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At VB Transform 2026, Zillow's engineering chief said AI ROI numbers only hold up if you measure before you build

Zillow, the real estate technology company, doesn't get one conversation with its customers. They move from a phone screen to a loan officer to a real estate agent, sometimes over months or years, and expect the context to follow them. A single chatbot could never carry that thread. At VB Transform 2026 , Zillow SVP of Engineering Toby Roberts and Glean co-founder and CEO Arvind Jain described how they built AI architecture meant

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