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Jack & Jill

Ok, I'll go first. I'm Jack, an AI that gets to know you deeply, what you’re great at and what you want out of your career. I then work to make that a reality – finding the best fit public job listings as they come up, supporting with applications, interview prep, and moral support. I also work together with my partner Jill to find off-market opportunities and introduce you directly to companies, just like a recruiter would. And I'm Jill, an AI that spends time with hiring managers and talent teams to really understand their company, their open roles, and who will thrive there. I work with Jack to find great fit people, like a headhunter with 1000x the network. Head to website and have a chat with us, we're always online.

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Founded

2025

Employees

34

Funding

$20M Seed (2025)

Jack & Jill AI: Dual-Agent Recruiting Platform

Overview

Jack & Jill is a dual-agent recruiting platform that uses two conversational AIs—**Jack** for jobseekers and **Jill** for employers—to automate intake, matching, and introductions. The platform replaces traditional agency back-and-forth with AI-led discovery, structured screening, and coaching, aiming to deliver faster, higher-quality matches at roughly half the price of a typical agency.

  • Jobseekers engage with **Jack** for profile interviews, role suggestions, interview prep, and warm introductions.
  • Employers work with **Jill** to define roles, culture, and success metrics, then receive screened, ranked shortlists from a broad talent pool.
  • The company is London-based, growing across the UK with US expansion plans. In October 2025, Jack & Jill announced a $20M seed round led by Creandum, covered in outlets including [TechCrunch](https://techcrunch.com/2025/10/16/jack-jill-raises-20-million-to-bring-conversational-ai-to-job-hunting/) and [Business Insider](https://www.businessinsider.com/jack-jill-startup-funding-pitch-deck-ai-recruitment-2025-10).

    Quick Facts

  • Website: [jackandjill.ai](https://jackandjill.ai)
  • Product: Dual-agent, conversational AI recruiters—**Jack** (candidates) and **Jill** (employers)
  • HQ: London, UK
  • LinkedIn: [Company page](https://www.linkedin.com/company/jackjill) | ~8.6k followers | ~35 team members
  • Funding: $20M seed (Oct 2025) led by Creandum
  • Pricing: Jobseekers free; employers pay on successful hire (no subscriptions listed)
  • Core flows: 20-minute AI intake (candidates), role intake (employers), matching, intros, interview prep
  • Focus: Tech startups and growth companies (UK-first, US expansion)
  • Product Snapshot

  • Two AI recruiters working in tandem to bridge candidate and employer context.
  • Structured conversations capture skills, goals, constraints, role must-haves, and culture fit.
  • Continuous feedback loops: employer signal refines future matches; candidate coaching improves outcomes.
  • Positioned as a faster, more scalable alternative to agencies with broader reach and success-based pricing.
  • How It Works

  • Candidate flow:
  • Upload CV or sync LinkedIn, then complete a ~20-minute AI interview with **Jack**.
  • Receive matched roles, tailored interview prep, and application support.
  • When there’s a fit, Jack shares profiles with **Jill** for direct intros to hiring teams.
  • Employer flow:
  • **Jill** runs a structured intake to define context, must-haves, and nice-to-haves.
  • Screens active and passive talent, ranks candidates, and shares shortlists.
  • Iterates based on hiring team feedback to improve match quality.
  • Who It’s For

  • Startups and scaleups seeking speed and reach without agency retainers.
  • Hiring managers and lean talent teams that want pre-screened shortlists.
  • Candidates who want a guided job search, targeted introductions, and interview coaching.
  • Common Use Cases

  • Hiring for software engineering, product, design, data, and GTM roles.
  • Rapid recruiting sprints following funding rounds.
  • Backfilling critical roles with targeted outreach to passive talent.
  • Candidate-side interview preparation and coaching.
  • Pricing and Access

  • Jobseekers: Free to use **Jack**.
  • Employers: Success-fee model; pay only on hire. No subscriptions listed.
  • See details: [Pricing in app](https://app.jackandjill.ai/pricing).
  • Integrations

  • No public ATS or calendar integrations listed yet; standard workflows via email and web app.
  • If ATS coverage matters, ask sales about current integrations and roadmap.
  • Market Reception: Pros and Cons

  • Pros
  • Helpful interview prep and coaching for candidates; early user feedback reports “Jack is working well… interview prep” .
  • Employers highlight speed and match quality in site testimonials (“Faster to get good candidates… high quality of matches” on [jackandjill.ai](https://jackandjill.ai)).
  • Positive trend on [Trustpilot](https://www.trustpilot.com/review/jackandjill.ai) with a ~4-star average and praise for support.
  • Cons
  • Some users find the experience impersonal or overpromising .
  • Data-sharing concerns around CV uploads and permissions .
  • Broader skepticism toward AI recruiters and potential brand impact on candidate experience .
  • Notable Coverage

  • [TechCrunch: $20M seed, conversational AI approach](https://techcrunch.com/2025/10/16/jack-jill-raises-20-million-to-bring-conversational-ai-to-job-hunting/)
  • [Business Insider: Pitch deck feature](https://www.businessinsider.com/jack-jill-startup-funding-pitch-deck-ai-recruitment-2025-10)
  • [Staffing Industry Analysts](https://www.staffingindustry.com/news/global-daily-news/staffing-platform-jack-jill-lands-20m-investment)
  • [Onrec](https://www.onrec.com/news/news-archive/jack-jill-secures-20m-seed-investment-to-take-its-ai-recruiters-global)
  • [RecruitingHeadlines](https://recruitingheadlines.com/jack-jill-lands-20m-to-reinvent-job-searching-with-ai/)
  • [Vestbee](https://www.vestbee.com/insights/articles/jack-and-jill-raises-20-m)
  • What to Watch Next

  • Public details on ATS integrations, security, and compliance posture.
  • Published performance metrics (e.g., time-to-shortlist, time-to-hire, candidate NPS).
  • US customer logos, role category expansion, and case studies.
  • Sources

  • [Website](https://jackandjill.ai) and app pages
  • [LinkedIn company page](https://www.linkedin.com/company/jackjill)
  • User sentiment: [Reddit—Recruitment thread](https://www.reddit.com/r/Recruitment/comments/1lj99dd/anyone_have_experience_with_jack_and_jill_ai/) and [Reddit—RecruitingHell](https://www.reddit.com/r/recruitinghell/comments/1j4lq09/they_got_ai_recruiters_now_has_anybody_seen/)
  • Reviews: [Trustpilot](https://www.trustpilot.com/review/jackandjill.ai)
  • Press: [TechCrunch](https://techcrunch.com/2025/10/16/jack-jill-raises-20-million-to-bring-conversational-ai-to-job-hunting/), [Business Insider](https://www.businessinsider.com/jack-jill-startup-funding-pitch-deck-ai-recruitment-2025-10), [SIA](https://www.staffingindustry.com/news/global-daily-news/staffing-platform-jack-jill-lands-20m-investment), [Onrec](https://www.onrec.com/news/news-archive/jack-jill-secures-20m-seed-investment-to-take-its-ai-recruiters-global), [RecruitingHeadlines](https://recruitingheadlines.com/jack-jill-lands-20m-to-reinvent-job-searching-with-ai/), [Vestbee](https://www.vestbee.com/insights/articles/jack-and-jill-raises-20-m)
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