🚀 After 24 episodes and conversations with 20+ transformation leaders, Amy reveals the AI Transformation Maturity Model that synthesizes everything we've learned. Discover how to get ahead of AI transformation instead of being a victim of change, why this moment offers the biggest career opportunity in decades, and how to build the change agility that separates thriving organizations from struggling ones. This episode weaves together insights from Sangeet Choudary (constraints thinking), Yamini Rangan (grassroots experimentation), Jen Morrow (strategic transformation), John Wookey (customer conversations), Angela Le Mathon (generalist advantage), Usman Sheikh (new co vs legacy co innovation), Kieran Snyder (organizational transformation), and more into a practical framework for navigating AI transformation. ⏰ TIMESTAMPS: 00:00 Introduction to the AI Transformation Maturity Model 05:30 The Race to the Bottom: Why Task Optimization Fails 12:01 Feature Factory vs Strategic Innovation Parallel 15:24 The Constraints Breakthrough: Thinking Beyond Tasks 18:25 Customer Conversations and Real-World Examples 20:01 The Generalist Advantage in AI Transformation 21:20 Grassroots Innovation: Why Collaboration Beats Top-Down 26:53 Why Specialization Has a Low Shelf Life 28:13 The Career Opportunity: Everyone's Back at Baseline 30:09 Why These Skills Are Now Crucial, Not Just Nice-to-Have 30:58 The Software Coordination Revolution 34:18 Scale Challenges: From 50 to 3000 People 37:00 The Context Switch Problem 39:06 The Looping Process of Organizational Reinvention 40:00 Building Change Agility vs. Fear-Based Culture 42:18 Community Input and Next Steps 🔑 BREAKTHROUGH INSIGHTS: - Why most companies get stuck optimizing tasks when they should be reimagining systems - The career reset happening right now (and how to capitalize on it) - How to build organizations that thrive on continuous change - Why grassroots experimentation beats top-down AI training - The coordination breakthrough that could finally fix software development This isn't just another AI episode—it's the culmination of everything we've learned about transformation, synthesized into actionable insights for leaders who want to get ahead of change instead of being overwhelmed by it. 📚 RESOURCES: NYT Vietnam Article: https://www.nytimes.com/2025/10/27/world/asia/vietnam-russia-relations.html Meg's Blog 'The Future is Interdisciplinary' | https://www.megbear.com/post/the-future-is-interdisciplinary AI Transformation Maturity Model: https://www.linkedin.com/pulse/ai-transformation-paradox-why-todays-innovation-tomorrows-amy-wilson-8adqf/ Amy's Product Transformation Story at SAP SuccessFactors: https://www.linkedin.com/pulse/my-product-transformation-story-sap-successfactors-what-amy-wilson-djk9c/ Sangeet Paul Choudary's "Reshuffle": https://www.amazon.com/Reshuffle-wins-restacks-knowledge-economy-ebook/dp/B0DTKW6NQV 🔗 CONNECT: Leadership Questions: amywilsonadvisor@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #AITransformation #BusinessTransformation #MegAndAmyShow #ChangeManagement #FutureOfWork

