AI-Powered Health Systems Enterprise Executive

Prosper AI; New York (NY); On-site; USD 150,000 - 230,000; Full time

Job summary

Prosper AI is building the category-defining AI workforce for healthcare operations and is expanding into enterprise health systems. We are seeking an exceptional Account Executive to lead strategic enterprise deals with health systems.

You will own the end-to-end sales cycle, shape our GTM strategy with leadership, and collaborate with Product and Solutions teams to drive implementations across patient access, scheduling, and revenue cycle workflows in an AI-first world.

Qualifications

• 7–12 years of experience in enterprise healthcare sales.
• Strong track record of selling to health systems, IDNs, or large provider organizations.
• Experience closing complex enterprise software or services deals.
• Proven ability to self-source pipeline and open strategic accounts from scratch.
• Comfortable navigating long enterprise cycles while maintaining urgency and momentum.
• Excellent executive communication and presentation skills.

Responsibilities

• Build named-account strategy focused on regional and national health systems.
• Develop net-new pipeline through outbound prospecting, executive networking, events, referrals, and strategic account activation.
• Own the full enterprise sales cycle from initial outreach through signed agreement and rollout planning.
• Lead discovery, ROI analysis, solution positioning, pilots, procurement, legal review, and executive alignment.
• Run disciplined deal processes with clear next steps and stakeholder mapping.

Skills

Enterprise sales

Healthcare buyers

Complex deals

Pipeline development

Executive communication

Enterprise cycles

Job description

Prosper AI is building the category-defining AI workforce for healthcare operations and is expanding into enterprise health systems. We are seeking an exceptional Account Executive to lead strategic enterprise deals with health systems.

You will own the end-to-end sales cycle, shape our GTM strategy with leadership, and collaborate with Product and Solutions teams to drive implementations across patient access, scheduling, and revenue cycle workflows in an AI-first world.