Pomegra
London's Jack & Jill raised a €34.7M Series A led by Air Street Capital to scale AI hiring agents matching job seekers and employers without applications.
Key Takeaways
- Jack & Jill closed a €34.7M ($40M) Series A led by Air Street Capital on 15 September 2026, with Madrona and Antler joining.
- Total funding reaches about €52.9M ($60M), ten months after a $20M seed led by Creandum. Valuation is undisclosed.
- The company reports 350,000-plus candidates, 5,000-plus hiring companies and about 5,000 interviews arranged each month.
Lead
Jack & Jill, a London startup founded in March 2025, announced a €34.7M ($40M) Series A on 15 September 2026. Air Street Capital led the round, and new investors Madrona and Antler joined. Returning backers include Creandum, Ada Ventures, Entrepreneurs First, Expedite Capital and Repeat.vc. The company did not disclose a valuation.
The raise follows a $20M seed round in October 2025. Cumulative funding now stands at roughly €52.9M ($60M).
What Does Jack & Jill Actually Do?
Jack & Jill runs two AI agents, one on each side of the hiring table. Jack represents job seekers. It holds voice conversations that resemble career coaching, then scans open roles daily to work out what a candidate wants.
Jill represents employers. It takes a hiring brief, screens candidates and looks for matches. When both agents judge a fit is real, the platform arranges an introduction and skips the traditional application.
Co-founder and CEO Matt Wilson previously founded Omnipresent, which Deel acquired. Co-founder and CTO Saaras Mehan co-founded Kular. The team is about 30 people.
How Fast Is the Company Growing?
Fast, by the company's own figures. Jack's network has grown roughly tenfold since the seed round to more than 350,000 people. Some materials cite 380,000. More than 5,000 companies use Jill, including Ramp, Attio, Multiverse, Corgi, Tavus, Faculty and Fyxer.
The platform has arranged about 25,000 interviews in total and now schedules around 5,000 a month. Revenue is up 40-fold since the seed round, though Jack & Jill gave no absolute figure. Its US interviews are running at about four times the London rate since launch, which explains the hiring push across San Francisco, New York and London.
What Does the Round Say About the Seed?
The seed investors were right to double down, and the step-up is steep. A $40M Series A arriving ten months after a $20M seed points to traction that outran the plan. Creandum, Ada Ventures and others returned rather than ceding the round to newcomers.
A 40-fold revenue increase from a small base is still a small base. The most useful number is missing: how many of the 25,000 interviews turned into hires. Jack & Jill has not disclosed that conversion rate. Recruiting revenue depends on placements or subscriptions that outlast the novelty of a voice agent.
Why Did Air Street Back an AI Recruiter?
Air Street's thesis is that agents on both sides of a market beat a single-sided tool. Nathan Benaich, the firm's general partner, framed the bet as introductions that happen only when both parties would take the call. That is a filter on volume, aimed at a market flooded by AI-written CVs and auto-applied applications.
The pitch is a direct challenge to job boards and applicant tracking systems, which reward volume over fit. It also sits alongside LinkedIn, whose search and messaging still depend on humans doing the matching. Nothing prevents incumbents from adding agents of their own, and that is the competitive risk for the business.
What Comes Next?
The proceeds go toward scaling introductions across the three hub cities and adding staff, though the company did not itemise its use of funds. The US is the obvious priority, given the interview rate there.
Three things will decide whether the Series A holds up. The first is placement conversion. The second is whether employers keep paying after early pilots. The third is whether candidates keep trusting an agent that knows their salary expectations and career doubts. Regulators are also paying closer attention to automated hiring decisions in the EU and parts of the US, which could add compliance work.
Outlook
Jack & Jill has moved from a $20M seed to a $40M Series A in under a year, backed by an Air Street-led syndicate and a growing customer list. The growth figures are strong but self-reported, and hire outcomes are not yet public. The next round will test whether two-sided agents can turn interviews into repeat revenue.
