Regional Director, Mid-Market Sales

Posted 16ds ago

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Job Description

Regional Director leading Mid-Market sales team across the East Coast. Responsible for regional revenue targets and team performance in healthcare tech.

Responsibilities:

  • Own and deliver the regional ARR target through a team of Mid-Market AEs.
  • Maintain a high-quality pipeline across the region, ensuring coverage, velocity, and deal progression.
  • Forecast accurately and communicate risks and upside clearly.
  • Hire, onboard, and ramp Mid-Market AEs across the East Coast Region.
  • Coach reps on discovery, deal strategy, objection handling, and executive-level selling.
  • Run regular 1:1s, pipeline reviews, deal reviews, and forecast calls with rigor and consistency.
  • Support AEs on complex deals involving multiple stakeholders, longer sales cycles, and broker-influenced motions.
  • Work closely with Solutions Engineering, Implementation, Product, Marketing, and Leadership to unblock deals and improve the sales motion.
  • Develop and execute a regional plan that includes broker coverage, pipeline generation, and strategic account targeting.
  • Travel as needed to support reps, brokers, and key opportunities.

Requirements:

  • 7+ years of experience managing and scaling quota-carrying sales teams.
  • Experience owning a regional or segment number and forecasting accurately.
  • Background in SaaS, healthcare, insurance, HR tech, or adjacent complex B2B sales environments.
  • Strong understanding of consultative, multi-stakeholder sales cycles.

Benefits:

  • Health insurance
  • Flexible work arrangements
  • Paid time off
  • Professional development

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