The Dumb Monkey Show - Simplifying AI for business leaders

Aamir Qutub
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The Dumb Monkey Show is your unapologetically candid AI-in-business podcast for leaders who want results, not hype. Hosted by Aamir Qutub—CEO, AI strategist, and bestselling author—and Davina Montgomery—communications pro at Deakin’s Applied AI Institute—this show cuts through the jargon to bring you real stories, practical frameworks, and witty banter. From boardroom strategy to frontline operations, we unpack how artificial intelligence is reshaping business, the pitfalls to avoid, and the bananas you should grab along the way. No tech-splaining. No fluff. Just smart, clear conversations that make AI useful, usable, and maybe even a little fun. 🐵🍌 New episodes every week. Whether you’re a CEO, founder, or curious leader, you’ll leave with ideas you can use today—and a smile you didn’t see coming.

  1. How I Booked a Holiday by Chatting to AI (2025 Finale)

    DEC 22

    How I Booked a Holiday by Chatting to AI (2025 Finale)

    Send us a text In the final episode of 2025, we reflect on the moment AI stopped being a novelty and quietly became part of everyday life. Amir shares how he booked an entire family holiday — flights, hotel, seats and itinerary — without opening Booking.com or Skyscanner, simply by chatting to ChatGPT like a travel agent who’d already been there. We unpack why conversational, voice-first AI beat typing and searching this year, especially for busy leaders. From smarter travel decisions and gift buying to packing, productivity and turning emotional rants into professional emails, this episode captures what artificial intelligence in business actually looked like in 2025. Thank you for listening, sharing and supporting the Dumb Monkey Podcast this year. We’re signing off for a break and looking forward to coming back refreshed — and ready for what 2026 brings.  👉 Follow the Dumb Monkey Podcast for more no-BS artificial intelligence in business. Resources & Links: 💬 Join the Dumb Monkey Community: dumbmonkey.ai 🧠 Subscribe to the Dumb Monkey Newsletter: https://dumb-monkey.beehiiv.com 🧠 Subscribe to the Dumb Monkey LinkedIn Newsletter: https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=7378944396286681088 💼 Learn more about Aamir Qutub: https://www.linkedin.com/in/aamirqutub/

    22 min
  2. AI Agents vs Workflows: The Costly Mistake That Companies Make

    DEC 15

    AI Agents vs Workflows: The Costly Mistake That Companies Make

    Send us a text Most businesses think the AI gold rush is about building smarter tech. It’s not. It’s about how you actually use it. In this episode, Aamir Qutub and Davina Montgomery sit down with Alex Papli, founder of Hypergen AI, to cut through the hype around AI agents, automation, Copilot, and ChatGPT. They unpack the real difference between workflows and truly agentic AI, why “getting your data in order” is often the wrong starting point, and how AI governance fails when leaders don’t get hands-on. You’ll hear practical examples of AI for business, from automating grunt work to reducing risk and improving productivity—without betting the farm on shiny tools. If you’re a founder or executive wondering where AI actually delivers ROI, this episode will save you months of guessing.  👉 Follow the Dumb Monkey Podcast for more no-BS artificial intelligence in business. Resources & Links: 💬 Join the Dumb Monkey Community: dumbmonkey.ai 🧠 Subscribe to the Dumb Monkey Newsletter: https://dumb-monkey.beehiiv.com 🧠 Subscribe to the Dumb Monkey LinkedIn Newsletter: https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=7378944396286681088 💼 Learn more about Aamir Qutub: https://www.linkedin.com/in/aamirqutub/

    1h 25m
  3. Your Business Needs an AI Brain: Here’s How to Build One

    DEC 1

    Your Business Needs an AI Brain: Here’s How to Build One

    Send us a text Your best people won’t stay forever—but their knowledge can. In this episode, I reveal how to build an “AI brain” that captures your organisation’s most valuable asset: human expertise. This isn’t just about plugging in ChatGPT. It’s about designing systems that store structured data, unstructured files, and even tacit knowledge—so that when people leave, their know-how stays. Here’s what I cover: How to extract and store real-world expertise from your teamWhy tacit knowledge is the most valuable (and the easiest to lose)Tools like vector databases, Microsoft Copilot, Rewind, and RAG systemsHow I built my own AI brain — and what it actually doesThe critical risks around privacy, access, and consentIf you're building a smarter, more scalable organisation, this episode will give you the blueprint to start capturing what really matters — before you lose it.  Resources & Links: 💬 Join the Dumb Monkey Community: dumbmonkey.ai 🧠 Subscribe to the Dumb Monkey Newsletter: https://dumb-monkey.beehiiv.com 🧠 Subscribe to the Dumb Monkey LinkedIn Newsletter: https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=7378944396286681088 💼 Learn more about Aamir Qutub: https://www.linkedin.com/in/aamirqutub/

