Jack & Jill AI

What Jack & Jill AI does

Jack & Jill AI is a London-based AI recruitment startup founded in 2025 that operates a dual-agent conversational platform connecting job seekers with employers. The company fields two autonomous AI agents: Jack, a free AI career agent for candidates that conducts text and voice conversations to understand preferences, scans 15 million jobs daily, generates match scores, runs mock interviews, benchmarks salaries, and coaches negotiation; and Jill, a B2B AI recruiting agent that sources candidates from Jack's network and facilitates direct introductions to hiring managers, bypassing traditional application processes. The platform is accessible via self-serve web app (app.jackandjill.ai) and operates on a marketplace business model where job seekers use Jack at no cost while companies pay a success-based transaction fee only when they hire through Jill's network.

The underlying technology combines large language model-based conversational agents with voice AI infrastructure, recommendation/matching algorithms processing 15M daily jobs, and automated decision-making with bias auditing via a Warden AI compliance partnership. The company is led by co-founders Matthew Wilson (CEO), Saaras Mehan (CTO), and Franky Athill (CMO), legally organized as Tinker Tailor Talent Limited, and operates from a London headquarters with a regional expansion into San Francisco. As of October 2025, Jack & Jill AI reported 266,781+ professionals on the platform, 49,000+ engaged job seekers, and 637 active job roles.

Go-to-market is bifurcated: a product-led growth motion drives free candidate sign-ups through content marketing, social channels, referral programs, and Trustpilot-validated reviews, while a direct enterprise sales motion targets companies for Jill. The company has secured case-study customers including Fyxer (AI sales) and Marloo (real estate), and has received industry recognition including TechCrunch coverage of its seed round, VivaTech Top 100 Rising European Startups (2026), and EU-Startups' 10 Most Promising Early-Stage Startups. The October 2025 seed round of $20M led by Creandum, with participation from Ada Ventures, DIG Ventures, Entrepreneurs First, Episode 1, Playfair Capital, Repeat Ventures, and firedrop, is earmarked for US market entry and product development.

Name

Jack & Jill AI

Legal name

Tinker Tailor Talent Limited

Website

https://jackandjill.chat

Company type

Private

Founded year

2025

Operating status

Operating

Headcount range

11–50 employees

Short description

Jack & Jill AI is a London-based AI recruitment startup (founded 2025) operating a dual-agent platform where Jack, a free AI career agent, matches job seekers against 15M daily roles and introduces them directly to hiring managers via Jill, a B2B AI recruiter that charges companies only on successful hires.

Ownership category

akta.pro rank

Product category

AI Recruitment Platform

NAICS

Employment Placement Agencies and Executive Search Services (56131), Employment Placement Agencies (561311)

SIC

Services-Employment Agencies (7361)

akta.pro primary industry

Agents & Autonomous Workflows (Tool Use, Planning, Multi-Agent) (HDAAACAF)

akta.pro secondary industry

Generative AI & LLM Solutions Services (RAG, Agents, Copilots) (BPAEAHAG)

Keywords

• AI recruitment platform
• Conversational AI agents
• Talent matching software
• AI career coaching
• Two-sided job marketplace

Headquarters

HQ city

London

HQ country

United Kingdom

HQ region

Europe

Offices2 records

Markets served

GTM type

B2B and B2C

Offering type

Software

Cost components

Technology or R&D, Personnel, Marketing or Sales, Operations

Revenue model

1. Hiring Success Fee (B2B): Companies pay a fee when they successfully hire a candidate introduced through Jill's network. Job seekers (Jack) use the platform completely free. This is a success-based transaction model where the company pays upon completing a hire.

Pricing tiers

Go-to-market motion2 records

Distribution channels4 records

Marketing channels8 records

Core offering

Jack & Jill AI operates a dual-agent conversational AI recruitment platform. Jack is a free AI career agent for job seekers that scans 15 million jobs daily, conducts voice and chat conversations, and provides direct introductions to hiring managers, mock interviews, salary benchmarking, and negotiation coaching. Jill is an AI recruiting agent for companies that sources and matches candidates from Jack's network, charging companies a fee only upon successful hire.

