10+ years of experience in sales, specifically closing six- and seven-figure deals in digital health or benefits products.
Proven ability to autonomously generate and manage your own sales pipeline.
Strong understanding of deal risks associated with security review, legal, and budget cycles.
Experience engaging senior executives, particularly in Fortune 500 settings.
Demonstrated teamwork by having built and managed a sales team before.
Responsibilities
Close the initial contracts and secure flagship accounts within the first year.
Convert high-level CEO introductions into signed contracts independently.
Identify key sales channels and establish metrics on conversion success within 12 months.
Create and establish a repeatable sales process to support future hires.
Maintain an accurate pipeline and share forecasts that are reliable and real-time.
Benefits
Opportunity for revenue leadership development as the organization grows.
Engage in a dynamic role where you can leverage your passion for mental health.
Work in a hybrid environment with flexibility to work from home on Mondays and Fridays.
Full Job Description
Outcomes
Close the first contracts: Personally sign our first customers within 12 months, a mix of paid pilots and six- and seven-figure contracts, including at least one flagship account that expands.
Convert VIP introductions into contracts: Take CEO-level introductions from founders and advisors and personally run them to signature without hand-holding.
Determine where we win: Within 12 months, establish from real deal evidence which channels convert, at what price, and on what sales cycle.
Build the repeatable motion: Maintain an honest pipeline with real forecasts, and document the playbook (targeting, pitch, pricing, proposal, close) so the reps you later hire can run it.
Competencies
Proven Digital Health Hunter: 10+ years personally sourcing and closing six- and seven-figure deals, selling digital health or benefits products into employers. You generate your own pipeline; you are not a sales ops person or an account manager.
Deal-Risk Savvy: You know where these deals die (security review, legal, clinical scrutiny, budget cycles) and you address those risks early.
Comfortable at Altitude: Credible and composed with Fortune 500 CEOs, celebrity founders, and billionaire investors, and you convert those rooms into next steps and contracts.
Strategic and Operational on the Same Day: You can pressure-test pricing and channel strategy in the morning and send thirty researched outreach emails in the afternoon.
Autonomous and Disciplined: You operate at high velocity in ambiguity with zero hand-holding, and your pipeline stages, forecasts, and follow-ups are always real.
Team Builder: You have hired and managed sellers and can build the team once the motion is proven. A path to revenue leadership exists if you earn it, but you are hired to sell.
Genuine Conviction: You care about mental health and it shows. Buyers can sense whether it is real.
Great to have
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.
Logistics
San Francisco, hybrid (Tue-Thu in office). Not remote. Full-time.
