Deeply Human Leading with Lee Ann Del Carpio & Gretchen Terry-Leonard

About Deeply Human Leading with Lee Ann Del Carpio & Gretchen Terry-Leonard

AI is transforming every industry. But the leaders deploying it are being asked to change faster than any model prepared them for. Deeply Human Leading is a weekly podcast for leaders navigating the gap between the intelligence they're deploying and the human capacity to lead alongside it. Hosted by Lee Ann Del Carpio and Gretchen Terry-Leonard — who've spent decades guiding leaders through disruption, complexity, and systems change — each episode explores what it takes to lead with clarity, courage, and discernment when the ground is shifting. New episodes every Tuesday. VISIT: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com)

Publisher

Deeply Human, Inc.

Category

business · news

Language

en

Explicit

No

First episode

25 Mar 2026

Latest episode

11 Aug 2026

Latest episodes

19 episodes in the feed.

1. 

   11 Aug 2026

   Blinded by the Light: Why Google, Intel and Kodak All Saw It Coming | 019

   Google published the Transformer architecture in 2017, the design underneath every modern chatbot, and then chose not to put a chatbot of its own in front of the public for years. Intel discussed taking a stake in OpenAI in the same period and walked away. In both cases, the information was there. So what actually obstructs the view? In this episode, Lee Ann Del Carpio and Gretchen Terry-Leonard take on a question a seasoned executive put to them this week: Has human discernment ever really been defined, or do leaders simply get it wrong? Their answer moves the question. The failures we point to as failures of clarity are rarely that. We get blinded by the light of what we already know, by what already rewards us in the short term, and by the way we are recognized for being right. CHAPTERS: 00:00 Blinded by the light 02:16  Google and Intel both saw it 04:26  Freeze, flight and fight in a team 05:36  The non-decision was a decision 07:04  Companies are organisms 09:24  Let's form a committee 11:43  Naming a quarter for experimenting 13:47  Fujifilm and the courage to be unsure 16:17  Utilization is not transformation 16:51  Green trucks 19:36  A thousand CEOs, ten honest hands 21:34  Change the question you ask in reviews 23:11  What a leader can do this quarter 25:34  Close ABOUT THE HOSTS: Lee Ann Del Carpio is the founder of Deeply Human, Inc. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer of the Center for Deeply Human Leadership and author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? She brings 26 Health Equity Fellowships, a published policy brief with The Economist Impact Group, and a career of systems thinking to the defining question of this decade. Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) The Deep Signal newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738)

2. 

   4 Aug 2026

   AI Leadership in 2026: Why the Pro vs. Anti Debate Is Costing Your Team | 018

   In this episode, Lee Ann Del Carpio and Gretchen Terry-Leonard explore what changes when you stop treating AI as a position to hold and start treating it as a condition to lead inside of. Gravity does not care whether you are for it or against it. The energy spent arguing either side is energy not spent building capability. From there the conversation moves into Geoffrey Hinton's argument that advanced AI will need maternal instincts, Mo Gawdat's case for raising AI the way you would raise a child with values, and what it means to lead when the tools in your organization are learning from your team every day. In this episode, you'll explore: Why the energy leaders spend at the pro-AI and anti-AI poles is the most expensive thing in the room Geoffrey Hinton on maternal instincts, and Mo Gawdat on raising AI like Superman, and why both land on relationship What shifts when intelligence stops being the advantage Four leader's moves you can make this week, including grapple before you grab How to ask an AI collaborator what it has learned about you, and why the answer is worth having CHAPTERS: 00:00 Nobody has started a foundation to abolish gravity 02:10 Gravity is a bummer, and other honest reactions 03:58 The rate of information and what it does to the body 05:24 Geoffrey Hinton and the case for AI that cares 06:42 Mo Gawdat, Scary Smart, and raising AI like Superman 08:22 Who is the parent and who is the child 11:00 The power differential and human agency 11:50 We didn't get it right with social media 13:20 The courage to steward the middle 14:33 Leader's move: notice where you're leaking energy 15:47 Leader's move: name what must stay human 16:43 Leader's move: grapple before you grab 18:06 Leader's move: lead like something is learning from you 20:14 The first generation modeling for AI 22:27 We must be what good looks like 23:59 Messy is not the same as sloppy 25:30 A day in the pet emergency room 28:15 What have you learned about me? About the Hosts: Lee Ann Del Carpio is the founder of Deeply Human, Inc. and the Center for Deeply Human Leadership. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer of the Center for Deeply Human Leadership and author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? She brings 26 Health Equity Fellowships, a published policy brief with The Economist Impact Group, and a career of systems thinking to the defining question of this decade. References & Links: Gretchen's book, Your Second Prime: https://www.amazon.com/Your-Second-Prime-Aging-Suck/dp/B0DHN2RJWB (https://www.amazon.com/Your-Second-Prime-Aging-Suck/dp/B0DHN2RJWB) Lee Ann's coaching program, Recalibrate for Impact: https://www.limitlesslearningnow.com/recalibrate-for-impact (https://www.limitlesslearningnow.com/recalibrate-for-impact) 📩 Subscribe to The Deep Signal newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) 🌐 Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com)

3. 

