Peter Specht 16 October 2025

Backing Jack & Jill: Talk yourself into a job

“Choose a job you love, and you will never have to work a day in your life” - Confucius 

Few quotes better capture the impact that our jobs can have on our lives; they determine how we spend our time, what we learn, and who we become. For many of us, our jobs are a path to fulfillment, to satisfy our innate desire to spend our time on meaningful things. The same is true for companies: every hire reshapes what is possible, goals fall in and out of reach with every good and bad hire. So how did we end up accepting a hiring process that so often fails everyone it’s meant to serve?

Today’s hiring culture undervalues talent, obscures opportunity, and simply exhausts those attempting to make their next move. The best jobs get instantly buried under a flood of AI and auto-apply tools that flood hiring teams with unsuitable applicants, turning the best candidates into needles in a haystack of CV-slop. Recruiters, meanwhile, too often prioritise closing vacancies over finding a genuine candidate fit.

Matt and Saaras with Peter

Jack & Jill changes that, putting people, not processes, back at the center of hiring. Jack & Jill are two conversational AI recruitment agents revolutionising how we’ll get jobs and hire teams - Jack helps candidates, Jill helps hiring teams. 

Because Jack & Jill learn through conversation, they capture the context that matters most: the “why” behind a move; the culture that makes a candidate a great fit for a team; the deal-breakers and flag flags that rarely make it into a form.

Where others have simply layered automation onto a broken system, Jack & Jill reimagines recruiting from first principles, with real conversations at the center. In the UK, 49,000 candidates have already spoken with Jack looking to find their next great role, whereas Jill is now embedded with hundreds of fast-growing companies.

Celebrating term sheet signing

Matt and Saaras’s bold vision is to fix recruitment so that everyone in the world gets unimaginably good support while hiring or finding a job, and we believe they’re the team who can achieve it. Matt previously founded Omnipresent, scaling it from zero to a $600m valuation in three years, and Saaras is a YC-backed founder (Kular.ai). Together, they’ve shipped quickly, put people back at the heart of recruiting, and gained traction with both candidates and hiring teams.

We couldn’t be more excited to be supporting Jack & Jill. Based on the response we’ve seen in the UK from candidates and hiring teams in the past 6 months, we can’t wait to see how both Jack and Jill like it in the US.

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