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Jack & Jill AI Interview: The Conversation With Jack, the AI Recruiter

Jack & Jill is a London hiring marketplace with two AI agents: Jack works for job seekers and Jill for companies. Your first step is a conversation with Jack, by voice call or chat, about your experience, what you want next and what matters to you, which it uses to match you with roles and introduce you to companies that want to meet you.

Jack & Jill is a London hiring marketplace with two AI agents: Jack works for job seekers and Jill for companies. Your first step is a conversation with Jack, by voice call or chat, about your experience, what you want next and what matters to you, which it uses to match you with roles and introduce you to companies that want to meet you. It is free for candidates. This page explains what Jack & Jill is, what the interview is like, what it scores, the rules and practicalities, and how to prepare. We researched Jack & Jill's own candidate pages and independent reports on November 12, 2026; Jack & Jill changes its product often, so check its own pages for the current details.

What Jack & Jill is

Jack & Jill is run by Tinker Tailor Talent Ltd from Shoreditch in London, with an office in San Francisco. Co-founder and chief executive Matthew Wilson previously co-founded Omnipresent, and co-founder Saaras Mehan is chief technology officer. TechCrunch reported a $20 million seed round led by Creandum in October 2025, and the company announced a $40 million Series A led by Air Street Capital in September 2026. It serves the UK and the US. Unlike most AI interviews, this one is not an employer's screening round: Jack builds your profile, a fit score and rankings for matching, and companies decide whether to meet you and then interview you themselves. Jack also runs free mock interviews for specific roles, including coding interviews for engineers.

Who uses it: Corgi, Ramp, Multiverse, Maze and Attio, among hiring companies Jack & Jill names.

What the interview is like

What to expect
How you startSign up on the web with your LinkedIn profile or CV, then talk to Jack; you can also call Jack from your dashboard, or use chat or email
FormatA voice call or a text chat with Jack, a voice agent
LengthAbout 20 minutes in Jack & Jill's job-seeker terms and press coverage; its FAQ says about 10, and one Trustpilot reviewer described about 15
What Jack asksYour experience, what you are looking for and what matters to you in your next role
If you skip itYou still get matches, but the terms warn they may be less relevant
AfterRoles appear within about ten minutes; introductions happen only when a company wants to meet you too

What it scores

Rules and practicalities

From conversation to company interview

  1. Jack shows roles that fit your profile, usually within minutes.
  2. You give a yes or no on each match, and Jack adjusts.
  3. A company that likes your profile requests an introduction.
  4. Jack contacts you by email or WhatsApp to ask whether you want it.
  5. If you agree, Jill sends an introduction email to both sides.
  6. The company runs its own interview process; Jack & Jill says interviews are not guaranteed.

Jack & Jill says most introductions complete within a few days. On Trustpilot it averaged 3.8 out of 5 from 228 reviews when we checked: people praise the natural conversation, the mock interviews and direct introductions, and complain about stale or mismatched roles, roles in countries they cannot work in, and many matches but few interviews.

How to prepare

  1. Update your LinkedIn profile or CV first; Jack starts from it.
  2. Decide before the call: target roles, seniority, locations or remote work, salary range and deal-breakers.
  3. Prepare a two-minute version of your background with the scope of your work, the tools you use and one or two results with numbers.
  4. Be specific about what you do not want; vague preferences are a common reason for poor matches in reviews.
  5. Use Jack's mock interview for any company you are introduced to, then rehearse the answers that felt weakest.

Answering well when an AI is asking

For a free practice routine, see how to practice for an AI interview for free. Other platforms work differently, so compare what an AI interviewer is, how to answer tell me about yourself in an AI interview and how to handle salary expectations in an AI interview.

Your rights and what happens next

Jack & Jill is not the employer: companies make every hiring decision, and an introduction is not an interview offer. If an introduction goes quiet, ask Jack for a status update or reply to the introduction email.

Because Jack & Jill is a UK company, UK data-protection law gives you the right to ask what it holds about you and to request deletion, and its privacy policy offers human review of automated matching decisions on request. Data it keeps for legal reasons is held for up to two years, it says. You can hide your profile at any time if you stop looking.

Where CoPilot Interview fits

Jack's conversation is your own profile interview, not an employer's test, so the best preparation is knowing what you want and having your evidence ready. The interviews that follow with companies are where practice pays off. CoPilot Interview is an AI interview assistant; its free AI mock interview builds questions from your résumé and the job description, reads them aloud and scores each spoken answer out of ten, which suits rehearsing for a company Jack introduces you to. The free plan gives 15 minutes a day of live help in sessions of up to 15 minutes, with AI mock interviews included. In those company interviews, follow your employer's rules; AI-led rounds and assessments forbid outside help, so prepare for them instead.

Disclosure: CoPilot Interview is our product, so weigh what we say about it accordingly.

Frequently asked questions

Is Jack & Jill free for job seekers?

Yes. Jack & Jill says Jack is completely free for candidates, including mock interviews and salary benchmarking.

How long is the Jack & Jill interview?

Its terms and press coverage say about 20 minutes and its FAQ about 10. Set aside 20.

Do employers hear my call with Jack?

No. Jack & Jill's privacy policy says recordings and transcripts are never shared with prospective employers.

What happens after the Jack interview?

Jack shows matching roles. When a company asks for an introduction and you agree, Jill sends an introduction email, and the company interviews you itself.

Can I use an AI assistant during my Jack & Jill interview?

Jack's conversation builds your own profile, and the terms require accurate information, so read-out or invented answers only blur your matches. For the company interviews that follow, practice beforehand, and follow your employer's rules.

Practice this interview before the real one

The AI mock interview builds questions from your resume and the job description, reads them aloud and scores each spoken answer out of 10. Included on the free plan.

Start a mock interview