A rapidly emerging startup that has engineered a pair of autonomous artificial intelligence agents designed to seamlessly match individuals seeking employment with companies looking to hire has successfully secured an impressive $20 million in new funding. London-based Jack & Jill, founded only half a year ago, has built a sophisticated platform featuring two distinct conversational AI agents, each crafted to represent one side of the recruitment equation—job seekers on one end and employers on the other—thereby establishing an intelligent, self-improving ecosystem that effectively bridges the gap between talent and opportunity.
The first of these agents, called Jack, exclusively collaborates with job seekers. Its role extends well beyond simple automation: Jack carefully compiles a detailed candidate profile by aggregating relevant data from several key sources, including the individual’s LinkedIn account, their curriculum vitae, and a structured twenty-minute introductory conversation. By synthesizing this information, the AI develops a nuanced understanding of the candidate’s experience, career goals, and professional strengths. Once armed with this knowledge, Jack scours listings across the internet to locate job openings that most closely align with the candidate’s background and aspirations. In addition, Jack offers coaching sessions aimed at helping users refine their resumes, practice interview techniques through highly realistic mock interviews, and receive personalized guidance that would traditionally require the assistance of a human recruiter.
Jill, the counterpart to Jack, functions as the agent devoted to corporate users and internal talent-acquisition teams. It begins by analyzing submitted job descriptions in depth and then conducts an interactive briefing with the company’s hiring team to fully comprehend the nature of the role, desired qualifications, and organizational culture. Leveraging that insight, Jill can autonomously evaluate incoming applications, identify prospective candidates through public online platforms such as LinkedIn, and even lead preliminary interview rounds to assess suitability before passing along top prospects for human review. The sophistication of these two AI agents lies not only in their individual capabilities but also in their ability to communicate directly with each other. In practice, Jack and Jill can coordinate seamlessly—exchanging information, negotiating fits between candidates and companies, and facilitating introductions via email—thereby condensing what is traditionally a long, labor-intensive process into a smooth and adaptive digital dialogue.
According to Matthew Wilson, cofounder and chief executive of Jack & Jill, the company’s defining insight is founded on the recognition that artificial intelligence can uniquely merge the subtle, context-aware understanding characteristic of human recruiters with the immense scale and efficiency achievable only through advanced technology. This union, he explained in an interview with Business Insider, allows recruiting operations to transcend traditional limitations and achieve both speed and precision on an unprecedented level. Wilson and his cofounder, Saaras Mehan, launched the company just six months earlier, motivated by their shared frustration with the inefficiencies and fragmentation that continue to dominate conventional talent acquisition processes.
Since its formation, Jack & Jill has grown rapidly. The startup reports that more than 49,000 job seekers are now using its intelligent recruitment platform. On the corporate side, hundreds of companies—among them well-known technology firms such as Airtable, Airwallex, and TrueLayer—have become paying clients. The service operates under a hybrid model: it remains completely free for job seekers, promoting accessibility and adoption, while partner companies pay a success-based fee equal to 10% of the new hire’s base salary whenever a placement is completed through the platform.
Wilson anticipates that the expansion of AI capabilities will prove profoundly disruptive across numerous professional roles, including within recruitment itself. However, he emphasizes that this technological transformation does not eliminate the importance of human involvement. Rather, it shifts the focus of human recruiters toward higher-value, strategic contributions—like cultivating quality, empathetic conversations with candidates and designing thoughtful hiring strategies—while allowing AI systems to manage the repetitive, lower-impact work, such as scanning LinkedIn profiles or sorting through endless résumés. By reallocating human attention to where it matters most, Jack & Jill’s approach aims to enhance efficiency without eroding the human dimension that remains vital in hiring decisions.
Currently employing twelve people, the startup exemplifies its own philosophy by incorporating AI into many internal operations. Wilson has noted that Jack & Jill relies on artificial intelligence not only for its external recruitment functions but also for tasks such as coding assistance, AI-generated marketing materials—including promotional videos—and the continuous analysis of user interactions, all of which enable the small team to accomplish the equivalent of a far larger workforce.
The company’s success coincides with a global surge of investment in the field known as “agentic AI”—a sector focused on developing autonomous, goal-oriented AI agents capable of performing complex workflows independently. According to data from Dealroom, such startups collectively attracted approximately $2.8 billion in investment during the first half of 2025 alone. This trend spans a diverse range of applications beyond recruitment, including AI-driven tools for coding, customer support, cybersecurity, and various other specialized domains.
Jack & Jill’s $20 million seed round was led by venture capital firm Creandum, with additional participation from Dig Ventures, Entrepreneur First, Ada Ventures, Firedrop, Repeat.vc, Episode1, and Playfair. The funding round also drew support from more than fifty angel investors associated with prominent technology companies such as Lovable, Anthropic, and ElevenLabs. The new capital infusion will be directed toward expanding Jack & Jill’s operations both within Europe and into the San Francisco Bay Area, signaling the company’s ambition to establish a broader international presence.
Below is an exclusive look at the investor pitch deck that Jack & Jill used to secure its $20 million seed round; select sections containing commercially sensitive information have been carefully redacted to maintain confidentiality.
Sourse: https://www.businessinsider.com/jack-jill-startup-funding-pitch-deck-ai-recruitment-2025-10