🚀 INVENTING THE AI-FIRST OPERATING MODEL: HubSpot CEO Yamini Rangan reveals how she completely scrapped her $40B company's roadmap and rebuilt it AI-first. Learn how to pivot from volume to conversion, navigate the decline of SEO, and lead transformation when no one has the answers. ⏰ TIMESTAMPS: 00:00 Introduction: From Reading Every Book in the Library to CEO 05:00 Moving to the US: The Airport Story and Finding Her Voice 15:50 Immigration, Grit, and Tools for Navigating the Unknown 25:30 Customer Centricity: Sales is About Getting Customers Promoted 33:45 The 2023 AI Pivot: "When I Said Go, Nobody Went" 42:00 Change Management: Innovation Density vs Team Size 49:25 Board Role in AI Transformation 52:30 Marketing's Biggest Shift in Decades: SEO to AEO 57:00 3X Better Conversion: Volume Game vs Conversion Game 1:04:15 Leadership Corner: What mindset shifts do leaders need to make during times of huge change? 🔑 KEY INSIGHTS: - The mindset shift from "knowing" to "exploring" required for modern leadership - Sales isn't about closing deals - it's about getting your customers promoted - The shift from information to answers: People no longer want to search, they want well-researched answers - LLM queries average 23 words vs 5-word searches - showing much deeper, specific intent - Why LLM leads convert 3X better than traditional search leads - Why 8 out of 10 Google searches now result in zero clicks 📚 RESOURCES: Blindspotting: How to See What Others Miss | https://amazn.so/97uYE8w Yamini's Thought Leadership From INBOUND | https://www.linkedin.com/posts/yaminirangan_yesterday-at-inbound-i-had-the-pleasure-activity-7369750149276815360-RJC7?utm_source=share&utm_medium=member_desktop&rcm=ACoAAB5eYzoBji0hRFR25InbUtOYcrXhHjARevM Yamini on AEO vs. SEO | https://www.linkedin.com/posts/yaminirangan_its-been-a-week-since-we-launched-the-loop-activity-7371552819247759361-21_r?utm_source=share&utm_medium=member_desktop&rcm=ACoAAB5eYzoBji0hRFR25InbUtOYcrXhHjARevM **🔗 CONNECT:** Yamini's LinkedIn: https://www.linkedin.com/in/yaminirangan/ Yamini's Executive Bio: https://www.hubspot.com/company/management/yamini-rangan Leadership Questions: amywilsonadvisor@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #Blindspotting #Leadership #AI #IntellectualHumility #BusinessTransformation #HubSpot #MegAndAmyShow

🚀 Why "I Don't Know Yet" Is the Most Valuable Leadership Skill in the AI Age: Dr. Kirstin Ferguson reveals how expertise becomes your biggest enemy and why intellectual humility beats certainty every time. ⏰ TIMESTAMPS: 00:00 Introduction & Antarctica Adventures 02:06 Welcome to Dr. Kirstin Ferguson 04:38 Why Travel Reduces Blindspots 05:49 The UK Post Office Scandal: When "The Computer Is Always Right" 08:44 How Success Becomes the Enemy of Adaptation 10:50 The Power & Authority Problem: Why People Won't Tell You You're Wrong 12:45 Why Leaders Are Trained to Have All the Answers (And Why It's Wrong) 20:13 Meg's SuccessFactors Story: Leading Through "I Don't Know" 26:32 What If the Post Office Had Been Curious Instead of Certain? 35:48 Meg's Oracle Epiphany: When Everyone's Pretending to Know 38:11 Reading the Room: When NOT to Say "I Don't Know Yet" 46:33 Kirstin's Work-From-Home Pivot: How to Change Your Mind Publicly 49:06 The Career Advice Blindspot: Why Parents Give Terrible Job Advice 51:50 The Three Practices: Be Honest, Be Curious, Be Flexible 53:22 Leadership Corner: Should You Pursue Leadership During Uncertain Times? 🔑 KEY INSIGHTS: - The "curse of expertise": Why being right makes you worse at knowing when to doubt yourself - How 900+ innocent people were prosecuted due to blind faith in technology - Why "I don't know yet" builds more trust than false certainty - The art of reading the room while admitting uncertainty - How to unlearn outdated expertise for the AI age 📚 RESOURCES: Blindspotting: How to See What Others Miss | https://amazn.so/97uYE8w Head & Heart | https://amazn.so/oOLPfL2 Dr. Kirstin Ferguson's weekly column "Got a Minute?" - Sydney Morning Herald/The Age How Travel Rewires Your Brain | https://superage.com/one-creativity-habit-nobel-scientists-swear-by/ SAP SuccessFactors Migration | https://news.sap.com/2023/02/sap-successfactors-next-generation-cloud-delivery/ Think Again, Adam Grant | https://amazn.so/wglEb5N **🔗 CONNECT:** Kirstin's LinkedIn: https://www.linkedin.com/in/kirstinferguson/ Kirstin's Website: https://www.kirstinferguson.com/ Leadership Questions: amywilsonadvisor@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #Blindspotting #Leadership #AI #IntellectualHumility #BusinessTransformation #MegAndAmyShow

