Jack & Jill Raises $40M Series A to Transform Job Hunting with AI Agents

Jack & Jill (Tinker Tailor Talent Ltd.) raised $40M in Series A led by Air Street Capital with Madrona, Creandum, and Entrepreneurs First. Total funding reached $60M. The platform uses two AI agents: Jack talks to candidates by voice, Jill studies company requirements, and they match pairs without resumes or applications.

• Series A of $40M led by Air Street Capital
• Total funding reached $60M in 10 months since seed round
• Agents organized over 25,000 interviews, now 5,000 per month
• Platform worked with 5,000 companies, including Ramp and Multiverse