   28 Jul 2026

   Why More AI Can Lead to Worse Decisions | 017

   In this episode, Lee Ann Del Carpio and Gretchen Terry-Leonard explore why organizations can run AI everywhere and still make worse decisions. The real challenge is no longer information, which has become abundant. It is perception, discernment, and judgment, the human moves that turn a flood of data into a clear call. They lay out a simple progression leaders can practice and two concrete moves to keep judgment sharp in the age of AI. In this episode, you'll explore: - Why information has become noise, and what that does to decision-making - The four-step progression: information, perception, discernment, judgment - The confidence paradox: why less information can make us more sure - Desirable difficulty and the risk of offloading every decision to AI - Two leader's moves: reclaiming the skill of summary and the meaning-making journal CHAPTERS 00:00 Everyone had the data, and missed what mattered 00:56 When information becomes noise 02:24 Executive judgment and the speed of AI 05:09 Information, perception, discernment, judgment 09:27 More AI, and still worse decisions 10:03 The confidence paradox 12:02 Perception, the nervous system, and healthy stress 14:48 Desirable difficulty and cognitive offloading 15:48 The ancient and the modern: relearning discernment 17:15 Leader's move: reclaim the skill of summary 22:50 Leader's move: notes by hand and the meaning-making journal 25:56 The signal beneath the noise About the Hosts: Lee Ann Del Carpio is the founder of Deeply Human, Inc. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer of the Center for Deeply Human Leadership and author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? She brings 26 Health Equity Fellowships, a published policy brief with The Economist Impact Group, and a career of systems thinking to the defining question of this decade. REFERENCES & LINKS David Bohm, On Dialogue (Routledge) 📩 Subscribe to The Deep Signal newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) 🌐 Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com)

4. 

   21 Jul 2026

   Why AI Shoppers Convert 40% Better, and What Leaders Risk Losing | 016

   In this episode, Lee Ann Del Carpio and Gretchen Terry-Leonard explore what happens to the customer experience as AI gets this good at the transactional. A laptop purchase goes to Claude, and on Prime Day, shoppers referred by AI assistants convert 40% better than any other channel for the first time (Adobe data, reported by Forbes, June 27, 2026). They open Episode 016 inside that number, then ask the question underneath it: as the transactional gets this easy, what happens to the parts of an experience people stay for? In this episode, you'll explore: The Prime Day data, and why contextual understanding is becoming the new conversion The seduction of ease: why cognitive offloading feels so good, and the decision fatigue underneath it The CPG "bliss point" that dropped when the orange coloring was removed The Wizard of Oz test that separates a spectacle from an experience The courage it takes to defend the human touch under efficiency pressure CHAPTERS: 00:00 The customer experience, from both sides 00:40 Offloading a laptop purchase to Claude 02:17 Prime Day 2026: AI referrals convert 40% better 03:26 The seduction of ease and decision fatigue 04:16 "I just want a human" 04:41 Transactional help vs. immersive experience 05:59 The Cheetos bliss point 07:00 When every scorecard looks green 09:34 What else belongs on the dashboard 10:59 Love marks and shared experiences 13:38 The trend under the trend 15:01 The Wizard of Oz test 15:37 Designing the human plus AI customer journey 17:12 The bank betting on humans, and the courage it takes 19:22 Leadership readiness and a closing reflection About the Hosts: Lee Ann Del Carpio is the founder of Deeply Human, Inc. and the Center for Deeply Human Leadership. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer of the Center for Deeply Human Leadership and author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? She brings 26 Health Equity Fellowships, a published policy brief with The Economist Impact Group, and a career of systems thinking to the defining question of this decade. References & Links: The HBR article mentioned in the episode: https://hbr.org/2026/07/why-the-best-immersive-experiences-succeed (https://hbr.org/2026/07/why-the-best-immersive-experiences-succeed) Gretchen's book, Your Second Prime: https://www.amazon.com/Your-Second-Prime-Aging-Suck/dp/B0DHN2RJWB (https://www.amazon.com/Your-Second-Prime-Aging-Suck/dp/B0DHN2RJWB) Subscribe to The Deep Signal newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Website: https://www.deeplyhumanleading.com

5. 

   15 Jul 2026

   When AI Has All the Answers, Who Makes the Meaning? with Stacy McCarthy | 015

   In this episode, Lee Ann Del Carpio sits down with Stacy McCarthy, founder of Learning Design Network and a designer of dialogue for thirty years, to explore what real conversation gives us that no tool can, and how leaders keep making meaning together as AI speeds everything up. They start with a distinction the old languages knew: to discuss is to break a thing into pieces, while to dialogue is to make shared meaning. One we can now do at machine speed. The other still asks us to slow down. In this episode, you'll explore: Why dialogue and discussion are not the same thing, and why the difference matters more as AI accelerates - Coherence as the antidote to fragmentation, and how leaders build shared meaning across real differences - The quiet resurgence of craft and gathering, and what it reveals about what humans need in the AI age - Why the problem was never the tool, and what it means to design our interaction with AI on purpose - How to keep the uniquely human capacities, judgment, connection, and meaning-making, strong while the machines get faster CHAPTERS: 00:00 Two friends, thirty years, one question 02:33 Why dialogue: language, Japan, and how culture shapes thought 06:28 What coherence really means 10:21 When fear fills the vacuum 12:05 Handwriting, improvisation, and being real 14:02 You cannot shift perspective until you shift the story 15:06 Designing dialogue: grappling, not debating 18:01 Discussion versus dialogue 20:57 The return to craft: pottery, gathering, presence 25:15 The trend underneath the trend 27:38 The problem was never the tool 29:55 From tool to thought partner to teammate 32:28 What patient-centric really asks of a system 34:52 Let the machine do the grunt work 43:07 Co-authors, not passengers 46:44 Wayfinding and what speed made us forget 50:36 The AI poem at the birthday table 53:40 Where to find Stacy About the Hosts: Lee Ann Del Carpio is the founder of Deeply Human, Inc. and the Center for Deeply Human Leadership. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken relational wisdom, discernment, and the ability to shape systems that serve life. About the Guest: Stacy McCarthy is the founder and president of Learning Design Network. Over more than thirty years she has designed experiential, game-based learning that helps organizations turn a leadership vision into daily behavior people own, reaching close to a million people across organizations including Kaiser Permanente, Johnson & Johnson, Humana, and Gap. Her work is rooted in cross-cultural communication, dialogue, and discovery learning, shaped by years living and working in Japan and Europe. Find her at learningdesignnetwork.com (http://learningdesignnetwork.com) and on LinkedIn. References & Links: Stacy McCarthy, Learning Design Network: https://www.learningdesignnetwork.com (https://www.learningdesignnetwork.com) Subscribe to The Deep Signal newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Website: https://www.deeplyhumanleading.com

6. 

   7 Jul 2026

   Is It You or Is It AI? Leading Without Losing Yourself | 014

   DESCRIPTION: A strategy memo goes to Claude, the summary goes to ChatGPT, Perplexity checks the facts, and a final pass makes it all sound human. Lee Ann and Gretchen open Episode 014 inside that meeting, then ask the question underneath it: with all this saved time, where are the hours going? Along the way: a ninety-minute punch list that could have taken three, a grocery-store shopper consulting a chatbot instead of the label, an executive’s inbox filling with writing that has no one inside it, and the practice both hosts land on, cognitive hygiene, deciding intentionally what stays yours. CHAPTERS: 00:00 Cold open: a strategy meeting run through four AIs 02:23 What did all of that save us? 03:28 The simplicity trap and the prettiest list 05:04 In the grocery aisle: just read the label 05:59 Trying it on: transition or new habit? 06:42 Dueling chatbots and outsourced conversation 07:50 On a coaching call: the email with no one inside it 10:01 Sunday driving: where the tools serve and where they extract 11:33 Abundant analysis, scarce attention 12:55 Cognitive hygiene and cognitive boundaries 13:36 Who are we at core? The leadership brand question 15:00 The invitation: slowly, slowly, suddenly 16:01 Take it for a Sunday drive ABOUT THE HOSTS: Lee Ann Del Carpio is the founder of Deeply Human, Inc. and the Center for Deeply Human Leadership. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer of the Center for Deeply Human Leadership and author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? She brings 26 Health Equity Fellowships, a published policy brief with The Economist Impact Group, and a career of systems thinking to the defining question of this decade. 📬 Subscribe to The Deep Signal Newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) 🌐 Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com)

7. 

   30 Jun 2026

   You Can't Run a Business on One Banana: AI Monoculture and Model Collapse | 013

   When AI starts learning mostly from itself, where does anything genuinely new come from? Anthropic reported that more than 80 percent of Claude's code is now written by Claude, and a premier model vanished from the team's plans overnight. Lee Ann and Gretchen use the humble banana to explain AI monoculture and model collapse: almost every banana we eat is a Cavendish, a near genetic clone that one disease could wipe out. They get into the reflex to overtrust machines and undertrust humans, how quality quietly erodes from good to "it'll do", and what the AI itself said when asked how it avoids becoming a clone of a clone. The throughline: diversity is insurance you have to design in, across models, money, and the counsel you trust. CHAPTERS: 00:00 Two things that knocked us offside 02:29 Why Gretchen's mind went to bananas 02:43 The Cavendish problem: one banana, one disease 05:31 You can't run a business on one banana 06:44 Blind spots and the autocorrect bias 08:21 Overtrust the machine, undertrust the human 09:22 Running out of naive data: getting high on your own supply 10:12 Where the AI constitution fits in 11:56 Asking the AI to confront itself 14:00 Variance has to come from outside the loop 15:47 Diversity is insurance, never a guarantee ABOUT THE HOSTS: Lee Ann Del Carpio is CEO and Founder of Deeply Human and Founder of the Center for Deeply Human Leadership. Gretchen Terry-Leonard is Co-Founder and Chief Strategy and Impact Officer of CDHL and author of Your Second Prime. WEBSITE: deeplyhumanleading.com (http://deeplyhumanleading.com) NEWSLETTER (The Deep Signal): https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738)

8. 

   23 Jun 2026

   What Too Much AI Is Quietly Doing to Leaders | 012

   Everyone is racing to use AI faster. Almost no one is asking what the speed is doing to the people doing the thinking. Lee Ann Del Carpio and Gretchen Terry-Leonard name the cognitive exhaustion that builds when leaders absorb too much, decide too often, and leave no margin for the thinking the moment requires. Not burnout.. Brain fry. Inside: the neuroscience of depletion, the move from generic to strategic to conscious use of AI, and why the future of leadership is more human, not less. CHAPTERS: 00:00 What too much AI is doing to us 02:15 Brain fry vs. burnout: the distinction 05:30 How AI-era decisions accelerate it 09:00 The neuroscience: PFC and amygdala 13:45 The recovery paradox 18:00 What it looks like in the room 21:30 Recovery as strategy, not self-care 24:00 The one move that actually helps RELATED READING: Gretchen's article "The Seduction of Ease" (https://lifesciencedaily.news/hcp-burnout-leadership-life-sciences/)(Life Science Daily) NEWSLETTER: The Deep Signal (https://deeply-human.kit.com/b1bfa01738) WEBSITE: Deeply Human Leading (www.deeplyhumanleading.com) #DeeplyHumanLeading #AILeadership #Leadership #FutureOfWork

9. 

   17 Jun 2026

   What Does Your Body Know That AI Doesn't? | Deeply Human Leading Ep. 011 with Shannon Gomez

   We ask AI before we ask ourselves, and somewhere in all that speed, we stop hearing what our own bodies are trying to tell us. In this episode of Deeply Human Leading, Lee Ann Del Carpio talks with Shannon Gomez, a licensed acupuncturist and Traditional Chinese Medicine practitioner with more than two decades of experience, about what it means to stay human and embodied in an age where answers are always available. This is not a debate about whether AI is good or bad. It is about the one thing a machine cannot do for us: integrate what we are actually living. They explore the rise of "Dr. AI" and self-diagnosis, the difference between information and integration, the illusion of understanding that sets in when a fluent answer poses as wisdom, intuition as a built-in human capacity, and simple practices for returning to the body's own knowing. Guest: Shannon Gomez is a licensed acupuncturist, herbalist, and creator of the Rebel Deck, based in Phoenix, Arizona. Find her at goshannongo.com (http://goshannongo.com) and rebeldeck.com (http://rebeldeck.com). Chapters: 00:00 Welcome and introducing Shannon Gomez 03:30 Personal sovereignty and what acupuncture restores 05:24 Taking your power back 08:22 "Dr. ChatGPT": arriving with the diagnosis already done 10:40 Listening to the body's wisdom 13:19 Embracing both: Western, Eastern, and AI 13:54 Information vs. integration 16:25 What the body does best: integration 18:53 What's shifting in our collective nervous system 20:24 Drowning in competent answers, short on discernment 22:08 Epistemia: the illusion of understanding 24:15 Knowing how to ask, and correcting AI 25:49 Intuition as our superpower 28:13 Anchoring in your own knowing 29:54 Self-trust and tuning into the body 30:56 Where to find Shannon, and a Rebel Deck card pull 33:27 Closing: stay curious, stay human More at deeplyhumanleading.com (http://deeplyhumanleading.com). Subscribe to The Deep Signal Newsletter (https://deeply-human.kit.com/b1bfa01738) Mentioned in this episode • Epistemia, the illusion of understanding — Emory University's Goizueta Business School (December 2025) • "AI can deliver information and insight, but it cannot deliver integration" — Erin Cutrone, Academy of Therapy Wisdom

10. 

    3 Jun 2026

    "It's a Practice Run": What AI's Speed Is Doing to Leaders | 010

    The technology is accelerating faster than our leadership institutions know how to steward it. That is the signal underneath a week of AI headlines, and it is the question Lee Ann and Gretchen sit with here. Three stories crossed the feed that looked unrelated: a Pope calling for guardrails, a wave of layoffs framed as inevitable, and the head of Google DeepMind describing today's AI agents as a "practice run" for what comes next. What connects them is speed, arriving without the consent, governance, or preparation that a moment like this asks for. Lee Ann Del Carpio and Gretchen Terry-Leonard explore what stewardship looks like when you don't control the global picture, why human-made work is about to become more valuable rather than less, the real cost of cutting a creative team for speed, and where agency begins. Their answer is smaller and more hopeful than the headlines suggest: it starts in your own home, your own team, the part of the system you influence. If this really is the practice run, the question worth holding is what kind of leaders we are practicing to become. Hosted by Lee Ann Del Carpio and Gretchen Terry-Leonard. New episodes weekly. Newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Web: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com)

11. 

    19 May 2026

    Learned Helplessness in the Age of AI: Why Leaders Are Disengaging (And How to Stop) | 009

    If technology is moving at a breathless pace and most organizations aren’t changing how they work, what does that mean for the humans inside them? In this episode, Lee Ann Del Carpio and Gretchen Terry-Leonard explore what it takes to see clearly when the ground is shifting beneath every leader, every team, and every family trying to make sense of AI’s acceleration. Drawing on Ethan Mollick’s updated “The Shape of the Thing” article (March 2026), they examine why our first instinct in uncertainty, reaching for the spreadsheet and the stopgap measure, may be the very thing keeping us stuck. TIMESTAMPS: 0:00 Introduction 1:13 Seeing Headlines Without Locking In 2:28 The Shape of the Thing — Revisited 4:53 From Using AI to Directing It 6:11 Why Organizations Aren't Keeping Pace 7:13 Layers of Human Resistance 8:46 Changing Your Relationship With Uncertainty 10:41 Learned Helplessness at Scale 13:09 What AI Is Actually Unlocking 15:05 What Leaders Need to Become 17:47 Hold Uncertainty AND Be Unambiguous 19:20 Nervous System Regulation as Leadership 22:03 Practical First Steps to Ground Yourself 24:14 The Window to Shape AI Is Closing 26:10 Practicing Discernment — Start Somewhere 27:28 Privacy, Learning Partners & the Flywheel 29:12 Closing Reflection ABOUT YOUR HOSTS: Lee Ann Del Carpio is the CEO and Founder of Deeply Human, Inc. and co-founder of the Center for Deeply Human Leadership. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and mission-driven organizations, she helps leaders reawaken what only humans can bring: relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer and co-founder of the Center for Deeply Human Leadership (CDHL). She has built 26 Health Equity Fellowships with top-tier academic medical centers, generated $35M+ in strategic value, and co-authored a policy brief on AI and health equity with The Economist Impact Group. Author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? LINKS: 📬 Subscribe to The Deep Signal newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) 🌐 Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) 🎵 YouTube: https://www.youtube.com/@DeeplyHumanLeading (https://www.youtube.com/@DeeplyHumanLeading) 🎙 Spotify: https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv (https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv)

12. 

    12 May 2026

    The Skills Under the Skills: What's Really Paying Top Dollar in the AI Economy Isn't Technical | 008

    The seven most in-demand skills in the AI economy aren't coding or machine learning. They're asking the right question. Sensing when something is about to go wrong. Knowing what to leave out. Tech strategist Nate B. Jones recently studied what AI jobs are actually paying top dollar for, and the answer might surprise you. The skills he identified — like specification precision, evaluation and quality judgment, failure pattern recognition, and trust boundary design — sound technical. But underneath each one is a deeply human capacity that most leaders haven't been trained to develop. In this episode of Deeply Human Leading, Lee Ann Del Carpio and Gretchen Terry-Leonard take Jones's framework and go beneath the surface. They explore how the Socratic method is becoming one of the most valuable professional skills of the AI age, why your body's felt sense is a legitimate source of data that AI cannot replicate, how systems thinking and holistic orchestration translate directly to working with AI collaborators, and why the ability to walk away from a failing path may be the most distinctly human capacity of all. They also share how they're applying these skills in their own AI workflows, including how Lee Ann navigates group process dynamics with AI the same way she does with senior leadership teams, and how Gretchen uses appreciative inquiry to check her own blind spots. Whether you're a founder building with AI, a leader navigating your organization's AI rollout, or someone wondering where your career fits in this new landscape, this episode will help you see the skills you already have in a completely new light. ───────────────────────── REFERENCES MENTIONED IN THIS EPISODE Nate B. Jones, "Your AI Credentials Don't Matter. Your Artifacts Do." (Substack, March 2026): https://natesnewsletter.substack.com/p/your-ai-credentials-dont-matter-your (https://natesnewsletter.substack.com/p/your-ai-credentials-dont-matter-your) Nate B. Jones, AI News & Strategy Daily podcast: https://feeds.acast.com/public/shows/ai-news-strategy-daily-with-nate-b-jones (https://feeds.acast.com/public/shows/ai-news-strategy-daily-with-nate-b-jones) Julia McCoy, YouTube channel: https://www.youtube.com/@juliamccoy (https://www.youtube.com/@juliamccoy) Julia McCoy, FLUID: The Adaptability Code Malcolm Gladwell, Outliers: The Story of Success ───────────────────────── CONNECT WITH US Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) Newsletter (The Deep Signal): https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Spotify: https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv (https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv) YouTube: https://www.youtube.com/@DeeplyHumanLeading (https://www.youtube.com/@DeeplyHumanLeading) 0:00 Welcome to Deeply Human Leading 1:52 Skill 1: The Art of Asking Precise Questions 8:24 Skill 2: Discernment as Full-Body Wisdom 15:51 Skill 3: Systems Thinking & Holistic Orchestration 23:54 Skill 4: Failure Pattern Recognition 32:39 Skill 5: Trust Boundary Design

13. 

    5 May 2026

    What Holds You Steady When AI Changes Everything?

    Kevin O'Leary, Shark Tank investor, says if you're a CEO just pushing the button on AI, you're generating garbage. He's naming what a lot of leaders feel but haven't said out loud yet: the technical models or corollary tech skills are not enough. The human underneath the technology is what determines whether AI creates value or erodes trust. In this episode, Lee Ann Del Carpio and Gretchen Terry-Leonard explore what actually holds leaders steady when waves of AI disruption keep coming. They unpack Kevin O'Leary's call for storytelling and critical thinking, Peter Diamandis's three-wave framework for what's ahead (automation, deflation, post-scarcity), and the deeper question beneath all of it: Do you know who you are when the title, the credentials, and the familiar lane all shift? Rather than the gold rush era craze of keeping up with AI that is populating your social media feed, this conversation is about you - and what you want amplified when AI amplifies everything. In this episode, you'll explore: Why Kevin O'Leary says CEOs generating AI output without human judgment are creating "AI slop" The difference between a leadership brand and knowing who you are underneath your title Lee Ann's "divine genius" framework for uncovering the value only you can bring Gretchen's "inconvenient dream" concept from Your Second Prime Peter Diamandis's three waves of disruption (2025–2036) and what they mean for your career Why nervous system regulation is a prerequisite for navigating accelerating change The principle: "Never waste a good disruption" The most important question to ask yourself right now: What do you want amplified? About the Hosts: Lee Ann Del Carpio is the founder of Deeply Human, Inc. and the Center for Deeply Human Leadership. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer of the Center for Deeply Human Leadership and author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? She brings 26 Health Equity Fellowships, a published policy brief with The Economist Impact Group, and a career of systems thinking to the defining question of this decade. References & Links: Kevin O'Leary on AI and CEO leadership: https://www.cnbc.com/kevin-oleary/ (https://www.cnbc.com/kevin-oleary/) Peter Diamandis / Abundance 360 Summit: https://www.abundance360.com/ (https://www.abundance360.com/) Gretchen's book, Your Second Prime: https://www.amazon.com/Your-Second-Prime-Aging-Suck/dp/B0DHN2RJWB (https://www.amazon.com/Your-Second-Prime-Aging-Suck/dp/B0DHN2RJWB) Lee Ann's coaching program, Recalibrate for Impact: https://www.limitlesslearningnow.com/recalibrate-for-impact (https://www.limitlesslearningnow.com/recalibrate-for-impact) 📬 Subscribe to The Deep Signal newsletter: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) 🌐 Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com)

14. 

    28 Apr 2026

    AI Made Every Dashboard Green. Then Customer Trust Collapsed. | 006

    What happens when an AI gold rush mentality drives boards and senior leaders to drive for cost savings and efficiency at a breathless pace? Klarna replaced 700 customer service employees with AI. Month one: 2.3 million conversations handled. Resolution time cut to two minutes. $60 million in projected savings. Every metric on the dashboard was green. Then customer satisfaction collapsed, complaints surged, and the CEO went on Bloomberg and said four words: "We went too far." In this episode, Lee Ann Del Carpio and Gretchen Terry-Leonard explore the seductive pull of cost savings, speed and efficiency in AI deployment at the expense of other measures of organizational vitality, and why the things that look measurably successful can quietly destroy the things that matter most: trust, institutional knowledge, and the human relationships that built your brand in the first place. What you'll explore in this episode: • Why Klarna's "green dashboard" masked a collapse in customer trust • How Air Canada's chatbot hallucinated a bereavement fare and triggered a legal ruling • What happened when CNET used AI to write 77 financial articles with inaccurate math • The paradox leaders face: speed AND quality, not speed OR quality • How AI amplifies your existing leadership clarity (or your existing confusion) • The difference between measurable gains and immeasurable losses • Why the most critical leadership skill in the AI age may be knowing when to slow down CHAPTERS: 0:00 – Introduction 1:14 – The Klarna case: 700 employees replaced, every metric green 7:27 – Air Canada's chatbot hallucination and legal fallout 9:14 – When AI damages your leadership brand (the 360-feedback story) 11:29 – Institutional knowledge, context, and what AI replaces without asking 12:56 – The intent gap: AI amplifies your leadership clarity or your confusion 14:14 – CNET's 77 inaccurate AI-written financial articles 16:30 – The AI arms race and adrenaline-driven decision making 17:30 – The paradox: speed AND quality as mutually complementary forces 21:17 – Reputational damage, trust, and the real cost of going too fast 22:35 – What we gain in efficiency vs. what we lose in the immeasurable 23:45 – The question to take with you: Where can you balance speed and quality? ABOUT THE HOSTS: Lee Ann Del Carpio is the founder and CEO of Deeply Human, Inc., with 25+ years guiding senior leaders through transformation in healthcare, biotech, and mission-driven organizations. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer at the Center for Deeply Human Leadership, building the research institution investigating what sustained AI-assisted decision-making does to human judgment and moral agency. CONNECT WITH US: Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) Newsletter (The Deep Signal): https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Spotify: https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv (https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv) YouTube: https://www.youtube.com/@DeeplyHumanLeading (https://www.youtube.com/@DeeplyHumanLeading) Lee Ann on LinkedIn: https://www.linkedin.com/in/leeanndelcarpio/ (https://www.linkedin.com/in/leeanndelcarpio/) Gretchen on LinkedIn: https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/ (https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/)

15. 

