Founding GTM Operator SF - (Founding AE)

The Role

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.

Who We're Looking For

Must Haves

• 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 Haves

• 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

The Process

• 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