Summary of Jack & Jill and the role:

• 8 months old raised a $20M seed, led by tier-1 VC Creandum (Lovable, Spotify, Black Forest Labs, Bolt, Rillet) Read more on TechCrunch.
• Have released two agentic products (Jack and Jill)
• We’re a 15-person, founder-heavy team (10 ex-founders)
• Revenue is ramping rapidly with 65k Jack users and approaching 1000 companies under contract using Jill
• 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
• 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.
• We’re looking for a Founding Launch Lead to own one of our biggest priorities - winning the world's most important tech market - San Francisco. Your mission is simple: Build category defining traction in SF starting with building a candidate base of tens of thousands, and onboarding hundreds of companies within the first few months of 2026.
• You could be an ex-founder who has built in the Bay Area before, an early GTM leader from a top-tier startup, a well-networked talent leader, or an ex-VC who is ready to build. You are a commercial hustler who knows how to win in SF.
• $180-300k Total Comp with your choice of equity/cash split (we will consider higher total comp for candidates who have more experience but are willing to roll their sleeves up in this 0 → 1 role)

Application Process

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**How to Apply:

1. Submit via this form** We’ll ask you to speak to Jack about your experience and what’s next. If it’s a fit, we’ll follow up via email.

**2. 30 minute intro call with our Cofounder & CEO, Matt Wilson

3. Paid Work Trial** – a paid working session with our founding team. We'll give you a real, complex problem we're facing today and work alongside you to solve it. Matt will be in SF during December to do these in person.

4. Offer, Referencing & Start

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👋 Who are we and what on earth are we doing?

Our team

Matt (CEO) scaled headcount from 2 → 450 in 3 years at his last company - this time around we’re obsessed in the power of talent density and doing a huge amount with a small team. We’re currently 12 brilliant people with 3 more joining soon. 10 of us are ex-founders, and the rest have worked at places like Palantir/Microsoft Research/PolyAI/Fyxer/ElevenLabs. Most of us have been at the early stages and have seen 0 → double or triple digit millions of ARR in prior companies.

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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: