London-based Jack & Jill raises €34.68 million Series A to scale its AI agents for jobseekers and employers
Jack & Jill, the London-based startup that puts an AI agent on each side of the hiring table, has raised €34.68 million ($40 million) in a Series A round. The round was led by Air Street Capital, with new investors Madrona and Antler joining. Existing backers Creandum, Ada Ventures, Entrepreneurs First, Expedite Capital and Repeat.vc […] The post London-based Jack & Jill raises €34.68 million…
London-based AI startup Jack & Jill has secured €34.68 million ($40 million) in Series A funding to scale its AI agents for jobseekers and employers. The investment round was led by Air Street Capital, with participation from Madrona, Antler, Creandum, Ada Ventures, Entrepreneurs First, Expedite Capital, and Repeat.vc. Existing investors Dig Ventures, Firedrop, Episode 1, and Playfair also joined the round.
Co-founders Matt Wilson and Saaras Mehan stated that AI is transforming the job market by displacing jobs and pushing more people into it. However, automated applications and outreach are overwhelming the job market. Jack & Jill's solution is a marketplace brokered by AI agents Jack and Jill, which understand what both job seekers and employers want.
Jack, representing jobseekers, holds voice conversations that function like career-coaching sessions, while Jill works for employers, reading job descriptions, researching the hiring company, and sourcing candidates from Jack's network. When both agents agree that a candidate and a role are a match, they are introduced directly, without the need for an application.
The company's co-founders previously co-founded Omnipresent, an employer-of-record company acquired by Deel in 2025, and Kular, with Wilson also being a former England chess international. Jack & Jill now employs 25 people across London and San Francisco, with 15 former founders on the team.
Since its October 2025 Seed round led by Creandum, Jack & Jill's total funding has grown to €52.9 million ($60 million). The network has expanded tenfold to 350,000 professionals, and Jill has worked with 5,000 businesses, including Ramp, Attio, Multiverse, and Corgi. The two agents have arranged 25,000 interviews and are now facilitating 5,000 more each month.
The company's growth has been faster in the US than in London, with nearly four times as many interviews completed in San Francisco and New York over the same period. Jack & Jill's revenue has grown 40-fold since the Seed round, with co-founder and CEO Wilson predicting that by 2030, a billion people will have AI agents searching for job opportunities.
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