Jack & Jill Raises $20M Seed to Deploy AI Recruiters That Work for Both Candidates and Companies

October 16, 2025

Jack & Jill, the London-based AI recruitment company, raised $20 million in a seed funding round in October 2025, led by Creandum with participation from Dig Ventures, Entrepreneur First, Ada Ventures, Firedrop, Repeat.vc, Episode1, Playfair, and over 75 angel investors including Nico Rosberg and representatives from Anthropic, Lovable, and ElevenLabs. The capital will fund expansion into San Francisco, team growth, and continued development of the company’s AI recruitment platform.

The recruitment industry has a structural problem that technology has so far failed to solve. Job boards generate noise: candidates apply to dozens of roles, most of which are poor fits, while hiring teams are inundated with applications that cannot be meaningfully evaluated at the volume received. Agency recruiters are expensive, capacity-constrained, and often insufficiently specialist to assess technical roles deeply. Automated CV screening tools have improved throughput but have not addressed the fundamental challenge — that the information needed to make a good match is conversational, not documentary. What a candidate actually wants from their career, how they think about a problem, what kind of environment they thrive in — none of this is captured in a CV or a set of keyword searches.

Founded in early 2025 by Matthew Wilson and Saaras Mehan, Jack & Jill deploys two autonomous conversational AI agents to fill this gap. Jack speaks with candidates — asking about their experiences, ambitions, working style, and the types of roles that would genuinely interest them — and builds a rich, structured profile of each person that goes far beyond their CV. Jill works with hiring managers and talent teams, asking the questions a skilled recruiter would ask to understand not just the role specification but the actual type of person who would succeed in it. The two agents then collaborate: Jill scans Jack’s network of candidate conversations to surface a small number of genuinely matched candidates for each role, rather than producing a long list. In just six months of operation, Jack had spoken with 49,000 candidates, and Jill had been integrated into the hiring teams of hundreds of London-based companies. Clients report faster time-to-hire, higher candidate quality, and cost savings of up to 50% compared to traditional agency fees.

The $20 million will fund an imminent US launch targeting San Francisco’s Bay Area tech market, where the combination of high hiring volumes, competitive talent markets, and willingness to pay premium fees for quality recruitment makes it a natural first international market. The founders have framed their ambition expansively: Wilson is a former founder of Omnipresent, which he scaled to a $600 million valuation in three years, and Mehan is a YC-backed founder and former England Chess Team member. Both experienced recruitment friction firsthand while building their previous companies.

Creandum General Partner Peter Specht described the company as “one of the most exciting businesses leveraging agentic AI” seen at the seed stage, citing early market traction as evidence of genuine demand rather than speculative positioning. The investor syndicate includes Anthropic and ElevenLabs — signal that the bet extends beyond Jack & Jill’s own platform to confidence in the agentic AI stack underlying it.

Sources