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The Meg and Amy Show

The Meg and Amy Show

By: WRKdefined Podcast Network
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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.All rights reserved by WRKdefined Career Success Economics
Episodes
  • Episode 31 | Five Major Threads Shaping the Future | Season 2 Kickoff
    Feb 27 2026
    Episode 12 | Can You Transform from LegacyCo to NewCo in the AI Era? | Usman Sheikh https://www.youtube.com/watch?v=I9WFX85Im2I Episode 18 | The Winning AI Strategy: Reshuffling Systems, Not Adding Smarts | Sangeet Paul Choudary https://www.youtube.com/watch?v=eaSZhRkk2NU More or Less Podcast https://www.youtube.com/@MoreorLessPod/videos Meg Bear's LinkedIn Post https://www.linkedin.com/posts/megbear_how-ai-is-learning-to-think-in-secret-activity-7421328223759654912-CgdE?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAAVeN8BrXyqZRtd37eT9lCYDRykSAdLh5A Why the Biggest AI Career Opportunity Just Appeared - and Almost Nobody Sees It https://www.youtube.com/watch?v=6r0UeMQE66I High Agency in 30 Minutes https://www.highagency.com/ AI's trillion-dollar opportunity: Context Graphs https://foundationcapital.com/context-graphs-ais-trillion-dollar-opportunity/ The 5 Levels of AI Coding (Why Most of You Won't Make It Past Level 2) https://www.youtube.com/watch?v=bDcgHzCBgmQHow to build AI product sense https://www.lennysnewsletter.com/p/how-to-build-ai-product-sense
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    59 mins
  • Episode 30 | WAR STORIES: The Corporate Scars That Made Us Stronger | Season 1 Finale
    Dec 26 2025
    Amy and Meg get brutally honest about the toxic workplace archetypes every leader faces - and share the real stories that shaped their careers. This isn't just storytelling; it's a masterclass in pattern recognition, strategic response, and hard-earned wisdom. These are REAL experiences from two executives who've navigated decades in corporate America. We're not just sharing war stories - we're breaking down what was actually happening, how we handled it (the good, the bad, and the ugly), and what we'd tell our former selves now. ⏰ TIMESTAMPS: 00:00 Cold Open - "Airing of Grievances" 00:44 Book Club Anniversary & PeopleSoft Legacy 04:51 The Caregiving Burden During The Holidays (Women in the Workplace Reality) 08:39 Amy's "Undercover Man" Confession 15:11 Season 1 Finale Announcement 17:01 The Credit Thief - When Ideas Get Stolen 22:36 The Diminisher - Toenail Polish & Power Games 40:34 The Gatekeeper - Controlling Access & Visibility 53:01 The Saboteur - Coordinated Workplace Attacks 1:09:01 The Narcissist & The Proxy War - When You're a Pawn 1:18:42 The Wins - How We Became a Force of Two 1:31:50 Season 2 Vision & 2026 Predictions 1:35:11 Thank You & Madison's Maternity Leave 🔑 KEY INSIGHTS & HARD-EARNED WISDOM: - Why some executives have an invisible "unfair advantage" (Amy's stay-at-home husband revelation) - How to recognize when someone is diminishing you - and why it's about their insecurities, not your worth - The crucial difference: gatekeepers you can work around vs. narcissists you must exit from - Why workplace sabotage is often a twisted compliment - you've struck a chord - How to identify proxy wars (when you're collateral damage in someone else's battle) - Strategic advice: "Don't let your enemies know who they are" - The middle schooler test: advise yourself like you'd advise your kid about bullies - Why investing in your own professional development can't depend on your employer - When credentials get weaponized: "If they have to explain how important they are instead of discussing ideas, that's a red flag" - The power of documentation: timestamp your ideas, save your receipts - Sometimes the only winning move is to walk away (and that's not failure) - How gratitude and appreciation unlock more than demands ever will 📚 RESOURCES: Jess Von Bank on The Women in the Workplace 2025 Report | https://www.linkedin.com/posts/jessvonbank_the-women-in-the-workplace-2025-report-is-activity-7404939453028274176-HR6Y/?