
Matt Wilson, Co-Founder & CEO at Jack and Jill, on AI Career Agents, Talent Density, and Building the Next Network-Effect Marketplace
From Riding Unicorns: Venture Capital | Entrepreneurship | Technology by Riding Unicorns Productions
March 11, 2026 · 36 min · Season 9 · Episode 26
About this episode
Matt Wilson discusses AI Career Agents and the future of job hunting with a focus on his company Jack and Jill.
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 ...
People in this episode
Guest: Matt Wilson
Topics covered
- AI Career Agents
- Talent Density
- Job Hunting
- Hiring
- Venture Capital
- Marketplace
Keywords
- AI
- job hunting
- hiring
- venture-backed
- marketplace
- conversational AI
- talent density
Mentioned in this episode
Organizations: Jack and Jill, Omnipresent, Deel
More episodes of Riding Unicorns: Venture Capital | Entrepreneurship | Technology
- The Future of Finance is AI-Native: Jonathan Sanders, CEO of Light, on Organic Software, AI Agents, and Rebuilding Business Finance · June 10, 2026 · 29 min
- Steve Domin, Founder & CEO @ Duffel – Rebuilding Travel Infrastructure, Surviving COVID, and the Future of API-First Companies · May 20, 2026 · 26 min
- Building the backbone of AI with Mahdi Yahya, Co-Founder @ Radiant on Compute, Power and the Future of Infrastructure · May 13, 2026 · 27 min
- Charlotte Palmer, VP of Venture Capital at Integra Global Advisors on Backing Emerging Managers, Access, and Venture Fundraising · May 6, 2026 · 30 min
- Inside Fuse Energy: Alan Chang on Building a $5B Energy Giant and Chasing £1B ARR · April 29, 2026 · 21 min
- What Makes a Top VC Fund Today? Dave Neumann at Schroders Capital on LP Thinking, DPI and Venture Returns · April 22, 2026 · 28 min
Explore listener stats, chart rankings, contacts and more on the Riding Unicorns: Venture Capital | Entrepreneurship | Technology podcast page.