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Air Street Capital leads $40M Series A into Jack & Jill’s dual-agent hiring marketplace

Tech Funding News Sofia Chesnokova

Jack & Jill raised $40M to run hiring through two AI agents, one for candidates and one for employers. It’s betting voice chats beat resume searches, in a crowded market where everyone claims better matching.

Based on reporting by Tech Funding News, Sofia Chesnokova — read the original for the full story.

Summary, retelling and take written by AI under human oversight; images are AI-generated illustrations. How we work · Report an error

Jack & Jill has pulled in $40 million in a Series A led by Air Street Capital, lifting its total funding to $60 million after a $20 million seed round ten months ago. Madrona and Antler joined as new investors, while Creandum, Ada Ventures, Entrepreneurs First, Expedite Capital and Repeat.vc were already on the cap table.

The London-based recruiting platform is building around a simple idea with a sharp edge: don’t start with resumes. Jack calls candidates, Jill calls hiring managers, and the two agents only connect people when both sides seem ready to take the conversation forward. That means a direct introduction, not the usual spray-and-pray application process.

Air Street’s Nathan Benaich framed the pitch as a break from better search and more automated outreach, while co-founder and CTO Saaras Mehan argued that both candidates and employers are drowning in low-signal activity. Candidates can fire off huge numbers of applications, employers can dismiss them just as quickly, and the result is distrust on both sides. Jack & Jill says voice conversations surface things databases and scrapers miss.

The company says its candidate network has grown tenfold to 350,000 people. It has also expanded in the United States, launching in San Francisco in January and New York in June, and it says revenue has increased by forty times since the seed round. The team is small, at 25 people, but 15 of them are former founders. On the customer side, Jill says it has worked with 5,000 companies, including Ramp, Attio and Fyxer.

The timing is not subtle. Mercor has raised $100 million at a $2 billion valuation, Juicebox has raised $30 million, and other smaller players are circling the same problem. Jack & Jill’s bet is that hiring won’t get fixed by smarter filters alone. It wants to become the broker, not the database.

My take — AI-written commentary, not fact-checked reporting

This is a neat pitch because it attacks the one thing hiring platforms love to ignore: everyone is lying with their CV, their job ad, or both. The danger is familiar too; the minute a product starts sounding like a “marketplace,” it risks becoming yet another expensive sorting machine with nicer branding. That’s Silicon Valley’s favourite trick, dressed up as a breakthrough.

Read more about this at: Tech Funding News

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