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Jack & Jill
Jack & Jillseed

AI recruitment platform using conversational agents to match candidates.

Founding Designer

London, UK+ Equity4/5
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Our take

Jack & Jill is rethinking recruitment with AI agents that actually talk to candidates. Founding designer means defining the product from zero — how conversational AI handles something as human as getting a job. $20M seed from Creandum.

Job description

Founding Designer @ Jack & Jill

Compensation: £180k+ total compensation (choose your cash:equity split)

What we're building?

The last major technological shift - the rise of the consumer internet - created LinkedIn as the networked winner in recruitment. The next great shift is here. AI is transforming how people and companies connect and it will redefine the global labor market.

At Jack & Jill, we are building the company that leads this transformation.

We're 9 months old, have released two agentic products (Jack and Jill), have built a brilliant team of Europe's best engineers, operators and ex founders, are run rating over £1m revenue and have raised $20M, led by tier-1 VC Creandum (Lovable, Spotify, Black Forest Labs, Bolt).

In the coming years, every knowledge worker will have an AI agent managing their career, and every company will have an AI agent helping them hire.

By connecting those agents, we're building a new infrastructure for the future of the labor market itself.

If that vision excites you, come help us build it.

Meet Jack & Jill

We are not putting a thin AI layer on broken processes. We are rebuilding from first principles with two dedicated agents who work for their users:

  • Jack, for candidates: An always-on career co-pilot. Jack starts with a deep conversation to understand who you are and what you really want. He provides market insights, coaching, and companionship.
  • Jill, for companies: A true AI talent partner. Jill goes far beyond a job description to deeply understand your company, your culture, and the real context behind a role. She sources candidates, reviews inbound applicants, conducts first-pass screening calls, and acts as a strategic thought partner.

    • Jack & Jill will not just disrupt the existing recruitment software market, but also the 10x bigger recruitment services market.

    We're moving at breakneck speed

    We're 9 months old, and already built two remarkable products, have 100,000+ candidates using Jack, hundreds of paying customers signed up to Jill and built a spectacular early team. The technology is ready and 10x better than the status quo – we need to build and execute at a relentless speed to build on this early momentum and bring it to the world as fast as we can.

    Who are we looking for?

    We're looking for a Founding Product Designer to join the team.

    As our first design hire, you'll take complete ownership of understanding and shaping how users interact with our products, collaborating closely with the whole team to shape a world-class experience for our users.

    You'll think strategically, tactically and aesthetically about the user experience of interacting with Jack & Jill. You'll consider the wide surface area of our products - users interact with Jack & Jill through voice and audio, as well as via written & visual mediums.

    Today's AI technology affords us an entirely new interface for how people find their dream job - as such this is an entirely new kind of product. You'll be a deeply empathetic, first principles thinker, shaping how agentic AI systems interact with humans to effectively optimise for the best experience possible.

    While this is an IC role - it is by no means a junior role. We're looking for someone with deep experience and gravitas to be a leader in the business and own the problem space. We believe the compensation offered reflects this.

    In your first few weeks you'll:

  • Innovate by building up the characters of Jack & Jill
  • Ideate novel interfaces and create industry-leading workflows by conceptualising how users should interact with AI in both a B2C and B2B product from sharing their existing roles and documents, to how Jack handles letting a candidate know they've been rejected
  • Prototype the user experiences all the way from how a company onboards on the platform to how a candidate gets hired
  • Engage with candidates and companies to build empathy and understand how they interact with Jack and Jill
  • Evolve our brand and design language and ensure it's applied consistently across the product

    • You'll be a great fit for this role if you are:

  • You're smart - We're building at pace in an ambiguous, changing environment. We believe that general intelligence correlates highly with performance, particularly in such a context.
  • You're product-focused - You want to make a real difference how millions of people spend most of their lives! We're building at the bleeding edge of AI, but we're not academics. Regardless of whether it's by using the latest AI models or by simply talking to a customer; it's the impact that matters to you, and you're able to think about the customer, the product and the technology simultaneously.
  • You're an ambitious overachiever - You'll have shown your ambition and excellence in your life. Whether that's academically, professionally, in a sporting context, or in whatever else you've done. We want people that hold themselves to a high bar and are exceptional.
  • You want to move fast - We're looking for people who want to move fast. We're determined to become the default way people find jobs and we won't get there by moving slowly. That means the hours may be long and we'll have to make smart trade-offs, but we'll change the world whilst doing it!
  • You're high agency - We're looking for people to take ownership, who don't need to be told what to do, but like being given hard, complex problems and finding creative solutions.
  • You're a good team player - We need to be excellent individually, but a small team of exceptional people is so more than the sum of its parts. We're going to be spending a lot of time together and we have no space on the team for brilliant jerks.

    • Our team

  • Founded by two experienced serial founders
  • Matt (CEO) - previous company grew to a $600m valuation in 3 years before exiting to Deel
  • Saaras (CTO) went 0 to $3m ARR in a year as founder/CTO YC AI sales startup Kular.ai
  • We're a 15-person, founder-heavy team (10 ex-founders)

    • And there's also the perks...

    We're building a high-performance environment. You'll work hard, and we want to clear your plate to make sure that you have everything you need to be able to perform at your very best!

  • Total Compensation for this role of £180k+ (we let you choose your cash : equity split)
  • Private health insurance with Bupa
  • Uber home if you're working late
  • Deliveroo dinners in the office
  • Fortnightly home clean
  • Brand new MacBook

    • Location: London, UK

    Employment Type: Full Time

    Posted: January 30, 2026

    About Jack & Jill

    Jack & Jill

    AI recruitment platform using conversational agents to match candidates.

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    jackandjill.ai

    Interested in this role?

    Apply directly on Jack & Jill's careers page.

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