Jack & Jill Raises $40M Series A

Jack & Jill, a San Francisco and London-based company that operates an AI-driven job marketplace, has raised $40 million in a Series A funding round. This latest investment brings the company's total funding to $60 million, following a $20 million seed round secured ten months prior.

Investors

The Series A round was led by Air Street Capital, with participation from new investors Madrona and Antler. Existing investors including Creandum, Ada Ventures, Entrepreneurs First, Expedite Capital, and Repeat.vc also participated in the round.

Jack & Jill Use of Funds

The company plans to use the new capital to scale operations and expand its presence across the United States, following its successful launches in San Francisco and New York.

About Jack & Jill

Founded in March 2025 by Matt Wilson and Saaras Mehan, Jack & Jill is an AI-powered hiring platform. The company uses two AI agents—Jack, who represents job seekers, and Jill, who represents employers—to match candidates and companies based on detailed conversations rather than traditional applications and résumés. Jack & Jill is headquartered across London and San Francisco and has a team of 25 people, including 15 former founders.

Funding Details

Company Website: https://jackandjill.ai

Company: Jack & Jill
Raised: $40M
Round: Series A
Funding Date: September 15, 2026
Lead Investor: Air Street Capital
Additional Investors: Madrona, Antler, Creandum, Ada Ventures, Entrepreneurs First, Expedite Capital, Repeat.vc
Software Category: HR Tech / AI
Source: Jack & Jill