Modern CTO

How Yahoo is Taming the Modern Digital Wilderness with Lee Zen, CTO

Oct 20, 2025
Lee Zen, the CTO at Yahoo, shares insights into the company's evolution in the digital landscape after 30 years. He discusses how Yahoo is using AI and cloud technology to enhance user experience and navigate the complexities of the internet. Lee emphasizes the importance of authenticity and transparency in tech leadership, along with innovative AI features like email summaries and fantasy sports tools. He also highlights the mix of modern and legacy systems at Yahoo and the cultural shifts required for successful AI integration.
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ADVICE

Communicate By Doing, Not Just Writing

  • Communicate change through documents, forums, and demonstrable actions.
  • Use operational rituals (postmortems, dashboards) to signal and embed new expectations.
ADVICE

Integrate AI Into Work, Build, Serve

  • Infuse AI across how you work, build, and serve customers to scale impact.
  • Aim to make AI run in the background so humans check in less frequently.
ADVICE

Accelerate Adoption With Show-and-Tell Events

  • Run hack/innovation days and share concrete examples to accelerate AI adoption.
  • Encourage experimentation and public sharing to spread useful workflows.
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