Head of Sales
HybridSan Francisco, California, United States
Job Summary
Close the first six- and seven-figure contracts personally within 12 months, converting CEO-level introductions from founders and advisors into signed deals across employers, providers, and strategic partners. Establish which channels convert, at what price, and on what cycle by working with founders to analyze real deal evidence, then document the complete playbook covering targeting, pitch, pricing, proposal, and close. Generate your own pipeline, run the sales process autonomously, and address deal risks like security reviews and budget cycles early. Build the repeatable motion and hire the team that scales it once the initial arc is proven.
Required Qualifications
- Early or senior sales leader at a digital health or behavioral health company
- Grew from zero to real revenue
- Sold into employers
- Knows benefits consultants and brokers
- Personally closed six- and seven-figure contracts
- Product was new to its buyers
- Comfortable being the entire sales function for a while
- Sourcing own pipeline
- Running own process
- Closing without support
- Want to run that arc again from the beginning
- 10+ years personally sourcing and closing six- and seven-figure deals
- Selling digital health or benefits products into employers
- Generate own pipeline
- Not a sales ops person or an account manager
- Know where these deals die (security review, legal, clinical scrutiny, budget cycles)
- Address those risks early
- Credible and composed with Fortune 500 CEOs, celebrity founders, and billionaire investors
- Convert those rooms into next steps and contracts
- Pressure-test pricing and channel strategy
- Send thirty researched outreach emails
- Operate at high velocity in ambiguity with zero hand-holding
- Pipeline stages, forecasts, and follow-ups are always real
- Hired and managed sellers
- Can build the team once the motion is proven
- Care about mental health
- San Francisco, hybrid (Tue-Thu in office)
- Not remote
- Full-time
- Reports to the CEO
Desired Qualifications
- Sold into, against, or through EAPs
- Relationships with benefits consultants and brokers
- Breadth beyond employers: providers, health systems, payers, or distribution partnerships
- Sold clinical or evidence-based products where outcomes data is part of the sale
- First sales hire at an early-stage startup
- Personal connection to therapy, coaching, or mental health
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