🚀 BREAKING OUT OF THE DEFAULT MALE WORLD: Meg and Amy reveal the hidden challenges of female leadership in a world designed by and for men. Learn how to navigate bias, own your power, and redefine what leadership looks like in the AI era in this raw and empowering conversation. ⏰ TIMESTAMPS: 00:00 Introduction to Female Leadership Challenges 05:55 WNBA Success and Equal Pay Movement 07:06 Fiji Simo's Historic OpenAI Appointment 08:09 AI Bias: ChatGPT Recommends Lower Salaries for Women 14:17 Invisible Women: The Default Male Design Problem 18:46 Power vs. Pleasant Language in Performance Reviews 24:42 Media Bias: Men Talk Money, Women Talk Culture 30:05 When Did You First Notice You Were "Other"? 33:49 From Mentee to Threat: How Power Changes Everything 42:42 "Everyone's Full of Shit" - Overcoming Imposter Syndrome 46:09 Hope for the Future: AI Era Leadership 48:50 Leadership Corner: New Mom Executive Concerns 🔑 KEY INSIGHTS: - Why AI systems perpetuate gender bias by recommending lower salaries for women - The "default male" problem affects everything from T-shirts to car safety systems - How women are described as "pleasant" while men get "powerful" language in reviews - The shift from welcomed mentee to perceived threat as women gain real power - Why balancing confidence with warmth is a uniquely female leadership challenge 📚 RESOURCES: - Kieran Snyder's LinkedIn Post: https://www.linkedin.com/posts/kieran-snyder_35-of-people-in-the-nerd-processor-survey-activity-7358858695188901888-Yd6-?utm_source=share&utm_medium=member_desktop&rcm=ACoAAB5eYzoBji0hRFR25InbUtOYcrXhHjARevM - Surface Fairness, Deep Bias: A Comparative Study of Bias in Language Models: https://arxiv.org/pdf/2506.10491 - Invisible Women by Caroline Criado Perez: https://amazn.so/Ie3mLd9 - Freakonomics: https://amazn.so/NeeOmhN - Likeable Badass by Alison Fragale: https://amazn.so/o1suXHW - Kieran's Interview Study: https://www.linkedin.com/posts/kieran-snyder_35-of-people-in-the-nerd-processor-survey-activity-7358858695188901888-Yd6-/?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAAVeN8BrXyqZRtd37eT9lCYDRykSAdLh5A - Jingjin Liu's Post on Diary of a CEO: https://www.linkedin.com/posts/jingjin-liu_ive-been-a-long-time-admirer-of-diary-activity-7341970108489093121-nlu_?utm_source=share&utm_medium=member_desktop&rcm=ACoAAB5eYzoBji0hRFR25InbUtOYcrXhHjARevM - Meg's Podcast with Charlotte Otter: https://open.spotify.com/episode/6jTHKO5ieg1PPErWb6BndQ - Amy's Podcast with Charlotte Otter: https://open.spotify.com/episode/164CQ4o14jqgRPWB40cKAC?si=Ytj7HsCeRQG8xGzhcUHT3ghttps://open.spotify.com/episode/164CQ4o14jqgRPWB40cKAC?si=Ytj7HsCeRQG8xGzhcUHT3g - Becoming by Michelle Obama: https://amazn.so/baf6fwF - The Insight Loop Newsletter: https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=7357876676623544322 **🔗 CONNECT:** Leadership Questions: amywilsonadvisor@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #FemaleLeadership #WomenInTech #AIBias #LeadershipDevelopment #MegAndAmyShow

