Founding Operator at Jack & Jill
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Job Summary
What are we 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.
Were 10 months old have released two agentic products (Jack and Jill) have built a brilliant team of Europes 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) Read more on TechCrunch.
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 were building a new infrastructure for the future of the labor market itself.
If that vision excites you come help us build it.
What is the role and who are we looking for
Were hiring a Founding Operator to join our Jill Delivery team. You wont be in a box. Youll work directly with our Jill Delivery Lead on our highest-leverage customer challenges turning ideas into reality fast and making sure what we build actually works in the real world.
The initial mission is driving the Jill customer experience post-sale: a role that spans account management customer success expansion product feedback and the operational systems that underpin all of it. Youll be responsible for taking customers from their first spark of value to a long-term expanding relationship with Jill. As the company evolves so will your focus.
This is a 01 role. Youll start by doing things manually (jumping on calls reviewing roles nudging workflows) to understand where things break and where the value is. Then youll build the playbooks tooling and operating rhythms that make great delivery repeatable.
What youll actually do:
Take customers from interested to successful. Youll pick up from the sales team once a customer has seen their first spark of value and take it from there. Youll build the relationship drive deep adoption and get them to hires as fast as possible.
Drive adoption and outcomes. Make sure customers are getting real value: roles filled time saved hiring managers who feel genuinely supported by Jill.
Drive expansion. This is as much a commercial role as it is a delivery role. When a customer starts to see value from Jill your job is to make sure they immediately put another role in. Youll identify expansion opportunities across your book of business build the relationships that make saying yes easy and be accountable for growing revenue from existing customers not just protecting it.
Manage relationships. Be the trusted point of contact for a portfolio of customers. Spot risk early handle escalations calmly and build the kind of partnerships where customers come to you before they even think about churning.
Feed the product. Youll be closer to customer reality than almost anyone. Feed sharp structured insight back to product and engineering so we keep building the right things.
Build the machine. Document what works kill what doesnt and turn manual effort into repeatable process. Build dashboards workflows and feedback loops that make the team smarter every week.
Youll be a great fit if
Youre sharp and structured. You think clearly under ambiguity communicate with precision and can hold a complex customer situation in your head while still moving fast.
Youve been part of hiring processes. You understand what its like to be a hiring manager the anxiety of a role sitting open too long what a great candidate brief looks like and why speed and communication matter so much. This gives you genuine empathy with our customers.
You have account management or CS experience. Youve owned a book of business before. You know how to build trust manage expectations and turn initial value into long-term retention and expansion.
You love turning chaos into process. You build clear trackers structured workflows and lightweight tooling that make the team faster. You use AI properly not just as a novelty but as a genuine force multiplier.
You have some technical chops. You dont need to be an engineer but if you can hack together a script build an automation or hold your own in a technical conversation youll be significantly more effective in this role. A background that touches code in some way is a real plus.
Youre high agency. You dont wait to be told what to do. You identify the highest-leverage problem and move on it.
The profile
Were open to exceptional people from a range of backgrounds but you likely fit one of these:
The Hiring-Aware Operator: Youve been part of hiring processes whether as a hiring manager a founder building out a team or someone embedded in a scaling org. You understand the frustration and the stakes and that perspective shapes how you show up for customers.
The CS/AM Builder: You were an early customer success or account management hire at a fast-growth B2B startup. Youve built from scratch managed a growing book of business and know what it takes to make customers genuinely successful.
The Ex-Founder: Youve built something before worn every hat and are ready to go 01 again in a high-ownership role at a rocketship.
This role isnt for you if
You want a predictable 9-to-5. Were building fast and the work is intense. We respect life outside of work but we do what it takes to win.
You need a highly structured environment. Were in the ambiguous thrilling phase of 0-to-1. Youll be creating the structure not operating within it.
You want to jump straight into leading a team. This is primarily a hands-on IC role. The opportunity to grow is real but you need to earn it by doing first.
Our team
Founded by two experienced serial founders
Youll be working closely alongside two of the best 0 -> 10 GTM leaders in the world.
Were a 15-person founder-heavy team (10 ex-founders)
Check out our full team here
And theres also the perks
Were building a high-performance environment. Youll work hard and we want to clear your plate so you can perform at your very best.
Total Compensation for this role of 100-180k (we let you choose your cash : equity split)
Private health insurance with Bupa
An Uber home if youre working late
Deliveroo dinners in the office
Fortnightly home clean
Brand new MacBook
In-person 5 days a week at our London office in Shoreditch Exchange surrounded by builders.
How do I join the journey
How to Apply:
Submit via our application form well ask you to speak to Jack about your experience and whats next. If its a fit well follow up via email.
Intro call with our B2B Delivery Lead
Paid Work Trial a working session with the team. Well give you a real problem were facing today and work through it together.
Offer Referencing & Start
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