

Sara Mauskopf
CEO and co-founder of Winnie, a childcare marketplace; discusses building AI-powered search and product strategy for matching parents with childcare providers.
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May 5, 2026 • 9min
Can AI improve your odds of finding good childcare?
Sara Mauskopf, CEO and co-founder of Winnie, a childcare marketplace. She explains why parents now prefer natural-language search and how Winnie built an AI-powered search to return better local childcare matches. Discussion covers connecting to AI agents for booking, bias mitigation using proprietary data, and how startups must rethink priorities as AI moves fast.

May 5, 2026 • 9min
Can AI improve your odds of finding good childcare?
Sara Mauskopf, co-founder and CEO of Winnie, a childcare marketplace. She explains why parents want natural-language search and how Winnie built an AI-powered search tool. They discuss preparing for agent-driven booking, grounding AI to avoid bias, and competing with big AI search platforms using unique childcare data.


