Founding Operator (AI)

Location: London, UK; in-person 5 days a week at the London office in Shoreditch Exchange

Total compensation: £100,000–£150,000+, with a choice of cash-to-equity split.

Company

Jack & Jill is building AI agent infrastructure that connects workers and companies to transform the labour market.

What you will do

• Build trusted relationships with a portfolio of customers through proactive calls, Slack conversations, email, and occasional office visits.
• Drive customer adoption and measurable outcomes, including filled roles, time savings, and supported hiring managers.
• Manage escalations, identify account risks, and grow revenue through customer expansion.
• Own customer delivery workstreams, including in-product enablement, workflow automation with agents, and A/B testing new features with engineers.
• Provide structured customer feedback to engineering and help shape the product roadmap.

Requirements

• Experience in partnerships, account management, customer success, or customer experience with ownership of a book of business.
• Experience participating in hiring processes or working as a hiring manager, with empathy for recruitment-related customer challenges.
• Strong customer communication skills and comfort with frequent conversations, outreach, and escalations.
• High agency, bias to action, structured thinking, and the ability to operate effectively in ambiguity.
• Some technical proficiency, such as scripting or confidently participating in technical discussions, and effective use of AI tools.
• Availability to work in person five days a week from the London office.

Nice to have

• Experience as a relationship-led operator who has grown customer accounts.
• Previous founder or 0-to-1 operating experience.
• Experience building technical systems to support customer relationships at scale.

Culture & Benefits

• High-performance, founder-heavy team with 17 ex-founders among 25 employees.
• Hands-on individual-contributor role in an intense 0-to-1 environment.
• Private health insurance with Bupa.
• Uber home when working late and Deliveroo dinners in the office.
• Fortnightly home cleaning, a new MacBook, and a flexible cash-to-equity compensation split.

Hiring process

• Application form followed by a conversation about experience and future plans.
• Introductory call with the team.
• Paid work trial involving a real company problem, followed by an offer and referencing.