Executive Director (Healthcare AI Sales)

Location: Remote within the United States; candidates must be authorized to work in the US without visa sponsorship and live within a metropolitan area, within 50 miles of a major airport. Travel is required 30% of the time.

Salary: $150,000–$170,000 base salary plus uncapped commission; OTE $300,000–$340,000. Equity is available.

Company

Healthcare technology company developing AI that analyzes complete medical records to identify missed diagnoses and patients eligible for lifesaving treatment.

What you will do

• Own the full enterprise sales cycle from prospecting and product demonstrations through business cases, proposals, and contracting.
• Manage a strategic portfolio of major health system accounts and develop new revenue opportunities.
• Conduct deep discovery and create tailored business cases addressing clinical, financial, and operational priorities.
• Build consensus across clinical and financial buying groups and guide complex buyer journeys.
• Lead strategic conversations with C-suite and senior health system decision-makers.
• Collaborate with Marketing, Product, and Sales leadership to improve sales processes and collateral.

Requirements

• 5+ years of experience selling software to major health systems with $800M+ in net patient revenue.
• Demonstrated full-cycle sales experience and ability to engage CFO, CMIO, COO, CIO, VP Revenue Cycle, and director-level stakeholders.
• Experience selling novel healthcare technology that improves clinical efficiency and patient safety.
• Ability to build tailored business cases, manage multithreaded deals, and align executive stakeholders.
• US work authorization without visa sponsorship and residence within a metropolitan area are required.
• Willingness to travel 30% of the time and remain within 50 miles of a major airport.

Nice to have

• Knowledge of revenue cycle management or AI-driven clinical copilot technologies.
• Experience selling documentation, patient safety, CDI, revenue cycle, or clinical workflow solutions.
• Success in a high-growth or early-stage startup environment.
• Existing C-suite relationships within health systems.

Culture & Benefits

• 99% employer-paid medical, dental, and vision coverage plus a One Medical subscription.
• 18 PTO days per year and a one-week holiday break.
• $750 annual learning and development stipend.
• Company-sponsored team retreat, social events, and a sabbatical program.
• Catered lunches and additional perks are available at the New York City and Los Angeles offices.
• Inclusive workplace focused on mutual respect, professionalism, cooperation, and equal opportunity.

Hiring process

• Successful completion of a background check is required.