The $500M Lesson from Amazon’s Homepage Redesign | Rahul Chaudhari (ex-Amazon, Kohl’s)

February 24th, 2026

33 mins 55 secs

Season 2

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About this Episode

How do you redesign the most visited e-commerce webpage in the world? Rahul Chaudhari helped reshape the Amazon homepage during his years as a product leader there, before becoming VP of Product and Technology at Kohl's.

In this episode, Rahul shares:

  • Amazon’s “customer backwards” approach - and how he used it to unlock half a billion dollars of value on the Amazon homepage
  • The secret to product adoption: leverage existing customer habits to unlock new opportunities
  • And how Amazon and Google raised the bar for digital experiences so high that now every other product pays the price

Links

Rahul's LinkedIn: https://www.linkedin.com/in/rahul-chaudhari/

Chapters

00:00 Intro: Rahul's journey from marketing to product
03:08 Why “mid” digital experiences no longer work
07:35 Rebuilding the Amazon homepage “hero” to be customer-backwards
12:48 Experimentation + adoption metrics: measuring what actually matters
14:20 Adoption > clicks: Defining the right success metrics
18:41 AI and the future of retail: Rethink the business model, not the tools
21:50 Agentic shopping: What happens when ChatGPT becomes the homepage?
23:30 From keyword search to intent-based shopping
25:57 AI needs containers, not just models
30:29 Will AI level the playing field for small retailers?
33:16 Conclusion

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