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

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

The Dumb Monkey Show - Simplifying AI for business leaders

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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.


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💼 Learn more about Aamir Qutub: https://www.linkedin.com/in/aamirqutub/