Episodes

  • Episode 42 | Your AI transformation has a shelf life — and it's getting shorter
    May 15 2026
    Amy and Meg go solo to revisit the five threads they called at the start of the season — and find them converging and accelerating faster than anyone predicted. A wide-ranging conversation on creative destruction, high-agency work, AI security readiness, and how to find meaning when everything you build has a shelf life. ⏰ TIMESTAMPS: 00:00 Cold open + Pebble Beach catch-up 02:49 Revisiting the five threads: the Great Reshuffle & Amy Webb's convergence 07:10 Creative destruction & contribution credits 11:03 Sovereign wealth funds & bridging the AI transition 14:48 Thread 2: High agency & the OpenBrain project 20:40 Using AI as a chief of staff for emotional regulation 25:50 Thread 3: Context is the new moat 29:09 Comprehension, Gen Z resistance & the neuroplasticity problem 34:19 When AI writing starts to feel manipulative 37:16 Thread 4: Agents gone wild & security readiness 43:02 The AI maturity model & the accelerating slope 46:19 Beautiful Lego sculptures: finding meaning in constant rebuilding 49:25 Thread 5: The SaaS-bocalypse & enterprise AI adoption 52:13 Vibe coding update 52:56 Leadership Corner: the leader who did everything right 🔑 KEY INSIGHTS: - Convergence beats invention — the reassembly of things we already have is where real disruption happens - The most valuable use of an AI agent isn't automating your inbox; it's emotional regulation and staying aligned with your long-term goals - Portable context is the new moat — build your own "skill passport" now, before you need it - Prevention isn't a security strategy — every board needs an incident process and real tabletop exercises - AI transformation has a short shelf life — the unlearning has to be constant, and finding meaning in that is the actual work 📚 RESOURCES: Amy Webb's SXSW presentation & convergence report: [LINK] Nate B. Jones — "Open Brain," portable context & comprehension: [LINK] The Meg & Amy Show with Scott Santens — UBI & digital dividends: [LINK] Jason Cohen — "At scale, rare things happen": [LINK] The Meg & Amy Show with Brian Solis — the AI maturity index: [LINK] The Meg & Amy Show with Doug Merritt — security: [LINK] 🔗 CONNECT: Submit Leadership Questions: megandamyshow@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #AITransformation #FutureOfWork #Leadership #CreativeDestruction #AIAgents #EnterpriseAI #AIStrategy #MegAndAmyShow
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    1 hr and 1 min
  • Episode 41 | Are You Optimizing Yesterday Instead of Building Tomorrow? | Brian Solis
    May 8 2026
    🚀 AI DARWINISM: Futurist Brian Solis reveals why most companies are using AI to optimize yesterday — and the "spark of the possible" that separates real transformation from glorified digitizing. Learn why ServiceNow's AI maturity index actually DROPPED in 2025, how IKEA's chatbot generated €1 billion in new revenue, and why intellectual humility beats technical expertise for AI-era leaders. ⏰ TIMESTAMPS: 00:00 "What if?" — Cold open 00:16 Welcome and bio 01:14 Meet Brian Solis — what he's up to at ServiceNow 03:06 What is AI Darwinism? 09:12 The 5 stages of AI maturity 13:31 Why the AI maturity score dropped from 44 to 35 18:43 How leaders react to AI — and where they get stuck 23:51 Visionary vision: the leadership shift AI requires 28:30 The IKEA story — how €1B came from asking the opposite question 38:48 MindShift — exploring what you don't know you don't know 50:19 Leadership Corner: managing younger, less experienced execs 59:35 What if? Closing thoughts 🔑 KEY INSIGHTS: - ServiceNow's AI maturity index dropped from 44/100 to 35/100 between 2024 and 2025 — and that's actually progress, not regression - "Visionary vision" requires CEO/board agreement to change measures, incentives, and reward structures, not just AI adoption goals - Most digital transformations failed because they were just digitizing — the same pattern is happening with AI now - IKEA reskilled customer service reps as AI interior designers and generated €1B in net new revenue in year one - The AI-era leaders who win aren't the most technical — they share deep curiosity and intellectual humility - "Spark of the possible" beats "art of the possible" — what AI makes newly imaginable matters more than what was already imaginable 📚 RESOURCES: MindShift (Brian's book): https://www.briansolis.com/mindshift/ Brian Solis website: https://www.briansolis.com ServiceNow AI Maturity Index report: https://www.servicenow.com/research/ 🔗 CONNECT: Brian Solis: https://www.linkedin.com/in/briansolis/ Submit Leadership Questions: megandamyshow@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #AIDarwinism #AITransformation #Leadership #BrianSolis #FutureOfWork #DigitalTransformation #MindShift #MegAndAmyShow
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    1 hr
  • Episode 40 | Why Your AI Agents Go Off the Rails — and the Harness That Saves Them | Ankur Bhatt
    May 1 2026
    Ankur Bhatt — Head of AI at Service Titan — joins Amy and Meg to explain why most AI agent initiatives die between demo and production, and what to do about it. Ankur has spent the last two years building production agents that handle high-stakes work like tax notices and payroll compliance, and he's published one of the most useful practitioner guides on the topic anywhere. The answer, he argues, isn't a better model — it's something called harness engineering. He breaks down why agents have "the cognitive ability of a PhD with the attention span of a two-year-old," the three failure modes that sink most deployments, and the six principles that turn probabilistic AI into reliable enterprise software. Plus: why writing code is no longer the bottleneck, why your next product probably shouldn't have a UI at all, and a Leadership Corner on managing peer egos when you're the most senior woman in the room. ⏰ TIMESTAMPS: 00:00 Cognitive ability of a PhD, attention span of a two-year-old 00:17 Meet Ankur Bhatt: VP AI @ Rippling, Head of AI @ Service Titan 01:22 From SAP/SuccessFactors to startup speed 03:25 What customers actually want from AI right now 06:32 The demo trap: six-day demo, six engineers, three months of fixes 08:23 What "harness engineering" actually means 09:47 Why architecture matters more, not less, in the agent era 13:01 Where the term "harness" came from (the Manus story) 15:47 Three failure modes: compound error, context overload, specification vacuum 19:16 Why agents are like ADHD partners — the executive-function problem 21:11 The six principles of harness engineering 24:01 The Montessori analogy: maps, stations, and skills 27:43 Why specs and PRDs matter more now, not less (planning mode) 28:55 Skills vs. hooks: what goes where 30:57 Building a skills marketplace inside your organization 35:45 The 10–20% problem: scaling individual productivity to a team 39:40 The new bottleneck has moved upstream 42:52 From features to agent experiences (the Karpathy home-control example) 45:22 The two layers of B2B agent design every leader misses 48:46 Leadership Corner: lonely at the top, surrounded by egos 49:26 Meg's "trust council" reframe 53:26 Where to focus your emotional energy (hint: not on changing your peers) 55:31 Managing egos as a core executive skill 🔑 KEY INSIGHTS: -Why your AI agent goes off the rails: compound error, context overload, and specification vacuum — and how to design around all three -The six principles of harness engineering, in order — starting with "give agents maps, not manuals" -Skills vs. hooks: how to encode domain knowledge and enforce quality without overloading the model -Why "spec before code" matters more in the agent era than it did in the human-engineer era -The new SDLC: when writing code stops being the bottleneck, what becomes the bottleneck instead -Why continuing to build point-and-click UIs may already be irrelevant — and what an "agent experience" looks like in B2B -Leadership Corner: why peer loneliness usually isn't a peer problem, and how to build a trust council instead 📚 RESOURCES: Ankur's article: Agentic Engineering — Why the Harness Matters More Than the Model: https://www.linkedin.com/pulse/agentic-engineering-why-harness-matters-more-than-model-ankur-bhatt-fyjwe/ Daniel Kahneman, Thinking Fast and Slow Andrej Karpathy on the No Priors podcast (the home-control agent example) Anthropic's "progressive disclosure" approach to skills Rippling: https://www.rippling.com ServiceTitan: https://www.servicetitan.com 🤝 CONNECT: Ankur Bhatt: https://www.linkedin.com/in/ankurbhatt77/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #AIAgents #HarnessEngineering #AI #AITransformation #FutureOfWork #SoftwareDevelopment #Leadership #MegAndAmyShow
