Awkward Silences

#164 - UX Lessons from a Decade Researching AI with Jess Holbrook of Microsoft


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Much of the conversation around AI in UX involves how it will shape and change researchers' work. Today's guest, Jess Holbrook, who leads UX research for Microsoft AI, has been thinking a lot about how this technology can be improved with design and UX best practices. Jess has spent over a decade working on the UX of AI at companies like Meta and Google. He's also helped develop foundational principles for the ethical use of LLMs.

Jess joins Erin and Ben to reframe the AI conversation, focusing on how UXRs can and should adapt, what working on these systems has taught him about the UX discipline, and his philosophy for building teams that are ready to take on the innovative challenges of tomorrow.

Jess's recommendations: Matt Webb, Maggie Appleton, and the Pessimists Archive Newsletter.

Highlights

  • 07:15 Human-Centered AI Evolution
  • 17:53 Evolving AI Forecast Strategies
  • 24:04 Diverse AI Team Building
  • 33:27 Navigating Responsible AI Challenges
  • 37:01 Qualitative Analysis with AI Tools
  • 40:15 Optimism and Concerns About AI

About Jess
Senior Director of Research specializing in human-centered AI. Early stage investor in AI, AI hardware ecosystems, climate, and anything that seems like the world would be better with it in it. Currently leading UX research for Microsoft AI. Previously led the Generative AI team and supported all UX functions for the Responsible AI and data transparency teams at Meta. I also served on the Board of Forging Youth Resilience, a nonprofit that empowers young people to build physical and mental strength for life by providing access to a national network of community-based fitness programs and mentorship.

Resources

  • The AI in UX Research Report
  • 20+ Tools for Every Research Phase
  • Using AI in UX: A Day-in-the-Life
...more
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