Head of Sales

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. 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.

This Jobot Job is hosted by: Brandon Bays
Are you a fit? Easy Apply now by clicking the "Quick Apply" button and sending us your resume.
Salary: $250,000 - $300,000 per year

A bit about us:

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.

Why join us?

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

Job Details

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.

Interested in hearing more? Easy Apply now by clicking the "Quick Apply" button.

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