Jack & Jill has reportedly raised £30 million in a round led by Air Street Capital, Sifted reported September 7. The London startup builds recruiting software for both sides of the hiring process: Jack helps people work out what they want from a job, while Jill helps employers find candidates and arrange introductions.
A hiring manager starts by describing an opening. Jill turns that description, company research and follow-up questions into a brief covering the skills, experience and practical requirements that matter. For a software role, that could mean distinguishing essential systems experience from a preferred programming language. The manager can change the brief as the search develops, rather than restart a search whenever the requirements shift.
On the candidate side, Jack's conversations establish a person's experience, goals and preferences. Jill can use that context when looking for a match. According to the company's introduction guide, an employer requests a meeting, Jack presents the opportunity to the candidate, and contact details are shared only after both sides agree. The intended output is a conversation with a relevant, interested person—not simply another list of profiles.
Employers are the paying side of the business; Jack is free for candidates. The company describes fees tied to hiring, with detailed terms set in a commercial agreement. Its software also tracks shortlisted candidates and introductions across roles, and can connect with Ashby, a system hiring teams use to manage applicants. That places the product inside an ongoing recruiting workflow rather than limiting it to the initial search.
The financing is newly reported, but the underlying share issue is older. A Companies House record filed September 6 lists an August 7 allotment by Tinker Tailor Talent Limited, the business identified in Jack & Jill's own privacy policy. Sifted attributes the £30 million figure to that share allocation and identifies Air Street as lead investor. Captables is retaining the amount as reported, not treating the filing's small nominal share-capital figure as the cash raised. The August event falls outside the current rolling 30-day funding total.
The business will depend on keeping both sides engaged: candidates need opportunities worth responding to, and hiring teams need introductions that become successful hires. A larger candidate network alone would not establish that the matching works. The more consequential test is whether the preferences collected by Jack help Jill make useful introductions as employers' needs and people's career plans change.