Angela Le Mathon reveals how HR leaders can move beyond the "skills data trap" to drive real business outcomes with AI. Learn how to speak the language of business, avoid the employee experience trap, and design AI-native organizations in this thought-provoking conversation on business transformation and leadership. **🔑 KEY INSIGHTS:** Skills data works for talent marketplaces but doesn't drive business outcomes HR must shift from talking about programs and platforms to speaking outcomes language Treat AI as experimental technology and focus on safe use cases first Employee experience initiatives need specific productivity unlocks, not general improvements Future organizations will be designed AI-native from the ground up **⏰ TIMESTAMPS:** 00:00 Introduction to Angela Le Mathon 02:05 Culture shock: Coming back to America 03:57 Angela's journey into analytics 07:29 Evolution from "what's happening" to "what's possible" 15:28 Building cross-functional analytics teams 16:50 Why everyone needs to become a unicorn 19:53 The analytics evolution moment 23:14 AI advisory tips for CHROs 26:31 The employee experience trap 42:46 AI native org design and workforce planning 45:30 Speaking the language of business 47:00 The skills data reality check 49:11 Final advice: Embrace experimentation 50:23 Leadership Corner: Getting senior colleagues to listen **📚 RESOURCES:** Angela's Guest Lecture at Stanford: https://www.linkedin.com/feed/update/urn:li:activity:7358923352830296065/ Everything is Figureoutable: https://amazn.so/mOs1fUJ Range: https://amazn.so/iUn324r **🔗 CONNECT:** Angela: https://www.linkedin.com/in/lemathon/ Leadership Questions: amywilsonadvisor@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #AILeadership #PeopleAnalytics #SkillsData #BusinessTransformation #HRStrategy #MegAndAmyShow

🌐 Most companies are approaching AI adoption backwards. While executives push top-down strategies, the real innovation is happening in the trenches. Seth Wylie reveals why successful AI transformation starts with the people already experimenting - not training programs or executive mandates. **🔑 KEY INSIGHTS:** - Why mandatory AI training kills experimentation before it starts - The one question that gets everyone talking: "What have you been experimenting with this week?" - How to connect grassroots innovation to executive priorities - Why executives are disconnected from AI tools (and what to do about it) - Building "AI Clubs" that people actually want to join - Creating psychological safety for awkward first attempts **⚡ SETH'S APPROACH:** Find the experimenters already on your team → Create space for them to share → Let insights bubble up naturally → Then add training when there's momentum "Companies need to harvest the experimentation that's already happening, not mandate what should be happening." **⏰ TIMESTAMPS:** **01:00** - Meet Seth Wylie: AI Transformation Expert & Acapella Singer **08:32** - Finding Signal: How to Spot AI Innovation in Your Organization **10:45** - **The Magic Question: "What Have You Been Experimenting With This Week?"** **13:18** - Why Executives Are Disconnected from AI Tools **14:11** - What Companies Get Wrong: Training Before Mindset **18:08** - Leadership by Example: When CEOs Use AI for Poetry **19:26** - The Translation Problem: Executive vs. Individual Priorities **20:23** - Emergence Capital's Offsite Success Story **28:36** - Organizational Structure Changes for AI Transformation **32:22** - Creating Value Categories: ROI vs. Engagement vs. Innovation **34:48** - The Spreadsheet Story: How Leaders Kill Innovation and The Power of Executive Curiosity **37:10** - **Seth's Favorite Tool: AI for Self-Knowledge** **40:29** - Amy's Claude Projects Discovery (Life-Changing!) **42:19** - Wrap-up & Gratitude **💼 LEADERSHIP CORNER** **42:47** - Question: Should I Dive Into AI Tools or Let My People Mature First? **43:03** - Meg's Take: Get Context First, Model Curiosity Over Perfection **44:56** - The Learning Paradox: Being Bad at Things Builds Empathy **47:15** - Practical Advice for AI Leadership Balance **53:58** - Final Thanks & Sign-off 🎵 **BONUS:** Seth performs an acapella song live on the show! **📚 RESOURCES:** New York Times: CEOs Adopt AI: https://www.nytimes.com/2025/08/16/business/ceos-adopt-ai.html Meg's AI Fluency Blog: https://www.megbear.com/post/stop-wasting-time-on-ai-fluency-projects Emergence Capital Offsite: https://www.linkedin.com/posts/jakesaper_at-emergence-capitals-investment-team-offsite-activity-7328060051531747328-v3on/ Reshuffle Book: https://amazn.so/Rrd62oi **🔗 CONNECT:** Seth: https://www.linkedin.com/in/sethwylie/ Leadership Questions: amywilsonadvisor@gmail.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #AITransformation #BottomUpInnovation #AIStrategy #OrganizationalChange #Leadership #Innovation #AIAdoption #BusinessTransformation #WorkplaceInnovation #AIExperimentation

