J
Jack & Jill
AI agents for jobseekers and employers that broker hiring matches
About Jack & Jill
Jack & Jill is a London-based hiring marketplace founded in March 2025 by Matt Wilson (CEO; co-founder of Omnipresent, later acquired by Deel) and Saaras Mehan (CTO; co-founder of Kular, YC W22). It puts conversational AI agents on both sides of hiring: Jack coaches and represents jobseekers through voice conversations and scans millions of open roles, while Jill works for employers to clarify role success criteria and source candidates from Jack’s network rather than open applicant pools. When both agents agree on a match, the candidate and employer are introduced directly. Press cites a network of about 380,000 professionals, Jill working with ~5,000 businesses (including Ramp, Attio, Multiverse and Corgi), and tens of thousands of interviews facilitated, with strong US traction after San Francisco and New York launches. Funding: $20 million Seed led by Creandum (Oct 2025), then a $40 million Series A led by Air Street Capital (Sep 2026) with Creandum, Madrona and returning investors — bringing disclosed total to about $60 million. Capital primarily funds US expansion. Sources: company blog 15 Sep 2026; EU-Startups; Sifted.
Source: Dealroom company dataAt a glance
- Status
- Operational
- Founded
- 2025
- Headquarters
- London, United Kingdom
- Employees
- 92
- Open positions
- 306
- Dealroom signal
- 94.3/100
- Sector
- Jobs Recruitment, Career Planning, Recruitment, Career, Workforce Management, Conversational AI, Core AI, Recruitment Efficiency, AI Coach
- Technology
- Artificial Intelligence, Machine Learning, Natural Language Processing
- Business model
- SaaS
- Client focus
- b2b, b2c
Knowledge graph
More headlines
Funding history
Company financing events and reported valuations.
| Deal type | Date | Amount | Valuation | Investors | Source |
|---|---|---|---|---|---|
| SERIES A✓Equity / VC | Aug 2026 | $40M | $158M | Air Street Capital | ↗ |
| SEED✓Equity / VC | Oct 2025 | $20M | $80M | Entrepreneurs First · Repeat Ventures · Dig Ventures · Cody Mathès Gakpo | ↗ |
Financials
Revenue, earnings and other financial measures where available. Years marked “E” are estimates.
Growth signals
Latest recorded traffic for Jack & Jill is 1.4M monthly website visits, up 66.7% over the last three months. Jack & Jill's team grew 80.4% over the past year.
Open positions
Similar companies
Company identity and context are open; selected comparison metrics preview what is available on the platform.
Investments and acquisitions
Recent portfolio relationships for companies that also act as investors or acquirers.
Investors
From Dealroom's funding and investor records, grouped by the round each investor first entered.
Seed9 investors entered at this stage
Creandum
Entrepreneurs First
Repeat Ventures
Dig Ventures
Cody Mathès Gakpo
Episode 1 Ventures
Ada Ventures
firedrop
Playfair Capital
Series A1 investor entered at this stage
Air Street Capital
Other known investors1 additional known investor
Nico Rosberg
Source: Dealroom Talent Intelligence.
Global footprint
team presence
Market sentiment
An AI-synthesised read of the highest-engagement posts about Jack & Jill on X, ranked by likes and reposts, corporate channels excluded.
Reading the room on X — pulling top posts and synthesizing themes…
Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour
See Jack & Jill’s full profile on Dealroom
Request a free trial to see the complete deal history, financials, people graph and growth signals.
Takes under a minute. Already use Dealroom? Log in.