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The Meg and Amy Show
Wit, Wisdom, Foresight
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. So you want more awesome content? Make sure to subscribe to "Insight Loop," the LinkedIn newsletter brought to you by Meg & Amy. Also, check out their YouTube page; it's awesome.
Episode 49 | The Skill AI Can't Do For You — And the Career It Builds
🚀 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 bui...
Episode 48 | You're not unmoored. You're unchained. | Nick Mehta
🚀 You're Not Unmoored. You're Unchained. | Nick Mehta on identity, reinvention, and the AI reckoning hitting every SaaS company. After stepping down as Gainsight CEO, Nick joins Meg & Amy to reframe what comes after the title ends — and breaks down forward deployed engineers, "token maxing," and wh...
Episode 47| The AI Rush of 2025 Set the Skills Agenda Back. Here's What Comes Next | David Blake
🚀 The AI rush of 2025 didn't move the skills agenda forward — it stalled it. That's the contrarian read from the founder of Degreed, the company built to make skills the currency of the workforce. David Blake walks us through why he thinks 2026 is the most important year of your career, what leader...
Episode 46 | Are You Making Me Money or Saving Me Money? | Maria Colacurcio
🚀 Maria Colacurcio asked her own AI agent to pull a code repository. Three times. It refused — and directed her to men on her team. That moment is the throughline of an episode about what's actually breaking in compensation, what AI buyers will spend on now, and the org-design conversation every fo...
Episode 45 | Your Experience Just Became a Tax. Here's What Still Pays
🚀 Amy and Meg dig into Jaya Gupta's "experience is now a tax" frame — and what actually survives when AI makes credentials look like overhead. Learn why the most golden job for the next decade is the translator role, how to stop optimizing AI for speed and start using it as an anxiety reducer, and ...
Episode 44 | Running Pilots Is Not a Strategy. It Never Was. | Charlene Li
🚀 Running Pilots Is Not a Strategy: Charlene Li — three-decade authority on disruptive leadership and co-author of Winning with AI: The 90-Day Blueprint for Success — breaks down the consistent failure mode she's watched leaders repeat across the internet, social media, and now AI. Learn why "adapt...
Episode 43 | You Don't Have an AI Problem — You Have a Constraint Problem | Han Yuan
Han-Shen Yuan — who led mobile engineering at eBay and Netflix and took Upwork to IPO as SVP of Engineering — explains why AI transformation is a constraint problem before it's a software problem. Learn why the real bottleneck is rarely the technology, what a "loose grip on your identity" means for ...
Episode 42 | Your AI transformation has a shelf life — and it's getting shorter
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 b...
Episode 41 | Are You Optimizing Yesterday Instead of Building Tomorrow? | Brian Solis
🚀 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 billi...
Episode 40 | Why Your AI Agents Go Off the Rails — and the Harness That Saves Them | Ankur Bhatt
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'...