What has The Meg and Amy Show covered recently?

Recent episodes include "Why Conway's Law Matters More in the Age of AI", "Hidden Ways to Grow Without More Hires or Funding | Jason Cohen", and "Why AI Fails Without a New Operating Model with Kelley Steven-Waiss". The latest went out on 30 Sep 2026 and ran about 7 minutes. Reading two or three of these before pitching is the fastest way to see what the show actually books.

How often does The Meg and Amy Show publish?

The Meg and Amy Show publishes weekly, a median of 7 days between episodes. Episodes average about 58 minutes. The back catalogue stands at 56 episodes. A show on this cadence plans ahead, so pitch earlier rather than closer to the date you want.

How hard is it to get booked on The Meg and Amy Show?

For The Meg and Amy Show, Booking Probability sits at 33/100, Listen Score at 25/100, and the guest bar is around 80/100. The show has not signalled guest openness recently, which raises the bar on relevance. A verified contact is on file.

Who should pitch The Meg and Amy Show?

The Meg and Amy Show covers leadership, ai, ai transformation, hr technology, so guests who can speak to those specifically fit best. The show carries an audience score of 4/100. Lead with a specific result you can describe in numbers rather than a job title, and tie it to something the show has already covered.

technology

The Meg and Amy Show

Hosted by Unknown Host · technology · EN · 56 episodes

Audience: 4

Apple Podcasts Website

About this Podcast:

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.

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33%

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80/100

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What is The Meg and Amy Show?

The Meg and Amy Show is a technology podcast hosted by Unknown Host, with 56 episodes on record and a Required Pod Score of 80.

About the host

Unknown Host hosts The Meg and Amy Show, a technology show with 56 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

