Enterprise Sales Executive (Midwest)

Pivotal Health is the leading technology platform that helps healthcare providers navigate complex reimbursement landscapes. The Enterprise Sales Executive will drive new business with hospitals and health systems by building executive relationships and managing complex sales cycles.

Responsibilities:

• Generate pipeline: Build new relationships with health system CFOs, Revenue Cycle, and Finance leadership
• Own complex sales cycles: Progress opportunities from initial outreach through close, managing multiple stakeholders, timelines, and deal requirements
• Develop account strategy: Own account planning, identify decision-makers and champions, and align deals to customer priorities, budget, and ROI
• Partner on deal execution: Work closely with the CRO on negotiations, contracting (including redlines), and closing
• Maintain executive relationships: Build credibility with senior stakeholders and position yourself as a trusted partner
• Drive pipeline discipline: Maintain accurate pipeline tracking, forecasting, and CRM hygiene (Salesforce is our source of truth)
• Support customer transition: Partner with Customer Success to ensure smooth onboarding, implementation, and identify expansion opportunities
• Improve the motion: Bring ideas to reduce sales cycle time and improve how we engage and win with health systems

Requirements:

• 7+ years of quota-carrying sales experience in healthcare IT or SaaS, with a track record of exceeding targets selling into health systems
• Strong understanding of the acute care environment, including Revenue Cycle, Finance, and operational workflows
• Proven ability to generate pipeline and close net new business in complex, multi-threaded sales cycles
• Experience selling to executive stakeholders (CFO, SVP/CRO Revenue Cycle, VP Finance) and translating solutions into financial and operational impact
• Strong executive presence with the ability to build credibility and drive deal progression
• Highly organized with strong pipeline management, forecasting discipline, and experience working within a CRM (e.g. Salesforce)
• Comfortable operating in an early-stage, fast-moving environment with a high degree of ownership