Jobs

Regional Director, Healthcare IT Sales Jobs

Type: Full Time

Location: Remote

Healthcare IT Sales Jobs

Experience

  • Demonstrated history of meeting or exceeding multi‑million‑dollar annual revenue, bookings, and margin targets in complex, consultative sales or account leadership role.  This includes account strategy development, selling and managing large and/or multi‑year contracts including net new prospecting, contract renewals, and install base expansions.
  • 7–10+ years’ experience in healthcare IT sales jobs including infrastructure, managed services, and/or enterprise technology solutions sales to assist hospitals/health systems on the US East Coast to achieve their goals.
  • Proven track record of owning and growing trusted long-term relationships with CIO, CTO, CISO, CMIO and other senior hospital leaders.
  • Background working cross‑functionally with sales, solution architects, technical specialists, service delivery, and finance to successfully deliver technology programs into health systems.
  • Prior experience in healthcare with a VAR, MSP, systems integrator, or health‑system IT services arm.

Technical and Domain Knowledge

  • Broad healthcare IT sales jobs experience with technical understanding across infrastructure and networking, data center and cloud (Azure and other major providers), Microsoft, cybersecurity, compliance and managed services models (MSP, outsourcing, SLAs).
  • Solid understanding of hospital and health system operations, buying processes, budget cycles, and current trends (e.g., security, interoperability, cloud migration, cost optimization, value‑based care).
  • Ability to translate technical solutions into business value language and proposals with ROI for clinical, operational, and financial stakeholders.

Relationships and Commercial Strengths

  • Existing, referenceable relationships with east coast hospital and health system executives.
  • Demonstrated ability to open new doors, transition accounts, shorten sales cycles, and expand footprint within complex IDNs and health systems.
  • Strong negotiation skills, including terms & conditions, pricing structures, managing price/scope increases, margins and ROI-Based Selling i.e. quantifying the business impact, financial return, and long-term value the solution provides.

Core Skills and Competencies

  • Executive presence and outstanding communication skills (written, verbal, and presentation) suitable for C‑suite and Board audiences.
  • Strategic account planning, pipeline management, and accurate forecasting skills.
  • Excellent analytical and financial acumen, able to work with client P&L, ROI, TCO, and performance metrics.
  • Strong relationship management, conflict resolution, and issue escalation skills in high‑stakes client environments.  Making yourself available for client emergencies and to manage solutions under pressure with cross-functional and partner teams.
  • Ability to develop plans, lead and influence cross‑functional teams without direct authority. A positive collaborative style and mindset, both internally and with customers.
  • High level of initiative, resilience, and ability to operate autonomously in a regional, field‑based role.

Education

  • Bachelor’s degree in business, information technology, healthcare administration or related field.  Master’s degree (MBA, MHA, MS in IT or similar) is a plus, but not strictly required.
  • Relevant certifications (Microsoft, major cloud provider(s), infrastructure OEM’s, networking, cybersecurity) and memberships that reinforce credibility with healthcare IT leadership.

Location, Travel

  • NYC/NY Metro base is required.
  • Work from home office or Comport’s offices in Ramsey, NJ and NYC.
  • Regular travel to customer and prospect sites. Overnight travel is required from time-to-time.
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