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Salary: USD 150,000 - 325,000 / annual
Pivotal Health is a technology platform helping healthcare providers navigate complex reimbursement landscapes and recover underpaid claims through an AI-driven, full-service solution. The company combines software, data, and service to simplify Independent Dispute Resolution (IDR) workflows and reduce administrative burden for providers.
As a Regional Sales Executive reporting to the CRO, you will drive new business with hospitals and health systems across assigned regions (East, Midwest/Central, or West). This is a hands-on sales role focused on building executive relationships, progressing complex multi-stakeholder opportunities, and closing high-quality contracts with health system Finance and Revenue Cycle leadership.
Key responsibilities include:
- Generating pipeline by building new relationships with health system CFOs, Revenue Cycle, and Finance leaders
- Owning complex sales cycles from initial outreach through close, managing multiple stakeholders and deal requirements
- Developing account strategy, identifying decision-makers and champions, and aligning solutions to customer priorities and ROI
- Partnering with the CRO on negotiations, contracting, and deal closure
- Maintaining executive relationships and positioning yourself as a trusted partner
- Driving pipeline discipline through accurate Salesforce tracking, forecasting, and CRM hygiene
- Supporting customer transition and onboarding with Customer Success to identify expansion opportunities
- Contributing ideas to improve sales motion and health system engagement
You will be selling into a complex acute care environment where you understand Revenue Cycle, Finance, and operational workflows. The role offers flexibility on location within your assigned region, with primary company hubs in Los Angeles and New York.
REQUIREMENTS:
- 3+ years of quota-carrying sales experience in healthcare IT or SaaS with a track record of exceeding targets
- Minimum 2 years selling into health systems
- Strong understanding of 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 ability to build credibility and drive deal progression
- Highly organized with strong pipeline management, forecasting discipline, and CRM experience (e.g., Salesforce)
- Comfortable operating in early-stage, fast-moving environment with high degree of ownership
- Must be authorized to work in the United States without current or future employer sponsorship
