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Zillow's Cynthia Taylor on Likely to List, AI in Follow Up Boss, and Why 1 in 4 Flagged Homes List Within 90 Days

What if the next listing in your market is already sitting in your database, and you just don't know it yet?

Live from Zillow Unlock 2026, James Dwiggins sits down with Cynthia Taylor, Senior Vice President of Agent Software and Advertising at Zillow, to talk about how AI is changing the way agents find, serve, and keep clients. Cynthia shares her path from investment banking to Amazon Web Services to Zillow, and what it's like to build products her own mother, a real estate agent, now uses on her listings.

She breaks down the two ways AI can help agents most: automating busy work like call…

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