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    59 mins
  • Episode 39 | Your Scorecard Is Lying to You: Pat Wadors on Leadership, Agility & Holding the Mirror
    Apr 24 2026
    Pat Wadors spent 20 years building cultures at some of tech's biggest names — LinkedIn, ServiceNow, UKG. Then she made an unusual move: from leading people at tech giants to becoming CHRO at Intuitive Surgical, the company behind the da Vinci surgical robot that has served over 20 million patients. In this conversation, Pat shares the personal scorecard moment that changed her career trajectory, why she rejects the word "transformation" in favor of experiments and agility, and how she holds leaders accountable when they aren't walking their talk. ⏰ TIMESTAMPS: 00:01 The scorecard wake-up call: 76 times in 18 years 05:09 Why Pat moved from software to surgical robotics 08:25 Being a patient of the technology you now scale 12:18 Learning the medical device business from the OR floor 17:23 How robotic surgery is changing healthcare delivery 23:03 Why "transformation" implies an end date (and why that's wrong) 26:17 Disrupting language to bring people along through change 29:09 Organizational design experiments in the AI era 35:52 Bringing calm leadership energy to chaotic moments 39:19 The leadership shadow: when you realize you're the problem 42:40 "It's not their business" — until it is 45:46 Holding up the mirror at LinkedIn 48:27 Walk it or don't: treating employee values like a PRD 51:20 Leadership Corner: The player-coach dilemma 🔑 KEY INSIGHTS: - The personal scorecard that led Pat from tech to surgical robotics — and why seeing grandkids once a quarter wasn't enough - Why Pat rejects "transformation" in favor of agility: "Life now is not about an end destination, it's the journey" - How she held up the mirror to LinkedIn's leadership team: "Only one hand stayed up" when asked who communicates performance ratings - The Mexican restaurant moment: devastating 360 feedback that changed how Pat leads - Why your team needs to know you're an introvert (and a nursing mom) - Job architecture vs. work architecture: one must be static, one must be completely fluid - "Walk that fricking talk": Why employee values deserve the same rigor as a product roadmap - The calm you bring creates the calm your team can sustain 📚 RESOURCES: - Unlock Your Leadership Story: https://www.wadors.com - Pat on LinkedIn: https://www.linkedin.com/in/patwadors/ - Intuitive Surgical: https://www.intuitive.com 🔗 CONNECT: Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #Leadership #AITransformation #AgileLeadership #HealthcareTechnology #FutureOfWork #CHRO #MegAndAmyShow
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    1 hr and 4 mins
  • Episode 38 | Nilofer Merchant | Stop Making It All About You: Collective Plays Over Star Players
    Apr 17 2026
    Nilofer Merchant, ranked among the top 50 most influential management thinkers in the world, joins Amy and Meg to dismantle one of management's most beloved myths: the high-impact player ideology. From launching over 100 products netting $18 billion at companies like Apple and Autodesk, to getting fired after securing board approval, Nilofer reveals why making yourself indispensable actually makes you exploitable — and what happens when organizations optimize for individual heroes instead of collective capacity. She shares the Autodesk story: winning the board vote, receiving applause, and getting removed from her role the next day because her competitive approach destroyed team trust. The lesson? The system rewards a very particular profile, and what looks like individual success often comes at the cost of organizational capability. We explore how the "outrun the bear" mentality breaks down when survival