Jack Jill
Founding GTM Operator SF - (Founding AE)
1w ago
USASeniorRemote
Founding GTM Operator role at Jack Jill, focusing on AI-driven talent and hiring solutions.
Responsibilities
- SF is the 2nd market we’re focusing on (after founding in London) and our most important GTM motion. We’ve already got a small team on the ground - but now we’re doubling down and growing headcount to scale + service the market demand for Jill.
- The immediate job is acquisition: get SF-headquartered companies onto the platform. That means working rooms, running events, doing outbound, talking to founders, and converting relationships into sign-ups.
- We’re looking for a Founding AE to get stuck in on driving acquisition + sales in Mid-Market (think: companies with ~50 - 600 employees). Over time this might evolve and change - but this is the key focus for the foreseeable future.
- We explicitly look for “T-shaped” operators at Jack & Jill - you should be great at a lot of things, and genuinely incredible at a one or two things. For this role, we expect your raw selling & closing ability to be the spike you bring to the table.
- Jack & Jill is ~20 people, $20m raised, headquartered in London (8 hours ahead of SF). This person operates independently, reports into the CRO ( K ), and builds the playbook as they go.
Requirements
- Proven quota carrier - owned a mid-market number, smashed it, can walk us through how
- Pipeline ownership - you generate your own leads. No BDR, no inbound dependency
- SF ecosystem roots - founders and operators pick up when you call
- Commercial instincts - every activity connects back to a closed account
- Zero-to-one operator - built a sales motion from scratch before
- Autonomous by default - you know what to do on a Monday morning without being told
Nice to have
- Experience selling into HR, talent, or people teams
- Time at a hypergrowth SF startup during an early scaling phase
- Founding experience
- Warm relationships with SF seed and Series A investors
Other
- 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 a year old, have released two agentic products (Jack and Jill), have built a brilliant team of Europe’s best engineers, operators and ex founders, and have raised $20M, led by tier-1 VC Creandum (Lovable, Spotify, Black Forest Labs) 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, we’re building a new infrastructure for the future of the labor market itself.
- If that vision excites you, come help us build it.
- 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 a year old, and already built two remarkable products, have 250,000+ candidates using Jack, thousands 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.
- We have thousands of users having an incredible experiences with Jack & Jill:
- Sharing their love
- On TikTok
- And everyone knows about it
- Comp: $180k–$300k total package, flexible on cash/equity split
- Location: San Francisco, hybrid in-office
- Initial screen: 20 - 30 mins with Ben Norton (Ada Ventures, one of our investors)
- Interview: Kaoru Fujita (hiring lead)
- Day trial: In San Francisco with the broader team - Matt, Bruno, and Kaoru where schedules align
- Right to work: US right to work strongly preferred. Visa sponsorship is possible in exceptional cases but will slow the process - please flag early if relevant