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Enterprise Account Executive

105k – 250kUnited StatesAccount ExecutiveRemote5+ YOE
Summary

Own and grow a named book of enterprise healthcare accounts through outbound prospecting, complex multi-stakeholder sales cycles, and strategic account expansion to drive new ARR.

About the role

What You'll Do

  • Drive new ARR across a defined book of enterprise accounts—winning net new logos and expanding within strategic accounts from first engagement through long-term growth
  • Build and execute account-based strategies through a predominantly outbound motion, with a strong expectation of self-generated pipeline
  • Engage complex buying committees—spanning clinical, operational, financial, and technical executives—through a hybrid top-down and bottom-up approach
  • Build account-specific ROI models, business cases, and deal strategies that drive executive alignment
  • Run discovery, demos, and proof-of-value conversations across cross-functional stakeholders
  • Coordinate with Support Engineers, Account Managers, and Revenue Operations to deliver a strong technical and operational voice throughout the sales cycle
  • Maintain pipeline hygiene and forecast with rigor to drive predictable outcomes
  • Travel approximately 25% of the time as the enterprise team builds its on-site presence

What You'll Bring

  • 5+ years of experience as an Account Executive, with a track record of hitting or exceeding quota
  • Proven ability to run complex, multi-stakeholder enterprise sales cycles
  • Hunter mentality—comfortable owning outbound prospecting and building pipeline from scratch
  • SaaS sales experience required
  • Stability and consistency in your career history—we value depth over breadth
  • Strong verbal and written communication skills; able to simplify complex value for executive audiences
  • Bonus: experience in healthcare technology, EHR/practice management software, or selling into the DSO/dental market

Compensation

  • Total target cash compensation (TTCC) range: $105,000–$250,000 USD (includes base + variable commissions)
  • Full Medical, Dental, and Vision (up to 100% covered)
  • 401K and commuter benefits
  • Flexible PTO
  • Stock options
Skills
SaaS salesEnterprise salesAccount-based sellingOutbound prospectingPipeline managementROI modelingMulti-threaded sales cyclesForecastingExecutive communication
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