Enterprise Account Executive, Health Systems

About the role

Prolific Account Executive needed to drive Prosper AI's growth in large health systems. Key responsibilities include:

• Develop and execute a named-account strategy for regional and national health systems.
• Create net-new pipeline through outbound prospecting, executive networking, events, referrals, and strategic account activation.
• Build relationships with operational and technology stakeholders across patient access, ambulatory operations, contact centers, digital transformation, IT, and executive leadership.
• Multi-thread effectively across Operations, IT, Security, Finance, Procurement, and Executive sponsors.
• Drive complex enterprise deals from initial outreach through signed agreement and rollout planning.
• Lead discovery, ROI analysis, solution positioning, pilots, procurement, legal review, and executive alignment.
• Navigate InfoSec, HIPAA, procurement, and governance reviews with urgency and professionalism.
• Partner cross-functionally with Product, Solutions, and Leadership teams to shape implementation strategy and ensure successful deployments.
• Help refine positioning, packaging, pricing, and enterprise messaging based on market feedback.
• Bring structured insight on competitive dynamics, ICP expansion, and operational workflows emerging across the market.

Core requirements

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