The London-based startup Jack & Jill is reimagining how people find jobs and hire talent using AI-powered interviews and smart matching, aiming to replace outdated job boards and résumé spam.

Finding a job in today’s digital world can feel like an endless scroll. Between reposted listings, automated résumé submissions, and AI-generated fake applicants, both job seekers and employers are overwhelmed. That’s the problem Matt Wilson, a London-based entrepreneur, set out to solve with his new venture — Jack & Jill, a conversational AI platform designed to simplify and humanize the job search.

The startup has just raised $20 million in seed funding, led by Creandum, one of Europe’s top venture investors. Already live in London with nearly 50,000 users, Jack & Jill plans to use the fresh capital to expand into the U.S. and scale its AI technology.

Reinventing Recruitment with Conversational AI

“The way we find jobs hasn’t really changed since LinkedIn and Indeed came along 20 years ago,” says Wilson. “The system is broken — the signal-to-noise ratio is terrible.”

Jack & Jill aims to fix that by using AI-powered conversations to connect applicants and employers more intelligently. The platform operates in two parts:

  • Jack — the job seeker’s side, where users complete a 20-minute AI interview to create a personalized career profile. From there, Jack recommends curated job listings and even offers mock interviews or career coaching.
  • Jill — the employer’s side, which builds detailed role profiles and identifies best-fit candidates using data-driven insights.

Instead of endlessly browsing job boards, candidates can let the AI assistant guide them toward relevant opportunities — and companies can spend less time sorting through irrelevant applications.

A Smarter, Scalable Hiring System

At its core, Jack & Jill wants to eliminate inefficiency. “If you post a job on LinkedIn, you might get 1,000 applications in six hours,” says Wilson. “Many of those are never reviewed.”

By building AI into the first stage of hiring, Jack & Jill makes interviews faster, smarter, and fairer, ensuring meaningful matches between people and roles. The platform charges a commission per successful hire, with the long-term goal of becoming an indispensable hiring ecosystem for both sides of the job market.

The model isn’t entirely new — AI-driven interviews are already common in some regions, especially in China, where major companies rely on them for initial candidate screening. But Jack & Jill’s chat-based, human-like experience aims to make AI feel like a collaborator, not a gatekeeper.

A Mission to Make Work More Efficient

“There are billions of people who could be in better jobs for them,” Wilson says. “That’s a mission worth working on.”

With investors like Creandum backing its vision, Jack & Jill is positioning itself as a next-generation recruitment platform — one that replaces noisy job boards with personalized AI guidance. As conversational AI continues to reshape industries, the way we search for work may never be the same again.