Regional Sales Executive

Pivotal Health

Regional Sales Executive responsible for generating and closing new business in healthcare IT. Engaging with CFOs and finance leaders in hospitals and health systems.

Posted 4/21/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSenior💰 $150,000 - $175,000 per yearWebsite

About the role

Key responsibilities & impact

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

What you’ll need

3+ 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

Benefits

Comp & perks

Competitive compensation, including equity
Full health, dental, and vision coverage
Retirement savings plan through 401(k)
Flexible time off
Opportunities for company-wide connection and events

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

sales experiencequota-carrying salespipeline generationclosing businessaccount planningnegotiationscontractingforecastingCRM managementsales cycle management

Soft Skills

relationship buildingexecutive presencecredibilityorganizational skillscommunication skillsownershipstrategic thinkingcollaborationadaptabilityproblem-solving