    21 Apr 2026

    Women Founders and AI: Why the Biggest Opportunity Is Right Now | 005

    Jensen Huang just told podcaster Lex Friedman that AGI is here. But while the media debates what that means, a different conversation is happening among founders: What will I build with it? In this episode of Deeply Human Leading, Lee Ann Del Carpio and Gretchen Terry-Leonard explore what the coming of artificial general intelligence means for people with ideas, purpose, and the courage to create — especially women and founders over 50 who bring decades of wisdom to a moment that desperately needs it. In this episode, they discuss: • What AGI actually means and why Jensen Huang’s definition has relevance for everyday founders • The 25% gap in women’s AI adoption and why that’s both a challenge and an opportunity • The $1.6 trillion economic gap that won’t close with technology designed by teams that don’t understand it • Why people over 50 represent 25% of all new entrepreneurs (AARP data) • How AI has demolished the technical barrier that used to stand between a good idea and a real business • The shift from participation to creation and why whoever builds the technology determines what it becomes This is not AI hype. This is a grounded, honest conversation about what it takes within yourself to step into this moment to create real impact in a rapidly changing world. CHAPTERS 0:00 — Jensen Huang says AGI is here: what does that mean? 1:57 — AGI vs. narrow AI: the real difference 3:44 — Why this moment is uniquely powerful for founders in their 50s 5:02 — The 25% gender gap in AI adoption 10:21 — Shaping what AI learns about humanity 15:46 — From participation to creation: the real invitation ABOUT THE HOSTS: Lee Ann Del Carpio is the founder and CEO of Deeply Human™ and the Center for Deeply Human Leadership. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken what only humans can bring: relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is Chief Strategy & Impact Officer at CDHL. She built 26 Health Equity Fellowships with top-tier academic medical centers and generated $35M+ in strategic value through partnerships that compound. She is the author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? CONNECT WITH US: Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) Newsletter (The Deep Signal): https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Spotify: https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv (https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv) YouTube: https://www.youtube.com/@DeeplyHumanLeading (https://www.youtube.com/@DeeplyHumanLeading) Lee Ann on LinkedIn: https://www.linkedin.com/in/leeanndelcarpio/ (https://www.linkedin.com/in/leeanndelcarpio/) Gretchen on LinkedIn: https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/ (https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/)

16. 

    16 Apr 2026

    How to Lead When No One Can Predict What AI Will Do Next | 004

    A powerful new AI documentary is leaving audiences shaken. Lee Ann saw it opening week and Gretchen has been studying the debate from the outside. Together they unpack what it means for leaders who are trying to hold both the promise and the peril of AI without collapsing into either hyper optimism or panic. This is not another episode about AI tools or productivity hacks. This is about the deeper question: How do you lead when nobody can predict what happens next? When the old model of predict-and-control no longer works? When every interaction you have with AI is quietly shaping what AI learns about humanity? In this conversation, Lee Ann and Gretchen explore: • What the "Apocaloptimist" stance is and how it seeks to balance both the existential risk and extraordinary promise of AI • What happens to your nervous system when you first grasp the full scope of AI’s impact (and how to move through it) • Why the predict-and-control operating model from the Industrial Era is failing leaders in the Age of AI • Five practices for co-creating with AI that preserve your agency, values, and discernment • How every single interaction you have with AI teaches it something about humanity and why that matters more than most people realize • The difference between intelligence and wisdom, and why that distinction is the leadership question of our time CHAPTERS: 00:00 — The AI documentary that frames both AI promise and peril 05:36 — When AI awareness hits your nervous system 07:39 — Personal agency and the role of corporations 09:57 — Why predict-and-control is the wrong operating model 12:22 — Changing your relationship with uncertainty 22:21 — What co-creation actually looks like in practice ABOUT THE HOSTS: Lee Ann Del Carpio is the founder and CEO of Deeply Human™ and the Center for Deeply Human Leadership. With 25+ years guiding senior leaders through transformation in healthcare, biotech, and complex systems, she helps leaders reawaken what only humans can bring: relational wisdom, discernment, and the ability to shape systems that serve life. Gretchen Terry-Leonard is Chief Strategy & Impact Officer at CDHL. She built 26 Health Equity Fellowships with top-tier academic medical centers and generated $35M+ in strategic value through partnerships that compound. She is the author of Your Second Prime: Does Aging Suck or Do We Suck at Aging? CONNECT WITH US: Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) Newsletter (The Deep Signal): https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Spotify: https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv (https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv) YouTube: https://www.youtube.com/@DeeplyHumanLeading (https://www.youtube.com/@DeeplyHumanLeading) Lee Ann on LinkedIn: https://www.linkedin.com/in/leeanndelcarpio/ (https://www.linkedin.com/in/leeanndelcarpio/) Gretchen on LinkedIn: https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/ (https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/)

17. 

    7 Apr 2026

    Raising Kids Who Can Lead in an AI World - Without the Panic | 003

    Something is changing faster than your brain can clock. You already feel it… at the dinner table, in school conversations, in the quiet worry about what your children will actually be equipped for. This episode doesn't add to the noise. It helps you find your footing. Lee Ann Del Carpio and Gretchen Terry-Leonard, both parents and leaders, sit down to have the conversation most people are having in their heads but not yet out loud: what does it actually mean to raise humans who can thrive in an age of intelligent machines? In this episode, you’ll explore: Why our brains are notoriously bad at processing exponential change and how that affects our ability to guide the next generation The concept of 'desire difficulty': why choosing the hard thing is not old-fashioned, it's neurological infrastructure The calculator precedent and what history teaches us about every new tool that threatens education Grapple before you grab for AI… one phrase that changes What Gretchen's 11-year-old building a Roblox game with zero coding experience teaches us about human-AI co-creation Metacognition as the defining leadership skill: learning to observe your own mind as a practice, not a concept How to use AI as a thought partner rather than an order-taker and why the difference matters enormously Timestamps: 0:00 — Introduction: Raising humans in the age of intelligent machines 1:26 — Matt Schumer’s viral post: “Something Big Is Happening” 3:34 — The before and after: processing the pace of change 6:32 — Absorbing disruption: fear, grief, and the 10% test 14:30 — What schools are (and aren’t) teaching about AI 21:43 — Why Silicon Valley sends their kids to Montessori and Waldorf schools 31:32 — Cognitive offloading, desire difficulty, and metacognition 43:06 — Designing your relationship with AI About the hosts: Lee Ann Del Carpio is the CEO & Founder of Deeply Human, Inc., with 25+ years guiding senior leaders through transformation in healthcare, biotech, and mission-driven organizations. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer at the Center for Deeply Human Leadership (CDHL), bringing a track record that includes 26 Health Equity Fellowships with top-tier academic medical centers and $35M+ in strategic value through purpose-aligned partnerships. Together, they co-founded CDHL to investigate what sustained AI-assisted decision-making does to human judgment, discernment, and moral agency. Connect with us: Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) Newsletter (The Deep Signal): https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Spotify: https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv (https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv) YouTube: https://www.youtube.com/@DeeplyHumanLeading (https://www.youtube.com/@DeeplyHumanLeading) Lee Ann on LinkedIn: https://www.linkedin.com/in/leeanndelcarpio/ (https://www.linkedin.com/in/leeanndelcarpio/) Gretchen on LinkedIn: https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/ (https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/)

