Riding Unicorns: Venture Capital | Entrepreneurship | Technology

Matt Wilson, Co-Founder & CEO at Jack and Jill, on AI Career Agents, Talent Density, and Building the Next Network-Effect Marketplace

March 11, 2026·36 min
Episode Description from the Publisher

This week on Riding Unicorns, Matt Wilson returns to the podcast. Matt previously joined us in September 2022 to talk about Omnipresent, which has since been acquired by Deel. He is now back building Jack and Jill, one of the most talked-about venture-backed companies in Europe right now. Jack and Jill is bringing conversational AI to job hunting and hiring, with two agents built for two audiences: Jack, an AI agent for individuals that learns who you are, what you want, and monitors the job ...

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