At a Glance
- Tasks: Build and grow a new business engine for an innovative AI recruitment platform.
- Company: Join a fast-paced startup leading the AI transformation in recruitment.
- Benefits: Competitive salary, private health insurance, and flexible compensation options.
- Other info: Dynamic, high-ownership role with opportunities for rapid career growth.
- Why this job: Be part of a groundbreaking team redefining the future of work with AI.
- Qualifications: Experience in full-cycle B2B sales or recruitment with a strong track record.
The predicted salary is between 150000 - 150000 £ per year.
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. 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.
What is the role and who are we looking for? We're hiring Jill's first dedicated seller. You'll report directly to the B2B GTM Lead and sit right in the flow between product, engineering, and customers. Your job is simple: build the new business engine from scratch and grow revenue. This is a high-ownership, high-consequence role. You won't get a playbook on day one. You'll write it. If you want clear lanes and a tidy task list, this isn't for you. If you want real autonomy, direct access, and a straight line between what you ship this week and whether revenue moves next week, this is as good as it gets.
You'll own the full new business motion: first touch through to a role going live in Jill. You'll start by doing things manually to learn what works, then build the playbooks, tooling, and loops that scale it. This is a founding role. The work will evolve as we grow.
What you'll actually do:
- Hunt pipeline: own outbound sequences, channel tests, and the activity that fills the top of funnel
- Close: run fast cycles with founders, TA leads, and hiring managers at London's best startups and scaleups
- Drive activation: get customers to their first value moment (a role live in Jill) quickly and reliably
- Diagnose and fix: find where revenue is getting stuck and prioritise ruthlessly
- Own our partnerships program and run events across the London startup ecosystem
- Systemise what works: build dashboards, workflows, and an operating rhythm that compounds over time
You'll be a great fit if:
- You've carried a bag and closed at a fast-growth B2B SaaS or AI company. Not just supported deals, not just managed accounts. You prospected, ran full cycles, and hit (then beat) quota. You know what elite selling looks like because you've done it.
- Sharp, structured thinker who communicates with precision
- Comfortable operating with high ambiguity and zero infrastructure
- Builder instinct: you want to own a motion, not just work inside one
London-based, right to work in the UK, in-office 5 days a week at Shoreditch Exchange.
The profiles we're hiring from: We're primarily looking for one type of person, with three other routes in for truly exceptional candidates.
- The AE at inflection point: 2-5 years of full-cycle B2B SaaS closing at a product-led, high-growth company. You've consistently hit or exceeded quota, earned rapid promotions, and you're ready to own more than a number.
- The elite recruiter: You've placed candidates, managed client relationships, and understand the hiring market deeply from both sides. Deep market knowledge counts for something here, but you must demonstrate you can sell and close.
- The elite generalist with GTM chops: You've been a founders associate, chief of staff, or strategy consultant and you've been in the room where commercial decisions happen, with hands-on GTM execution experience.
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- $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 £150k+ (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
Founding GTM Operator for AI SaaS | London, High Ownership employer: Jack & Jill
At Jack & Jill, we are at the forefront of the AI revolution in recruitment, offering a dynamic and high-ownership environment where you can truly make an impact. Our vibrant work culture fosters innovation and collaboration, with ample opportunities for personal and professional growth as we build groundbreaking products together. Located in the heart of Shoreditch, London, we provide competitive compensation, private health insurance, and unique perks like Deliveroo dinners and Uber rides for late nights, making us an exceptional employer for those looking to shape the future of work.
StudySmarter Expert Advice🤫
We think this is how you could land Founding GTM Operator for AI SaaS | London, High Ownership
✨Tip Number 1
Network like a pro! Get out there and connect with people in the industry. Attend events, meetups, or even just grab a coffee with someone who’s already in the game. You never know who might have the inside scoop on job openings or can put in a good word for you.
✨Tip Number 2
Show your passion! When you get that interview, let your enthusiasm for AI and recruitment shine through. Talk about how you see yourself contributing to the vision at Jack & Jill. We want to see that you’re not just looking for a job, but that you’re excited about being part of something groundbreaking.
✨Tip Number 3
Be prepared to think on your feet! In a fast-paced environment like ours, adaptability is key. Practice answering questions that require you to demonstrate your problem-solving skills and how you handle ambiguity. Show us you can thrive without a playbook!
✨Tip Number 4
Apply through our website! It’s the best way to ensure your application gets seen by the right people. Plus, it shows you’re genuinely interested in joining our team. Don’t miss out on the chance to be part of this exciting journey with us!
We think you need these skills to ace Founding GTM Operator for AI SaaS | London, High Ownership
Some tips for your application 🫡
Be Authentic:When you're writing your application, let your true self shine through. We want to see your personality and passion for the role. Don’t just regurgitate your CV; tell us why you’re excited about joining Jack & Jill and how you can contribute to our mission.
Tailor Your Application:Make sure to customise your application for the Founding GTM Operator role. Highlight your relevant experience in B2B SaaS or AI, and show us how your skills align with what we’re building. A generic application won’t cut it!
Show Your Impact:We love seeing quantifiable achievements! When you describe your past roles, focus on the impact you made. Did you exceed sales targets? How did you drive growth? Numbers speak volumes, so don’t shy away from sharing them.
Apply Through Our Website:We encourage you to apply directly through our website. It’s the best way for us to receive your application and ensures you’re considered for the role. Plus, it shows us you’re keen on being part of our journey right from the start!
How to prepare for a job interview at Jack & Jill
✨Understand the Vision
Before your interview, dive deep into Jack & Jill's mission and products. Familiarise yourself with how AI is transforming recruitment and be ready to discuss how you can contribute to this vision. Show them that you're not just interested in the role, but also passionate about their mission.
✨Demonstrate Your Sales Experience
Prepare specific examples from your past roles where you've successfully closed deals or built sales processes from scratch. Highlight your full-cycle sales experience and be ready to discuss how you can apply that to grow revenue for Jill. They want to see your hands-on approach!
✨Embrace Ambiguity
This role requires a builder instinct and comfort with high ambiguity. Think of instances where you've thrived in uncertain environments and how you navigated challenges. Be prepared to share your strategies for diagnosing issues and prioritising solutions effectively.
✨Showcase Your Collaborative Spirit
Since you'll be working closely with product, engineering, and customers, highlight your teamwork skills. Share examples of how you've collaborated across departments to achieve common goals. They’re looking for someone who can bridge gaps and drive activation quickly!