    33 min
  4. Why AI Governance is Failing (And What Can You Do to Fix It)

    NOV 24

    Why AI Governance is Failing (And What Can You Do to Fix It)

    Send us a text Most businesses rushed to adopt AI — but skipped the one thing that could’ve protected them: governance. In this episode, I sit down with Davina to unpack why AI governance should’ve been the very first conversation leaders had. From shadow AI and privacy risks to policies that actually work, we break down what good governance looks like — and why most businesses are still getting it wrong. You’ll learn: What AI governance really means (beyond just a policy doc)How to manage tools like Canva AI and Microsoft Copilot in your workplaceReal risks: from hallucinations to data breachesThe difference between “banning AI” and “governing AI”How to build an AI policy and rollout framework that people actually followIf you're a founder, manager, or even just AI-curious — this episode will help you stay ahead of the curve, without falling into compliance chaos. Resources & Links 💬 Join the Dumb Monkey Community: dumbmonkey.ai 🧠 Subscribe to the Dumb Monkey Newsletter: https://dumb-monkey.beehiiv.com 🧠 Subscribe to the Dumb Monkey LinkedIn Newsletter: https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=7378944396286681088 💼 Learn more about Aamir Qutub: https://www.linkedin.com/in/aamirqutub/

    46 min
  5. AI Search Is Killing Your Website: The New Rules of Being Found Online

    NOV 17

    AI Search Is Killing Your Website: The New Rules of Being Found Online

    Send us a text Most businesses have no idea their website is becoming invisible.  In this episode of The Dumb Monkey Show, Davina and I unpack one of the biggest shifts happening right now. People are no longer finding businesses through Google searches. They are asking AI tools like ChatGPT, Perplexity and Google AI Search to find the best person for the job. Customers may never even visit your website. The AI makes the recommendation and sometimes completes the transaction for them.  We break down: • Why many businesses have already seen an 80 percent drop in search visibility • How large language models decide who to recommend • Why SEO alone will not save you • How AI judges your authority, structure and content quality • Why accessibility and schema matter more than ever • What AI browsers like Atlas and Comet mean for your traffic • The rise of AI driven shopping and its impact on e commerce • How to build an AI visibility strategy that actually works  If you are a business owner, marketer or founder, this episode is your guide to staying visible in the age of AI and keeping your brand in front of customers.  Listen now and future proof your online presence.  Resources & Links 🐒 The Dumb Monkey Show: https://www.buzzsprout.com/2527278/follow 🎥 Watch the full episode on YouTube: https://www.youtube.com/playlist?list=PLWVhMCSe1rZ_ADoUucOO5Ns-GmmyZ-4co 💬 Join the Dumb Monkey Community: dumbmonkey.ai 🧠 Subscribe to the Dumb Monkey Newsletter: https://dumb-monkey.beehiiv.com 🧠 Subscribe to the Dumb Monkey LinkedIn Newsletter: https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=7378944396286681088 💼 Learn more about Aamir Qutub: https://www.linkedin.com/in/aamirqutub/

    39 min
  6. AI and the Future of Jobs: The Conversation We’ve Been Avoiding

    NOV 10

    AI and the Future of Jobs: The Conversation We’ve Been Avoiding

    Send us a text Are we at the beginning of an AI-driven jobs apocalypse? In this episode, Aamir Qutub and Davina Montgomery unpack one of the biggest questions of our time: what happens when AI doesn’t just help humans work — it replaces them? From Amazon’s 30,000 layoffs to mass cuts across banking, government, and manufacturing, the shift is real and accelerating. Aamir warns that unlike past revolutions, AI isn’t just a tool. It’s a doer. And if businesses, governments, and workers don’t adapt fast enough, the social and economic consequences could be huge. But it’s not all doom and gloom. You’ll also hear how transparency, ethics, and upskilling can help us navigate this new era — and why generalists who can think broadly, solve problems, and use AI effectively will be the ones who thrive. What You’ll Learn • Why today’s layoffs are different from past tech shifts  • How AI concentrates wealth — and what that means for society  • The danger of rushing automation without oversight  • How to future-proof your career with “AI generalist” skills  • Why transparency and education matter more than ever Resources & Links 🐒 The Dumb Monkey Show: https://www.buzzsprout.com/2527278/follow 🎥 Watch the full episode on YouTube: https://www.youtube.com/playlist?list=PLWVhMCSe1rZ_ADoUucOO5Ns-GmmyZ-4co 💬 Join the Dumb Monkey Community: dumbmonkey.ai 🧠 Subscribe to the Dumb Monkey Newsletter: https://dumb-monkey.beehiiv.com/ 💼 Learn more about Aamir Qutub: https://www.linkedin.com/in/aamirqutub/

