Senior Enterprise Sales Executive (AI)

Location: New York City, United States; hybrid. Must be based in New York City or willing to relocate.

Base salary: $225,000–$275,000 per year, plus commission of up to 50% of base salary and equity.

Company

AI healthcare company providing free, anonymous, HIPAA-compliant autonomous and physician-supported medical consultations across all 50 states and Washington, DC.

What you will do

• Own pipeline generation, contracting-stage opportunities, and closed contract value for the health plan vertical.
• Develop payer narratives and buyer persona maps covering total cost of care, access, network adequacy, member engagement, quality measures, and value-based arrangements.
• Run the full enterprise sales cycle from sourcing and integration scoping through procurement, negotiation, and closing.
• Navigate payer security reviews, diligence questionnaires, corporate practice of medicine considerations, and BAA and DUA negotiations.
• Translate clinical evidence into payer-ready economic packages with the Chief Medical Officer and research team.
• Partner with implementation, product, and customer success teams to deliver commitments and expand accounts after launch.

Requirements

• 10+ years of experience selling into health plans, including personally closed multi-year enterprise contracts and ownership of a sales target.
• Verifiable relationships with payer economic buyers, including chief medical officers, clinical operations and network executives, and digital health or innovation leaders.
• Fluency in payer economics and terminology such as PMPM, risk adjustment, medical loss ratio, capitation, shared savings, and value-based contracting.
• Experience selling clinical credibility and evidence rather than only product features.
• Comfort selling an evolving product in a category with developing regulatory definitions.
• Willingness to travel heavily and be based in New York City or relocate there.

Nice to have

• Experience selling AI, digital health, or virtual care specifically to payers.
• Experience working inside a health plan on the buying side of a comparable deal.
• Familiarity with CMS models and care management programs such as ACCESS, APCM, CCM, and TCM.
• Experience with co-branded or digital front door deployments in a plan member experience.
• Early-stage experience as one of the first sellers in a vertical.

Culture & Benefits

• Meaningful equity participation.
• Health reimbursement allowance and well-being support.
• Flexible time off.
• Hybrid work with substantial travel to enterprise buyers.