requires more than just you, why Franklin Leonard changed Hollywood by asking "what scripts do you love?" instead of "will it make money?", and what happens when AI removes execution scarcity. Plus: Abby Wambach's habit of pointing to the assist, Mary Parker Follett's "law of the situation," and why designing for human aliveness matters more than optimizing for profit. ⏰ TIMESTAMPS: 00:00 Introduction: Writing a Book With a Concussion 03:11 The Collaborative Nature of All Work 05:49 Chapter 19: Stop Making It All About You 09:22 The Autodesk Story: Fired After Winning 13:46 Systemic Problems with the A-Player Model 17:20 Alternative Leadership: Shared Ownership 24:00 Steve Jobs and Team Cohesion 25:31 Metrics: Power vs. Purpose 28:22 Generative Questions and AI's Future 30:41 Franklin Leonard's Black List 36:12 Human Aliveness in the AI Era 45:26 Leadership Corner: Managing the Rock Star Bottleneck 🔑 KEY INSIGHTS: - The high-impact player ideology makes you exploitable while destroying team capacity - Organizations don't scale through players — they scale through plays - "Something" can lead instead of "someone" (shared objectives vs. singular accountability) - Shift from "will you help me?" to "do you care about this problem too?" - AI research: 12% more productivity, 25% faster, 30% better decisions - 70% of jobs globally require zero creativity — what if AI handled that? - IKEA retrained 8,000 customer service employees as designers instead of firing them 📚 RESOURCES: Our Best Work by Nilofer Merchant: https://nilofermerchant.com/big-ideas/our-best-work/ The Intangible Labs: https://theintangiblelabs.com/ TED Talk: https://www.ted.com/speakers/nilofer_merchant 🔗 CONNECT: Nilofer Merchant: https://www.linkedin.com/in/nilofermerchant/ Submit Leadership Questions: megandamyshow@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #Leadership #HighImpactPlayers #TeamWork #AITransformation #FutureOfWork #MegAndAmyShow
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    51 mins
  • Episode 37 | Doug Merritt on Leading With Love & Curiosity Through AI Disruption
    Apr 10 2026
    Doug Merritt led one of the boldest transformations in enterprise software — taking Splunk from $220M perpetual license to over $3B in cloud SaaS revenue. Now, as CEO of Aviatrix, he's building the network security layer enterprises desperately need in the AI era. In this conversation, Doug gets vulnerable about his months of depression when ChatGPT launched, shares why "buying into fear is super lazy," and explains the daily battle every leader faces: love or fear. We also dive deep into the cybersecurity crisis no one's talking about — why not a single company has 100% network security coverage, what happened during Aviatrix's "benign breach" when an AI agent spammed shareware sites to complete its task, and why agents have no "absurdity governor." Plus: Doug's five leadership principles in priority order, why focusing on outcomes is actually lazier than daily mastery, and what it takes to help people when their hard-earned skills are losing market value. ⏰ TIMESTAMPS: 00:00 Cold Open: You Can Buy Into Fear or You Can Buy Into Love 00:16 Introduction 01:12 Welcome Doug 04:00 Be Open to the 1% — There Are Infinite Ways to Get to the Answer 06:34 How Do You Let in That 1% From the People Around You? 09:00 Five Leadership Principles in Priority Order 12:10 The Daily Battle of Love or Fear 15:41 What Skills Matter in the AI Era? 19:59 We Built Management Training for Managing Agents 22:24 How Do You Build Capacity as a Leader? 25:09 Divorce Forced Me to Set Boundaries 27:12 Joshua Metcalfe and Daily Mastery Philosophy 29:13 Splunk Transformation vs. AI Transformation — What's Different? 