Jack & Jill offers a two-sided hiring marketplace powered by conversational AI. On the “Jack” side, jobseekers complete a 20-minute AI-led profile interview that yields a curated list of open roles and provides tools for mock interviews and coaching. The “Jill” side serves employers, building a detailed role profile and surfacing candidates that fit those requirements. The service charges a standard commission on each successful placement, positioning itself as a scalable alternative to high-volume job boards. Launched first in London, the platform has already attracted nearly 50,000 users, demonstrating early traction. Founder Matt Wilson plans to use newly raised capital to expand into the U.S. and deepen the product’s capabilities, aiming to make Jack & Jill indispensable to both applicants and hiring managers.

Total raised

$20M

Funding rounds

1

Latest round

Seed

Latest activity

Oct 2025