The Meg and Amy Show

Join best friends Meg Bear and Amy Wilson on The Meg and Amy Show – a podcast for big-picture thinkers who are ready to challenge the status quo. As former tech executives and seasoned business leaders, Meg and Amy have spent decades leading through change. Now, they’re joining forces to break down the trends they’ve lived and helped shape.

The Meg and Amy Show is a technology podcast hosted by Unknown Host, with 54 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Unknown Host hosts The Meg and Amy Show, a technology show with 54 episodes published.

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  The Meg and Amy Show

  The Future of Work Has AI Agents in It. Payroll Isn't Ready. | Eynat Guez, Papaya Global

  Aug 7, 20261h 11m

  The future of work has AI agents in it — and payroll isn't ready. Eynat Guez, co-founder and CEO of Papaya Global, joins Meg and Amy to explain why the 2030 workforce is humans and agents side by side, and why your compliance infrastructure better be ready. Eynat bet the company on owning the payment rails instead of expanding into HCM — and she did it "regulated by choice," taking on seven financial regulators globally. She breaks down why payroll sits at the intersection of HR and finance, why "move fast and break things" actively destroys value in regulated categories, and how she rolled out AI inside her own company by limiting usage first to protect employees from costly mistakes. ⏱️ In this episode: 00:00 Introduction and Open Water Swimming 04:38 Why Papaya Bet on Payments Instead of HCM 07:36 What Payroll Companies Actually Do — and Don't Do 10:32 The Global Compliance Mindset: You Don't Know What You Don't Know 13:55 KYC, AML, SWIFT, and the Cross-Border Payment Gap 17:58 Compliance as the Real Product: The Insurance Company Framing 21:45 Employee Experience and Payment Reliability 25:10 SWIFT Infrastructure, Traceability, and Papaya's Direct Network 30:19 Bringing AI Into Papaya: Infrastructure First 33:36 Measuring AI Efficiency: 3X Target and the Show-and-Tell Culture 36:58 Limiting AI Usage First to Protect Employees 39:42 AI as Self-Discovery: Rewiring How People Work 41:07 The AI Maturity Survey: Four Levels, Gamified 42:57 AI Agents as Workers: The 2030 Workforce Thesis 45:00 Taxing Agents: What Governments Will Do Next 47:15 Real-Time Payments and the Future of Work Agreements 54:29 Where the Name Papaya Came From 55:22 Leadership Corner: Leading Teams Toward an Unclear Future 65:44 How You Know an Idea Has Truly Landed 67:15 Episode Wrap-Up and Key Takeaways Key insights you'll walk away with: Why payroll companies don't actually pay people — and where the real value lives The "regulated by choice" strategy that turned compliance into a moat How to roll out AI to your team without letting it fail them Why the 2030 workforce means ten employers per person Leadership Corner: How to know when a new idea has actually landed inside your organization Meg is a board member of Papaya Global. RESOURCES: Papaya Global: https://www.papayaglobal.com/ CONNECT: Eynat Guez: https://www.linkedin.com/in/eynatguez/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show https://www.linkedin.com/in/megbear/ https://www.linkedin.com/in/amy-wilson-insight/ #AILeadership #FutureOfWork #ExecutiveLeadership #MegAndAmyShow #AIStrategy #HRTech #globalpayroll

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  The Meg and Amy Show

  ⭐ We Tried GLP-1. Here's What Actually Happened. | Meg & Amy

  Jul 31, 202650 min

  Two years in, and Amy and Meg bring the data. GLP-1 results, body composition breakthroughs, the metabolic reframe no one told them about — and the leadership question hiding inside every health conversation: are you building a life you don’t need to take breaks from, or just managing to survive the one you’re in? ⏰ TIMESTAMPS: 00:00 Introduction 01:59 Announcements: Textio Board & HR Tech 1000 8:42 Health Journey: Year-Two Check-In 11:32 GLP-1 — What Actually Changed 22:32 Body Composition Results & The Cost Question 28:18 Community, Trust & Staying the Course 31:20 Leadership Corner: How Much Should I Care? 39:27 Energy Systems & Sleep as a Leadership Metric 45:32 Closing Thoughts & Patty Azzarello’s Question KEY INSIGHTS: - GLP-1 didn’t just drive weight loss — it unlocked the performance Amy had been building toward for two years. The drug and the habits compound; neither works as well alone. - For women, hormonal reality means “cut calories and work out” often doesn’t produce the results it promises men. GLP-1 can level the metabolic playing field. - Sleep is Meg’s #1 performance input — above exercise, body fat, or any other metric. When cognitive fitness goes, everything else follows. - The people who celebrate you when things are good (not just support you when things are hard) are the ones worth keeping close. Community isn’t optional on a health journey — it’s infrastructure. - Self-care isn’t what you do on vacation. It’s building a life you don’t need to take breaks from — one decision, one habit, one honest conversation at a time. RESOURCES: Weightless by Dr. Rocio Salas-Whalen (the GLP-1 protocol book Meg references): https://weightlessthebook.com/ Why Is SHE Still Here? by Patty Azzarello (the memoir with the question Meg had to write down): https://pattyazzarello.com/books/ Remedy Meds (Amy’s GLP-1 source — online, out-of-pocket, $299/month): https://remedymeds.com/ CONNECT: Meg Bear: https://www.linkedin.com/in/megbear/ | https://megbear.com Amy Wilson: https://www.linkedin.com/in/amy-wilson-insight/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show YouTube: https://www.youtube.com/@TheMegandAmyShow #GLP1 #WomensHealth #HealthJourney #WeightLossJourney #Biohacking #HealthyLiving #Leadership #Burnout #MegAndAmyShow

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  The Meg and Amy Show

  Episode 051 | “You’re not broken. The system is.” | Laurie Ruettimann

  Jul 24, 20261h 3m

  Laurie Ruettimann has been saying the things HR won't say for twenty years — and she's starting to wonder if any of it worked. In this conversation, she argues that most advice is projection, financial freedom is the foundation of authenticity rather than a brand strategy, and AI isn't what's making work unbearable. She also gets emotional on mic. And tells us about the thank-you notes she wrote after putting her cat down. ⏰ TIMESTAMPS: 00:00 Introduction — Laurie Ruettimann 04:33 Inventing a life you can actually control 11:19 Financial freedom, overwork, and detachment at work 16:54 Reading outside your industry and the empathy gap 25:41 Personal brand, haters, and authenticity as a class issue 36:57 The honest question: has this work been worth it? 44:28 AI anxiety vs. what's really making work hard 49:59 The Roxy letters — why people keep showing up 52:01 Leadership Corner: restructuring, lesser roles, and severance KEY INSIGHTS: - Most advice is projection. When Laurie sits with clients now, she rarely gives advice — she witnesses. And she tells them what they actually need to hear: "It's not you. You're not broken. The system is broken." - Financial freedom isn't a brand strategy — it's a precondition. You can't be authentic when you're still paying student loans. "Be yourself" only lands once you can afford to leave. - Career advice was built for whoever got into power first. Most of it doesn't work the same for women or people of color — because it reflects the tactics of a cohort that was mostly male. - The number one thing working parents worry about isn't AI. It's the cost of childcare. Blaming AI for workplace anxiety misses the structural problems that were already there. - The secret to being a more empathetic leader isn't a leadership course. It's reading outside your industry — geopolitics, historical fiction, stories from contexts nothing like your own. RESOURCES: Betting on You by Laurie Ruettimann — available wherever books are sold Incorruptible (mentioned by Meg Bear) https://www.amazon.com/Incorruptible-Good-Companies-Great-Stay/dp/B0FWZZBPZB CONNECT: Laurie Ruettimann: [https://www.linkedin.com/in/laurieruettimann] Submit a Leadership Corner question: [amywilsonadvisor@gmail.com] Instagram: [https://www.instagram.com/megandamyshow/] LinkedIn: [https://www.linkedin.com/the-meg-amy-show] #CareerAdvice #FinancialFreedom #WorkplaceTruths #Leadership #HRLeadership #CareerDevelopment #WomenInWork #AuthenticLeadership #MegAndAmyShow

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  The Meg and Amy Show

  Episode 50 | Your People Don't Have Change Fatigue. They Have Failure Fatigue | Jess Von Bank