The Meg and Amy Show
Why Conway's Law Matters More in the Age of AI
Sep 30, 20267 min
Why do Sales, Customer Success, and Engineering keep hitting the same friction? In this hot take, Meg Bear and Amy Wilson break down Conway's Law — the idea that your org structure shows up in how work gets done. From DRIs as a band-aid to why aligned incentives and shared goals matter more than boxes and roles, plus the Oracle story and why AI makes this urgent now. Subscribe for bold, exec-level takes on AI, leadership, and the future of work with The Meg and Amy Show. #AILeadership #FutureOfWork #ExecutiveLeadership #MegAndAmyShow #ChangeManagement #AIStrategy
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The Meg and Amy Show
Hidden Ways to Grow Without More Hires or Funding | Jason Cohen
Sep 25, 202658 min
Serial founder Jason Cohen shares hidden ways to grow without more hires or funding from his book Hidden Multipliers. Meg Bear and Amy Wilson dig into why negative reviews boost sales, the math behind keeping customers, and how to make frameworks actually fit your team. In this episode, Jason breaks down practical ideas leaders can use right away: - Why showing negative reviews builds trust, increases sales, and lowers returns - The churn math most teams miss — why keeping customers beats chasing new ones - How to make faster decisions with Fermi estimation - Who your best customer really is, and why the bottom 10% can drain profit - How to keep customer love as you scale, from Southwest to Workday - Why frameworks should fit like clothes — start off-the-rack, then tailor Jason Cohen is a serial entrepreneur and author of Hidden Multipliers. Meg Bear and Amy Wilson are former tech executives hosting The Meg and Amy Show on AI, leadership, and the future of work. TIMESTAMPS 00:00 Cold Open: Logo Churn Is Death 00:28 Introducing Jason Cohen 01:40 Engineering Mindset vs Strategic Thinking 03:09 A Smart Bear: Fermi Estimation and the Power of Ten 06:53 How Fermi Estimation Beats Scoring Rubrics 11:38 Why Jason Wrote Hidden Multipliers 14:24 Carol: The Ideal Customer Profile 16:51 Bazaarvoice Data: Negative Reviews Increase Sales 19:52 Strengths Are Proclivities: Context Changes Everything 25:36 The Workday Case Study: Love, Drift, and Disruption 28:03 Can You Scale and Keep Customer Love? 30:13 Culture, Founders, and Succession 36:37 Why Culture Cannot Live in One Person 38:55 The Math of Retention vs Net New Acquisition 40:55 Why Cancellation Is the Most Important Number 44:23 Customer Discovery: Hypothesis Before Interviews 50:30 Frameworks Are Clothes: Try, Tailor, or Reject 56:53 Closing Reflections Subscribe for weekly sharp takes for busy execs Tell us in comments: which multiplier will you try first? Links: https://andertoons.com/ https://en.wikipedia.org/wiki/Philip_E._Tetlock https://en.wikipedia.org/wiki/Law_of_trivialityhttps://longform.asmartbear.com/roi-rubric/ https://longform.asmartbear.com/https://skills.asmartbear.com/skills/asb-willingness-to-pay/ https://en.wikipedia.org/wiki/Enrico_Fermi https://www.linkedin.com/in/chanofernandez/ https://www.linkedin.com/in/hbrunner/ https://www.linkedin.com/in/reidhoffman/ https://www.linkedin.com/in/aneelbhusri/ https://www.linkedin.com/in/pattyazzarello/ #AILeadership #FutureOfWork #ExecutiveLeadership #MegAndAmyShow #EnterpriseAI #CareerAdvice
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The Meg and Amy Show
Why AI Fails Without a New Operating Model with Kelley Steven-Waiss
Sep 18, 20261h 2m
Your AI tools aren't broken. Your operating model is. Meg Bear and Amy Wilson sit down with Kelley Steven-Waiss, Founder of Novaworks, former CHRO, founder of Hitch (acquired by ServiceNow), and author of Valley Girls, to explain why so many AI pilots stall — and what great leaders do differently. Kelley shares why adding new tech on top of old ways of working leads to poor results, how to design a system of work that includes people, agents, and robots, and why she believes the CHRO role should evolve into Chief Work Officer. In this episode, you’ll learn: * Why AI fails when the operating model stays the same * How to map strategy to work before you add new tools * What strong AI leadership looks like in practice * How founders build resilience and the muscle for rejection About Kelley: Kelley Steven-Waiss is Founder of Novaworks, an AI-native system for managing the total workforce. She served as CHRO for 13 years, founded Hitch, and writes on leadership and the future of work. About the show: The Meg and Amy Show with former tech executives Meg Bear and Amy Wilson — bold takes on AI, leadership, and the future of work. References: https://home.paworld365.com/events/26sfo https://www.ikonaanalytics.com/ https://www.themegandamyshow.com/ https://www.stratechi.com/six-sigma/ https://www.linkedin.com/in/davewright2?trk=public_post_feed-actor-name https://www.linkedin.com/in/briansolis https://www.linkedin.com/in/kelleystevenwaiss https://www.amazon.com/Infinite-Visionary-Transform-Businesses-AI-Forward-ebook/dp/B0GZLNRLMS #AILeadership #FutureOfWork #ExecutiveLeadership #MegAndAmyShow #EnterpriseAI #WomenInLeadership
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The Meg and Amy Show
Why Enterprise AI Fails at Work Design, Not Agents | Siobhan Savage
Aug 28, 20261h 3m
Enterprise AI isn't failing because agents aren't smart enough — it's failing at work design. Reejig CEO Siobhan Savage joins Meg Bear and Amy Wilson to reframe AI transformation for the enterprise. The constraint isn't agent capability — it's aligning AI with workflows, org structure, and business outcomes. Siobhan breaks down why the workflow is now the core unit of work, how to build internal AI Work Design capability instead of outsourcing to consultants, and why transparent, human-centric change management beats token-based theater. In this conversation: - Why "AI-first" measured by token spend makes employees hate AI - Where humans stay in the loop — nothing is running end-to-end yet - Upgrade vs. reimagine: why you don't "vibe code the bank" - How the best companies get surgical with use cases — and why the CIO + CHRO + CFO trifecta matters With hosts Meg Bear and Amy Wilson — former tech executives tackling AI transformation, leadership, and the future of work with bold takes and real expertise. Chapters: 00:00 The dumbest "AI-first" metric leaders celebrate 00:52 Meet Siobhan Savage, CEO of Rejig 03:34 Reejig's mission - building the way the world works 05:21 How Reejig built 25 models of real work 07:50 Where automation lands today - sub-tasks, not jobs 09:40 It's not an agent problem, it's a work design problem 11:07 From tasks to workflows & the ROI shift 13:23 Who's actually buying - CIO + CHRO + CFO trifecta 16:22 Inside the AI Work Design team 20:34 Work Architects vs AI Work Designers vs Agent Builders 27:05 Job Architecture vs Work Architecture 31:07 Why the workforce is dysregulated right now 34:26 Being bold & responsible with AI 37:53 Stealth change management explained 42:18 Leaders must set expectations, not theater 46:42 Energy, structure & what lights Siobhan up 49:08 Leadership Corner - Should you hire a Chief of Staff? 58:28 AI vs human Chief of Staff Watch the Shorts from this episode on the channel all week. #aileadership #FutureOfWork #ExecutiveLeadership #MegAndAmyShow #EnterpriseAI #AIStrategy
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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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Guest Appearances