    37 min
  7. From Law Firm to AI Startup: The Future of Compliance

    NOV 3

    From Law Firm to AI Startup: The Future of Compliance

    Send us a text When your clients start using GPT — you know the game has changed. In this episode of The Dumb Monkey Show, Aamir Qutub and Divina Montgomery sit down with Simon Quirke, CEO and Founder of Graceview, a RegTech startup using AI to make compliance effortless. Simon shares how his journey from lawyer to entrepreneur led him to tackle one of the hardest problems in business: keeping up with constantly changing regulations. He explains how Graceview monitors thousands of regulatory sources in real time — building a “regulatory fingerprint” that companies can trust, while ChatGPT and Google models struggle with accuracy. We also dive into: The future of law in an AI-powered worldWhy data ownership will define the next decadeHow to build a startup around a complex, valuable problemThe mindset and hustle required to survive the startup rollercoasterWhether you’re in law, tech, or leadership — this conversation shows how AI isn’t replacing professionals, it’s redefining their value. 🔗 Resources & Links 🐒 The Dumb Monkey Show: dumbmonkey.ai/podcast 🎥 Watch the full episode on YouTube: youtube.com/@dumbmonkeyai 💬 Join the Dumb Monkey Community: dumbmonkey.ai

    1h 2m
  8. Deepfakes, Sora 2 & the Price of Trust: How to Fail Fast (Safely) with AI

    OCT 27

    Deepfakes, Sora 2 & the Price of Trust: How to Fail Fast (Safely) with AI

    Send us a text Are you trusting what you see online?  In this episode, Aamir Qutub and co-host Davina Montgomery explore how AI-generated content is reshaping trust, creativity, and business — and what happens when companies rush into automation without preparation.  From OpenAI’s new Sora 2 model that creates ultra-realistic videos to a $440,000 AI-written government report gone wrong, this conversation dives deep into the balance between innovation and integrity.  You’ll learn how to use AI boldly — without losing your authenticity — and why training your people before deploying new tech might just save your brand.   What’s inside: • How OpenAI’s Sora 2 is changing video, social media, and storytelling • The rise of deepfakes and misinformation — and how to spot them • Why authenticity and trust are now business currencies • Real-world AI fails: Deloitte’s fake report & the Commonwealth Bank voicebot debacle • How to “fail fast” the right way: train first, test safely, then scale confidently   Resources & Links: 📲 Dumb Monkey AI Academy → https://dumbmonkey.ai/ 📱 Dumb Monkey App → https://dumbmonkey.ai/dl 📘 The CEO Who Mocked AI (Until It Made Him Millions) → https://mybook.to/dumbmonkeypodcast 🚀 Enterprise Monkey → https://enterprisemonkey.com.au  🛠️ Tools & Platforms Mentioned   Sora 2 (OpenAI) → https://openai.com/sora  ChatGPT (OpenAI) → https://chat.openai.com/  Adobe Content Authenticator → https://contentauthenticity.org/

    28 min
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About

The Dumb Monkey Show is your unapologetically candid AI-in-business podcast for leaders who want results, not hype. Hosted by Aamir Qutub—CEO, AI strategist, and bestselling author—and Davina Montgomery—communications pro at Deakin’s Applied AI Institute—this show cuts through the jargon to bring you real stories, practical frameworks, and witty banter. From boardroom strategy to frontline operations, we unpack how artificial intelligence is reshaping business, the pitfalls to avoid, and the bananas you should grab along the way. No tech-splaining. No fluff. Just smart, clear conversations that make AI useful, usable, and maybe even a little fun. 🐵🍌 New episodes every week. Whether you’re a CEO, founder, or curious leader, you’ll leave with ideas you can use today—and a smile you didn’t see coming.

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