Jul 21, 2025

On Design Leadership with Katie Dill (Stripe) & Randy Hunt (Notion)

by Taylor Majewski
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Listen:

đŸŽ„ YouTube

🍎 Apple

🎧 Spotify


ICYMI: Katie Dill, Head of Design at Stripe, and Randy Hunt, Head of Design at Notion, sat down to swap stories in the inaugural episode of The General Podcast. This is a conversation between two of the most thoughtful design leaders in tech, covering everything from building taste into products to maintaining creative conviction inside fast-scaling orgs. They discuss how to protect what makes design great, what designers uniquely bring to the table in the age of AI, and why sometimes you just have to pick mint chip and go.

In this conversation, you’ll learn:

  1. Why beautiful, well-crafted products matter - especially in the age of AI

  2. The case for “fewer memos, more demos” and how Stripe operationalizes quality

  3. How Notion fosters taste through founder collaboration and radical transparency

  4. A dead-simple metaphor for decision-making: picking one flavor of ice cream

  5. The enduring value of the auteur in design and how to scale conviction

  6. Why prototyping trumps PowerPoints

  7. How both teams use design rituals to stay connected

For more episodes of The General Podcast, check out:

  • Claire Hughes Johnson and Gretchen Howard on how to be a COO at the highest level, speaking from their respective experiences leading operations for Stripe and Robinhood. Listen here.

  • Dan Shipper (the founder of Every) and Alex Konrad (the founder of Upstarts) on building sustainable media businesses today. Listen here.

  • Chrissy Farr (a longtime healthtech journalist and editor-in-chief of Second Opinion Media) and Siddhartha Mukherjee (Pulitzer Prize–winning author of The Emperor of All Maladies and founder of Manas AI) on the current and future role of AI in medicine. Listen here.


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