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAAVeN8BrXyqZRtd37eT9lCYDRykSAdLh5A Charlotte Otter’s LinkedIn Post | https://www.linkedin.com/posts/charlotteeliseotter_no-one-gets-badges-for-being-a-good-parent-activity-7406374962317594624-xpbB/?utm_source=share&utm_medium=member_desktop&rcm=ACoAAAAVeN8BrXyqZRtd37eT9lCYDRykSAdLh5A Festivus Airing of the Grievances | https://www.youtube.com/watch?v=1l8Eag9CAFk 🔗 CONNECT: Amy's LinkedIn: https://www.linkedin.com/in/amy-wilson-insight/ Meg's LinkedIn: https://www.linkedin.com/in/megbear/ Meg’s Blog: https://www.megbear.com/blog Special thanks to our Executive Producer Madison Harney - enjoy maternity leave! And to our book club celebrating 20 years of badass women supporting each other. These stories shaped us. They don't have to break you. We'll be back March 2026 for Season 2. #Leadership #CorporateToxicity #WorkplaceArchetypes #ExecutiveLeadership #CareerAdvice #WomenInLeadership #ToxicWorkplace #WorkplaceBullying #ProfessionalDevelopment #CareerStrategy #WorkplaceWisdom #LeadershipLessons #CorporateLife #WorkplacePolitics #ExecutiveCoaching #CareerGrowth #WorkplaceResilience #LeadershipSkills #WomenInBusiness #CareerSuccess #WorkplaceCulture #LeadershipDevelopment #ExecutiveInsights #WorkplaceStrategy
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    1 hr and 37 mins
  • Episode 29 | Jason Averbook on 4 Forces Reshaping Work: Why AI Transformation Isn't About Technology
    Dec 19 2025
    🚀 Jason Averbook reveals the 4 forces creating the biggest change HR has ever seen—and why 95% of AI projects are failing. This isn't about technology; it's about trust, engagement, and fundamentally rethinking how work gets done. ⚡ THE 4 FORCES RESHAPING WORK: 1. Engagement is slipping (trust in companies at all-time lows) 2. Jobs and skills are changing rapidly 3. Early career on-ramp is broken 4. AI is being pushed into unprepared organizations 🔑 KEY INSIGHTS: - We're asking people to change while wearing "uniforms they don't trust" - AI transformation is a people problem, not a technology problem - Most companies are trapped in task optimization vs. workflow revolution - Early talent needs to challenge assumptions, not just fill roles - "Proof of work" beats "proof of education" in today's job market - Unlearning matters more than skill development 💡 FRAMEWORKS REVEALED: - Jason's 4 Sets: Mindset, Heart Set, Skill Set, Tool Set - Amy's AI Transformation Maturity Model - The FAFO Philosophy (Fool Around and Find Out) - AI Enablement Centers vs. traditional training 🎯 TACTICAL TAKEAWAYS: - Build proof of work without a job (18-year-old built 5 apps example) - Use LinkedIn to access networks, not just contact people - Start with workflows, then add technology (not the reverse) - Invest in unlearning before upskilling - Create "challenge partners" across age groups 🏢 THE PEOPLESOFT CONNECTION: Jason, Meg, and Amy share insights from their days as young professionals disrupting the status quo at PeopleSoft—and why today's organizations need that same fresh perspective. Jason Averbook is Senior Partner and Global Leader of Digital HR Strategy at Mercer, guiding 1,000+ organizations through transformation. This conversation bridges cutting-edge AI strategy with timeless leadership principles. ⏰ TIMESTAMPS: 00:00 Introduction & The 4 Forces Framework 07:55 Trust Crisis: Why Engagement Matters 17:00 AI Enablement Centers vs. Traditional Training 28:37 Early Career Crisis: Proof of Work vs. Education 41:09 Diversity Redefined: Age, Context & Experience 42:43 Amy's AI Transformation Maturity Model 44:45 Jason's 4 Sets Framework 47:40 Leadership Corner: Merging Dysfunctional Teams 📚 RESOURCES: Jason's Now to Next Podcast | https://open.spotify.com/show/1zrFUr0dBTUG2EUcK8ca5g How HR Took Over the World | https://www.economist.com/business/2025/11/10/how-hr-took-over-the-world The Palantir Model | https://blog.palantir.com/a-day-in-the-life-of-a-palantir-forward-deployed-software-engineer-45ef2de257b1 Meg Bear on WTF Is a Forward-Deployed Engineer? by Thomas Otter | https://thomasotter.substack.com/p/wtf-is-a-forward-deployed-engineer/comment/110916540 Amy's Transformation Maturity Model | https://www.linkedin.com/pulse/ai-transformation-paradox-why-todays-innovation-tomorrows-amy-wilson-8adqf/ 🔗 CONNECT: Jason Averbook: https://www.linkedin.com/in/jasonaverbook/ Amy Wilson: https://www.linkedin.com/in/amy-wilson-insight/ Meg Bear: https://www.linkedin.com/in/megbear/ Instagram: @megandamyshow #AITransformation #Leadership #HRStrategy #DigitalTransformation #FutureOfWork #EmployeeEngagement #EarlyCareers #WorkflowOptimization #MegAndAmyShow
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    55 mins
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