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Jobot in San Francisco is seeking a Head of Sales to own and execute the go-to-market strategy for a high-growth AI technology company. This hands-on leadership role requires guiding a small but growing sales team, closing strategic deals, and shaping how the organization scales while staying deeply involved in customer engagements.
The ideal candidate has a proven track record as a B2B SaaS seller who transitioned into quota-bearing leadership, with experience building GTM processes,
$250000 - $300000 per year | San Francisco, CA | On-site | Permanent
We're partnering with a profitable, rapidly scaling AI technology company that has reached significant eight-figure recurring revenue in a remarkably short period of time.
The company has built a strong customer base of 500+ high-growth technology companies and is entering its next phase of commercial growth. Despite the traction, the team remains lean at roughly 30 employees, creating an unusual opportunity to join a business with proven product-market fit while still having meaningful ownership over how the company scales.
The culture is highly entrepreneurial, product-driven and execution-focused. This is a hands-on environment for people who enjoy building from the ground up rather than inheriting mature systems.
This is an opportunity to build the next generation of the sales organization while remaining directly involved in selling.
The company is specifically looking for a player-coach sales leader - someone who has been an exceptional B2B seller, successfully transitioned into managing quota-carrying AEs, and still genuinely enjoys sourcing, running and closing deals.
You’ll work directly with the founders to refine the sales motion, close strategic customers, build forecasting and operating cadence, develop playbooks, coach the existing team and determine how the organization should scale.
Unlike a traditional Head of Sales role, this is intentionally hands-on. The right person wants more ownership and leadership without getting further away from customers and deals.
Strong product-market fit | Profitable | Eight-figure ARR | 500+ customers | Significant ownership | Meaningful equity | Direct founder access
Location: San Francisco or New York City - hybrid, approximately 3-4 days/week with flexibility
Compensation: $185K-220K base + approximately $280K-320K+ OTE + meaningful equity
Type: Full-time
Level: Head of Sales / Senior Sales Leadership
Ideal background: Successful B2B SaaS AE → Sales Manager / Director with proven experience managing quota-carrying AEs while remaining close to new-business selling. Experience building early-stage GTM processes, forecasting, outbound motions, playbooks and sales teams is highly valued.
Experience selling into HR, People, Talent, workforce or other executive B2B buyers is highly attractive but not required.
Jobot is an Equal Opportunity Employer. We provide an inclusive work environment that celebrates diversity and all qualified candidates receive consideration for employment without regard to race, color, sex, sexual orientation, gender identity, religion, national origin, age (40 and over), disability, military status, genetic information or any other basis protected by applicable federal, state, or local laws. Jobot also prohibits harassment of applicants or employees based on any of these protected categories. It is Jobot’s policy to comply with all applicable federal, state and local laws respecting consideration of unemployment status in making hiring decisions.
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