Meg and Amy welcome Sangeet Paul Choudary, author of Reshuffle. Their discussion explores how companies must evolve beyond traditional operating models to embrace structural change. Sangeet highlights the often-overlooked role of coordination costs in organizations, how AI can help manage these costs, and why rethinking business models is central to AI transformation. He also shares insights on creating structural optionality and reimagining software development for a rapidly changing landscape. Workflowy Note Organization | https://workflowy.com/ Books: Reshuffle, Sangeet Paul Choudary | https://amazn.so/wxNJYbB Platform Scale, Sangeet Paul Choudary | https://amazn.so/5Rret0U Platform Revolution, Sangeet Paul Choudary and others | https://amazn.so/3LgCWFT Blogs: Platforms, AI, and the Economics of BigTech, Sangeet Paul Choudary | https://platforms.substack.com/p/the-many-fallacies-of-ai-wont-take Centaurs and Cyborgs on the Jagged Frontier, Ethan Mollick | https://www.oneusefulthing.org/p/centaurs-and-cyborgs-on-the-jagged Pipelines, Platforms, and the New Rules of Strategy, Marshall W. Van Alstyne, Geoffrey G. Parker and Sangeet Paul Choudary | https://hbr.org/2016/04/pipelines-platforms-and-the-new-rules-of-strategy Connect with Sangeet, Meg, and Amy: Sangeet's LinkedIn: https://www.linkedin.com/in/sangeetpaul/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com Submit Leadership Corner questions to: amywilsonadvisor@gmail.com

This week on The Meg & Amy Show, Meg and Amy welcome fitness expert and wellness coach Angie Mercado. Angie shares her decades of experience helping women find joy in movement, balance demanding lives, and stay consistent with their health goals even when work, travel, and family make it difficult.The conversation explores breaking free from the “one-hour workout” mindset, strategies for staying fit while traveling, the importance of jumping for bone health and longevity, and how community and accountability create lasting motivation. Angie's Links: Angie's Website: https://fit2beat.com Angie's Instagram: instagram.com/fit2beat3474/?hl=en Matt Adams' Dance Sweat Smile Group: https://www.youtube.com/@dancesweatsmile Connect with Angie, Meg, and Amy: Angie's Website: https://fit2beat.com Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com Submit Leadership Corner questions to: amywilsonadvisor@gmail.com

In the business of software, how you charge is just as important as what you build. In this episode of The Meg & Amy Show, Meg and Amy sit down with Kyle Poyar, creator of Growth Unhinged and one of the leading voices in SaaS pricing and monetization. Kyle coined the term Product-Led Growth, and in this conversation he unpacks the seismic shifts happening in pricing – from the rise of hybrid and usage-based pricing to the new frontier of AI ARR. Save your spot for Kyle's upcoming keynote: How to Monetize Your Product in the AI Era | https://productdrive.userpilot.com/talks/how-to-monetize-your-product-in-the-ai-era/ Kyle's Substack: https://www.growthunhinged.com/ Kyle's Blogs: Usage-Based Pricing 2.0 | https://www.growthunhinged.com/p/usage-based-pricing-20 I'm Roasting Your Pricing Model | https://www.linkedin.com/posts/kyle-poyar_today-im-roasting-your-pricing-model-flat-fee-activity-7341873621071523841-ey8F?utm_source=social_share_send&utm_medium=member_desktop_web&rcm=ACoAAB5eYzoBji0hRFR25InbUtOYcrXhHjARevM Intercom's Decisive Bet on AI | https://www.growthunhinged.com/p/intercoms-bet-on-ai The State of B2B Monetization in 2025 | https://www.growthunhinged.com/p/2025-state-of-b2b-monetization Blogs: How Top Tech Companies Define ARR | https://www.mostlymetrics.com/p/how-top-tech-companies-define-arr Books: Likeable Badass | https://amazn.so/kQLSuBp Connect with Kyle, Meg, and Amy: Kyle's LinkedIn: https://www.linkedin.com/in/kyle-poyar/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com Submit Leadership Corner questions to: amywilsonadvisor@gmail.com

