Remote Health Systems Executive — Enterprise SaaS Sales

Pivotal Health; United States; Remote; USD 150,000 - 175,000; Full time

Benefits offered by this job

Equity

Health/dental/vision coverage

401(k) plan

Flexible time off

Company events

Job summary

Pivotal Health is seeking a Regional Sales Executive to drive new business with hospitals and health systems. Reporting to the CRO, you will build executive relationships, progress complex opportunities, and close high‑quality contracts across regional markets.

This is a remote role within the United States, with responsibility for generating pipeline, owning multi‑stakeholder sales cycles, and partnering with Finance, Revenue Cycle, and CFO leadership to articulate ROI.

Qualifications

• 3+ years of quota-carrying sales experience in healthcare IT or SaaS.
• 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.

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.

Skills

Quota-carrying sales

Healthcare IT / SaaS

Executive stakeholder engagement

CRM (Salesforce)

Pipeline management

Tools

Salesforce

Job description

Pivotal Health is seeking a Regional Sales Executive to drive new business with hospitals and health systems. Reporting to the CRO, you will build executive relationships, progress complex opportunities, and close high‑quality contracts across regional markets.

This is a remote role within the United States, with responsibility for generating pipeline, owning multi‑stakeholder sales cycles, and partnering with Finance, Revenue Cycle, and CFO leadership to articulate ROI.