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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