How I AI

How to get your whole team excited about AI (and actually using it) | Brian Greenbaum (product designer at Pendo)

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Dec 22, 2025
Brian Greenbaum, Senior Staff Product Designer at Pendo, shares his journey of launching an AI adoption initiative after a transformative paternity leave experience. He discusses the impactful Slack message that set this ball rolling and details a two-pronged learning approach that combines synchronous training with asynchronous resources. Brian emphasizes the importance of collaboration across departments, creating a 'golden path' for AI use, and how practical coding prototypes can enhance design workflows. He also highlights the significance of tracking AI adoption success through metrics and sentiment surveys.
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ANECDOTE

Paternity Leave Epiphany Sparked The Initiative

  • Brian Greenbaum discovered Cursor on paternity leave and built a working prototype in hours, which convinced him of AI's practical power.
  • He messaged leaders from leave and that note catalyzed a company initiative and an All Hands invite.
ADVICE

Combine Sync Sessions With Async Sharing

  • Do run both synchronous hands-on sessions and an asynchronous sharing channel to teach AI across teams.
  • Schedule calendar time for interactive experiments and encourage radical peer-to-peer sharing.
ADVICE

Make Kickoffs Hands-On And Playful

  • Do make kickoff sessions interactive by having everyone build a small app or experiment together (e.g., Bolt.new prompts).
  • Let people 'go wild' with prompts to spark creativity and show diverse outputs quickly.
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