Jack & Jill: AI Reinvention of Labor Matching
Sun Dec 07 2025
We discuss **Jack & Jill**, a platform utilizing two conversational AI agents: **Jack** acts as a personalized career coach for job seekers, and **Jill** functions as an AI super-recruiter for hiring managers. This system enables **deep, contextual matching** based on qualitative factors like a candidate’s aspirations and a company’s culture, which is far more accurate and faster than keyword-based methods. Jack & Jill operates on a **performance-based, low-cost fee structure** (10% of salary, roughly half the industry standard), aiming to disrupt the massive global recruitment market by combining the high-touch service of an elite headhunter with the speed and scalability of AI technology. The platform demonstrates **strong early traction** in the UK, showcasing a dramatic reduction in time-to-hire and high-quality placements, setting the stage for aggressive global expansion and vertical growth.
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We discuss **Jack & Jill**, a platform utilizing two conversational AI agents: **Jack** acts as a personalized career coach for job seekers, and **Jill** functions as an AI super-recruiter for hiring managers. This system enables **deep, contextual matching** based on qualitative factors like a candidate’s aspirations and a company’s culture, which is far more accurate and faster than keyword-based methods. Jack & Jill operates on a **performance-based, low-cost fee structure** (10% of salary, roughly half the industry standard), aiming to disrupt the massive global recruitment market by combining the high-touch service of an elite headhunter with the speed and scalability of AI technology. The platform demonstrates **strong early traction** in the UK, showcasing a dramatic reduction in time-to-hire and high-quality placements, setting the stage for aggressive global expansion and vertical growth.