Jack & Jill

Jack & Jill is a London-based technology company building AI agents for both sides of the recruitment market. Rather than layering AI onto existing hiring processes, the company says it is rebuilding recruitment from first principles around two dedicated agents: Jack, an always-on career co-pilot for candidates, and Jill, an AI talent partner for companies.

Jack is designed for job seekers. Through a short conversation, it learns what a candidate is good at and what they want next, then scans a very large volume of live job listings to surface genuinely relevant matches. The company states that Jack searches 15 million jobs daily and refines its recommendations as the user responds. Beyond matching, Jack offers career clarity coaching, mock interviews with feedback, salary benchmarking based on real jobs, and negotiation coaching, and it can make warm introductions directly to hiring managers rather than requiring formal applications.

Jill works for employers. According to the company, Jill goes beyond a written job description to understand a company, its culture and the real context behind a role. She then sources candidates, reviews inbound applicants, conducts first-pass screening calls and acts as a strategic thought partner for hiring teams. Jill recruits from Jack’s network, and when she identifies a strong match, an introduction is arranged between the company and the candidate.

On the candidate side, Jack is free to use. The company explains that when Jack introduces someone to a company through Jill’s network and that person is hired, the hiring company pays a fee, which funds the free career-coaching features. The stated mission is to give everyone access to extremely good career support, not only people who have already established themselves professionally.

The company describes itself as early-stage and fast-moving. In its own hiring materials it says it was about nine months old at the time, with two agentic products released, a team of engineers, operators and ex-founders, revenue running above £1 million and $20 million raised in a round led by the venture capital firm Creandum. It reports more than 100,000 candidates using Jack and hundreds of paying customers signed up to Jill. Its founders are Matt (CEO), whose previous company reached a $600 million valuation before being acquired by Deel, and Saaras (CTO), previously founder and CTO of YC-backed sales startup Kular.ai.

The company positions its opportunity broadly: it aims not only to disrupt recruitment software but also the much larger recruitment services market. Its product design spans voice and audio interactions as well as written and visual interfaces, reflecting the view that agentic AI enables an entirely new way for people to find work.

Its engineering stack is described as Next.js with TypeScript, Python with FastAPI, and PostgreSQL, though the company says it is stack agnostic. It describes its culture as a high-performance, founder-heavy environment that values general intelligence, product focus, ambition, high agency, speed and strong teamwork, with no room for what it calls brilliant jerks. Documented perks include Bupa private health insurance, Uber rides home when working late, Deliveroo dinners in the office, a fortnightly home clean and a new MacBook.