Enterprise Account Executive, Health Systems
Drive enterprise sales into large health systems, building pipeline and closing complex deals for AI-powered revenue cycle and operations automation software. 7-12 years experience selling into healthcare organizations required.
About the job
What You’ll Do
Build Pipeline and Open Strategic Accounts
- Develop and execute a named-account strategy focused on 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
- 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, stakeholder mapping, and Mutual Action Plans
- Navigate InfoSec, HIPAA, procurement, and governance reviews with urgency and professionalism
Partner Cross-Functionally
- Work closely 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
What We’re Looking For
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
Preferred Experience
- Experience in patient access, contact center, scheduling, revenue cycle, or healthcare operations
- Familiarity with major healthcare technology ecosystems including Epic, Oracle Health/Cerner, athenahealth, Genesys, NICE, Five9, or Cisco
- Experience selling AI, workflow automation, or operational technology into healthcare organizations
- Strong understanding of operational KPIs such as abandonment rate, wait times, scheduling conversion, staffing utilization, and call-center performance metrics
- Experience managing pilots and outcome-based enterprise deployments tied to measurable ROI
Traits That Matter at Prosper
- Builder mentality: excited to create the playbook, not inherit one
- High agency and accountability
- Strong operational rigor and disciplined execution
- Curious, competitive, and resilient
- Comfortable operating in fast-moving startup environments
- Motivated by winning large, strategic customers and helping shape a category
Skills
Enterprise Sales, Healthcare Sales, Health Systems, Idn Sales, Epic, Cerner, Athenahealth, AI Sales, Revenue Cycle, Patient Access
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