  Jul 17, 20261h 7m

  🚀 Jess Von Bank has spent 20+ years on every side of the HR tech problem — vendor, buyer, analyst, practitioner. She co-founded Now to Next to close the distance between an AI strategy and human outcomes, and she's writing her way through it publicly with the Human Thesis, a seven-part Substack series, and her forthcoming book Work Like a Mother. In this conversation, Jess makes the case that most organizations are running AI adoption programs when what they need is embodiment — and those are not the same thing. Handing out licenses, counting logins, and calling it transformation is a procurement decision. Embodiment is when someone in a call center starts imagining the insurance products she could build from the data AI just unlocked. The gap between those two conversations is the gap between cutting costs and finding new markets. ⏰ Timestamps: 00:25 Guest Introduction: Jess Von Bank 01:24 Racing, Ragnar and Finding Your Amy 05:14 Founding Now to Next: No Old Answers 08:52 Why AI Transformation Keeps Failing 14:50 What Is Different About This Transformation Cycle 16:04 Automation vs Reinvention: The Hands, Heads and Hearts Framework 17:43 Where AI Goes Wrong in Talent Acquisition 21:36 Hiring Without Job Descriptions: A First Principles Experiment 24:23 Adoption Is a Procurement Decision: Defining Embodiment 27:18 From 5% to 30% Improvement: The Telecom Case Study 30:35 Too Much Choice and the Danger of Scattershot AI Rollouts 31:54 Paving the Path: Change Leadership and Cognitive Dissonance 34:14 Change Is the Strategy: Reframing Change Fatigue 37:21 Workforce Representation in AI Decisions 39:18 Human Gaps Are Transformation Gaps: Diagnosing the Wounds of Change 43:00 Skeptics, Pragmatists and Power Users: No Winners and Losers 44:25 Retaining Work Experts Over Tool Experts 47:12 Workshop Story: Innovation vs Substitution in a Call Centre 49:03 Writing, Storytelling and The Human Thesis Substack 51:58 Dear Daughters: Ten Years of Private Journals 54:34 Training Claude on Her Voice: The One Rule She Never Breaks 55:46 Work Like a Mother: The Book 59:56 Leadership Corner: Should I Take the Stretch Role? ⭐ In this episode: - The adoption vs. embodiment distinction — why your ROI is missing and what actually closes the gap. - The hands, heads, hearts framework for sorting work: what AI should own entirely, what it should augment, and where you need to create more human capacity, not less. - Why "failure fatigue" is the real diagnosis behind what most leaders are calling change resistance — and what changefulness (adaptability as a default state, not a crisis response) looks like inside an organization that has actually built for it. - The five wounds of change your AI rollout is landing on whether you're tracking them or not: fear of replacement, loss of mastery, decision fatigue, trust erosion, and identity disruption. - Amy's take on the highest-stakes paradox of this moment — outsourcing your imagination to the very tool you're trying to imagine with. - And the one rule Jess gave Claude when she trained it on her voice, and what happened the day she asked it to break it. Jess Von Bank joins hosts Meg Bear and Amy Wilson for Episode 50. If you're leading an AI transformation and measuring success by adoption rates, this episode names what's actually in the way — and what it looks like when an organization builds for changefulness instead. #AITransformation #ChangeManagement #HRTech #WorkforceTransformation #Leadership #MegAndAmyShow

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  The Meg and Amy Show

  Episode 49 | The Skill AI Can't Do For You — And the Career It Builds

  Jul 10, 20261h 1m

  🚀 AI didn't add a new chapter to the software story — it restarted the book at page one. In this solo episode, Meg and Amy explain why that makes sensemaking the scarce skill right now, who earns the role that survives every era of disruption, and what it actually looks like to stop waiting and build. 🔑 IN THIS EPISODE: - The agentic HR moment: NovaWorks and SOL just came out of stealth — two agentic HCM platforms,  both founded by women Meg and Amy know and have worked with. Meg (a NovaWorks board member) and  Amy (whose former Workday colleagues founded SOL) make the case for why this moment is architecturally necessary, not just exciting: current HR systems were built on the assumption that work structure is static. That assumption is now wrong, and no amount of configuration fixes it. - Meg's EDS theory: how Ross Perot predicted today's AI moment, and why we're back where it all started - The leadership gap: "ready-fire aim" rollouts, mass dysregulation, and why  sensemaking is the missing piece - The Golden Job: the translator who bridges what work used to look like and what's now possible — and why sensemaking is the missing ingredient - Personal vs. enterprise token strategy: Amy's two-gear system (Pro vs. Max  5x, CoWork vs. Code, Ethan Mollick's "spikiness") + Meg's enterprise framework — 3 buckets, 80% margins going to 50-60% or upside down - Leadership Corner: a PM who thought he needed a new job — turns out he needed to start building ⏰ TIMESTAMPS: 00:36 Welcome + agentic HR: NovaWorks and SOL out of stealth 04:17 Meg's EDS theory: AI restarted the software lifecycle 15:23 Sensemaking: the leadership gap hiding in plain sight 22:33 The Golden Job — the translator IS the sensemaker 26:40 Amy's personal token strategy 36:48 Meg's enterprise token strategy (embedded hot take) 47:04 Leadership Corner: "He thought he had a job problem" 58:35 Closing Thoughts 📚 LINKS FROM THIS EPISODE: ▸ Meg's newsletter Issue 21, "Coming of Age" — https://www.linkedin.com/pulse/meg-amy-show-newsletter-issue-21-the-meg-amy-show-dgghc/?trackingId=nPX2o4GahAvkl5vguIYJtg%3D%3D ▸ Amy's article: "A Love Letter to Product Managers: This Is Your Moment Don't Blow It" — https://www.linkedin.com/pulse/love-letter-product-managers-your-moment-dont-blow-amy-wilson-f2mqc/ ▸ NovaWorks (Kelley Steven-Waiss, CEO) — https://novaworks.ai ▸ Sol (Erin Yang, CPO/COO + founding team) — https://www.meetsol.com/ ▸ Ep 47 — David Blake (naps and nervous system regulation) — https://youtu.be/GGO-Ggr4yOQ   🔗 CONNECT WITH US: 📸 Instagram: https://www.instagram.com/megandamyshow/ 💼 LinkedIn: https://www.linkedin.com/company/the-meg-amy-show https://www.linkedin.com/in/megbear/ https://www.linkedin.com/in/amy-wilson-insight/

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