Director, Health System Sales

Quadrivia

$140K — $160K *
US-AnywhereRemote in United States
Healthcare
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in healthcare sales with complex deal closing experience
  • Experience selling to access center, care management, and quality leaders
  • Proven ability to manage 6-12 month enterprise sales cycles
  • Consistent quota performance in healthcare sales roles
  • Ability to independently build and define pipelines in emerging markets

Responsibilities

  • Build and manage a pipeline for hospitals and health systems from outreach to contract signing
  • Engage with access center and care management leaders to present financial cases
  • Quantify operational costs to advocate for AI solutions
  • Conduct pilot programs and define success metrics with clients
  • Manage procurement processes including IT and compliance checks
  • Develop and execute territory strategy for assigned markets
  • Maintain an accurate and honest sales pipeline for reporting

Benefits

  • Equity opportunities in a fast-growing healthcare AI company
  • Uncapped commission structure
  • Comprehensive medical, dental, and vision insurance
Full Job Description
We're hiring a Director of Health System Sales to build and close a pipeline of hospitals, integrated delivery networks, and health system-owned medical groups. This is a hands-on, individual-contributor sales role with room to grow into a larger territory or team as the health system motion scales - ideal for someone who wants ownership of a market segment without waiting for someone else to build the playbook. What You'll Do • Build and run a full-cycle pipeline of hospitals, IDNs, and health system-owned medical groups - from first outreach to signed contract • Sell into access center, care management, quality, and patient experience leaders, and bring in CFOs and COOs for the financial case • Translate operating costs - call center staffing, missed screening outreach, gaps in post-discharge follow-up - into a clear, quantified case for agentic AI • Run structured pilot or Proof of Performance engagements with prospective health system clients, define success metrics, manage the internal champion, and convert to a signed statement of work • Navigate health system procurement: IT security review, compliance and legal sign-off, and clinical/operational stakeholder buy-in • Build and maintain territory strategy across your assigned health system market • Keep a clean, current, and honest pipeline for weekly sales review • Feed field intelligence from health system accounts back to product and clinical teams Compensation & Equity Base Salary: $140K - $160K On-Target Variable: $100K - $140K OTE Range: $240K - $300K • Straightforward, uncapped commission plan • Equity in a fast-growing healthcare AI company • Full benefits: medical, dental, vision What We're Looking For Non-Negotiables • 10+ years in healthcare sales with a track record of closing complex, multi-stakeholder deals at hospitals, health systems, or IDNs • Direct experience selling to access center, care management, quality, or patient experience leaders • Demonstrated ability to run 6-12 month enterprise sales cycles involving IT security, compliance, and clinical stakeholders • Quota performance you can point to - consistent attainment or overachievement in a healthcare-facing sales role • Comfort building your own pipeline in a market and product still being defined Highly Valued • Experience at a healthcare technology, care management, patient engagement, or clinical process outsourcing company • Existing relationships with health system access center, care management, or quality leadership in your target geography • Familiarity with call center operations, patient outreach campaigns, or population health workflows inside a delivery system • Experience selling a solution that changed clinical or operational workflow, not just added a technology license Who Thrives Here • You want ownership of a market segment, not a seat on a large, established team • You generate your own pipeline and close your own deals • You take deals personally and don't let them stall quietly in procurement • You're energized by building process where none exists yet

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