/] * Instagram: @jeremycowart * X (Twitter): @jeremycowart
19 total episodes available
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Frequently asked questions
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- What is One Great Question?
<p>One Great Question is a Curiosity podcast exploring leadership, decision-making, and human behavior through meaningful conversations. Each episode begins with a single question designed to challenge assumptions, spark insight, and help leaders think more clearly about people, work, and life.</p> - How often does this podcast release new episodes?
This podcast updates daily.
- Where can I listen to this podcast?
This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
Yes, this podcast regularly features guests.
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