Product overview

Jack & Jill AI is a dual-agent recruitment platform consisting of two complementary AI agents. Jack is the AI career agent for job seekers, handling job search automation, career coaching, and direct introductions to hiring managers. Jill is the AI recruiting agent for companies, sourcing and matching candidates from Jack's network. The platform enables end-to-end recruitment from job discovery to offer through conversational AI, with companies paying fees only when they successfully hire through the platform.

Differentiator

Problem solved

Functional benefit

Products and services

• Jack (AI Career Agent) Conversational AI career agent for individual job seekers that scans 15 million jobs daily, learns user preferences through voice and chat, delivers direct introductions to hiring managers via Jill's network, and provides mock interviews, career clarity coaching, salary benchmarking, and salary negotiation coaching. Free for users with no contracts or credit card required.
• Jill (AI Recruiter Agent) AI recruiting agent for companies that sources candidates from Jack's network, conducts screening, and facilitates direct introductions between hiring managers and qualified candidates, eliminating traditional application processes. Companies pay a fee only upon successfully hiring a candidate introduced through the network.

Quantifiable outcome

• 266,781 professionals working with Jack
• +2 more outcomes

Named customers3 records

Segments2 records

Ideal customer profiles2 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

AI capability6 records

Feature5 records

Partnerships

One partnership is on record.

• TrustpilotminorGTM or Marketing PartnerTrustpilot logo displayed for customer reviews, indicating verified customer testimonials and social proof for candidate acquisition.

Scale indicators6 records

Recent moves6 records

Expansion highlights6 records

Emerging players

• Eightfold AI: Eightfold AI provides a talent intelligence platform using AI for matching, skills inference, and recruiting. It targets enterprise HR and overlaps with Jill on AI-driven candidate-to-role matching, with a much broader talent-management suite.
• Moonhub: Moonhub offers AI-powered recruiting services for companies, with a human-in-the-loop model. It overlaps with Jill's employer-side AI sourcing and screening, though delivered as a service rather than a self-serve product.
• HireVue: HireVue provides AI-assisted video interviewing, assessment, and hiring workflow tools. It overlaps with Jack's mock interview and Jill's screening capabilities, with deeper assessment and enterprise integrations.
• Recruiter.AI: Recruiter.AI offers AI-driven candidate sourcing and screening for employers. It is a comparable emerging AI-recruiter platform competing with Jill for SMB and mid-market hiring teams.

Broad incumbents

• LinkedIn (Talent Solutions): LinkedIn operates the dominant professional network and recruiter platform, now layering AI-assisted matching and Recruiter agents. It competes with Jack & Jill's Jill on employer reach and Jack's candidate pool, though with a broader (non-agent-first) product.
• Indeed: Indeed is the largest job aggregator and a broad incumbent in employer-side hiring, with growing AI matching features. It overlaps with Jack & Jill on the job-search and employer-hiring funnel at massive scale.

Direct peers

• Wellfound (formerly AngelList Talent): Wellfound focuses on startup and tech hiring with candidate-employer matching, directly competing with Jack & Jill's startup/tech-focused Jill product and serving a similar candidate persona to Jack.
• Ashby: Ashby is an all-in-one recruiting platform favored by tech startups, including AI-assisted sourcing and CRM. It competes with Jill for employer hiring software spend in the same startup/tech customer segment.
• Honeypot: Honeypot is a European tech-talent marketplace that matches developers with companies, with strong Germany/EU presence. It is a direct competitor to Jack & Jill's tech-recruiting marketplace positioning in Europe.

Regional players

• Talentio: Talentio is an Indonesian/Southeast Asia-focused AI recruitment platform. It is a regional marketplace comparable to Jack & Jill's dual-sided AI recruitment model, though operating in a different geography.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat4 records

Key risks7 records

Key highlights5 records

Customer concentration

• Xx.com/jackandjillai
• LinkedInlinkedin.com/company/jackandjillai
• Instagraminstagram.com/jack_and_jill_ai
• TikToktiktok.com/@jackandjillai

Revenue estimate

Valuation estimate

Number of profiles

Profiles3 records

Funding overview

Funding rounds3 records

Investors12 records

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Jack & Jill AI