RVP, Enterprise Sales (AI Healthcare)

Location: Remote within the United States; Southeast territory travel required as needed

Salary: $162,258–$310,977 per year, including base, variable compensation, and equity

Company

AI healthcare company building an AI-native care platform across musculoskeletal, women’s health, cardiometabolic, and mental health programs.

What you will do

• Own the full sales cycle for enterprise employers with 1,000–10,000 employees, from discovery through close and upsell opportunities.
• Build relationships with HR, Benefits, and Total Rewards leaders at self-insured employers.
• Develop referral pipelines and contracting pathways with brokers, consultants, and health plan partners.
• Lead discovery conversations covering healthcare spend, musculoskeletal challenges, and benefits strategy.
• Present clinical outcomes, outcomes-based pricing, claims-based ROI, executive presentations, live demos, and ROI analyses.
• Manage pipeline health, forecast against quarterly and annual targets, differentiate against competitors, and support successful implementations with Customer Success.

Requirements

• 5+ years of experience selling to employers, preferably in healthcare, digital health, or employee benefits.
• Proven success with complex, consultative sales cycles involving HR and benefits decision-makers.
• Experience working with brokers, consultants, or health plan partners.
• Strong understanding of self-insured employer healthcare dynamics and cost drivers.
• Ability to communicate clinical, financial, and ROI-based value to executive audiences, with strong organizational, pipeline management, and forecasting skills.
• Legal right to work in the United States required; immigration or work visa sponsorship is not provided.

Nice to have

• Experience in digital health or employee benefits sales.
• Experience navigating competitive evaluations involving companies such as Hinge or Omada.

Culture & Benefits

• Remote-first company with flexible working hours.
• Health, dental, vision, life, AD&D, supplemental, and health savings account benefits for eligible full-time employees.
• Equity shares, 401(k), discretionary PTO, paid company holidays, and parental leave.
• Financial advisory services and a free digital therapist for employees and their families.
• AI fluency is expected, with candidates assessed on a three-level framework from daily productivity use to embedding AI into products and processes at scale.

Hiring process

• Applicants may be evaluated with AI-supported tools during parts of the hiring process, with final decisions made by human reviewers.