This week, Meg and Amy sit down with John Wookey, a legend in the enterprise software world, to explore the power of mission and values in organizations, why transparency is essential for strong leadership, and how AI is reshaping the way we work. John also reflects on the importance of unlearning outdated structures to foster innovation, and shares advice for first-time people managers. John's Strategy 101 Paper: https://www.linkedin.com/in/john-wookey/recent-activity/documents/ Books: The Silk Roads, Peter Frankopan | https://amazn.so/Qb6LoCe Radical Candor, Kim Scott | https://amazn.so/aLlnUwb Articles: Organizational Jazz and New Ways to Work, Tom Winans, John Seely Brown, Ann Pendleton-Jullian | https://ai.gopubby.com/organizational-jazz-and-new-ways-to-work-5d51b6d0cdf6 On Becoming a Manager, John Wookey | https://www.linkedin.com/pulse/becoming-manager-john-wookey/ Connect with John, Meg, and Amy: John's LinkedIn: https://www.linkedin.com/in/john-wookey/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com Submit Leadership Corner questions to: amywilsonadvisor@gmail.com

In this episode of The Meg and Amy Show, Meg and Amy get personal, opening up about their individual health journeys and what inspired them to make wellness a priority. They share the turning points that pushed them to take action, what they discovered through their initial health scans, and the lifestyle changes they’ve embraced — from fitness routines to nutrition to smart supplementation. Submit questions for future Leadership Corner segments to: amywilsonadvisor@gmail.com Resources & Mentions Glucose Goddess: https://www.instagram.com/glucosegoddess/?hl=en Prove It Supplement Scanner: https://apps.apple.com/us/app/prove-it-supplement-scanner/id6740288836 The 7-Minute Workout: https://archive.nytimes.com/well.blogs.nytimes.com/2013/05/09/the-scientific-7-minute-workout/ Books: Outlive | https://www.amazon.com/Outlive-Longevity-Peter-Attia-MD/dp/0593236599 Blogs: What I Learned From Exercising 100 Days in a Row, Patty Azzarello | https://azzarellogroup.com/web/what-i-learned-from-exercising-100-days-in-a-row/ Podcasts: Huberman Lab: Dr. Stacy Sims | https://www.youtube.com/watch?v=pZX8ikmWvEU Connect with Meg and Amy Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com

Join Meg, Amy, and Gustavo Alba as they dive into the new rules of executive search, the evolution of talent profiles in the AI economy, and the new characteristics required for transformational leadership. Listen in to learn more about the challenges of navigating AI transformations in legacy companies, the need for bravery and vision in leadership, and survival tips for CEOs in the AI era. Heidrick and Struggles | https://www.heidrick.com/en Articles: Thrive-backed accounting firm Crete to spend $500 million in AI roll-up | https://www.reuters.com/business/thrive-backed-accounting-firm-crete-spend-500-million-ai-roll-up-2025-06-04/ Books: The Innovators Dilemma, Clayton M. Christensen | https://amazn.so/Ue6AruB Connect with Gustavo, Meg, and Amy: Gustavo's LinkedIn: https://www.linkedin.com/in/gustavoalba/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com

