Enterprise Sales Executive (Central)

Pivotal Health

$180K — $200K *
US-AnywhereRemote in New York, US
Healthcare
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years of quota-carrying sales experience in healthcare IT or SaaS
  • Strong understanding of acute care, Revenue Cycle, Finance, and operational workflows
  • Proven ability to manage complex, multi-threaded sales cycles
  • Experience selling to executive stakeholders like CFOs and VP Finance
  • Strong executive presence with credibility and deal progression skills
  • Highly organized with pipeline management and CRM proficiency
  • Ability to thrive in an early-stage, fast-moving environment

Responsibilities

  • Generate new relationships with health system CFOs and Finance leadership
  • Own and progress complex sales cycles from outreach to close
  • Develop strategic account plans and identify decision-makers
  • Collaborate on deal execution with CRO, including negotiations
  • Build and maintain credibility with senior stakeholders
  • Maintain accurate pipeline tracking and forecasting
  • Support customer transition and identify expansion opportunities
  • Drive improvements to reduce sales cycle time

Benefits

  • 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
Full Job Description
About this Role

Reporting to the CRO, the Enterprise Sales Executive is responsible for driving new business with hospitals and health systems. This role focuses on building executive relationships, progressing complex opportunities, and closing high-quality contracts.

This is a hands-on, health system enterprise sales role. You'll be selling into Finance and Revenue Cycle leadership, as well as running consultative, multi-stakeholder deals, and helping expand our presence within health systems. We're looking for someone who consistently performs at a high level and knows how to generate and close opportunities in a complex market.

This role is designated for the Central United States. We are seeking candidates located within the region as we continue to expand our presence and support customers across the Central market.

What You'll Do
  • 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.
Who You Are
  • 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
Compensation

This role has a target total compensation range of $350,000 - $400,000 OTE
  • Base salary: $180,000 - $200,000

Top performers have the opportunity to exceed OTE through uncapped earnings tied directly to performance.

Why You'll Love Working Here

We're a collaborative, low-ego team on a mission to make healthcare reimbursement fairer for providers. While we primarily hire around our core hubs-Los Angeles and New York-we remain open to exceptional talent outside those regions. Remote and hybrid flexibility varies by role and team, and is outlined in each job description.

If you're excited by solving complex problems and making a real-world impact, we'd love to hear from you.

Benefits Include:
  • 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

Ready to Make an Impact?We're building something meaningful; and we want you on the team.

Bring your ideas, curiosity, and drive, and let's transform healthcare reimbursement together.

Employment Information

Work Authorization

Candidates must be authorized to work in the United States without current or future employer sponsorship.

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