Founding AE (AI)

Location: San Francisco, United States; in-office

Compensation: $295k+ total package per year, with a flexible cash/equity split.

Company

Jack & Jill is an early-stage AI company building agentic products that connect candidates and companies through AI-driven recruitment infrastructure.

What you will do

• Build the mid-market sales motion for companies with approximately 50–600 employees.
• Own full-cycle selling, including prospecting, discovery, pipeline generation, and closing, without BDR or inbound handoff support.
• Acquire SF-headquartered companies through outbound outreach, events, and founder and talent-acquisition relationships.
• Help new accounts reach their first value moment by launching a role in Jill quickly and reliably.
• Diagnose stalled deals and develop improvements without relying on an existing playbook.
• Systemise successful sales approaches into a repeatable GTM pipeline.

Requirements

• Demonstrated full-cycle sales experience in a fast-growth B2B SaaS or AI company.
• Experience prospecting, running deals independently, closing business, and meeting or exceeding quota.
• Sharp, structured thinking and precise communication.
• Comfort operating with high ambiguity and limited infrastructure.
• Builder mindset with the ability to own and develop a sales motion.
• Strong roots in the San Francisco ecosystem and availability to work in-office in San Francisco.

Nice to have

• Experience selling to HR, talent, or people teams.
• Experience at a hypergrowth San Francisco startup during an early scaling phase.
• Founding experience or experience building a company or initiative from the ground up.

Culture & Benefits

• Work with an early team that includes experienced founders, operators, and engineers.
• Help shape the San Francisco go-to-market function as one of its first local hires.
• Flexible compensation structure across cash and equity.
• US right to work is strongly preferred; visa sponsorship may be possible in exceptional cases.

Hiring process

• 20–30-minute initial screen with an investor representative.
• Interview with the hiring lead.
• Day trial in San Francisco with the broader team, subject to scheduling.