In this episode of The Meg and Amy Show, Meg and Amy are joined by Usman Sheikh for an insightful conversation on the transformation of business models — from legacy organizations to the rise of new players. They explore the critical role of leadership in guiding organizations through disruption, the human impact of large-scale change, and why building personal agency is essential for thriving in today’s rapidly evolving world of work. High Output Ventures | https://www.hov.co/ Usman's Blogs: Your People Aren't the Problem, Your Model Is | https://www.usmansheikh.com/post/your-people-arent-the-problem-your-model-is The Answers That Fail Us | https://www.usmansheikh.com/post/the-answers-that-fail-us The Painful Reality of Uncoupling | https://www.usmansheikh.com/post/the-painful-reality-of-uncoupling Perfect Maps, Broken Journeys | https://www.usmansheikh.com/post/perfect-maps-broken-journeys Wipro's Execution Debt | https://www.usmansheikh.com/post/wipros-execution-debt Revenue Per Employee: The New Vanity Metric | https://www.usmansheikh.com/post/revenue-per-employee-the-new-vanity-metric Books: Reshuffle, Sangeet Paul Choudary: https://www.amazon.com/Reshuffle-wins-restacks-knowledge-economy-ebook/dp/B0DTKW6NQV Agency at Work, Indro Roy | https://www.agencyatwork.com/ The Messy Middle, Scott Belsky | https://www.amazon.com/Messy-Middle-Finding-Through-Hardest/dp/0735218072 Jim Collin's Flywheels | https://www.jimcollins.com/concepts/the-flywheel.html Connect with Usman, Meg, and Amy: Usman's LinkedIn: https://www.linkedin.com/in/usmans/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com

In this episode, Meg and Amy discuss the evolving landscape of organizational design and business models. They explore the complexity of communication in growing organizations, the need for redesigning structures to adapt to new technologies, and so much more. The conversation emphasizes the importance of curiosity, flexibility, and understanding the core principles of business as organizations navigate these changes. Submit questions for future Leadership Corner segments to: amywilsonadvisor@gmail.com Resources & Mentions Articles: Your Business Model Didn't Break... Your Org Chart Did | https://www.lookingforleverage.com/p/your-business-model-didnt-breakyour?r=2x7oew&utm_campaign=post&utm_medium=web From Many Hats to Tight Boxes: How Company Growth Narrows Roles | https://peerdom.com/blog/growth-leads-to-specialization AI-Native Organizations: The Next Evolution of New Work | https://peerdom.com/blog/ai-native-organizations-the-next-evolution-of-new-work The Shift from Talent Intelligence to Work Intelligence | https://www.fastcompany.com/91318934/the-shift-from-talent-intelligence-to-work-intelligence Blogs: Nick Mehta's Blog: https://mehtaphysical.com Connect with Meg and Amy Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com

In this episode, Meg and Amy sit down with Kieran Snyder for a candid, high-impact conversation about leadership, life, and what it really means to be an AI-first company. They discuss why data storytelling matters more than ever, what authentic allyship looks like beyond performative gestures, and how to lead in the age of AI. Submit questions for future Leadership Corner segments to: amywilsonadvisor@gmail.com Resources & Mentions Kieran's Blog: You've Heard of AI-native Products. What About AI-native Leaders? | https://kieransnyder.kit.com/posts/you-ve-heard-of-ai-native-products-what-about-ai-native-leaders Meg's Blogs: Making Work Better | https://www.linkedin.com/pulse/making-work-better-meg-bear/ On Deliberate Practice and Comfort Zones | https://www.megbear.com/post/on-deliberate-practice-and-comfort-nbsp-zones-1 Paul Graham: Maker's Schedule, Manager's Schedule | https://paulgraham.com/makersschedule.html Aaron Levie | https://www.linkedin.com/posts/boxaaron_there-are-many-approaches-to-going-ai-first-activity-7335443888913924096-I6id/?utm_source=share&utm_medium=member_ios&rcm=ACoAAB5eYzoBji0hRFR25InbUtOYcrXhHjARevM Books: Radical Candor, Kim Scott: https://amazn.so/h00vKSY Connect with Kieran, Meg, and Amy: Kieran's LinkedIn: https://www.linkedin.com/in/kieran-snyder/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com

In this episode, Amy takes center stage to dive into a topic we all need to talk more about – financial independence. Meg and Amy unpack how your upbringing and early money messages shape your relationship with finances, why your financial state is deeply tied to your mental well-being, and how to shift your mindset from survival to intention. Submit questions for future Leadership Corner segments to: amywilsonadvisor@gmail.com Resources & Mentions Books: Nickel and Dimed: On (Not) Getting By in America | https://amazn.so/rxW1qk4 Rich Dad Poor Dad: What the Rich Teach Their Kids About Money That the Poor and Middle Class Do Not! | https://amazn.so/iq2mMn7 The Algebra of Wealth: A Simple Formula for Financial Security | https://amazn.so/z9yHmeL Posts: Laurie Ruettimann: The Real Career Hack? "Have Money." https://www.linkedin.com/posts/laurieruettimann_the-real-career-hack-have-money-everyone-activity-7315409152455938050-Hlwk?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAAVeN8BrXyqZRtd37eT9lCYDRykSAdLh5A Articles: Workers’ stress over money pushes more employers to offer financial wellness benefits | https://www.hr-brew.com/stories/2024/12/10/workers-stress-over-money-pushes-more-employers-to-offer-financial-wellness-benefits Four Proven Ways To Buy Happiness With Money | https://www.forbes.com/sites/johnjennings/2021/11/29/four-proven-ways-to-buy-happiness-with-money/ Podcasts: Michelle Obama: Diary of a CEO | https://www.youtube.com/watch?v=D67eWcX2XYQ Connect with Meg and Amy Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com

In today’s episode, Meg and Amy welcome Jen Morrow to the show! Jen shares practical tips for building a board ready business case with a powerful story, aligning stakeholders around a shared vision, and how to move forward when the answer is "no". Submit questions for future Leadership Corner segments to: amywilsonadvisor@gmail.com Connect with Meg, Amy, and Jen Jen's LinkedIn: https://www.linkedin.com/in/jenmorr/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-a... Meg’s Website: https://www.megbear.com

While Meg & Amy are on vacation, we’re bringing you a Leadership Corner supercut! In these candid segments, Meg, Amy, and their guests tackle audience questions and share bold, practical advice on the hottest leadership topics of today. Submit questions for future Leadership Corner segments to: amywilsonadvisor@gmail.com Connect with Meg and Amy Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com

In this episode, Meg and Amy welcome Dave Lu, Silicon Valley tech veteran, startup founder, investor, activist, Emmy Award-winning producer, and host of the brand new podcast, Hyphen Nation with Dave Lu. The three discuss his experiences as a tech veteran and advocate for the Asian American community. He shares insights on the importance of self-advocacy, the impact of cultural expectations, the differences between a scarcity mindset and an abundance mindset, and so much more. Submit questions for future Leadership Corner segments to: amywilsonadvisor@gmail.com Resources & Mentions Hyphen Capital: https://www.hyphencap.com Hyphen Nation Blog: https://www.davelu.com/ Hyphen Nation with Dave Lu Podcast: https://podcasts.apple.com/us/podcast/hyphen-nation-with-dave-lu/id1815538984 Asian American, Native Hawaiian, and Pacific Islander Heritage Month: https://asianpacificheritage.gov Connect with Meg, Amy, and Dave Dave's LinkedIn: https://www.linkedin.com/in/davelu/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show Meg’s Website: https://www.megbear.com

The engagement numbers are in, and they're not great – but Amy and Meg argue we're measuring the wrong things entirely. In this episode, they challenge the obsession with retention, introduce the concept of "negative work," and make the case for why great managers are more crucial than ever in an AI-driven world. From bike shedding to leadership in crisis, this conversation will change how you think about what actually drives workplace success. Submit questions for future Leadership Corner segments to: amywilsonadvisor@gmail.com In this episode, Meg and Amy unpack: – Engagement survey results – Negative work – The importance of middle managers – Compassionate leadership Resources & Mentions Global Engagement Falls for the Second Time Since 2009 Lenny's Newsletter Retention Is a Terrible Metric Reads from Patty Azzarello: Rise | Move Connect with Meg and Amy Instagram LinkedIn Meg’s Website