Jack & Jill

Jack & Jill is a two-sided AI hiring marketplace in which Jill, an AI recruiting agent, learns an employer's role requirements while Jack, a free AI career agent, interviews candidates by voice. It is for startups and growth companies that want warm, pre-qualified introductions straight to the hiring manager instead of screening piles of applications.

Jack & Jill is an AI recruiting marketplace built by London-based Tinker Tailor Talent Ltd., co-founded by CEO Matt Wilson, who previously founded employer-of-record company Omnipresent (acquired by Deel), and CTO Saaras Mehan. It runs two agents. Jack works for job seekers: it learns what they want through voice calls, email and WhatsApp, reviews listings continuously, and offers mock interviews and salary guidance. Jill works for employers: it reads the job description and questions the hiring team about what success in the role actually looks like. Only when both agents conclude a match is worth making is the candidate introduced directly to the hiring manager, so there is no application step. On September 15, 2026 the company announced a $40 million Series A led by Air Street Capital, with Madrona joining and Creandum and Entrepreneurs First returning, bringing total funding to $60 million less than a year after a $20 million seed round in October 2025. It reports more than 350,000 candidates, over 5,000 hiring companies including Ramp, Attio, Multiverse, Corgi, Tavus and Fyxer, more than 25,000 interviews arranged (about 5,000 a month), and 40-fold revenue growth since the seed, with activity concentrated in San Francisco, New York and London. Employers buy per-role slots, with a free single-slot tier, Slack and Ashby integrations, bias reporting, and candidate-matching assurance from Warden AI. It competes with recruiter marketplaces such as Paraform and AI interviewing tools such as Ethos, and, like all recruitment AI, falls in the EU AI Act's high-risk category.

Category

Automation & Workflows

Pricing

Freemium, Subscription

Target Market

CHROs, Heads of Talent Acquisition, Startup Founders, Hiring Managers

Deployment

Cloud-only

Headquarters

London, United Kingdom

Customers

5,000+ hiring companies and 350,000+ candidates (company-reported, September 2026)

• ✓
  Jill, the employer agent

  Reads the job description and interviews the hiring team about what success looks like, then sources and screens candidates against that brief.

• ✓
  Jack, the candidate agent

  A free AI career agent that learns candidate goals over voice, email and WhatsApp and scans large volumes of job listings daily for fits.

• ✓
  Double-opt-in introductions

  Introductions happen only when both agents judge a match worthwhile, so hiring managers meet interested, pre-qualified candidates without application piles.

• ✓
  Per-role slots and intro requests

  Each paid slot works one open role with 50 intro requests per month, which makes hiring volume and spend easy to budget.

• ✓
  Ashby and Slack integrations

  Paid plans connect to the Ashby applicant tracking system and Slack so introductions land in the tools hiring teams already use.

• ✓
  Bias reporting and third-party assurance

  Bias reporting plus AI candidate-matching assurance from Warden AI help employers evidence fairness in automated screening decisions.

• •
  Hiring without recruiters

  A seed-to-Series-B company lets Jill source and pre-screen candidates for several open roles while founders only take the introduction calls.

• •
  High-volume, well-defined roles

  Teams hiring multiple similar operations, support or junior sales roles receive a steady flow of pre-qualified introductions per slot each month.

• •
  Reducing agency spend

  Companies replace percentage-of-salary contingency agency searches on mid-level roles with a fixed per-slot subscription and direct hiring-manager introductions.

• •
  Hiring in core hubs

  Companies hiring in San Francisco, New York or London tap the cities where Jack's candidate network and interview volume are concentrated.

Employers pay per slot, meaning one open role, at $199 per slot per month billed annually (the page says annual billing saves $600 per slot per year), with 50 intro requests per slot; a free tier covers one slot and 20 intros a month, and Scale Jill offers custom volume pricing. Candidates never pay. Earlier third-party reviews (May 2026) described a 10% first-year-salary success fee with a 90-day refund, but the current pricing page lists no percentage fee, so confirm in writing whether any hiring fee applies before signing.

This page was written from 6 sources, 3 on domains other than jackandjill.ai.

1. 1.jackandjill.ai — jackandjill.aivendor
2. 2.jackandjill.ai — pricingvendor
3. 3.jackandjill.ai — series avendor
4. 4.siliconangle.com — jack jill raises 40m to change the face of job hunting with
5. 5.thenextweb.com — jack and jill 40m series a
6. 6.paraform.com — jack and jill app review