Observed Signal · Sep 15, 2026 · Funding · Source: EU-Startups (European Venture) · Impact: 2/5 · Sentiment: Positive
Jack & Jill Raises $40M Series A for AI Hiring Agents
London-based startup Jack & Jill has raised €34.68 million ($40 million) in a Series A round led by Air Street Capital to scale its AI agents that broker introductions between jobseekers and employers. The company operates two AI agents: 'Jack' works for jobseekers, conducting voice conversations to understand their preferences, while 'Jill' works for employers, sourcing candidates from Jack's network. When both agents agree on a match, the two parties are introduced directly without an application. The startup, founded in March 2025 by Matt Wilson and Saaras Mehan, has seen rapid traction, with 12,000 hours logged by users talking to Jack, and 5,000 businesses using Jill. The new capital will fund expansion in the US, following launches in San Francisco and New York. Total funding now stands at €52.9 million ($60 million).
Relevant to AI in hiring, a growing niche within HR tech, but not directly tied to core AdTech/Marketing/Advertising infrastructure. Funding round is notable but not industry-shifting for adtech.
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Key Takeaways & Evidence Grounding
- Jack & Jill raised €34.68 million ($40 million) in a Series A round.
- The round was led by Air Street Capital, with participation from Madrona and Antler, and existing backers including Creandum, Ada Ventures, and others.
- Founded in March 2025 by Matt Wilson and Saaras Mehan, the company operates AI agents for jobseekers and employers.
- The company has arranged 25,000 interviews and is now facilitating 5,000 more per month.
- Total funding to date is €52.9 million ($60 million).
Connected Companies & Entities
5 Entities mapped“with new investors Madrona and Antler joining....”
“with new investors Madrona and Antler joining....”
“Existing backers Creandum, Ada Ventures, Entrepreneurs First, Expedite Capital and Repeat.vc also joined the round....”
“alongside current investors Dig Ventures, Firedrop, Episode 1 and Playfair....”
“Jill has now worked with 5,000 businesses, including Ramp, Attio, Multiverse and Corgi....”
Related Market Signals & Shifts
Recent verified developments and strategic activity across this market segment.
AIR raises $50M to vet AI agent skills and add-ons
AI security startup AIR emerged from stealth with $50 million in seed funding across two rounds. The company offers a platform that discovers AI agents running inside enterprises, continuously vets the skills, plug-ins, and MCP servers they use, and blocks those that fail security criteria. The first round of $10 million was led by Sequoia, the second of $40 million by Greenoaks, with participation from Swish, Netz, and several angel investors. AIR claims over 20 customers, including large enterprises in regulated industries like financial services and pharmaceuticals. The funding will be used for hiring researchers and expanding go-to-market efforts in the U.S. and Europe.
Startup’s AI Agent Ran $100M Fundraise
Lyzr, a three-year-old Jersey City startup that builds AI agents for enterprises, used its own agent, SivaClaw, to lead and manage its $100 million Series B fundraise at an implied roughly $500 million valuation. According to reporting cited by TechCrunch from Bloomberg, the agent handled inquiries from more than 130 investors, drafted investment memos, and tracked investor engagement with slide decks. Lyzr says the effort generated roughly $400 million of investor interest across Silicon Valley, the Middle East and financial-sector backers without founders needing to travel for traditional in-person meetings. The story is presented as evidence of both heavy capital flows into AI and a practical demonstration of agentic AI capabilities in venture processes.
AgentMail Secures $6M to Revolutionize AI Email Communication
AgentMail, an email provider built specifically for AI agents, raised $6 million in a seed round led by General Catalyst with participation from Y Combinator, Phosphor Capital and angel investors including Paul Graham, Taro Fukuyama, Dharmesh Shah, Paul Copplestone, and Karim Atiyeh. The company — founded by Haakam Aujla, Michael (Hyun) Kim, and Adi Singh — is also launching an onboarding API that lets AI agents sign up and create inboxes without human intervention. AgentMail provides two-way agent inboxes with parsing, threading, labeling, search and replying, plus an integrated intelligence layer. The funding will be used to expand engineering and accelerate developer and agent adoption; the company says thousands of developers already use the platform to power agents across procurement, logistics, finance and other workflows.
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