32:00 We're Still Not 100% AI Company — And We Tried 34:20 The Cybersecurity Crisis: Not a Single Company Has 100% Coverage 36:50 The LiteLLM Breach Story 40:10 The Benign Breach at Aviatrix 41:59 Agents Have No Absurdity Governor 44:19 Identity + Network = Your Security Foundation 48:05 Daily Mastery Over Outcomes — Still Believe It 50:02 Leadership Corner: Installing a Durable Method for Deep Thinking 🔑 KEY INSIGHTS: - Why "be open to the 1%" — the probability you might be wrong - "There is no failure, only learning" — reframing growth mindset - Five leadership principles: relentless curiosity, lead with empathy, purpose before action, radical accountability, celebrate success - The daily battle of love vs. fear — and why buying into fear is lazy - Your value is shifting from "doing" to judgment, experience, and orchestration - Management training for managing AI agents — they operate very differently than humans - "Focusing on the outcome is actually lazier" — why daily mastery matters more - Not a single company has 100% network security coverage in the cloud - The Team PCP / LiteLLM breach: credentials harvested and sent to Netherlands - The benign breach: AI agent spammed 8 shareware sites to make a PowerPoint - "Agents have no absurdity governor" — they just keep trying everything - In the cloud, you're left with identity and network — get those right or you're not safe 📚 RESOURCES: - Chop Wood, Carry Water by Joshua Metcalfe: https://www.amazon.com/Chop-Wood-Carry-Water-Instructions/dp/0997077824 - When by Daniel Pink: https://www.amazon.com/When-Scientific-Secrets-Perfect-Timing/dp/0735210624 - Doug Merritt on LinkedIn: https://www.linkedin.com/in/doug-merritt/ - Aviatrix: https://aviatrix.ai/ 🔗 CONNECT: Submit Leadership Questions: megandamyshow@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #Leadership #AITransformation #Cybersecurity #DougMerritt #DailyMastery #CloudSecurity #FutureOfWork #MegAndAmyShow
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    1 hr
  • Episode 036 | Stop Doing Things Right. Start Doing the Right Things. | Himanshu Palsule
    Apr 3 2026
    Cornerstone OnDemand CEO Himanshu Palsule joins Amy and Meg to discuss Generation Beta, the leadership pipeline vacuum, and what it takes to build a workforce for a world that doesn't exist yet. From his World Economic Forum panel on corporate ladders to hiring a Chief AI Officer who asked for just 12 people, Himanshu shares what he's learned leading a major talent platform through complete transformation while the rules of work are being rewritten. Plus: why inference, context, and trust matter more than token counts, how drug development timelines collapsed from 10 years to one, and what to do when your team can't let go. ⏰ TIMESTAMPS: 00:00 If you remove the bottom rungs, who's left on the ladder? 00:52 Generation Beta: AI will always know more than they will 03:53 We are custodians of a generation — don't become zombies 05:45 The leadership pipeline vacuum at Davos 08:18 Hyper-personalized learning and the lowest common denominator problem 12:19 Technical vs. human skills: the gap is collapsing (70/30 to 50/50) 15:49 Everyone needs executive function now 18:48 From optimization to reimagination: doing the right things 23:53 Drug development: 10 years to 1 year with AI 26:23 Inference, context, and trust: the three pillars that matter 32:29 Swimming in rivers, not pools: learning agility vs. future-proofing 36:56 The Chief AI Officer who asked for 12 people 42:26 Spend 20 days defining the problem, 20 days imagining the solution 44:49 The SaaS-pocalypse: deterministic vs. probabilistic functions 47:50 Three leadership traits: curiosity, situational awareness, courage to say no 48:42 Leadership Corner: How to delegate without taking it back 🔑 KEY INSIGHTS: - The workforce most capable of reimagining AI is being excluded from the transformation - Human skills (curiosity, flexibility, courage) now matter as much as technical skills - For every 100 AI agents, there's one human orchestrating — making human skills critical - Companies that earn trust through context and deliberate solutions will survive the AI chaos - Learning agility beats future-proofing when everything changes every three months - Small, focused teams outperform large development groups in the AI era - Probabilistic software functions will be disrupted; deterministic functions (payroll, HR) will endure 📚 RESOURCES: - World Economic Forum Panel: Corporate Ladders and the Great AI Reshuffling https://www.weforum.org/meetings/world-economic-forum-annual-meeting-2026/sessions/corporate-ladders-and-the-great-ai-reshuffling/ - Cornerstone OnDemand Skills Economy Report: https://www.cornerstoneondemand.com/resources/article/skills-economy-report/ - Stephen Covey: “Management is doing things right; leadership is doing the right things.” https://www.goodreads.com/quotes/9923896-management-is-doing-things-right-leadership-is-doing-the-right 🔗 CONNECT: Himanshu Palsule: https://www.linkedin.com/in/himanshu-palsule/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #Leadership #AITransformation #FutureOfWork #GenerationBeta #LearningAgility #MegAndAmyShow