Recent guests on The Meg and Amy Show. Study who booked and why before you pitch.

Maria Colacurcio

start-up CEO, Syndio

Charlene Li

keynote speaker, strategic advisor, bestselling author, co-author of Winning with AI: The 90-Day Blueprint for Success, Quantum Networks Group

Brian Solis

Digital anthropologist and ServiceNow Head of Global Innovation, ServiceNow

Nilofer Merchant

top 50 most influential management thinker

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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

Listen Show Notes

Every question we get asked before
someone starts their trial.

If you have a concern about deliverability, AI quality, data privacy, or whether this will actually work for your specific situation, it's probably answered below.

What is the difference between Founder Solo and Founder Pro?

How do agency tiers work?

What is a talent profile?

Can I switch plans later?

Yes, at any time. Upgrades take effect immediately; downgrades apply at the end of the current billing period. Contact support if you need help migrating between plan families.

Do you offer a free trial?

Every paid plan includes a 15-day free trial. Your card is saved at signup but you will not be charged until day 16. Cancel any time from your dashboard.

What happens if I cancel?

You keep access until the end of your current billing period. No charges after that. Your data is retained for 30 days in case you reactivate.

Is the 20% annual discount automatic?

Yes. Select Annual on the pricing toggle and the discounted price is applied automatically at checkout. The annual price shown is the full year cost.

What if I have more than 50 profiles or 20 clients?

That is our Enterprise tier. Contact our sales team and we will build a custom plan with volume pricing, a dedicated account manager, and SLA guarantees.

The Meg and Amy Show

About this Podcast:

Pitch Analysis

What is The Meg and Amy Show?

About the host

Recent episodes

Why Conway's Law Matters More in the Age of AI

Hidden Ways to Grow Without More Hires or Funding | Jason Cohen

Why AI Fails Without a New Operating Model with Kelley Steven-Waiss

Why Enterprise AI Fails at Work Design, Not Agents | Siobhan Savage

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

Guest Appearances

Maria Colacurcio

Charlene Li

Brian Solis

Nilofer Merchant

Advertisers on this show

Best industries to pitch The Meg and Amy Show for

Podcasts like The Meg and Amy Show

Every question we get asked beforesomeone starts their trial.

The Meg and Amy Show

About this Podcast:

Pitch Analysis

What is The Meg and Amy Show?

About the host

Recent episodes

Why Conway's Law Matters More in the Age of AI

Hidden Ways to Grow Without More Hires or Funding | Jason Cohen

Why AI Fails Without a New Operating Model with Kelley Steven-Waiss

Why Enterprise AI Fails at Work Design, Not Agents | Siobhan Savage

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

Guest Appearances

Maria Colacurcio

Charlene Li

Brian Solis

Nilofer Merchant

Advertisers on this show

Best industries to pitch The Meg and Amy Show for

Podcasts like The Meg and Amy Show

Every question we get asked beforesomeone starts their trial.

Every question we get asked before
someone starts their trial.

Every question we get asked before
someone starts their trial.