18. 

    31 Mar 2026

    For Every $1,000 Spent on AI, Only $1 Goes to Understanding Its Human Impact | 002

    “I'm only human." We say it like an apology… for forgetting, for falling short, for being imperfect. But what if being human isn't the limitation? What if it's the thing we haven't invested in deeply enough? In Episode 002 of the Deeply Human Leading podcast, Gretchen and Lee Ann unpack the difference between being "only human" — what Lee Ann calls our "default human" mode, the fight-flight-freeze response we fall back on under stress — and being deeply human: intentional, grounded, discerning, and awake to the inner capacities that no technology can replicate. In this episode, you’ll explore: — Why your nervous system is your most underrated leadership tool — The “default human” trap — and how to recognize when you’re in it — Why McKinsey is now hiring liberal arts majors over technical specialists — The staggering $1,000-to-$1 AI spending gap — and why it matters to every leader — How AI can serve as a mirror for human self-discovery — The “inner technologies” that match the pace of outer technologies — Why knowing what you stand for is now a survival skill, not just an exercise Headlines referenced in this episode: https://fortune.com/2026/01/14/how-to-get-hired-at-mckinsey-ai-tools-liberal-arts-creativity/ (https://fortune.com/2026/01/14/how-to-get-hired-at-mckinsey-ai-tools-liberal-arts-creativity/) https://longnow.org/ideas/inspired-by-intelligence-rediscovering-human-purpose-in-the-age-of-ai/ (https://longnow.org/ideas/inspired-by-intelligence-rediscovering-human-purpose-in-the-age-of-ai/) https://brenebrown.com/book/daring-greatly/ (https://brenebrown.com/book/daring-greatly/) https://a.co/d/0fLAVzvm (https://a.co/d/0fLAVzvm) https://a.co/d/0bByTecZ (https://a.co/d/0bByTecZ) About the hosts: Lee Ann Del Carpio is the CEO & Founder of Deeply Human, Inc., with 25+ years guiding senior leaders through transformation in healthcare, biotech, and mission-driven organizations. Gretchen Terry-Leonard is the Chief Strategy & Impact Officer at the Center for Deeply Human Leadership (CDHL), bringing a track record that includes 26 Health Equity Fellowships with top-tier academic medical centers and $35M+ in strategic value through purpose-aligned partnerships. Together, they co-founded CDHL to investigate what sustained AI-assisted collaboration does to the human brain, to human discernment, decision-making, and to personal agency. Connect with us: Website: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) Newsletter (The Deep Signal): https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) Spotify: https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv (https://open.spotify.com/show/4r7WnDnCOKqsgE8ShClMcv) YouTube: https://www.youtube.com/@DeeplyHumanLeading (https://www.youtube.com/@DeeplyHumanLeading) Lee Ann on LinkedIn: https://www.linkedin.com/in/leeanndelcarpio/ (https://www.linkedin.com/in/leeanndelcarpio/) Gretchen on LinkedIn: https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/ (https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/)

19. 

    25 Mar 2026

    What Happens to Human Leadership When AI Gets Smarter Than You? | 001

    What happens to your identity, your expertise, and your leadership when AI can do parts of what you've spent your career building? In the first episode of the Deeply Human Leading Podcast, hosts Lee Ann Del Carpio and Gretchen Terry-Leonard explore the question no one is asking loudly enough: as AI becomes embedded in how we work, decide, and lead, what happens to the humans inside the system? This isn't a podcast about AI tools or tactics. Deeply Human Leading sits in a third space — between AI anxiety and AI hype — exploring what it actually means to lead in an era of accelerating intelligence. New episodes weekly. The Future of Leadership is Deeply Human. SUBSCRIBE: youtube.com/@DeeplyHumanLeading (http://youtube.com/@DeeplyHumanLeading) NEWSLETTER: https://deeply-human.kit.com/b1bfa01738 (https://deeply-human.kit.com/b1bfa01738) VISIT: https://www.deeplyhumanleading.com (https://www.deeplyhumanleading.com) LINKEDIN: Deeply Human Leading (https://www.linkedin.com/company/deeply-human-leading/) Lee Ann: https://www.linkedin.com/in/leeanndelcarpio/ (https://www.linkedin.com/in/leeanndelcarpio/) Gretchen: https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/ (https://www.linkedin.com/in/gretchen-terry-leonard-8a92ab36/)

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

3 ratings