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    57 mins
  • Episode 35 | Why Most AI Productivity Claims Are Dangerously Misleading | Ben Waber
    Mar 27 2026
    MIT researcher and People Analytics author Ben Waber joins Amy and Meg for one of the most myth-busting conversations about AI, productivity, and what actually drives enterprise value. From a 23-year-old grad student who discovered that billion-dollar companies don't know how their own teams communicate, to the lunch table experiment that changed programmer productivity by 20%, Ben brings 15 years of behavioral data to challenge everything you think you know about how organizations work — and why most AI claims should make you very skeptical. ⏰ TIMESTAMPS: 00:00 What percent of your company is a dumpster fire? 00:11 Introduction to Ben Waber 01:11 From Philly to MIT: How Ben started measuring how humans work 04:35 A paper that made a billion-dollar bank reorganize 06:31 The Japanese minor, a bestselling book, and being recognized on the street 08:42 The Academic Run Playlist: 2,500+ talks and counting 13:07 The big idea: Where is the real value in AI? 14:37 Why AI vendors and economists are both getting it wrong 16:20 The calculation machines story: 20 years to get 20% cheaper 18:06 Amazon's box-packing metric and why "quantitative" doesn't mean "objective" 20:11 Jack Dorsey, Block, and the rude awakening ahead 22:11 Klarna's AI rollback and the nuance problem 24:33 "Spin up 100,000 agents doing nothing" — the meaningless metrics trap 27:17 The three things you need to understand before deploying AI 29:37 Tripwires: Building permission to be wrong 31:22 How do you actually model work? Amy's HRIS thesis 35:48 What we're really good at measuring: what's awful 37:12 From dumpster fires to board-level accountability 38:20 AI is a sugar rush — and profit predicts 1% of your future 39:06 If the cows are limping, it's bad 39:28 The lunch table story: a 20% productivity difference from a $50 decision 44:22 Leadership Corner: Breaking through when a peer team is gatekeeping 51:44 Wrap-up: What we learned from Ben 🔑 KEY INSIGHTS: - Most AI productivity claims are measuring activity, not value — "having a seizure on my keyboard outputs more lines of code" - Companies can't define what performance actually means — and that's the root problem - We can't predict what great looks like, but we're really good at identifying what's awful - The "dumpster fire" reframe: measure what percent of your company is broken and put a dollar value on it - AI adoption is a sugar rush — firing 40% of employees boosts quarterly profit but predicts nothing about the future - Current profit predicts only 1% of future profit — people metrics predict far more - A 20% difference in programmer productivity was driven by which cafeteria door people walked through - The financial industry is starting to use workplace behavioral data in investment decisions 📚 RESOURCES: Ben Waber's book, People Analytics: https://www.amazon.com/People-Analytics-Technology-Transform-Business/dp/0133158314 Ben's HBR piece on LLMs and organizational performance: https://hbr.org/2024/01/is-genais-impact-on-productivity-overblown Patty Azzarello, Move: https://www.amazon.com/Move-Decisive-Strategy-Obstacles-Setbacks/dp/1119348374 Nate B. Jones on Klarna: https://www.youtube.com/@NateBJones 🔗 CONNECT: Ben Waber: https://www.linkedin.com/in/benjaminwaber/ Submit Leadership Questions: amywilsonadvisor@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #Leadership #AI #AITransformation #PeopleAnalytics #FutureOfWork #MegAndAmyShow
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    57 mins